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Dianne’s Land

Dianne's Land
Created by	Clinton Hickson
Starring	Carla Holloway Gary Edwards Brittani Purifie (seasons 1-4) Candace Williams Nicholas Ball (seasons 1-7) Emmanuel Savage (seasons 1-5) Djuana Duncombe (seasons 1-8) Kameron Bender (season 2, recurring; seasons 3-4, regular) Sheryl Forman (seasons 6-9) Julius Player (season 6, recurring; seasons 7-9, regular) Ted Dixie (seasons 8-9) Monretta Vega (season 9)
Theme music composer	Fantasia (seasons 1-4) John Legend and Chance the Rapper (seasons 5-9)
Opening theme	"Welcome to Dawn’s World" performed by Fantasia (seasons 1-4) "Welcome to Dawn’s World Remix" performed by John Legend and Chance the Rapper (season 5-9)
Country of origin	United States
Original language	English
No. of seasons	9
No. of episodes	207
Production
Executive producers	Clinton Hickson, Misty Crawford
Camera setup	Videotape; Multi-camera
Running time	22-24
Production company	Kodak Productions
Original release
Network	CBS
Release	September 16, 2010 (2010-09-16) – May 14, 2020 (2020-05-14)

Dianne’s Land is an American sitcom that aired September 16, 2010 on CBS and concluded on May 14, 2020. The series consisted of nine seasons and 207 episodes. It is one of the longest-running sitcoms with a predominantly African American cast. The series follows a 45-year-old hardworking and levelheaded Dianne Boswell-Whitmore who runs and owns a very successful and popular restaurant and catering business in Nashville, Tennessee called “Dianne's Dish”. In the midst of her being a passionate and ambitious businesswoman, her home life is harder to maintain than her business. There was a film adaptation that premiered on June 26, 2015 called Dianne’s Land: The Movie.

Synopsis

Dianne Boswell-Whitmore is a dedicated and tenacious forty-five year old woman who owns a restaurant called “Dianne’s Dish” that has been opened for 10 years when it started out as a small catering business. It was the of the most popular and successful restaurants in the city of Nashville. She has three children who she is raising without her husband who is in jail: 21-year-old pretentious and self-absorbed college student Carmen Whitmore, sweet and caring 16-year-old Shelby Whitmore, and geeky and occasionally mischievous 12-year-old Jason Whitmore. Her house is also occupied by her 42-year-old younger sister who is recently widowed and a high school math teacher, Naomi Boswell-Livingston who is the mother of rebellious and highly athletic 14-year-old Miles Livingston. Dianne’s home life gets even more chaotic when her 40-year-old younger brother, Timothy Boswell returns home from fighting in the war. Tim has known to be very childish, nonchalant, a party animal and a jokester ever since he was a child and since he has newfound freedom he wants a taste of the life he was missing but often times this causes him to but heads with everyone in the house especially Dianne. But as much trouble as Tim brings, Dianne does realize that he does help out a whole lot. Throughout the series other characters are introduced as Dianne tries to balance her work life and home life and although her family leads their own careers and paths they always try to help out Dianne when needed. Dianne’s role is not only keeping her business afloat but it also to be the glue that holds her family together.

Cast

• Carla Holloway as Dianne Lorraine Boswell-Whitmore: Owner and manager of "Dianne's Dish", mother of Carmen, Shelby, and Jason, eldest sister of Naomi and Tim, aunt of Miles, daughter of Bernice, wife of Randy, grandmother of Isaac, mother-in-law of William and eventually mother-in-law Anthony in the series finale.
• Gary Edwards as Sgt. Timothy “Tim” Andrew Boswell: Youngest brother of Dianne and Naomi, uncle of Carmen, Shelby, Jason, and Miles, youngest child and only son of Bernice, brother-in-law of Randy, Grand-uncle of Isaac, uncle-in-law of William and eventually Anthony in the series finale, and boyfriend turned fiancé of Pam in the series finale.
• Brittani Purifie as Dr. Carmen Michelle Whitmore-Pruitt (seasons 1-4): Eldest daughter of Dianne and Randy, eldest sister of Shelby and Jason, eldest granddaughter of Bernice, eldest niece of Tim and Naomi, eldest cousin of Miles, wife of William, aunt of Isaac, and eventually sister-in-law of Anthony in the series finale. She is first introduced to the series as a twenty-one-year-old who is spoiled, conceited, a perfectionist and sometimes arrogant. She has the high standards and never settles for anything less. In the first season, she is a junior at Fisk University majoring in Biology Pre-Med. She makes excellent grades but she still can be clueless at times if it doesn't involve shopping, medicine, or herself. She has no interest in keeping the business of her mother's restaurant going but she doesn't mind helping when she's in need of extra money. Her selfish attitude often irritates her relatives especially Dianne and her brother and sister, Jason and Shelby whom she frequently bumps heads with. Yet, in several instances she still loves and cares for family deeply. She is a member of Beta Gamma Delta Sorority, Incorporated like her mother and aunt, and eventually Shelby. In season two, she becomes a Class of 2012 Graduate of Fisk University with a Bachelor's of Science Degree in Biology. In season two, she meets attorney William Pruitt and after being attracted to him, they go on a date and eventually become a couple. In season three, she enrolls at Meharry Medical College and she breaks up with William after catching him cheating but they reconcile in the season three finale. In season four, William proposes to Carmen and they get married in the season four finale. In the television movie, Dianne's Land: The Movie, William reveals that has been offered a great position at a prestigious law firm in New York and they decide to move there while Carmen transfers from Meharry to Columbia University School of Medicine in New York so they can both live there and finish medical school. She returns in the series finale with William for Shelby and Anthony's wedding and when she returns she is pregnant with a girl.
• Candace Williams as Shelby Gwendolyn Whitmore-Holt: Second-eldest daughter of Dianne and Randy, younger sister of Carmen, older sister of Jason, second-eldest granddaughter of Bernice, second-eldest niece of Tim and Naomi, second-eldest cousin of Miles, sister-in-law of William, mother of Isaac and eventually wife of Anthony in the series finale.
• Nicholas Ball as Jason Christopher Whitmore (seasons 1-7): Youngest child and only son of Dianne and Randy, youngest brother of Carmen and Shelby, youngest nephew of Tim, only nephew of Naomi, youngest grandson of Bernice, youngest cousin of Miles, brother-in-law of William, uncle of Isaac, and eventually brother-in-law of Anthony in the series finale.
• Emmanuel Savage as Miles Jerome Livingston (seasons 1-5): Son of Naomi, eldest nephew of Tim and only nephew of Dianne and Randy, only first cousin of Carmen, Shelby, and Jason, eldest grandson and third-born grandchild of Bernice, cousin-in-law of Willam, second cousin of Isaac, and eventually cousin-in-law of Anthony in the season finale.
• Djuana Duncombe as Naomi Elaine Boswell-Livingston (seasons 1-8): Mother of Miles, second-eldest daughter of Bernice, younger sister of Dianne and second-eldest sister of Tim, aunt of Carmen, Shelby, and Jason, sister-in-law of Randy, grand-aunt of Isaac, aunt-in-law of William and eventually Anthony in the series finale.
• Kameron Bender as William Tyler Pruitt, Esq. (season 2, recurring; seasons 3-4, regular): Husband of Carmen, brother-in-law of Shelby and Jason, son-in-law of Dianne and Randy, grandson-in-law of Bernice, nephew-in-law of Tim and Naomi, cousin-in-law of Miles, uncle of Isaac, and eventually brother-in-law of Anthony in the series finale.
• Sheryl Forman as Bernice Henrietta Evans-Boswell (seasons 6-9): Mother of Dianne, Naomi, and Tim, grandmother of Carmen, Shelby, Jason, and Miles, mother-in-law of Randy, grandmother-in-law of William, great-grandmother of Isaac, and eventually grandmother-in-law of Anthony in the series finale.
• Julius Player as Anthony Steven Holt (season 6, recurring; seasons 7-9, regular): Father of Isaac, initially boyfriend of Shelby and eventually husband of Shelby in the series finale, son-in-law of Dianne and Randy in the series finale, brother-in-law of Carmen and Jason in the series finale, nephew-in-law of Tim and Naomi in the series finale, grandson-in-law of Bernice in the series finale, brother-in-law of William in the series finale, and cousin-in-law of Miles in the series finale.
• Ted Dixie as Randall “Randy” David Whitmore (seasons 8-9): Father of Carmen, Shelby, and Jason, husband of Dianne, son-in-law of Bernice, brother-in-law of Tim and Naomi, grandfather of Isaac, uncle of Miles, father-in-law of William and eventually father-in-law of Anthony in the series finale.
• Monretta Vega as Pamela “Pam” Regina Simmons (season 9): Girlfriend of Tim and eventually fiancé of Tim in the series finale.

Series Overview

Season		Episodes	Originally aired
			Season Premiere	Season Finale
	1	23	September 16, 2010	March 17, 2011
	2	22	November 10, 2011	May 3, 2012
	3	24	October 11, 2012	April 18, 2013
	4	23	October 24, 2013	May 1, 2014
	Film		June 26, 2015
	5	22	November 5, 2015	April 21, 2016
	6	24	September 22, 2016	March 30, 2017
	7	23	September 14, 2017	March 8, 2018
	8	22	October 4, 2018	April 11, 2019
	9	24	November 7, 2019	May 14, 2020

Season 1 (2010-2011)

No. in series	No. in season	Title	Original air date	Production code
1	1	"Pilot"	September 16, 2010	101
In the series premiere of Dianne’s Land, 45-year-old top notch chef and restaurant owner, Dianne Boswell Whitmore, runs a successful and popular eatery and catering company called “Dianne’s Dish” that has been going strong for 10. years in Nashville, Tennessee. She also juggles being a full-time mother to 21-year-old Junior Biology major at Vanderbilt University, Carmen Whitmore, 16-year-old sophomore at South Nashville High School, Shelby Whitmore, and 12-year-old sixth grader at Franklin Middle School, Jason Whitmore as her husband of twenty-three years has been in jail for the past two years. Also living with Dianne and her children, is her widowed younger sister, 42-year-old Naomi Boswell Livingston, a math teacher at South Nashville High School who is the mother of 14-year-old eighth grader at Franklin Middle School, Miles Livingston. Naomi and Miles moved in a year prior after the death of Naomi’s husband, Vincent Livingston. Dianne must open up her house to her baby brother, 40-year-old Timothy “Tim” Boswell, who is returning from fighting in Afghanistan and is in need of a place to stay. Tim who is not used to being back in the states is very excited to be home with his family but he ends up causing havoc in the house by balancing his former military life and new life and disagreeing with everyone and having Dianne to not be able to focus at work. Tim’s PTSD also becomes a problem among his family members. Tensions become so heated that Dianne resorts to putting her brother out. Naomi tells her that she shouldn't have done that considering their situation and that it’s something they will all have to work on so she allows Tim back in her home but before they can move forward Dianne has to establish some ground rules among the entire family and they all have to come to a consensus and compromise about some things to make the adjustment work. Tim agrees and adhere to Dianne's terms and vows to try his best to co-exist under one roof as long as necessary.
2	2	"Brother for Hire"	September 23, 2010	104
With her younger brother being home from war and needing to find work, Tim begs to work at Dianne’s restaurant temporarily until he finds something more stable. Dianne reluctantly agrees so she brings him to work one day with her and shows him the ins and outs of “Dianne’s Dish.” Tim initially starts struggling on the job and is making things worse for the employees and she is compelled to fire him. Dianne hesitantly breaking the news to Tim but when she sees how well Tim connects with the customers and when they tell her about how talking to him made their meal better, Dianne reconsiders his position from chef and waiter to a host since he is very good talking with people she also agrees to continue
3	3	"Roommate Problems"	September 30, 2010	106
Since Tim has been back, he has been trying to get his life together so he starts back hanging with his friends who he hasn’t seen since he left. Tim’s guests tend to be unruly whenever they visit which upsets Dianne and the others and she asks them nicely to tone it down. When they continue being rude, Dianne bans them from her house but this hinders their plans for Tim’s homecoming party they had planned. So instead of having it at Dianne’s house, Tim and his friends decide to have it the restaurant after closing hours and to make sure it’s cleaned and tidy before it reopens the next morning. Tim hesitantly goes through with it. When the party is getting started, Dianne forgets something at the restaurant and she leaves the house to go back to “Dianne’s Dish”. When she arrives and sees all the line of people she is furious and immediately knows that Tim is behind it so she goes finding him and shuts the party down. Tim is upset and was only trying to live his life and have fun because when he was fighting in the war, he hardly ever had real fun with real people. Tim apologizes for misusing her restaurant without her permission. Dianne understands his desire to have fun but he needs to do it responsibly.
4	4	"Out With the Old, In With the New"	October 7, 2010	108
With the new resident in the Boswell-Whitmore-Livingston Household, Tim believes that the house could use a great deal of decorating. When he brings this idea up to Carmen, Shelby, Jason and Miles about this desire, they warn him against doing it because his sisters would be against it. Tim says he’s going to do it as a surprise. Without permission, Tim goes looking for furniture and when it arrives to the house, his nieces and nephews warn them how upset Dianne and Naomi will be when they come home and realize how different the house looks. They believe that once they see it he will be alright, although this is the opposite of the outcome. They both arrive home and is very slow to realize the change but when they do they’re both out right mad and demands it be return the store. When it is returned, Tim is upset with his older sisters and only wanted to change the furniture so they can make it feel like their actual home during the transition. Dianne and Naomi understands his issue and the next time they all make sure to communicate and be more considerate when it comes to house changes.
5	5	"Turtle Funeral"	October 14, 2010	109
Jason’s beloved pet turtle, Lester dies thanks to a mistake of drowning feeding him from his Uncle Tim. Tim is charged with the responsibility of breaking the news to his nephew and that he was the cause of it. Tim struggles with this and tries avoiding this but he indeed does this and is Jason is very sad. Tim decides to give a funeral for the turtle so Jason can have closure but really it's because of his guilt for killing the turtle. On the day of the funeral however, Tim is irritated that no one is taking the funeral service including Jason. In the end, Jason forgives Tim and says it's no big deal.
6	6	"Just Desserts"	October 21, 2010	105
Dianne being a fantastic cook and baker is asked of her catering business to 5,000 cupcakes by the next two days for an event and he will pay her a big profit. Dianne isn't really up for it at first, because she’s very stressed but when Tim finds out how much money she will be making he immediately wants to join in and urges the others to join in as well. After long hours of baking, the Boswell-Whitmore-Livingston family begin to get tired but Dianne and Tim keep pushing them. The family becomes so irritable that they start throwing food items at each other thus ruining the process and not delivering the orders in on time.
7	7	"Bed-and-Breakfast"	October 28, 2010	110
The Boswell children leave the house for a weekend to go to the casino, leaving Carmen in charge of her younger brother, younger sister and younger cousin. But when Miles accidentally breaks his aunt’s expensive lamp that was a wedding gift to her years ago, they need money to replace it and when none of them have enough money Miles gets the idea decide to turn the house into a bed and breakfast to earn money. Though Carmen initially disagrees, she later agrees because they need money and agree to keep quiet from Dianne, Naomi, and Tim, but only if Jason and Shelby are treated like a hotel guest. Miles later invites college and high school students, who seemed nice at first but turns out to be totally disruptive. Carmen wants them out of the house, but Shelby and Jason enjoy it until one of the kids ruin Jason’s project and then joins in getting the people out the house. Eventually they succeed in getting them out before their mothers and uncle return home in time to replace the lamp. However, they realize what happened when Dianne notices the lamp doesn't have the engraving of her and her husband’s initials.
8	8	"Turkey Day Tale"	November 4, 2010	102
Thanksgiving is about to roll around and it's the first Thanksgiving with them all under one roof and Naomi accepts a challenge to make the Thanksgiving meal all by herself and is very stressed because she wants to prove to her over-bearing older sister and critical of food, Dianne, that she is a great cook but Miles doesn't want his mother to do it by herself because he really doesn’t care for Naomi’s cooking and he knows that when she’s stressed she doesn’t perform well. Dianne and Miles try to help but she denies their help but they still want to help so they make her think she's doing all the cooking when she really isn't and cooks some of Thanksgiving dinner without Naomi knowing. In the midst of Dianne, Naomi and Miles continuing to go back and forth, they keep sending Tim and Jason to go to the store to get different groceries in hard rain and they are very irritated by this. Meanwhile, Carmen is determined to go to this Pre-Black Friday sale before dinner so she tries her hardest to get there and take advantage of some deals with the help of her sister Shelby. When they return home from the sale, Naomi realizes that she turned the turkey up too high and it explodes and hits Carmen knocking her out and needing to send her to the hospital. In the end, they all eat turkey sandwiches from the hospital cafeteria for Thanksgiving dinner and Tim and Jason are very annoyed when they realize that all of their hustling and bustling in the rain no longer mattered.
9	9	"Carmen’s Catering Scheme"	November 11, 2010	111
Carmen is invited by her mother Dianne to attend a catering event downtown with her and she declines because she doesn’t want to spend her weekend catering and cooking meals for people. When she receives a newspaper article from her uncle saying that recording artist Kelly Rowland will be at the event, Carmen immediately changes her mind and agrees to help her mother in hopes that she will meet one of her favorite celebrities which greatly delights Dianne. When they arrive to the event center to start setting up and preparing, Carmen is on a secret prowl to find Kelly Rowland without her mother aware. Carmen eventually creates a plan to meet her in her dressing room when she meets her, she upsets her by asking for an autograph and she accidentally steals her dog. Dianne who is looking for Carmen eventually catches on to her scheme and although she is upset she tries protect Carmen from Kelly Rowland and the security guards. When Kelly Rowland comes in the kitchen and catches Dianne and Carmen she immediately calls security because she stole her dog. Dianne and Carmen explain and apologize to her that it was an accident and that Carmen is such a huge fan that she just wanted to meet her. Kelly Rowland accepts the apology and rewards her with concert tickets and backstage passes. Special Guest Star: Kelly Rowland as herself.
10	10	"Father Daughter Dance"	November 18, 2010	107
The father daughter dance at Shelby's high school is coming up and she’s not looking forward to going because her father is in jail and she hasn’t seen him in three years. When Tim offers to take her she doesn’t want to go even more because she feels that he will embarrass her and it won’t be the same. Shelby tries to find ways to get out of it by faking an injury or fake being sick. When she pretends to break her leg and tells her mother and uncles she doesn't think she can attend the father-daughter-dance, which really disappoints Tim. Shelby is happy that she got out of the dance but her mother and aunt catch her in the act and are very upset at her for what she did and Dianne threatens to punish Shelby unless she goes to the dance with her father who feels really bad. Dianne also tells her that she should be grateful that her uncle wants to step in and fill the role that her father couldn’t because he loves her that much as if she is his own. Shelby sees how sad her Uncle Tim is and she tells him she feels better and would like to go to the father-daughter-dance. Tim is overjoyed at this news and they go to the dance and much to Shelby's surprise she has a lot of fun with her uncle and everyone thinks Tim is cool.
11	11	"A Christmas Story"	December 2, 2010	103
For the Christmas holidays, Dianne has the idea of having a Christmas party to spread joy to her customers. Naomi decides to invite some of her most troublesome students perform Christmas carols at Dianne’s restaurant for community service credit. Meanwhile, Tim juggles with the chaos of having to be Santa at Dianne’s Christmas party. Miles and Jason have figured out that Dianne and Naomi are hiding their gifts in the restaurant but they have to just have to figure it out without being caught. Shelby and Carmen avoid exchanging gifts for each other because the gifts that they got do not match each other’s preference because Carmen likes extravagant gifts and Shelby likes gifts from the heart and they both are afraid to disappoint them. During the party, as it is in full swing a pregnant couple named Mary and Joseph who have been trying to find hotels all over the city are hungry and stop for a bite to eat. When Mary goes to the bathroom she accidentally locks herself in the stall with Shelby and Carmen. Her contractions get closer and Jason has the key to lock from outside but not from inside who is helping Miles find the presents. Shelby and Carmen freak out trying to calm Mary down and eventually Carmen who is a future doctor deliver’s Mary's baby who turns out to be a boy because the contractions were getting closer just as the door is opened. In the end, Naomi's students are really thankful for the opportunity and are really glad they were able to spread some Christmas cheer. Shelby and Carmen ended up getting the same thing for each other and loving the gifts. Jason and Miles found presents but they were decoys, Tim is relieved of being Santa and Dianne’s Christmas party is a success.
12	12	"Dianne’s Deadly Dinner (Part 1)"	December 9, 2010	112
Dianne is asked by the governor of Tennessee’s chief of staff to host the annual governor’s ball at her restaurant. Dianne accepts the offer for a very pretty penny and for the publicity of her restaurant. Security at the ball is very enforced because there is suspected to be a hitman out for the governor’s life. Dianne puts a lot of pressure on her staff to make it a very professional, classy, and formal event but also fun. She hires her brother to be on head of security admission. The night arrives and the ball is off to a great start until Tim gets assaulted by someone who’s trying to get in the club and he can’t defend himself because he becomes tied up. Later on during the evening, the lights are cut off and shots are fired with the lights off and when the lights come on they see the governor laying dead on the floor.
13	13	"Dianne’s Deadly Dinner (Part 2)"	December 16, 2010	113
After Dianne is asked to host the annual governor’s ball at “Dianne’s Dish”, the classy and fun affair turns into a deadly dinner when Tim who is head of security is assaulted by a trespasser and someone shoots their gun in the middle of the dinner. After the gun goes off, everyone flees frantically except for the governor’s staff and his wife/ when they see the governor on the floor shot dead. Tim, who was tied up comes to try to save everyone but it is too late. Dianne tries to comfort a grieving and frantic governor’s wife and tries to figure out who the killer was and no one fesses up until shots are fired and then it’s the lieutenant governor’s who is shot again. Dianne then gets the idea to go in her surveillance cameras and watch the videos and when she comes from checking them in the back, another person is then shot and killed and it’s the head chief-of-staff. Dianne then realizes the person who killed all those people was the governor’s wife when she is the last person left who she killed because of his affair with the lieutenant governor and the chief-of-staff. She then threatens to kill Dianne and the rest of her family so they can not tell anyone but Dianne tries to talk her out of it and she refuses to listen. Dianne then creates a plan to catch the governor’s wife and have her arrested while she gives her a dessert. As she is eating Tim snatches the gun and the police come and arrest her.
14	14	"Catching the Mouse"	January 6, 2011	118
When Dianne she opens up her restaurant early in the morning sees a mouse and is instantly terrified. Not wanting to waste money on an exterminator, Tim gets the help of his nephews Jason and Miles, and obliges to catch the mouse themselves. Dianne, Naomi, Carmen and Shelby however, objects to the suggestion but the men still try to catch the mouse. After numerous attempts, of catching it they have all failed. And during the process it turns out that there is a complete family of mice in the restaurant. Trying to catch them Tim, Jason and Miles nearly ruin the restaurant and they have to close down for awhile until the mice are out.
15	15	"Hair"	January 13, 2011	117
Shelby auditions for the school play and secures the lead role but is forced to wear a wig with the curly hair. She resents doing this because she feels that her straight hair is pretty enough and she hates the concept of wearing hair that was on someone else so she just curls her hair. She hates it on her until Eric Fields, her crush, compliments her on her new look. Suddenly she's in love with her new curly-hair and even contemplates going natural. Dianne, really concerned about her daughter's decision, talks it over with Tim and Naomi and decides it time to have that "other" important talk mothers have with their daughters. Dianne, Tim, and Naomi wait until Eric comes over to stage a performance. Dianne and Naomi pretend to be a Stepford wife, dusting, cooking and totally catering to Tim. They downplay their accomplishments and career and focuses solely on Tim and his needs. Shelby grows angry at the antics but realizes she should never have to change for a man. The next day Eric confirms this affirmation with an "I always liked you."
16	16	"Handy Tim"	January 20, 2011	116
When the toilet gets clogged, they are in need of a plumber but cheapskate Tim insists that he can do it himself instead of hiring someone to do it to save on money. Dianne and Naomi knows it will make matters worse but they let him make a fool of himself anyway. At first Tim does well but then it backfires which forces him to call a plumber. When the plumber arrives while the ladies are gone, Tim, Miles and Jason are hovering over him making sure he knows what he's doing but then they end up messing something up knocking the poor plumber unconscious and not waking up at all and they suspect that he's dead. When Dianne, Naomi, Shelby, and Carmen arrive home from the nail shop, Jason, Tim, and Miles try hiding it from them but they are unsuccessful and are completely in shock. Naomi gets the idea that instead of just throwing him out somewhere they should give him a small funeral something he deserves. After they have this insane funeral and take a moment of silence, the plumber wakes up and tells them it happens all the time. He gives them the bill and is on his way with the toilet being fixed.
17	17	"Carmen’s Community Service"	January 27, 2011	119
Carmen receives word from her academic advisor that she needs to update her community service hours in order to be eligible to graduate. Dianne has a faithful customer’s child who is failing ill and Carmen reluctantly goes through with this but she agrees and Dianne sets up the opportunity for Carmen to spend a day with a dying teen named Justin. Carmen agrees to this and offers her kindness to Justin and takes him to her campus of Vanderbilt University giving him a tour. But Justin, happens to be very rude and desires the outside life of college such as the parties and when she tries explaining that it's more than that Justin threatens to tell Carmen’s advisor that she really didn't want to do it so with the help of Carmen’s friend they arrange to take him to a college party and he enjoys it. Unfortunately, over the next four days Justin's disease takes over and he dies. His mother tells him that one of his last days on Earth with Carmen was the best day of his life.
18	18	"Gospel Explosion"	February 3, 2011	114
For the first time, The Temple of Greater Faith Church gospel choir, under the direction of Dianne, is invited to be a part of the Nashville’s Gospel Explosion. Shelby and Naomi both have great singing voices but Dianne wants her daughter to be the lead soloist while Tim plays the piano. In their rehearsal, Grammy-Award winning Gospel artist Donald Lawrence visits their rehearsal and hears Shelby’s amazing voice and he wants her to join his choir for the gospel explosion. Dianne refuses the offer for Shelby who really wants to sing with him. Dianne’s style is more old school hymns and Donald has more upbeat gospel music. So Shelby skips practice with her mother and sneaks off to sing with Donald against her mother’s wishes, leaving Naomi to become the lead soloist. When Shelby attends the practice it seems to be harder than she expected. The gospel explosion arrives and Donald Lawrence and Company perform his hit single “Encourage Yourself” with Shelby as lead and they beat the Temple of Greater Faith Church Gospel Choir. Although they win, Shelby apologizes and admits that she misses singing with her mom and home church. Special Guest Star: Donald Lawrence as himself.
19	19	"Jason’s Bully"	February 10, 2011	121
Jason is having problems at school with a bully named Erin, so Dianne invite's the bully's parents over to discover some of the kid's weak points and to their surprise it’s a girl. When Tim and Miles tells him that he should try smack-talking her, Jason teases the kid back but the bully pushes him on the ground resulting in Shelby punching the bully in the nose making Jason feel humiliated because it makes him look like he can't fight back. It is later revealed that the girl was bullying Jason because she liked him and did not know how to express her feelings.
20	20	"Uncle’s Little Niece"	February 17, 2011	115
When Tim’s godson, Nick who is also in the military and a few years older than Shelby, pays a visit to their home, Shelby immediately develops a massive crush. When Nick gets invited to a dinner, she does a "slightly" better job dressing herself with the help of Carmen, and comes before Nick dressed very sexy and with behavior she thought of as womanly; while it unbeknownst to her, made her look silly. When Tim accidentally hurts her feeling by laughing at her fancy appearance, her feeling are deeply hurt and she feels ashamed in front of the young officer. Soon after, Dianne, Carmen and Naomi call him out for embarrassing Shelby and tell him to apologize. Tim and Shelby finally make up when he explains he never meant anything bad, but as he is his youngest and beloved niece, he can't think of her as anything else but "Uncle’s Tim Little Niece" but tries to accept the fact that he is growing up and he breaks the news to her that Nick is engaged.
21	21	"Abortion"	March 3, 2011	120
Carmen goes to the doctor after she is not feeling the best, and she receives word that she is pregnant. Carmen has no idea who the father could be and she is in no position to raise a child because of her future. Dianne questions why she’s been so distant and Carmen denies it but Dianne senses that there’s something wrong. Carmen decides to get an abortion because she doesn’t want to bear the responsibility of being a parent now because of one mistake she made. She gets this operation done alone and she suffers in silence from her family. Eventually, Dianne gets a bill from the hospital mailed to her house and when she opens it she sees that it indicates Carmen’s abortion. Dianne is shocked and hurt to see the letter and she immediately confronts her eldest daughter and provides her with comfort and understanding and tells her that she never has to be afraid to tell her anything and that whatever mistakes she made she’ll always love her.
22	22	"Burglary (Part 1)"	March 10, 2011	122
In part one of the two-part season one finale of Dianne’s Land, the family decides to leave the house for a night to spend time together out on the town. Dianne is somewhat hesitant because their have been a few house burglaries in the neighborhood over the past couple of weeks but he still decides to go. Tim accidentally leaves the door unlocked, leaving the house prone to be broken into which it in fact is. When they return home, they see that the house has been completely destroyed and some of the belongings are gone missing. Dianne is upset with her brother Tim so Tim sets out to find who did it. Meanwhile, Dianne announces to her children, younger brother, younger sister, and nephew that she plans on selling the house and moving somewhere else.
23	23	"Burglary (Part 2)"	March 17, 2011	123
In part two of the two-part season one finale of Dianne’s Land, when the Boswell-Whitmore-Livingston family returns home after a night of fun in one the most popular cities of the south, they find their house wrecked and missing a few things. After the burglary, Dianne makes the decision to sell the house and move elsewhere, possibly in a small and safer part outside of Nashville. When the others hear this news, they beg her to reconsider but she doesn't. Dianne later takes them on a surprise road trip to a nice quiet little town not too far out from Nashville where it's safe and there's not a lot of action. She finds a big nice and quiet house "in the middle of nowhere". Tim, Naomi, Carmen, Shelby, Jason and Miles don't want them to move but Dianne has made her mind up and she makes them pack up the house. On the day, that they get ready to move as Dianne is standing in his house about to close the door he looks around and reflects on the memories she's had in the house. She then realizes that she can't leave the house full of so much history and love behind it and she tells her family to unpack everything back up because they are no longer moving which is joy to them all.

Season 2 (2011-2012)

• This season marks the first appearance of William Pruitt (portrayed by Kameron Bender) as a recurring character.

No. in series	No. in season	Title	Original air date	Production code
24	1	"New Security System"	November 10, 2011	202
In the season two premiere of Dianne’s Land, after the burglary, Dianne decided to sell the house but then they realized the house held too many memories to let go so now he must resort to another way of protecting his house and family. Tim, suggests getting a top of the line gun but his older sisters Dianne and Naomi stop him in his tracks and suggest installing a security system. Tim considers this but he insists on installing it himself because it costs extra money having someone else install it and he wants it to be installed as high-tech as possible. Dianne and Naomi are skeptical about this because they know their little brother isn't very tech-savvy. Tim installs it perfectly at first but later on the system starts going haywire and causing chaos in the entire house. Dianne and the others grow tired of the mishaps and calls someone to install the system the proper way.
25	2	"Restaurant Rivalry"	November 17, 2011	205
There’s a new Chinese restaurant that is now opened across from “Dianne’s Dish”. Dianne is not worried about the potential competition the restaurant may bring initially but she starts to see her rival purposely take her customers so she goes through a series of back and forth antics of promotion to take their customers. When Dianne has Tim sneak in the back of their kitchen, he sees what they’re making the food out of and that they are cooking some of the same food that Dianne is but in a shortcut manner. When Dianne finds out, she exposes the rivals and tells them that her food is made with love with people she loves. All of Dianne’s customers return and she even gains new ones.
26	3	"Teacher’s Pet"	December 1, 2011	207
Miles is now a freshman at South Nashville high school, meaning he is now a student in his mother Naomi’s 9th Grade math class because she teaches at his new high school. Since Miles will be a student in his mother’s class he believes that he can goof off as much as he wants and that he will have it much easier than the other students. Naomi bursts his bubble when she tells him that he will be treated the same as the other students and when Miles starts to act out, she starts being extra hard on him. Naomi is actually much harder on Miles than the other students even when he tries to be nice to her she is not as receptive. With the upcoming test that is coming up, Naomi does not give him outside help at home because it wouldn’t be fair. So Miles sneaks in her bedroom to steal the test answers in hopes to cheat. On the day of the test, Miles tries very hard to use the answers he found on the test, but his mother watches him the entire time and eventually catches him cheating. Back at home, Naomi and Miles talk and Naomi tells her that she was only so hard on him because she expects the most out of him more than any of her other students and that she did not want him to take the easy way out and take advantage of her just because she’s her mother. Miles apologizes for how he acted and he understands her and promises to respect her class and put her best foot forward.
27	4	"The Dog"	December 8, 2011	203
Jason finds a stray dog as he walks home from school. He along with his, aunt, uncle, older sisters and older cousin try to hide the dog from Dianne who has a no pet policy. Dianne finds out and demands that dog leaves but they convince her to letting them keep the dog until the owner is claimed. So she gives them two weeks. During those two weeks while Dianne gets attached to the dog, the others find out keeping a dog is a bigger responsibility than what they thought and they begin to grow tired of it. When the dog owner comes, Dianne reluctantly gives the dog back.
28	5	"Jason’s Bro Mitzvah"	December 15, 2011	201
After Dianne caters a bar mitzvah for Jason’s Jewish friend, Mark’s 13th birthday, Jason really doesn’t understand the purpose of it but he does see him gaining a whole lot of money on the day of his party. Jason gets the idea that for his 13th birthday that is nearing similar to the Jewish tradition of a Bar Mitzvah that declares the transition of a boy to a man, Jason comes up with a bro mitzvah for the same reason but only to gain and enforce monetary gifts. After hearing Jason’s desire, Dianne decides to throw him the party at her restaurant. On the day of the party, Jason is more concerned with the money and gifts than his actual party and actually entertaining his guests. Also on the day of the party, Carmen, meets handsome and sophisticated 26-year-old William Pruitt, a newly appointed public defender that is only one year out of Vanderbilt School of Law and is a former mentor to Jason when he volunteered at the Boys and Girls Club. Dianne, Tim, and Naomi start to see what he’s doing so they have Mark explain to him that in a bar mitzvah where a boy turns 13 and is claimed to be a man, it’s about the responsibilities and integrity that make him a man not the money. Jason feels guilty about he exploited people and made a mockery of a serious religion custom and his mother, uncle, and aunt, force him to return the money. Note: This episode marks the first appearance of William Pruitt (portrayed by Kameron Bender) as a recurring character.
29	6	"Life in the Limelight"	January 5, 2012	209
Dianne gets a new customer at her restaurant who expresses his attraction and asks for a date and she denies the invitation nicely. When he returns the restaurant, Dianne’s family informs her that the man who is asking her out on a day is Dwayne "The Rock" Johnson, actor and former wrestler. Dianne is unaware of his fame but when he asks again she decides to go on a date with him which she enjoys and agrees to go on another one. The media starts following Dianne and Dwayne, and Dianne starts to like being in the limelight but eventually the attention and fame get to her head when she realizes someone is always watching and waiting for her every move and misses having a life to herself. She comes to terms with herself and reluctantly and hesitantly breaks up with Dwayne because the celebrity life is too much for her, even though she really does like him and she's never had a boyfriend like him before. Dwayne understands and accepts her decision and they agree to remain good friends. Special Guest Star: Dwayne Johnson as himself.
30	7	"Lottery Ticket"	January 12, 2012	208
Tim decides to play the lottery and much to everyone's surprise he wins $1,000,000. After hearing his family’s suggestion on what to do with the money, Tim completely ignores them and blows the money on unnecessary things including his friends. He also starts taking advantage of his family and friends and they want no parts with him. When he realizes that all his money is gone he realizes that the friends he "bought" are no longer there for him and he tries going back to his old friends and family and they all forgive him for acting like such a jerk.
31	8	"Mother Daughter Pageant"	January 19, 2012	210
Dianne decides to participate in the Nashville Mother-Daughter Beauty Pageant with her daughters Carmen and Shelby in which Tim is hosting. Shelby is reluctant because she doesn't like the idea of pageants and Carmen is all for it but she’s trying to study for her medical school entrance exam. Shelby sees her friend Destiny and her mother, Lisa are participating. Shelby sees how much fun Destiny and her mother have in it so she decides to go ahead and do it with her mother and sister because it will be fun. At first, the Whitmore mother-daughter pageant contestants are having fun but Dianne starts to go to the extreme during the competition by sabotaging and trash-talking all the other contestants including themselves. Meanwhile, Tim is nervous about hosting and Jason and Miles helps him overcome it. On the day of the competition, Dianne starts to get so consumed with the competition that she forgets about Carmen and Shelby. They grow tired of Dianne’s actions and they show it on the stage ruining their talent act. When they go backstage, Tim and Naomi see what is going on and they talk to their big sister about their behavior and how it's affecting her daughters and their nieces. Dianne sees how much she has upset Carmen and Shelby and realize all the damage they have done and apologizes to them letting it get the best of them. In the end, Destiny and Lisa win the Mother Daughter Pageant for the fifth consecutive year.
32	9	"Carmen’s Date"	January 26, 2012	206
Recently, Carmen has started to become very fond and well acquainted with William Pruitt, a charming, debonair, and intelligent 26-year-old public defender that is only one year fresh out of Vanderbilt School of Law. They have gotten to know each other more as friends since they first met at Jason’s 13th birthday and they both have developed strong feelings and attraction towards one another however they are not vocal about their feelings to one another because they are nervous and afraid of the reaction. Jason, who William confides to about his feelings for Carmen and Shelby, who Carmen confides to about her feelings for William end up setting them up a date since they two young adults are too afraid to do it themselves. Carmen is very nervous for her date, since it’s her first real date in a while with someone she has never liked this much and she has her entire family rooting for her. She wants nothing to go wrong and William is also very nervous about the date and he wants everything to be perfect because he really likes her and hasn’t liked anyone else the same way. On the night of the date, Carmen and William act very awkward around each other trying to make sure everything is perfect and that they impress each other but they end up making the date much worse. William and Carmen later embarrass themselves and when they leave they admit that they were trying so hard to make sure the date was perfect because of how they liked each other and they agree to just act relaxed and be themselves for the rest of the night and to do something simpler like get ice cream. When Carmen returns home, she and William express how much they really enjoyed each other and that they can’t wait for the next date. Before William departs, he leaves Carmen with a kiss with her family spying in the window. Carmen comes in the house acting very nonchalant to her family when she is truly very happy on the inside with her family being very aware of her true feelings.
33	10	"Miles Has a Dream"	February 2, 2012	204
For his Black history project, his teacher Mr. Nelson assigns the class one person notable in Black History to dress up as and also talk about them. Miles and his friends don't really take the project very seriously. The next day when it's time for everyone to present and as Miles is walking to school he gets caught in a storm and then is thrown to his school yard and sees all his friends and everything is different. His Black friends aren't hanging with her white friends and he doesn't know why. Mr. Nelson, his Black history teacher is now a janitor and Mr. Gregory who is a white a janitor is now his history teacher. When Miles returns home he realizes that the storm pushed him back fifty years prior to where she is now in 1962 during the Civil Rights Movement. When Miles's white friend, Sam needs help with something he invites him over fearfully. The next day, they show up to class as friends and sit in the front of the class which is against the rules in the 60s. They then take a stand and the entire class stands with them. A riot and protest breaks out in the school leading Miles to recite the famous "I Have a Dream" speech given by Martin Luther King, Jr. when he does this he wakes up and tells all his friends and family about the dream and everything is back to normal. Miles now has a newfound appreciation of Black History Month and black leaders.
34	11	"The Last Straw (Part 1)"	February 9, 2012	211
Against the wishes of his big sisters, Tim decides to get a motorcycle and he repeatedly prohibits anyone in the house from riding it, touching it and even looking at it. Miles is enticed to ride even though his uncle forbid him and the others from riding it. Miles decides to take the motorcycle for a spin while Tim is at home and when Tim arrives home he panics because he cannot find his motorcycle so he reports it stolen until Mires arrives home after taking it for a spin making Tim very angry. Tim being so angry at Miles and his defiant, careless and irresponsible antics presses charges and sends his nephew to jail much to the family’s dismay especially his sister Naomi.
35	12	"The Last Straw (Part 2)"	February 16, 2012	212
After Tim buys a motorcycle and Miles takes it for a joyride disobeying his uncle’s orders, Tim is fed up with him and presses charges since Miles committed a crime and he believes he should suffer the consequences. The rest of the family is very mad at Tim for doing what he did because Miles is only a child and he shouldn’t have gotten the motorcycle in the first place. Dianne and Naomi are not speaking to him especially Naomi because of what he did to her son. Carmen’s new boyfriend, William who is a public defender helps Miles during his trial and hopes to get him off but on the day of the trial, the judge sentences Miles to ten years in jail. Miles is taken into custody crying and telling Tim how sorry he is and while the rest of the family are upset and blaming Tim for what he did. Tim did not want Miles to go to jail nor did he expect the judge to send him to jail he was just trying to teach him a lesson. When he realizes he has taken things too far, Tim drops the charges and with the help of William, he gets Miles out of jail. Tim apologizes to Miles for taking it too far and Miles apologizes to Tim for disobeying him. Miles returns home to his family that is very happy to see him and they all forgive Tim when he apologizes for getting the motorcycle and all the drama it caused and he decides to sell it.
36	13	"Birth Control Pills"	February 23, 2012	217
Now seventeen years old, Shelby has decided to start having sex and without telling her mother who will freak out, she seeks counsel from her elder 22-year-old sister, Carmen as far as to what she should do and Carmen refers Shelby to birth control pills for when the time comes so she won’t have to worry about being pregnant. Shelby begins to take them but Tim and Naomi find them fall out of her backpack and they try to hide it from Dianne but she sees that something is wrong with them and when they admit it, she begins to worry and fear that her daughter is sexually active. Dianne struggles with the conversation so when Shelby arrives him she begins to give her the third degree and Shelby calms her down by saying she hasn’t had sex yet she just got them so she could be prepared for when the time comes. Dianne is relieved but she does have a serious conversation with her daughter about sex and she assures her that she can always come to talk to her about anything. When she tells her who she got them from, Carmen walks in and tries to avoid her mother but Dianne then starts to pick a bone with her eldest daughter.
37	14	"Long Lost Brother"	March 1, 2012	215
Dianne gets a new customer at the restaurant, Keith Harris, who befriends Tim and acts just like Tim and even favors him and is three years older than him. They share just about all of the same similarities and they both act the same. When he sees a picture in the restaurant of Lawrence Boswell, the father of Dianne, Tim, and Naomi, shows him a picture of their father and rushes out of the restaurant for some odd reason. Dianne is confused as to why he did that and when he returns back to the restaurant Keith shares some shocking information with Dianne, Naomi and Tim: he is their brother. The Boswell children are all shocked and in disbelief to this news and when Dianne shows a copy of her father’s birth certificate it says that her father is Lawrence Boswell, Date of Birth, February 21, 1938 which is the exact birthday of Dianne, Naomi and Tim’s father and they are all very, very flabbergasted and hurt when they discover that their father cheated on their mother during their. They call their father and he denies it and so does their mother so they do not know what to believe. Tim then enlists the help of his FBI friend Rachel from the military to get to the bottom of it and when she does a background check on Keith and actually analyzes the birth certificate closely and compares it with Vince’s she notices that the dates and social security numbers aren’t the same. It was a mark on Keith's father birth certificate to make it look like February 21, 1938 when it actually said March 21, 1943. Also, the social security numbers of their father Lawrence doesn’t match Keith’s birth certificate. When Tim shows this to Keith and the rest of the family, they realize that their father has the same name just different birthdays and social security numbers and Keith apologizes for the misunderstanding.
38	15	"Carmen Models"	March 8, 2012	213
While in the park taking selfies, Leo a photographer captures Carmen's beauty and immediately wants to take pictures of it. He sends the images to a local modeling agency and they want to call in Carmen for a photo shoot so she can be on the cover of a very adolescent magazine. When she is landed the cover of the magazine she asked to model in the New York Fashion Week. She is astounded and excited by this news and she gladly accepts the invitation and heads to New York with her mother, sister, and aunt for fashion week. Backstage she meets her favorite supermodel, Tyra Banks and she talks to her telling her to do her best. At the end of the fashion show, Tyra asks her to stay in New York with her so they can model together and she can help her with her career. Although, Carmen really enjoys modeling and it's the chance of a lifetime she doesn't want to leave home and give up her dream and ambitions of being a doctor and going to medical school. She battles with this decision and decides to stay home with her family to finish college and attend medical school. Special Guest Star: Tyra Banks as herself.
39	16	"Health Inspector"	March 15, 2012	219
Dianne takes pride in not only having a successful business and serving great food with great service, she also takes pride in having her restaurant remain clean and hazard-free. Dianne receives word that the health inspector is making it’s semi-annual visit so with her family and co-workers they make sure “Dianne’s Dish” is in tip top shape to meet the health standards so that “Dianne’s Dish” remains with a perfect health score. On the day of the visit, the new health inspector, Angela, is about to give Dianne another perfect score until she sees Tim and gives her a bad rate having to shut down her restaurant. When they find out that Tim went on a date with Angela and broke up with her. Dianne forces Tim to take her out again so that she can keep her perfect score. Tim is reluctant because he did not care for Angela but he suffers for his sister and he is miserable the entire date because Angela is very possessive, emotional, dramatic and scary. Every time Tim tries to leave she threatens to permanently shut down the restaurant but Tim blackmails Angela into her losing her job so she leaves the date and agrees to give Dianne her perfect score thus re-opening “Dianne’s Dish.”
40	17	"Jury Duty"	March 22, 2012	216
Dianne and Tim must serve jury duty for the same trial and they are not looking forward to it at all. The terms of being on the jury is that the jurors can't discuss the trial to anyone at all which is why they must stay in a hotel until the trial is complete. While shopping in the store, Tim believes that he has met a member of the mafia who is trying to blackmail him if his friend is founded guilty. When the juror meets the next day, everyone finds the juror guilty but Tim out of fear and he keeps making them re-vote and gives poor excuses as to why the defendant should be found not guilty. Tim confidently tells Dianne why he is voting guilty and she tells him that he must stop being afraid and do the right thing. When the jury collectively finds the defendant guilty, Tim hurriedly runs out of the court but the mafia man catches up with him and it turns out that Tim had the wrong assumption the man is actually a life insurance agent not a member of the mafia so Tim was worried for nothing.
41	18	"Visiting the Dentist"	April 5, 2012	218
Tim has been avoiding going to the dentist for years and he always comes up with some scheme to get out of going. Dianne, Naomi, Shelby, Carmen, Jason and Miles come up with a plan to get Tim to the dentist. Shelby pretends to break her tooth so that her uncle can take her to the dentist. When he takes her to the dentist, Shelby reveals to him that she was faking it and that she tricked him to taking her to the dentist. Dianne, Naomi, Carmen, Miles, and Jason then make their appearance and as Vincent starts to fight them off, with Carmen and Shelby holding him back, Shelby actually breaks her tooth, Dianne gets a sprained nose, Miles gets a black eye, Naomi twists her hand, Jason cracks his back, and Carmen breaks her nail. So in the end, Tim and Shelby both have to go the dentist. Tim put on nitrosoxide gas to make her say funny things, and Shelby starts talking funny.
42	19	"Shelby’s Purse"	April 12, 2012	214
Shelby has been asking for a designer purse for the longest and everyone has denied her request. After Tim gets his niece Shelby a bag from the evidence locker at the police station, she pretends to appreciate the thought of the gift, but when Jason and Miles tell Shelby about "Pudding Points", a contest with a prize for eating enough pudding, she tries to eat as much as possible to win a new designer bag. Tim and Dianne find the new bag inside the bag he gave her and accuses her of shoplifting. He sends a young police officer, Officer 6-Z, undercover as a student named Eddie Green (who is a midget and can pass as a high school student) to spy on her. When Shelby, Jason and Miles find out that Eddie Green is a cop, they pretend that they are robbing a house with Eddie as an accomplice. In the end, both Eddie and Tim tase each other thinking that the other was a criminal and the truth comes out. Shelby apologizes to her mother and uncle for lying about the purse, and Tim apologizes for spying, he just wants to make sure that never compromise herself for material things.
43	20	"Carmen the College Graduate"	April 19, 2012	220
Carmen is getting closer and closer until she completes her undergraduate studies and becomes a college graduate and while everyone in her family including her boyfriend, William are so happy for her and proud of her success Carmen is not because she is worried about her acceptance into her dream school for her medical program, Columbia University School of Medicine in New York City, the school she has been dreaming of her entire life. She is so anxious and worried to hear back from them and when she does, she receives word that she was not accepted. Carmen becomes very depressed and disappointed in herself so much so that when her graduation day arrives she does not want to attend because she feels as if it is no point since she won’t be going to medical school. Dianne refuses to miss her eldest child graduate from college and she refuses for Carmen to miss out on one of the most momentous occasions of her life so she talks to her about how even though she did not get into the medical school of her preference that she is still beyond brilliant and that she should celebrate her accomplishment of graduating college because everyone doesn’t get the chance. Nevertheless, she still is a graduate and she also reminds her of that expensive dress and shoes she bought for graduation that she can’t take back. Carmen immediately changes her mind and her and the whole family celebrate with her as Carmen Michelle Whitmore crosses the stage, officially becoming a Vanderbilt University Class of 2012 Graduate with a Bachelor’s of Science in Biology. When the graduation is over, everyone returns to the house, William finds a letter from Meharry Medical College that was dated for three weeks ago saying that Carmen has been accepted into their program with a full scholarship. Carmen ignored it because Meharry wasn’t good enough and that it wasn’t what she wanted. William tells his girlfriend a story about how he didn’t initially want to attend Vanderbilt Law but he was rejected from Harvard School of Law and although it upset him, he didn’t want to give up his dream completely of becoming a lawyer, a dream that some people weren’t able to see and he reminds her that Meharry produces the top Black doctors in America. Carmen understanding his point and being inspired and motivated by what he said decides that she will attend Meharry Medical College in the fall in pursuit of her career aspirations to become a doctor.
44	21	"The Cruise (Part 1)"	April 26, 2012	221
In part one of the two-part season two finale of Dianne’s Land, Dianne is rewarded a Caribbean Cruise Getaway for the family. When she announces the news of the cruise everyone is excited and prepares to go with an extra space for Carmen’s new boyfriend, William. Her plans for the cruise is for everyone to spend some time quality together as a family, something they haven't done in a while but as soon as they get aboard everyone separates and goes their separate ways. Later that night, while the cruise life is very quiet and most of the passengers are asleep, different members of the Boswell-Livingston-Whitmore family leave their cabins and go to the deck to watch the ocean. One by one they all find themselves on a boat and as the family members are all arguing, Jason accidentally presses the button that will make the lifeboat take them from cruise ship sailing them in the ocean. With William who is left behind on the boat looks for everyone is. When sailing on sea, they all start panicking and arguing again and things take a turn for the worse when a group of sharks show up around them attacking Tim.
45	22	"The Cruise (Part 2)"	May 3, 2012	222
In part two of the two-part season two finale of Dianne’s Land, after Dianne has taken her three children, brother, sister, nephew and unexpectedly her eldest daughter’s boyfriend on a Caribbean cruise for relaxation, they find themselves drifting from the cruise ship onto a lifeboat in the middle of the ocean with sharks about to attack mainly targeting for Tim. As Tim is sinking in the ocean, his family is trying their hardest to pull him back in the boat to save him life. When Tim is eventually rescued instead of thanking them, he starts arguing with his relatives especially his big sisters Dianne and Naomi because they got him in the situation. Elsewhere, Carmen’s boyfriend, William is worried to death about where everyone is and when he checks the security cameras on the boat, he sees them go off board and immediately puts the boat in emergency mode and goes out on a life boat trying to find them. The Boswell children begin to argue again when they can't agree on which direction they should go in for land. The younger family members tries to maintain peace among their elders but they aren’t listening to them. Eventually, they find land but instead of talking and trying to find a way to get back to the cruise ship they all try doing things on their own which doesn't get them nowhere because everyone keeps arguing. Carmen, Shelby, Jason, and Miles grow tired of them arguing so much that they sail back to the dock themselves leaving them on the island and has them find their own way back. As Naomi’s son and Dianne’s three children, sail back to the boat, William has sailed to the land and finds everyone but his girlfriend, Carmen and her siblings and cousin who has left and he tries to help the three bickering Boswell siblings back to land. When William tells them that arguing won't make it any better and that the reason the others left was because they weren’t acting like a family which is the reason for the entire vacation. Hearing this from William, Dianne, Tim, and Naomi realize they have been a huge pain and try to put their heads together to find a way to get back on land with the help of William. They get the idea to build a hot air balloon that will float them back on the cruise and indeed it does. As Shelby, Miles, Carmen and Jason are preparing to call for help, they are surprised and happy that their family has finally and actually stopped bickering and worked together to get back and thanks William for what he said to help them. Now they can finally enjoy what's left of their cruise getaway.

Season 3 (2012-2013)

• In this season, recurring character William Pruitt (portrayed by Kameron Bender) joins the main cast.

No. in series	No. in season	Title	Original air date	Production code
46	1	"Back on Board"	October 11, 2013	303
In the season three premiere of Dianne’s Land, after the Boswell-Whitmore-Livingston family have traveled on a Caribbean Cruise Getaway with Carmen’s boyfriend, William that almost turned into near-death experience, it is time that they must return home back to Nashville but trying to leave the boat is a challenge because Dianne is trying to get them to leave in time before the boat sails with the new quests and so they can make their flight but they all have these different distractions. Carmen doesn't want to leave because she wants to get the perfect picture with William by the boat with the help of her brother Jason, Tim doesn't want to leave because he is determined to win in the casino, Shelby doesn't want to leave until she finds her gold bracelet, Miles doesn’t want to leave until he gets this cute girl’s number and Naomi doesn't want to leave because she wants to meet her favorite and get an autograph from her favorite actor, Samuel L. Jackson. Dianne frustrates herself trying to get them to hurry it up before they miss their flight. Eventually, Jason takes the perfect picture of Carmen and William, Shelby finds her bracelet, Tim wins at the casino, Miles gets the number of the cute girl which turns out to be the wrong number and Naomi finally met and got an autograph and a picture with Samuel L. Jackson and is mesmerized. In the end, they make their flight and safely return home. Special Guest Star: Samuel L. Jackson as himself.
47	2	"Haunted Attic"	October 18, 2013	306
Halloween has rolled around and Tim's plan is to scare everyone in the house. This plan does indeed work so to get him back everyone tries scaring Tim but all of their attempts fail. Growing tired of him not being scared, Dianne dares Tim to spend the night in the night in the attic that he has deemed haunted ever since they moved in. Tim accepts and the rest of the family joins in including William. On Halloween night, everyone packs up their things and spends the night in the attic, nothing weird starts to happen but the atmosphere is very scary and it creeps everyone out except Tim. Soon enough, abnormal things start happening and it terrifies everyone but Tim. However, Tim starts to get frightened when each one of his family members start disappearing in thin air. When he is left alone, he starts hearing demonic voices saying they will take him away. He starts screaming and asking for help and when he does this everything stops and the family members come from out the dark laughing at him. Tim is confused and he realizes the entire thing was a prank concocted by the members of his family to prove that even Tim gets scared by something.
48	3	"Medical School Student Carmen"	October 25, 2013	301
Now that Carmen has gotten her bachelor’s degree in Biology from Vanderbilt University, her next step is completing Medical School so that her dreams of becoming a doctor can come true so she begins her first year of medical school at Meharry Medical College. Carmen is very excited to start her new path and fulfill her dreams but she is discouraged when she starts to realize just how much more challenging medical school is for her than she thought and when she sees her other peers excelling far beyond her she begins to rethink her decision and starts to question whether or not she has what it takes to become a doctor and considers dropping out. When her mother hears this, she devises a plan with her family to where Tim pretends to be sick and Carmen is only the person that can take care of him when she does this successfully they all remind her that she is perfectly made to be a doctor and she belongs in medical school and her boyfriend William reminds her that when he was in law school, he would often feel very challenged and defeated but he knew he had a purpose and that the challenges only made him better. Carmen adheres to William’s advice, accepts the encouragement from her family and decides to continue on with medical school and her journey to becoming Dr. Carmen Michelle Whitmore.
49	4	"Coach Tim"	November 1, 2013	308
The South Nashville High School Rams Football Team has not been doing the best and is in need of a brand new coach. When Tim attends a game and attends a practice to see his nephew Miles the star quarterback play, he gives the team and the coach a lot of helpful pointers and those pointers helped the team win their first game of the season. Tim then gets a call from the principal being offered to coach the football team and being in the desperate need for money Dianne and Naomi urge him to take it and so does Miles who seems to be hesitant. The football team is excited to have a new coach. Coach Tim however, is in no way of playing games: only football. He works them very hard and pushes them even harder to the point where not only their grades suffer but they begin to not enjoy football despite the many wins they have gained under Coach Tim. Even Miles tells his uncle how much less he is enjoying football and how much the other teammates hate it. The former coach talks to Tim and says that high school football isn’t like the military. Before the season playoffs, Tim then apologizes to the team and especially to Miles for how he’s been acting and says he will do better and that they should remember to play hard but have fun even harder. The team welcomes him back and for the first time in six years the South Nashville High School Rams make it to the season playoffs thanks to the new head football coach, Tim Boswell.
50	5	"Williams’s Admirer"	November 8, 2013	309
William has been dealing with a new client named Stephanie Bennett who is getting divorced and having a tough time dealing with. William's kindness is received well and really helps Stephanie in her adjustment and send him emails from an anonymous source, about how much she appreciates him for all he's done and has helped her and he responds to her. When Carmen sees William's laptop open, and sees the email threads pop up she jumps to conclusion and goes out her way to confront this suspicious admirer of William's and when she sees Stephanie's name of the envelope from her divorce papers former school, she sees her address on the postage stamp and goes to her house to get the real story before going to William she opens the door and sees Stephanie half-naked with another man who is also half-naked with props. When Carmen hears Stephanie’s story from her and her anonymous one-night stand and explains the context of the messages, Carmen feels really embarrassed and apologizes to Stephanie and her guest. When Carmen returns home, William awaits her knowing what she did ready to make fun of her because of how she acted and Carmen apologizes and promises to always trust him first before she jumps to conclusions.
51	6	"Naomi Gets Her Groove Back"	November 15, 2013	302
Naomi meets a man close to her age named Howard that has been coming to Dianne’s Dish for a few times and always asks for Naomi to take his order. He admits that the only reason he keeps coming is to see her because of how beautiful she is. Howard eventually asks to take Naomi out on a date. Surprised and taken aback, Naomi hesitantly accepts and is also very flattered. Naomi tells her big sister Dianne, her little brother Tim, her nieces Carmen and Shelby, her nephew Jason, and her eldest nieces’ boyfriend William, about the date who help her get ready and she asks if they keep it from her overprotective teen son on Miles because he will overreact. On the night when they return from her date, Miles is waiting on her return and is very upset about it. After Naomi tells her son that she is 44 years old and can do what she wants she continues to date Howard against Miles’ wishes. Miles sets out to purposely sabotage her next date to keep her away from Howard and when Naomi catches hers son’s mischievous scheme, she is embarrassed and highly upset with him and Miles is embarrassed as well feeling very bad for what he did. Later at the house, Naomi and Miles have a mother and son heart-to-heart and Miles apologizes for how he acted and admits that he doesn’t want to see his mother get hurt and waste her time, and that he has trouble seeing her with anyone besides his late father, Vincent Livingston who died four years prior. Naomi tells him that she knows how to handle relationships and that no one can replace the void of her late husband and father of her son. Miles then allows Naomi to keep seeing Howard.
52	7	"Shelby’s Forbidden Dress"	November 29, 2013	311
Shelby, who is now eighteen, has gotten her curfew extended and is allowed to buy her own clothes. For this upcoming party she’s going to, she buys a brand new dress that is out of her comfort zone and very different to what she’s used to wearing. On the night of the party as Shelby is about to leave, Dianne sees her daughter in the new dress that she bought which she considers to be very scandalous and revealing and she demands that she takes it off or she won’t be able to go the party. With the help of Carmen, Shelby comes up with a plan to switch dresses from when she leaves the house and goes to the party so Dianne will never know. However, when Dianne is cleaning she finds the dress her youngest daughter, Shelby supposedly changed in the garbage and immediately questions her eldest daughter Carmen who spills the beans. Shelby returns home in the dress she bought and her mother catches her in the act and is very mad and disappointed with her. Shelby apologizes for disrespecting her tells her that she’s eighteen now and she should be able to make her own choices and decisions. Dianne accepts her apology and she understands her daughter wanting to have freedom and independence and promises that if they just communicate more she’ll be more understanding and less strict.
53	8	"Christmas Spirit"	December 6, 2013	305
For the Christmas holidays, Dianne wants a change to be featured on the Nashville local news for Christmas so she wants to do something big and wants Tim help by blackmailing him into getting him that watch he wants for Christmas. Meanwhile, Naomi is in charge as the director of the school Christmas play only to get a Christmas advance from the school. She tries to put the play together with some very reluctant students including her son Miles and niece Shelby; she also enlists the help of her brother Tim by blackmailing him into getting him the new stereo set he wants. When Dianne and Naomi discover what they are going to do, Naomi brings them to her restaurant to perform the play and Dianne will dress up as Mrs. Claus to give her students gifts. Elsewhere, William and Carmen argue over their Christmas plans repeatedly so much so that they decide to spend Christmas apart from each other. In addition, Jason struggles with his Christmas list and what he wants for Christmas which is a class assignment he must turn in. While at the restaurant practicing the play, One of Naomi’s students, Noah befriends Shelby and Miles, who is very friendly and very humble and tells the bickering cousins that they should value their family and friends especially during Christmas. On the day of the performance which is Christmas Eve, Naomi goes out her way to make sure the play is perfect and that her boss, Principal Armstrong sees it and Dianne goes more out her to way to get her news story with Tim struggling to do two things at one time. Eventually, Carmen and William stop arguing and he arrives at Dianne’s Dish and they both make up and agree to combine Christmases between her family and friends and his. Once the play is over, Dianne then gives all the students the gifts she got for it and when Shelby and Miles sees that the very kind Noah did not get a gift they give their gift to him. Jason finally comes up with his Christmas list and reads it to close out the event with a very heartfelt message. Immediately after the speech and as the family cleans up from the event, Dianne sees the gifts she got for Shelby and Miles and asks them why they did not open them and they tells her they gave them to Noah Nettles but Naomi informs Miles and Shelby that Noah was a former student at South Nashville that passed away five years ago during Christmas which is who the play was dedicated to. Miles and Shelby then come to the conclusion that Noah could’ve been an angel.
54	9	"Dianne’s Law Suit"	December 13, 2013	310
Dianne’s new customer Richard fell at her restaurant and broke his back and is threatening to file a lawsuit against “Dianne’s Dish” for his injuries and Dianne is worried at how it could possibly jeopardize her business. When Dianne gets served officially, she tries to get Richard to reconsider but his mind is made up and he already has set the date and paid his lawyer. Dianne then seeks the assistance of her daughter’s boyfriend, William, who is a lawyer and won’t charge her ridiculously for the case. William prepares Dianne for everything she needs to be prepared for the case. On the day of the trial, Richard and his lawyer are making it harder for Dianne and William to win but they keep persisting which still doesn’t help because the judge seems to be in favor of Richard. during the recess when Tim goes to the bathroom, he overhears a conversation in the stall between Richard and his lawyer that confirms that Richard’s body is not harmful and that he’s only suing her to get revenge on Dianne for stealing her father’s restaurant’s customers. Tim records this conversation on his iPad and shows it to Dianne and William before they reconvene and when the judge is about to state the verdict, William presents one last witness and uses the video to indicate that Richard is not hurt and that he intentionally fell in the restaurant in order to avenge Dianne’s business and when the judge sees this, he finds Dianne not guilty and makes Richard pay her a sum of money for his deceit and defamation of business, thus William and Dianne winning the case.
55	10	"Parade Car"	January 10, 2013	304
Tim is asked to ride his car for the Nashville Martin Luther King Day Parade representing the military and he spreads the news to the Boswell-Whitmore-Livingston Family including William and that no one is to even touch the car, look at the car, let alone get inside it. Dianne wants to put a poster of “Dianne’s Dish” and “Dianne’s Dish Catering” to promote her restaurant and catering business. Then, Naomi convinces her sister Dianne that they should to take it for spin and that Tim will never know, but they come back with a huge scratch on the car. The two Boswell sisters go behind their brother's back and try to fix the car bringing Jason, Carmen, William, Shelby and Miles into covering up the disaster. Luckily, they fix it just in time for the parade (or so they think). Tim returns home angered after the car fell to pieces during the parade and demands questions which results in everyone pointing fingers at another.
56	11	"Rumors"	January 17, 2013	307
There’s a rumor going around South Nashville High School has it that Basketball Jock Trey got lucky with Shelby on their date. Her younger cousin, Miles knows this isn’t true, so he gets stuffed in a locker trying to get Trey to admit the truth. Shelby gets him out out but when he tries to warn his cousin Shelby about the fast-spreading rumor around school, she doesn't believe him and tells them never to speak to her again, but then her best friend Madison tells her she heard the very same rumors about her and Trey. When Shelby is crying on the porch, her mother Dianne steps in and says that Shelby’s aunt Naomi told her about the rumors that she heard at the school too since Naomi teaches there but she was waiting on his daughter to come to her first and tells her to admit the truth that she’s always known and that this is something she has to handle. Shelby then enlists her Uncle Tim, Aunt Naomi, her big sister’s boyfriend, William, and her cousin Miles there to cosign. A furious Tim and William threatens to hurt Trey while Naomi threatens to suspend him if he doesn’t admit the truth and forces him issue out an apology for bullying and slandering. Trey confesses for starting the rumors and Shelby ends her relationship with him. She also apologizes to Miles for not believing him and appreciates him being there to look after her.
57	12	"The Break-Up (Part 1)"	January 24, 2013	312
After Carmen's watches her friend’s dog, the dog suddenly bites William. Carmen's best friend, Maya who is the dog’s owner, tells Carmen that William could be hiding something because she believes dogs and babies are the best judges of character, and Shelby agrees. Carmen initially doesn't believe her philosophy but, one day while visiting William’s office during his break, she sees William hugging another girl and she suspects that he is cheating on her. After yelling at him, William takes her outside and tells her that the girl he put his arm around is his cousin who named Ashley who is also a lawyer that has moved from Pittsburgh now working with him. Carmen then apologizes for overreacting and for a couple of days William has been giving her the cold shoulder. So when Carmen shows up to William's office again trying to make it up to him, she sees Ashley and apologizes for her behavior because she didn't know they were cousins. But, Ashley tells her that William told her that Carmen was his cousin, Carmen then tells her that William is her boyfriend and Ashley tells her the same thing. It is during this time when both of them realize that they were being cheated on and William is caught in his act.
58	13	"The Break-Up (Part 2)"	January 31, 2013	313
After finding out that William was cheating on her with another woman whose name is Ashley, Carmen is left heartbroken and things in the Boswell-Whitmore-Livingston House couldn't be any more awkward with Dianne and Jason who are very, very mad because Jason’s mentor broke his big sister's heart and Dianne was growing very fond of him. Dianne being hurt from seeing her daughter in pain, she helps Carmen get over her break up by sharing her feelings with Ashley realizing how much they connect. When watching Waiting to Exhale, Carmen gets the idea to burn all his clothes and his car in front of him, when William returns to his house to see this he is furious and Dianne, Tim, and Naomi are upset with Carmen because they believe that she shouldn't have done that. Carmen doesn't care and she is not sorry for her actions. Everyone in the house has had it with Carmen’s bad attitude and William's sadness and begging to get Carmen back so they force the two to sit down and talk about it. William tells Carmen that he really regrets what he did and he is very sorry about it but he was feeling very neglected since she started middle school but Carmen says he should’ve said that and not compromise their relationship. William also asks to start over but Carmen just tells him no, never again and she goes to her room with nothing else to say. However, although William may not be on good terms with William ever again, her family sees that he made an honest mistake and sees how remorseful and hurting he is and believes that he is truly sorry and they forgive him.
59	14	"Black History Class"	February 7, 2013	318
Jason is bothered that he only learns about Black history once a year during Black History Month and he believes that it should be a full curriculum so with the help of his friends, he pushes for Black History classes in their school. He gets a lot of support from some of his classmates and teachers but things quickly turn ugly when someone leaves a racist note in his locker causing racial tensions among the whole school. When Jason is on the verge of giving up his mother, Dianne, Uncle Tim, and Aunt Naomi encourage him to continue fighting for what he believes in after revealing their own encounters with racism. In the end, after a meeting the school passes the appeal to have black history courses effective in the next school term.
60	15	"Family Business"	February 14, 2013	322
Dianne thinks it is time that she should show her youngest daughter and middle child, Shelby and her youngest child and only son Jason, the ropes of her business “Dianne’s Dish” since she claims that one day soon, they will be the ones running it since her eldest child Carmen has decided to work professionally in the medical field. Not wanting to disappoint their mother because she’s very happy having them work with her, they try to put forth an effort and cooperate even though they had other plans for their weekend. Dianne sees how great they are and decides to challenge them more but they start to fold under the pressure and abandon the job which really upsets Dianne. Back at the house, Shelby and Jason apologize for leaving her but they really don’t want to work in a restaurant their entire lives and that they only did it so she wouldn’t feel bad. Dianne then admits she already knew her children did not want to follow in the family business she just enjoyed working with them and wanted to at least see if she could persuade them because it means a lot to her to pass it down to her children. But, she still wants them to follow their own paths doing what they love and she apologizes for putting so much pressure on them.
61	16	"Shelby’s Singing Career"	February 21, 2013	316
Lately, Shelby has been very dedicated to her music and very involved with her singing and songwriting. One of her current favorite artists right now is Grammy-Award winning singer-songwriter and recording artist, Rihanna who inspires her and goes to her concert in Nashville. At her concert, Rihanna starts to sing a song that she really loved that Shelby sent to her and she invites her up on stage to sing it with her which is a dream come true for her. After the concert, Shelby talks to Rihanna and her manager about her singing career and they think she has a very promising career. After seeing her talent and hearing her songs, her manager offers Shelby a record deal and chance to finish touring with Rihanna for the summer. An exited Shelby accepts but waits to tell her mother and the rest of her family about her decision. After telling her family about her future in the music industry, she tells them that she’s going to finish high school on the road and not go to college. Her family is very against it and tries talking her out of it but she doesn’t listen. When Rihanna is about to leave town and she is invited over to “Dianne’s Dish” to say goodbye and she tells her that it would be better for her to finish high school strong get her degree so it can open up even more doors but to not give up on music, because Rihanna expressed her wishes for wanting to attend college an experience that Shelby needs to have. Shelby listens and agrees to finish high school at home and go to college to get her degree. Special Guest Star: Rihanna as herself.
62	17	"Marathon"	February 28, 2013	314
Dianne and Naomi try to diet and start exercising more to train for an upcoming marathon, Tim laughs at all his sisters’ training and hard work by insisting he can run faster than them both because of his military background which is why he is not doing any exercising. But when the big day comes and Tim sees that his big sisters Dianne and Naomi are starting to get ahead of him, Tim has to cheat in order to make it to the finish line first, so that he can prove his point, but she ends up losing. Dianne and Naomi are both highly upset with Tim that he cheated but he confesses that he only cheated because he finally wanted to beat them at something because all their life ever since they were kids Dianne and Naomi were always the ones getting trophies and receiving numerous accolades and being the first to do things and Tim always came to second to their success. Dianne and Naomi understands but reminds their little brother of all the great things that Tim has done that they could never do and that he should always be proud of that.
63	18	"Miles Wild Night"	March 7, 2013	320
Miles decides to go over his friend’s house after school just to hang out and do some homework but this friendly gathering after school to do homework turns into an all-out drinking fest when one of Miles’ friend’s pops open a bottle of whiskey while the adults are not at the house to supervise them. They all decide to play an alphabet drinking game where players go around a circle each naming a U.S. city in ABC order starting with A with the next letter falling on the next person and it rotating continuously. Miles has never drank before nor played the game but he doesn’t back down from the challenge. Eventually, the game gets harder and everyone including Miles has to drink shots of whiskey when they cannot name a U.S. city with the correlating letter. Miles gets so drunk and sick that he calls his cousin Shelby to come pick him up because if he calls his mom, uncle or aunt he will get in trouble and to not mention it to Jason who will rat him out. So Shelby along with Carmen and William go pick up a very intoxicated Miles and takes him back home struggling to sneak him in because he is falling all over the place and very loud and they are trying to not get him caught. Eventually, Carmen, Shelby, and William are caught on acting very suspicious by Dianne, Tim, and Naomi after Naomi gets a call from the parents of Miles’ friend who informed her of their activity and goes to confront Miles who is very incoherent from his first time drinking and vomiting and instead of punishing Miles immediately allows him to get some rest. The next day when Miles returns from school, he is still suffering a major hungover and Tim decides to play the drinking game again with Dianne, Naomi, Miles and even fourteen-year-old Jason so he can learn the game early which greatly confuses and terrifies Miles. Everyone has taken a shot of whiskey even Jason after missing an alphabet and when Miles forgets an alphabet since he was the last he must take five so when he reluctantly takes the first one he realizes that it wasn’t alcohol but tea as a joke his family played on him to bring the lesson closer to home.
64	19	"Bowling"	March 14, 2013	315
Dianne decides to take the family out bowling on a Friday night. What starts at as friendly family fun competition starts to become an all-out gender war with Tim, William, Jason and Miles against Dianne, Naomi, Carmen, and Shelby. When Dianne admits that she let Tim win, after the first game, tensions get heated and the two teams of the Boswell-Whitmore-Livingston family battle it out for hours and hours, until there is a blackout as Tim is about to bowl the final pin that will be the difference of the game. After the family comes home, Dianne, Tim, and Naomi lead the argument until the youngest member of the family, Jason speaks up who is tired and ready for bed and demands that they stop their behavior because they are acting ridiculous over a game and a silly rivalry. They all admit that Jason is right and they all apologize especially Dianne, Naomi and Tim.
65	20	"Tim’s Bet"	March 21, 2013	317
Lately, Tim has been betting at the barber shop on the football season of the high school football teams every one of Tim's bets, have been correct and earned him money thus far. His family members are unaware of this but are curious of where all the current increase in money came from. With the state playoffs coming up, Miles is very determined to win and take his team the South Nashville High School Rams to victory at the state champions. Tim bets they will win every playoff game. Unfortunately, they lose the first and Tim must owe the money when he tries betting on the second game. Tim doesn't have enough money to pay if he loses the bet so Tim begs Miles to win and Miles tells him he'll try his best. They South Nashville Rams end up losing the football game and Tim ends up losing the bet. When Vince can't deliver the money, a guy named Joe threatens him that he has 24 hours to come up with the money. Tim doesn't know what to do and when Joe comes to the restaurant looking for Tim confronting Dianne, Dianne tells Tim him that she'll give him the money but instead when it’s time to meet with Joe she sets Joe and his crew straight and scares of him allowing them both to keep their money. Tim apologizes to Miles in the end for gambling on his success and apologizes to Dianne who is very upset with his gambling scheme and forbids him from gambling ever again.
66	21	"Prom Horror Story"	March 28, 2013	319
Shelby is excited about her senior prom arriving and she wants everything to be perfect and wants everything to go exactly as planned. But things already start taking a turn for the worse when she receives the news that her date and crush Michael can't escort her as his date because he has to go out of town for a dear relative's funeral so she is left without a date. She is also worried to death about being prom queen. She goes out her way to try to win. She tries her hardest to fit in this prom dress that she has had eye on for the longest. On the day of prom, everything gets worse, she oversleeps and misses her nail appointment, her shoes they she has wanted are gone in her size, her jewelry is stolen, her makeup is starting to make her break out, her hair isn't cooperating and worst of all, Jason and Miles accidentally ruin her prom dress. When she is on the verge of not going, her sister Carmen brings in her old prom dress and a pair of heels that's the perfect fit for her. Dianne fixes her hair and makeup while Naomi does her nails, Tim gives Shelby these beautiful earrings he bought for her, Miles gives her a necklace that he bought for her to make up for her, and Jason takes pictures of her. Shelby heads to prom looking beautiful as ever chauffeured by her big sister’s ex-boyfriend William in his nice expensive sports car, and nick of time, her date shows up to dance with her. In the end, she and Michael are crowned Prom King and Queen making what was the worst night of her life, one of Shelby’s best.
67	22	"Graduating Shelby"	April 4, 2013	321
The time has come where Shelby is about to say goodbye to her high school years and head off to college. Shelby is very excited about graduating high school and her family members couldn't be any more thrilled of her success. There's only one problem: where will Shelby attend for college? Shelby has been accepted to several colleges and for the longest time she has battled with her decision. She has boiled down her choices to Tennessee State University, the alma mater of her mother and aunt that is right in the city of Nashville close to home or her top choice Howard University because they have a great Business program and it’s in a city that she absolutely loves Washington D.C. which is the most renowned HBCU producing some of the greatest leaders. Not only has Shelby been accepted to these schools she has received full ride scholarships from them both and struggles to choose which one to attend. She doesn't know if she wants to leave home just yet or if she's ready to branch out and be far away from her family whom she loves so dear. On Graduation Day, she puts aside her worries for her big day and Shelby Gwendolyn Whitmore officially becomes a Class of 2013 Graduate of South Nashville High School, graduating in the top ten of her class. Shelby talks to many of her friends and her mother prior to and after the graduation tell her to follow her heart. In the end, at Shelby’s graduation party, she announces that has decided to remain in Nashville and attend Tennessee State University in the fall of 2013 majoring in Business so she can stay in Nashville with her family where she belongs since she’s not quite ready to leave them and to uphold her mother Dianne and Aunt’ Naomi’s legacy of being Tennessee State University Tigers
68	23	"Ski Trip (Part 1)"	April 11, 2013	323
In part one of the two-part season three finale of Dianne’s Land, The Boswell-Whitmore-Livingston family travel to a ski resort in the mountains of Denver, Colorado with Carmen's new rebound boyfriend, Charles and ex-boyfriend William who already paid for his tickets before they broke up. On this ski trip a lot of events take place, a psychic tells Carmen that on this ski trip she will realize who her true love is and the answer will not appear clear. Carmen ponders over this but ignores it. Meanwhile, Miles goes over the bill in the room so his mother, Naomi punishes him by staying in the room until further notice. Meanwhile, Jason and Shelby meet a Swedish brother-and-sister figure-skating duo and is excellent in ice-skating and being jealous Shelby tells them that she and her brother Jason are reigning ice-skating champions back home so the other siblings challenge them to compete in the ski resort ice-skating competition with the $500 cash prize and she accepts with Jason wanting to deny. Tim decides to go snowboarding and when he sees some attractive woman, he wants to impress, he ends up hurting himself and the attractive woman he saw end up taking him back home to take care of him much to his pleasure. Later, while Miles is in his room he hears word of a murderer and believes it to be the manager. When he tries telling his mother and Aunt Dianne, who is trying to prepare a dish to sell to the head chef of the ski resort restaurant her recipe to the restaurant, they don’t believe him until they see for themselves and they all become terrified. Meanwhile, William is very jealous of Carmen and Charles and he always finds himself competing with Charles to impress Carmen but Carmen pays him no attention. Before heading to dinner with Charles, William professes his love for Carmen saying that he wants them to get back together and as Carmen tries to budge he kisses her. Charles sees them kiss and is shocked and upset.
69	24	"Ski Trip (Part 2)"	April 18, 2013	324
In part one of the two-part season three finale of Dianne’s Land, after the Boswell-Whitmore-Livingston family including Carmen’s ex-boyfriend William and her new rebound boyfriend, Charles, Carmen's new boyfriend have traveled to Denver, Colorado to a ski resort for their vacation, they are faced with different obstacles. The most trying ordeal is when William tries to get his ex-girlfriend Carmen back by kissing her and when Charles walks in and sees them kiss Charles is furious and breaks up with Carmen. Carmen is very upset because William ruined her relationship but she starts to contemplate who she wants because the kiss made her remember how much she loved William. Meanwhile, Shelby and an unwilling Jason must compete in a figure skating competition once she becomes jealous of a brother and sister Swedish figure-skating duo. They work very hard to seem professional and to win. Surprisingly, despite her and her little brother’s struggles that lacks rhythm and balance, they win the ice-skating competition backing up her trash talk and proving the ice-skating guru a thing or two. While on punishment for going above the room service bill, Miles eavesdrops on the maid talking about the latest murder in the ski resort and he believes it was the manager. Miles has confirmation that this was true and when he tells his mother Naomi and Aunt Dianne they think he's being ridiculous but soon enough they believe him and try to catch the manager as Dianne tries to sell a recipe to him as part of the scheme. When they catch him, they kidnap him and ties him up in the basement but luckily the police comes in at the nick of time and arrests the manager. Elsewhere, Tim is now at a house in the mountains with two beautiful women after he slides down a hill trying to ski and impress them but his paradise turns into danger when they realize how possessive they are and are fighting to marry him because they’ve been trying to find a good looking man for years so in the midst of their arguing, Tim sneaks out and heads back up the mountain to the ski resort. In addition, Carmen tries her hardest to get Charles to talk to her but he has been ignoring her throughout the whole trip since he caught her kissing William and William has been trying to talk to Carmen about the kiss who has been ignoring him feels awkward after the kiss. Carmen finally talks to Charles, who rethinks it and decides to give her a chance, but she tells him that she was only dating him as a rebound to see if her feelings for William are gone and she confesses that she is still in love with him and misses him. William who overhears this conversation asks if she meant what she said and Carmen said kissing her made her remember why she fell in love with him and she also forgives him for cheating because medical school did make her become distant from him and she apologizes for not listening and being there for William when he needed her to be while she was focused on her medical school work. They both promise that if they get back together they will make serious changes regarding their time and consideration and communicate more no matter how hard it is. So in the end, Carmen and William officially announces the renewal of their relationship thus proving the psychic’s prediction regarding Carmen’s true love to be accurate.

Season 4 (2013-2014)

• This season marks the final televised appearances of Carmen Whitmore (portrayed by Brittani Purifie) and William Pruitt (portrayed by Kameron Bender) until their guest appearances in season nine, the final season. However, they are featured as main cast members for the film adaptation of the series, ‘’Dianne’s Land: The Movie’’ that premieres after the end of this season.

No. in series	No. in season	Title	Original air date	Production code
70	1	"The Commercial"	October 24, 2013	404
In the season four premiere of Dianne’s Land, to promote more of her business and restaurant Dianne gets the idea after she sees a commercial that William did for his law firm so she hires the man who did William’s law firm commercial, business investor, Mack Marshall to produce and direct it. Everyone in the family auditions for the commercial with Dianne and Mack as the casting directors, but Mack denies them all and makes Dianne deny them as well but when a girl named Brittany auditions gives a terrible audition she gets hired because she’s the daughter of Mack Marshall and she’s the only way he’ll do it. On the day of filming, Brittany is very hard to work with and very rude and she can’t remember the right lines and right dance moves. Everyone sees how horrible she is but Mack continues to work with her until she trips and falls and he no longer wants to do the commercial if his daughter can’t be in it. When Mack quits, Dianne gets the idea to make the commercial from the family angle with her family in it since that’s what her restaurant is all about and Tim has one of his friends film the commercial which becomes a success and starts to get Dianne more media attention.
71	2	"Jason’s First Day of School"	November 7, 2013	407
It’s Jason’s first day of high school and he has perplexed feelings of anxiety, excitement, fear, and dread. Not only is he scared for a new and bigger environment full of older kids, harder classes, and a different set of standards, he also must deal with attending the same high school in which his overprotective aunt is his math teacher, South Nashville High School. Whereas Naomi is very happy to know that her nephew will be near her at all times just like Miles and Shelby when she started teaching there. Jason who wants a group of new friends to associate with and establish his role in high school. In the bathroom, he meets a group of guys named Corey, Andre, and Derek with Corey being the primary ringleader. She compliments his backpack and even though he is a somewhat nerd they like each others interests and hobbies so they become friends. However, Jason soon realizes these boys are very much bullies and bad influences and when Naomi catches Corey, Andre, and Derek being mean to someone she threatens them to stop or they will receive detention and Jason tries avoiding her so no one in the school knows that she’s his aunt. Corey and the other guys were upset at Naomi for getting on to them so they try to devise a plan to ruin Naomi’s classroom and asks if Jason is in on it. Jason hesitates with this because he doesn’t want anything bad to happen to his aunt father but he also doesn’t want them to think he’s weak. Jason contemplates and decides to go along with their plan. When they are in the office, Jason records them wrecking havoc in the office and he purposely ruins the plan to where his aunt comes in and catches them in the act. Corey, Andre, and Derek are mad at Jason especially when they realize he is Naomi’s nephew. Naomi, Jason, Dianne, and Tim then have a heart-to-heart about him being in high school and making the right choices and still being himself as well as establishing some boundaries with the friends that he makes.
72	3	"College Girl Shelby"	November 14, 2013	405
Shelby has now started her freshman year of college at Tennessee State University, where she is a second-generation student following in the legacy of her mother Dianne and Aunt Naomi majoring in Business Management. She is very excited to be in college and goes out for the first party of the year before classes start and lets loose and has fun. So much fun that she gets drunk and sleeps in so much that she misses half of her first classes of the day. She is very disappointed with herself because this is not who she is and how she behaves and even though her professors won't penalize her, she still is not happy with herself. When she tells her mother, Dianne tells her that she is in college and she is going to make some mistakes but it's important that she doesn't make the same mistakes but still maintains to have fun because college is an overall experience of growth and changes.
73	4	"Tackling the Turkey"	November 21, 2013	403
On Thanksgiving when watching a football game on TV while Dianne with the help of her son Jason (as he wants to learn how to cook so a girl will like him) is preparing the Thanksgiving dinner, Tim, Naomi, Carmen, William, Shelby and Jason get the idea to play two-on-two touch football men against the women. The game is meant to be fun with family but emotions flare when boyfriend and girlfriend Carmen and William and brother and sister Tim and Naomi get very competitive in the game causing cousins Shelby and Miles to become irritated in an attempt to throw the game so they can eat and call it a day. Meanwhile, Jason is learning to how to cook with Dianne and when he is told to not add extra ingredients and does it anyway, Dianne is initially upset because she is very specific to how she cooks and her recipes but when she tastes it she realizes it tastes even better it is happy to see her son learn and know about food. Miles purposely misses Tim's and William’s throws which is very hard considering he is a star football player so that Shelby, Carmen and Naomi can get up to tie just in time to eat. When the score is tied, William, Carmen, Tim, and Naomi demand over time but Dianne and Jason tell everyone it's time to eat and they decide to put the game away and wash up for dinner. Carmen, Tim, Naomi and William are still mad about the game but they realize it's not important it's about being thankful for family and for having each other in their life.
74	5	"Secret Santa"	December 5, 2013	402
Miles wants a lot of things for Christmas that he’s not able to get for himself. He decides to do secret Santa with his family and rigs the drawing to where each of his family members pick him so he can definitely get the gift he wants and he drops subtle hints of what he wants to his relatives. When they all wind up at the mall shopping on the same day for their secret Santa gifts, it is revealed to them that Miles is playing a trick on them and they all come up with a way to make Miles’ plan backfire. All of them play dumb to Miles telling and showing him each of the gifts they are considering getting for secret Santa to get his opinion and Miles panics when he sees his plan backfire and that none of them got the gifts he wanted and he realizes that when they exchange gifts in person he’ll be the only one to not give a gift to anyone so he hurriedly goes to all the stores to buy a gift for each of his six family members including William so they won’t get completely mad at his scheme. On the day, they exchange gifts a stressed and guilty Miles owns up to his conniving plan and gives them all gifts he knows they have wanted for a while and they are all surprised and to return his deed, they give him the original gifts they purchased for him that he asked for and tell him they were onto his scheme and wanted to prove a point that Christmas time isn’t meant to con your family out of gifts it’s meant to show your friends and family that you care and love them. Miles apologizes for his scam and his family accept his apology and really appreciate the gifts he got for them all.
75	6	"Aunt Ruth"	December 12, 2013	401
The four Boswell grandchildren, Carmen, Shelby, Jason and Miles realize that they have a grand Aunt named Ruth from old pictures who is seventy years old and the sister to their grandfather Lawrence Boswell but also learns that their elders, Dianne, Tim, and Naomi do not speak to each other any more and haven’t in twenty years. So the younger generation including William go to meet Aunt Ruth to find out what happened. After they meet, they learn that she loves music and dancing. Ruth convinces her nieces and nephews to sneak her out of the nursing home. When they go to the jazz club, Jason, Shelby, Miles, Carmen, and William learn that Aunt Ruth loves to dance a little too much when she causes a dance battle in the club. Afterwards, they invite Ruth over to end the feud between her and their mothers and uncle. They discover the reason they hate each other is because Ruth used to frequently spank Dianne, Naomi, and Tim whenever she would watch them and she was always being mean to them. Ruth tells them that she was doing a favor for her brother and sister-in-law who was having trouble taking care of them and still working and that when they were kids Dianne, Naomi, and Tim were very disobedient and needed to be straightened out. She did it because she loved them as well as Lawrence and Bernice and she didn’t do it to be mean but she did it because they needed help. She apologizes that it had such a negative impact on their life. Dianne, Naomi, Tim, then realize that when they were younger they didn’t realize that but now that they are parents themselves and much older they understand her actions and appreciate her for taking care of them when their parents couldn’t do it. They all agree that life is too short and precious to be having issues with someone and they are all too old to be holding grudges so they decide to move on from the past which really pleases Shelby, Miles, Carmen, William, and Jason.
76	7	"Overbooked"	December 19, 2013	408
Dianne has made herself available to several duties: she promised she would speak at career day at Jason and Miles’ school, she would take Shelby to the doctor for his appointment, get her nails done with Naomi, she would attend a jazz blues concert in the park with Carmen and William, and go see a movie with Tim. Dianne doesn't mind doing all these tasks but it doesn't occur to her until the day of that all of these events take place on the same day. She is afraid to let her children, brother, sister and nephew down because they are all expecting her to come through and fulfill her priorities. Dianne tries her best to be at all three places at the same time and creates distractions for when she must leave. Dianne becomes so stressed that she gets the places confused with another and forget what's going on. Her family begins to see what's going on and catch her in the act and when Dianne tells them what she is doing they aren't upset but they just wish she had told them because it could have been worked out. Dianne apologizes and they all come up with a way to do everything all at once.
77	8	"Mascot"	January 9, 2014	406
Dianne convinces her daughter Shelby to audition to be TSU’s unlucky tiger mascot Tracy, due to Dianne being Tracy when she was a student at Tennessee State University. Shelby does not want to be Tracy, so she tries to throw the tryout; coincidentally it turns out she was the only one who tried out, so Shelby becomes the mascot by default. Her mother is excited, but when Shelby reveals she never wanted to be the mascot in a huge outburst, Dianne s dismayed and decides to fill in for Shelby at their first home basketball game, but the rival school Fisk University (Carmen’s alma mater) kidnaps Dianne, thinking she was Shelby, so she attacks them and goes back to the game, where Shelby is also wearing the mascot uniform being attacked by Fisk University’s bulldog. Dianne attacks the bulldog and she and Dianne take down the bulldog together. Dianne then apologizes for trying to force it on to Shelby and Shelby apologizes for not being as compassionate but she still doesn’t want to do it.
78	9	"Anniversary (Part 1)"	January 16, 2014	409
It has almost been two years since Carmen and William have been together as boyfriend and girlfriend in a committed relationship (despite their brief break up). Their two-year-anniversary is coming up and William wants to do something unexpected and out of the ordinary. For the past anniversaries and for birthdays, Carmen has never been the easiest to surprise and she has always been on to him. So with the help of Dianne, Tim, and Naomi he plans on pulling a big surprise over his girlfriend's head. Meanwhile, Carmen is doing everything she can to figure out what William has planned for their anniversary but every clue that leads her to thinking it's from William she gets wrong and she starts to believe that William has forgotten all about it. She then has Jason, Miles, and Shelby inconspicuously asks William what's his plans are for the weekend and being on to their scheme, he tells them that the big fight is on and he plans on watching it. They relays this back to Carmen who becomes very, very upset. When talking to Dianne, Naomi, and Tim, William reveals to them that he plans on proposing to Carmen when he shows them the ring and is very thrilled.
79	10	"Anniversary (Part 2)"	January 23, 2014	410
With William and Carmen's two-year-anniversary of their committed relationship approaching, William plans to surprise her in a way Carmen will never see it coming by proposing to her and asking to marry her. But an anxious Carmen gets mad when she starts to think her boyfriend has forgot all about their anniversary and when she gets confirmation from her siblings and cousin, she is completely mad at him and gives him the cold shoulders. On anniversary day, as William prepares to go golfing without acknowledging their anniversary Carmen is very upset and Dianne and Naomi who are aware of William’s scheme, encourages her to give him a piece of her mind. When he returns from golfing with Tim, Carmen yells at him for forgetting their anniversary and William calms her down when he starts to guide her to the backyard where it is decorated very beautifully with candles, roses, and great food prepared by Dianne and her entire family in the backyard with, William and Carmen’s favorite singer-songwriter, Grammy-award winning recording artist, John Legend playing the piano and singing his hit single All of Me and as John Legend is singing he tells her how much he love, values, and appreciates her and asks for her hand in marriage. A tearful and surprise Carmen accepts the proposal, and everyone cheers for them and both Carmen and William dance the night away in the backyard. Carmen and Shelby had tickets to see John Legend’s live in concert but Monica turned them down because of her and William's anniversary. Carmen confesses that William really had her for a second but it was the best anniversary present she could have. Special Guest Star: John Legend as himself.
80	11	"Miles Takes a Trip"	January 30, 2014	414
Miles’ favorite rapper 2 Chainz is touring and has an upcoming concert in Atlanta that he and his friends Brandon and Lamar plan to go to without their parents knowing about it. Miles devises a plan where he tells his mother, aunt, and uncle that after the concert that they believe is in Nashville he will stay the night at Brandon’s house and that his parents won’t be able to talk on the phone because their phone is broken. Naomi, Tim, and Dianne all believe Miles and think that they can trust him to be a responsible seventeen-year-old. Miles and his friends stop for food to eat at Chattanooga, Tennessee but they realize Lamar’s car was stolen but they decide to still go to the concert but to just take a bus and when they arrive to the concert in Atlanta, someone steals their tickets after lying to them acting like one of the concert producers letting them in the back door he ends running off with their tickets. They then find out that their money is stolen so they end up stranded in Atlanta. Meanwhile, Tim, Dianne, and Naomi are watching the news with William, Carmen, Jason, and Shelby of a house near Brandon being on fire and when Brandon’s grandmother talks to the news reporter she indicates that no one was hurt because her son, daughter-in-law and Brandon are not there which is the opposite of what Miles told them. Then when they change the channel to a live entertainment network, the anchor states the success of 2 Chainz’ concert in Atlanta that the elders thought was in Nashville and Carmen confirms that 2 Chainz’ was banned from playing in Nashville. Naomi then gets a call from Lamar’s mother who receives a police report saying the car was stolen in Chattanooga and that there were three young men that matched the description of Miles, Brandon, and Lamar getting on the bus to Atlanta. A very furious Naomi goes to Lamar’s house when the boys return to confront Miles with Tim and Dianne. Luckily, Miles and his friends get enough money for bus fare when they happen to run in with a friend of Brandon’s older brother. Eventually, a very distraught and tired Miles returns home with his mother, aunt, and uncle, and he receives a very harsh talking to especially from his mother Naomi about how he completely ruined his trust with them and how what he did is going to take a long time for him to redeem from. As apologetic as Miles is, Naomi absolutely puts her foot down with Miles and lays down the law for the first time which frightens Miles.
81	12	"Maid of Honor"	February 6, 2014	413
With Carmen's wedding approaching, Shelby and Carmen's best friend, Maya realize that she needs a Maid of Honor and neither of them knows who it will be because Carmen has yet to figure it out or make it known. So they try to compete and bribe the bride into being the Maid of Honor. They try to outdo each other in everything Carmen does and hope she notices when Carmen is completely oblivious to their antics and thinks they’re just being nice until she overhears them talking about it and plays it to her advantage by teaching them a lesson. She purposely asks them to do several ridiculous tasks for her and alludes to being a maid of honor for each task. Her joke has gone too far where her taking advantage of them almost tears apart her best friend and sister which is when she admits she was on to their game and played it back on them. Carmen tells them that whoever she chooses doesn't mean she loves one more than the other. It turns out that she was going to choose both of them as the maid of honor because she loves them so very much and they mean a lot to her so she just couldn’t pick one. Shelby and Maya are both satisfied with Carmen’s decision.
82	13	"The In-Laws"	February 13, 2014	411
With the Whitmore-Pruitt wedding on its way it is time for William's parents to meet Carmen and her family. When Carmen meets William’s parents, Paul and Vivian Pruitt, they absolutely are fond of her. Later on, when the Pruitt’s come face-to-face with the Boswell-Whitmore-Livingston, the mother of the Bride Dianne and mother of the Groom Vivian are immediately displeased at the sight of each other and become very mad and the father of the Groom Paul and uncle of the Bride Tim are also displeased when they see each other. It turns out Vivian and Dianne were rivals in their home neighborhood when they started bake sales and Dianne would take her customers. Paul is mad at Tim because years ago he made a pass at Vivian but he wasn’t aware that she was married to him and he has never liked him since then. When they find out that they’re children are marrying the child of the enemy, they demand the two cancel the wedding. William and Carmen are very, very confused and sad. Carmen and William secretly see each other throughout the weekend and they try to come up with a plan to get them on board so with the help of Naomi, Shelby, Jason and Miles they lie to Dianne, Tim, Paul and Vivian to put them in a room to force to talk about their problems. This plan doesn’t work and their children become very upset to the point where they don’t want to talk to them again and when the feuding parents see the engaged couple so upset they decide to let bygones be bygones and put away old drama from years that doesn’t even matter anymore and allow their children to be together and get married. Because despite the issues between Vivian, Dianne, Paul and Tim, they see that the Carmen and William were raised right and love each other and they remember how that felt so they decide continue to let them be together and agree to try tolerating each other.
83	14	"Diamond Necklace"	February 20, 2014	416
TIm finds a box that has a very expensive diamond necklace worth thousands of dollars in it and he takes it home to everyone and he shows it to all of them. They are all mesmerized by the necklace and everyone has their different ideas as to what they want to do with it. Carmen wants to wear it for her wedding, Shelby wants to pawn it and spend it to expand her wardrobe, William wants to pawn it to buy some more golf clubs, Naomi wants to pawn it to buy some new furniture, Tim wants to use the money to go to a basketball game, Miles wants to pawn it and use the money and get a car, Jason wants to pawn it and buy himself a telescope, while Dianne thinks that they should report it to the police. One day, Carmen decides to wear it when she goes dress fitting to see how it would look for her wedding and ends up losing it right when the owner comes looking for it. Carmen and her family and fiancé freak out when they realize the necklace is lost and that they must find it immediately but Dianne tells them that it was reported to the police.
84	15	"With this Ring"	February 27, 2014	421
Through William's younger sister, Jennifer, who comes home to visit, Carmen is informed that the ring he put on her hand when he proposed to her wasn't intended for her because she recognizes it when William showed it to her. Which upset her really much so she asks William about it and he doesn't deny it so she gives him back the ring since it was intended for another woman and so that other woman because she believes he was cheating again during their relationship. William is left confused about everything and tells her that it was for someone he met before Carmen that he thought he was going to marry but he didn't. He has never been with another woman while he was with Carmen since the Ashley situation in the previous year and she believes him and William tells Carmen that he's going to get her, her own engagement ring that is meant for her and only her.
85	16	"Professor from Hell"	March 6, 2014	419
Shelby's English professor that also taught Dianne and Naomi when they attended Tennessee State University, Dr. Anderson, unfairly grades her paper and refuses to correct it, and Shelby winds up getting a grade deduction by snapping the point on his pencil out of frustration. Things get even worse when Dianne and Naomi take matters in their own hands by putting him in a garbage can and spinning him around campus. Now Dianne and Naomi must apologize to Dr. Anderson. When Dr. Anderson comes over to the Boswell-Livingston-Whitmore House for his apology he makes a derogatory comment to Tim in regards to sisters and becomes irritated and starts chasing him around the house making Dr. Anderson very frightened and running out of the house. Making the situation for Shelby much worse than what it already was but in the end he eventually regrades her paper giving her the A that she deserved so that her mother, aunt, and uncle can leave him alone.
86	17	"Wedding Dress"	March 13, 2014	415
Carmen and William’s fairytale wedding is approaching closer and closer and Carmen has finally found the perfect dream dress that she wants to wear but she realizes she must lose 20 pounds and maintain her weight in order to fit in the dress. Not having enough time to exercise before the wedding and she goes to great lengths to losing weight and starts taking diet pills to lose weight fast and to fit in the dress. When Dianne catches her daughter taking the diet pills she warns her back off of them but she doesn't listen. It gets to a point that when she goes over the dosage becoming addicted and when she returns home from the final dress fitting, Dianne suspects her acting very strange and confronts her about the pills in front of William and the rest of the family and she doesn't deny it. She cries about how she had to do it because she has to be perfect wedding and the perfect dress that she has always dreamed of her entire life. Dianne tells her that she should always feel beautiful and never allow the pressures of being perfect to make her do things she wouldn’t do and William agrees and tells Carmen that no matter what dress she got, she was going to be a gorgeous bride and that she shouldn’t take the easy way out whenever she wants something.
87	18	"William’s Case"	March 20, 2014	412
Within the recent news, nineteen-year-old Dorian Parker, has been shot and killed by a white policeman innocently without being armed and not even threatening the police, which has been a reoccurring theme in the African American community lately. William hears of this and is very saddened by this, he is then asked by Greg Roberts to represent him in court and he is paying him the most he has ever gotten for a case. It turns out that Greg was the officer that killed Dorian and William is conflicted onto whether or not he represents him, because he does not want to jeopardize his career to let him win but he does not want to be on the side that’s opposing and justifying the murder of a young Black male that was innocent. William thinks hard on his decision but when he attends a vigil and protest dedicated to Dorian Parker’s life, he sees the pain in not only Dorians’s parents but also the pain and struggle in also the African American community who have lost hope and faith in America and is very passionate about coming together and seeking justice as one and William being a very well respected lawyer and man in Nashville doesn’t want to seem like a sellout even though his career is important to him. He talks to his future wife Carmen and future mother-in-law Dianne about his decision and they tell him that money has no price on a life and that sometimes career opportunities are not worth more than doing what’s right and having integrity. William decides to deny Greg’s offer and instead volunteers to represent Dorian Parker and his parents as their lawyer.
88	19	"Bridezilla"	April 3, 2014	420
The Boswell-Whitmore-Livingston and Pruitt wedding is vastly approaching and Carmen is very worried about making sure her wedding is absolutely perfect and that every detail is perfect. William wants to go on a trip with Carmen before they get married to enjoy the last few weeks of being unmarried. Carmen though however can't concentrate on her actually union just the wedding and wants Tim to record all the moments of the wedding preparations. When things start to not go Carmen’s way she lashes out and becomes very very irritated with everyone including her fiancé and growing tired of her mean attitude Carmen's wedding staff quits and abandons her leaving Carmen to plan the wedding all by herself and she starts to lash out on her family who eventually leaves her high and dry. When Carmen is ready to go on the trip with William, William says he cancelled the trip because Carmen could not settle down to talk about the trip so their reservations were denied. Tim then shows his niece Carmen the footage from her planning the wedding and sees how rude she has been and completely changes her attitude and apologizes to the staff, her family, and her fiancé. They accept her apology and decide to continue the wedding plans.
89	20	"Military Brat"	April 10, 2014	417
Tim meets Jason’s friend, Jordan, with whom Tim connects after learning he is a military brat like he used to be and also relating with his father who is in the military like Tim once was. Tim and Jason talks to his mother, who tells her that Jordan's birthday is coming up. Tim, Dianne, and Jason decide to throw him a party at “Dianne’s Dish”, but Jordan gets upset and runs off. His mother explains that Jordan misses his father, serving in the military, and hasn't been the same since he left. So Tim calls the First Lady of the United States Michelle Obama and gets her to fly Jordan's father home for his birthday. The Boswell-Whitmore-Livingston family, Jordan's family, and some of Jason and Jordan’s and Michelle Obama have a party at Dianne’s restaurant. Tim knows the First Lady personally because she is responsible for him coming home from the Iraq war whom he met when she and her husband, President Barack Obama visited Iraq Special Guest Star: Michelle Obama as herself.
90	21	"The Best Man"	April 17, 2014	418
As the wedding between Carmen and William is days away, the best man Kevin Shaw who is William's cousin, best friend and almost brother decides to throw William, a bachelor party and at the bachelor party a drunken Kevin reveals to William that he recalls having the best sex of his life with Carmen years ago just as Carmen pops out of the cake in a surprise. Carmen and William argue over Kevin's revelation, while William argues with Kevin and questions their friendship and also questions if he wants to marry Carmen resulting in William to cancel the wedding, until Jennifer, William's sister who also returns for the upcoming wedding tells Carmen that William hasn't always done the "one-man show" and reveals one of his liasons, Danielle Davis. Carmen contacts Danielle Davis, who he had several flings with William in law school before he met Carmen, to confront him. William and Carmen finally sit down and talk realize that the past is the past for the reason. Carmen explains that it happened before she met William and didn't even know they were related let alone best friends. Kevin and Carmen both apologize to William for keeping such a big secret from him like that for all those years. William accepts and when he realizes that despite all of that, he still loves Carmen and still believes that she is right woman for him, he resumes the wedding and Kevin remains the best man.
91	22	"The Wedding (Part 1)"	April 24, 2014	422
In part one of the two-part season four finale of Dianne’s Land, the big weekend in the Boswell-Whitmore-Livingston's household has finally arrived after months of planning and worrying: Carmen and William’s wedding. William is trying to relax while Carmen can't concentrate at all on one thing. On the eve of their wedding which is the wedding rehearsal, everything is getting prepared and William just wants to spend some alone quiet time with his wife-to-be but Carmen and is always to pre-occupied. Later, they finally get a moment's piece at the rehearsal dinner. It is also during this time during the rehearsal dinner where William hears his sister Jennifer on the phone arguing with her husband who she’s currently divorcing after two years of marriage and he gets so upset with him that she doesn't realize what she is saying in her emotions and she tells William that he and Carmen are way in over their heads and that marriage ruins everything. On the day of the wedding, William continues calling Carmen so they can talk about something serious but she doesn't answer the phone. William begins to feel weird about the whole thing but he still goes through with the wedding. When the wedding begins and it's time for the vow exchange, William runs out the church leaving Carmen at the altar.
92	23	"The Wedding (Part 2)"	May 1, 2014	423
In part two of the two-part season four finale of Dianne’s Land, the long-awaited wedding day between William and Carmen has arrived but it's nothing of what was expected. Right before the vow exchange, William gets nervous, stops thinking and runs out of the church and Carmen is heartbroken ending the entire wedding. William is later found in the church elevator but it's stuck and by the time Dianne comes to get him out the entire wedding has ended. When he goes to the house to find her, everyone is upset with him and they don't let him see her but reluctantly she lets him talk to her in but it does nothing so she tells him that she never wants to see him again. Jennifer later admits to Carmen that the reason that William probably ran out on her of because something she didn't mean to say to William the night before the wedding. Carmen is even more upset but she tries to forget about everything as she still decides to travel to the Bahamas for what was supposed to be her honeymoon between them two but she still goes to clear her head. Surprisingly, William follows her because he wanted to clear his head as well. Carmen is highly upset that William is there but William is actually happy to see her. And because of the honeymoon, they are forced to sleep in the same bed. Throughout the entire trip, Carmen pays William no attention until he sets up a romantic dinner on the beach apologizing for everything and asking for her hand in marriage again. Carmen ponders over it but she decides to try to give it a try once again. In the end, Carmen and William get married on the beach in the Bahamas and they have a re-do wedding and reception back home in Nashville with all their friends and family thus officially making them husband and wife and Carmen becoming Mrs. Carmen Michelle Whitmore-Pruitt. Note: This episode marks the final televised appearances of Carmen Whitmore (portrayed by Brittani Purifie) and William Pruitt (portrayed by Kameron Bender) until their guest appearances in season nine, the final season. However, they are featured as main cast members for the film adaptation of the series, ‘’Dianne’s Land: The Movie’’ that premieres after the end of this season.

Film (2015)

Title	Release Date
"Dianne’s Land: The Movie"	June 26, 2015
In the film adaptation of Dianne’s Land, as the business of Dianne Boswell-Whitmore’s restaurant and catering company continues to grow and flourish among the city of Nashville, the state of Tennessee, and as well as being named one of top 50 best restaurants in the south, Dianne still wants to take her restaurant to the next level and will do whatever she needs to get there. Although, her career seems to be taking off in a higher direction, her family life has become her last priority, which affects the necessities and time of others unless it’s relevant to her business which becomes a huge problem. Seeing the issues and hearing the gripes from her younger brother Timothy Boswell, younger sister Naomi Boswell-Livingston, eldest daughter and newly-wedded Carmen Whitmore-Pruitt and son-in-law William, youngest daughter Shelby Whitmore, only son Jason Whitmore, and nephew Miles Livingston, she promises she’ll do better being supportive and present in everyone’s lives. She then gets a visit from Renee Sawyer, a well-renowned and acclaimed chef from New York who is the president of the International Alliance of Chefs Conference stops by Dianne’s Dish personally inviting Dianne the opportunity to travel to Paris, France to participate in the conference to meet chefs from all over the world so she can become an official international certified chef and the possibility to have her food be sold in French restaurants. Dianne is shockingly thrilled at this great news because it’s exactly what she’s worked for and what she’s dreamed for. She is also afforded the opportunity to bring at least seven guests with her for an all-expense paid trip by internationally acclaimed Parisian chef, Chef Leon as long as she attends all the events during the conference over the course of two weeks. Dianne definitely wants to participate and she thinks it’s exactly what her family needs so she accepts the invitation and when she brings the news to her family everyone is very excited and in disbelief but they want to make sure it’s not a business trip and that she’s actually taking them for a nice family vacation and experience. Not wanting to disappoint her family, Dianne lies to her family and they all pack for Paris with Dianne trying to get ready for the conference without her family knowing. Their flight and travel to Paris is a little hectic but they all make it to Paris safely and in baggage claim at the airport when Tim puts his jacket down and a French business man named Simon who has the same identical jacket and they end up picking up the jacket of the other person. When the Boswell-Whitmore-Livingston-Pruitt arrive at Paris, the family formally meets Chef Renee and Chef Leon and they give them a small tour of Paris, their hotel, and Leon’s restaurant. Dianne tries to avoid Renee and Leon from bringing it up the International Alliance of Chefs Conference while keeping the rest of her family oblivious from what’s going on. Dianne later sneaks off to go to the opening welcoming night of the Conference without her family seeing her and she meets several different cooks and has a conversation and Tim notices her acting weird and he sees her come back with her apron and when he looks up Renee Sawyer, he finds out her relevance with the International Alliance of Chefs and sees that they are having the conference and sees Dianne’s name, he confronts her the next morning and she asks him to hide it from everyone else especially her children. Tim agrees and when he goes out one day he bumps into Simon and compliments his jacket and Simon tries hunting him down to get the jacket back with the help of his partner, Felicia to get his jacket back because his jacket holds a special piece of French jewelry that has a chip inside that unlocks a secret mission of the FBI. Simon has him followed by Felicia who is a beautiful woman whom Tim is destined to fall for, and when Tim sees Felicia he ends up taking her out on a date and she only agrees to lure him to Simon. Whereas Naomi sees Simon, who she takes liking in and he finds out that Tim is her brother so she tries to use Naomi to get to Tim. Meanwhile, the newlyweds William and Carmen Whitmore-Pruitt try to have another honeymoon but William isn’t up for it because he has some news to tell Carmen that she not like because he has been offered to become partner in a law firm in New York but Carmen has still not finished medical school which is important to her. Elsewhere, Jason and Miles hear of the secret mission that Simon and Felicia are involved in and they try to crack the case to figure out what it was getting along with getting Shelby entangled with it. Dianne is very excited about the conference and she is offered to bring guests to the consultation but she says no. Renee and Leon give her pointers to help her during the final events and Leon who has her a special preview of her food falls in love and even offers to serve her meal at his very renowned Paris customer and having her come and be one of his chefs, Dianne is very flattered but it’s such a big step it’s something she must think about very seriously as far as her life back in Nashville. When her family wonders why Dianne has not been involved at the family activities during their vacation and Dianne denies it and promises to make it up to them by taking them all to Chef Leon’s, the real reason is so that Dianne can see Chef Leon and Renee and get some more pointers. Dianne finds the bracelet laying out in her suite and she believes that it’s the bracelet she forgot to pack but it’s very identical to the missing bracelet. When Dianne takes them to restaurant she goes back and forth spending time with her family and spending time with Renee and Chef Leon. Meanwhile at the dinner, Simon and Felecia arrive and join the dinner trying to steal the jewelry from Tim. Jason, Miles, and Shelby get suspicions that Simon and Felicia can’t be trusted. Also, William reveals to Carmen about his new job and she is upset because he lied to her and also that he’s only thinking of himself not their marriage and her career in medicine. Chef Leon and Renee make an announcement at the restaurant recognizing Dianne in her accomplishments and how she is one of the featured chefs in the International Chef Alliance Food Conference participating and her family is confused and become upset when they realize that Dianne lied to them and not only did she lie but she brought them on a trip for business which proves that she can never put her family first anymore. As Dianne tries explaining herself, they all leave while Dianne continues her work and they end up getting kidnapped by Simon, Felicia and other French thugs taking them to a private place. Later that day it’s time for her restaurant and food presentation which she is very nervous about and wants to wear her lucky bracelet and she tries prepping for it without her family’s support. Meanwhile, the others are trying to fight for their life as Simon and Felicia try to get the precious bracelet from them as Jason, Miles, and Shelby try to escape and call the cops. Tim keeps telling them he doesn’t know what they’re talking about and he is even more mad at Felicia for lying to him because he thought she really liked him and she secretly confesses that she started to but her loyalty remains to Simon. Simon threatens to kill them unless they confess and Naomi is even sadder at Simon for betraying her which he cares less about. Jason has an idea that will get them out and he tries to get them to go along with it. When he tries to escape, his plan fails but he ends up pressing the broadcast system and a video is recorded streamed over all of Paris and at the International Chef Alliance Conference presentations just as Dianne is about to present. When Dianne sees the video she is worried and overhears Simon mention the bracelet and Dianne realizes that she has it and that she must get it if she must save her family. Dianne asks Renee and Chef Leon to stall for the judges until she gets back. Dianne finds the place they are and arrives at the scene where Carmen and William are discussing their issues in spite of them losing their life. Carmen apologizes for not being supportive and congratulating him at first and that William may never get a job like the one he’s been offered. She said that she’s willing to transfer to Columbia University School of Medicine for her last two years of medical school, the school that she initially wanted to attend for medical school but initially accepted her after she decided to attend Meharry Medical College. As long as both of them get to live their dreams, she’s willing to make changes and as they reconcile still trapped Dianne bursts in to try to save them with the exchange of the bracelet but Jason, Miles, and Shelby tells them not to give it away because it is dangerous and illegal. Dianne tries talking to Simon and telling him he’s not doing the right thing and as she is getting ready to give it to them, Felicia helps the trapped family members escape and they all run out as they do, Dianne gives it to the police and they come to arrest Simon. Dianne’s family thanks her very much for saving their life and is even more admired that she risked her big presentation to save them and they realize that she really does put her family first. When they realize that Dianne is missing her big moment, they rush her back to give her presentation that she is nervous about and wows the crowd. She is awarded 5th place but Chef Leon loves her integrity and food so much that he offers to have her work as one of his chefs serving her own meals and when she thinks about her family and how much they mean to her and how they are the reason why she loves cooking, she denies the offer and thanks him and Renee for an amazing trip and that it’s time for them to come home. As they prepare to leave, Felicia comes to apologize to the family and kisses Tim one last time bidding them a farewell. In the end, Dianne returns home to her restaurant with several new customers and even more booming business with new meals that she introduced with the help of her family. Cast: Carla Holloway as Dianne Boswell-Whitmore, Gary Edwards as Timothy “Tim” Boswell, Brittani Purifie as Carmen Whitmore-Pruitt, Candace Williams as Shelby Whitmore, Nicholas Ball as Jason Whitmore, Emmanuel Savage as Miles Livingston, Djuana Duncombe as Naomi Boswell-Livingston, Kameron Bender as William Pruitt, Jasmine Guy as Chef Renee Sawyer, Gatsinzi Basaninyenzi as Chef Leon Deveaux, David Oyelowo as Simon and Keneshia Johnson as Felicia.

Season 5 (2015-2016)

• This season marks the final appearance of Miles Livingston (portrayed by Emmanuel Savage) until his guest appearance in season nine, the final season.

No. in series	No. in season	Title	Original air date	Production code
93	1	"Daddy Boswell"	November 5, 2015	505
In the season five premiere of Dianne’s Land, when making preparations to drive down to St. Louis, Missouri to celebrate the 75th Birthday of Lawrence Ellison Boswell, the father of Dianne, Naomi, and Tim, and the grandfather of Shelby, Jason, and Miles. Dianne gets the call from their mother Bernice Boswell saying that Lawrence has passed away two weeks before his birthday arrived. Dianne is very sad to hear this news and the people that are the most saddened by the news are her siblings, children, and nephew but Dianne seems to keep a straight face and everyone is concerned because she has yet to cry and show much emotion to it considering that it was her father. When the Boswell descendants drive to St. Louis for the funeral, everyone is sad and shed tears but Dianne who tries to remain as positive as possible for the sake of her family members and when they return to her mother and father’s house where her, Naomi and Tim she grew up in, Dianne is socializing with everyone and her family notices that Dianne isn't acting herself and they try to talk to her to see how she's doing she assures them she's perfectly fine and that she shouldn't worry about her. Throughout the trip, Lawrence’s wife and mother of his children Bernice has been taking the death very hard and she remains in her bedroom when the company is over, so Dianne being the eldest child and the only child that can hold themselves together bears the responsibility of balancing everything and planning the funeral. When Dianne goes up to her old bedroom and has memories of her as a child with her dearly departed father, she immediately breaks down hollering saying she wishes her Daddy would come back. When she breaks down, her children, nephew, brother and sister come in to console her.
94	2	"Veteran’s Day"	November 12, 2015	508
Being that Tim is a retired Military veteran, Veteran’s Day is one holiday that means a lot to him to personally because it honors those soldiers that are fighting and have fought to protect and serve the country. This year Tim is expecting his family to not only acknowledge him as a soldier and as a fearless veteran, but to do something special for him. When Veteran’s Day arrives, he tries to figure out what his family is doing for Veteran’s Day and he waits for them to mention it and throughout the entire day, no one wishes him a Happy Veteran’s Day and thanks him for his service. The next day, he is very depressed and sad and everyone wonders what’s wrong with him until Dianne looks at the calendar and realize that the day before was Veteran’s Day and they forgot to mention it to Tim because they know how much he cares and how much the holiday means to him. Dianne gets the idea to get him out the funk to decorate Dianne’s Dish military themed to celebrate and thank Tim for his service and Tim speaks on his experiences and how thankful he is for serving his country and for his family to recognize it because it was the hardest thing he ever did but it was the best thing he could have ever done.
95	3	"Food Critic"	November 19, 2015	506
Dianne receives word that Sebastian Gonzales, a very popular and tough food critic will be in Nashville in the coming week to stop by the top restaurants critiquing the taste of Nashville’s restaurants and will write articles based off his experiences posted on his blog and “Dianne’s Dish” is one of the restaurants in which he will make a visit. Because of Sebastian’s reputation for being very hard to please, Dianne is very confident in her meals but she decides to make a new dish that will be the best dish she ever made in order to get her the five-star rating and an excellent review after studying his food taste and preferences. Dianne works hard and creates a new dish specifically for Sebastian that everyone thinks it’s amazing and she is ready for Sebastian to come test it out. Elsewhere, Miles and Jason start to learn about hypnosis so they try to use it on Dianne and she becomes hypnotized and unconscious. This becomes a huge problem when Sebastian arrives at Dianne’s Dish to do his review and have his meal and they all panic trying to wake up Dianne so she can cook but she is in deep sleep and they can’t wake her up until she hears a bell. Sebastian is growing impatient and hungry so they all try their best to make the meal that Dianne prepared in the kitchen with Sebastian watching as they try to puppet her making the meal but they are afraid to mess up the meal because only Dianne knows the secret recipe. Right when Sebastian is about to take a taste, Dianne wakes up and stops him and realizes what’s going on that she was hypnotized and instead of grounding Miles and Jason immediately, she goes back in the kitchen and remakes the meal the right way and Sebastian leaves without any comments. Later, on a cooking show Sebastian is interviewed and raves about “Dianne’s Dish.” He tells them that the experience was one of a kind, the setting was marvelous and the food was some of the best and original food he’s ever tasted and the best part is the fact that Dianne’s Dish is the perfect restaurant for family because family is the foundation and root of the family which is what really made his experience a great one.
96	4	"Kwanzaa"	December 3, 2015	503
When Dianne, Naomi, Tim, Shelby, Jason and Miles go Christmas shopping, they find a homeless family, the Grangers. While Tim else is reluctant and greedy, Dianne invites the family to Christmas dinner. Once Christmas ends, Tim is surprised to find them arrive the next day, where they teach them about Kwanzaa. But, the homeless family is not what they seem, as the Boswell-Whitmore-Livingstons will soon learn. When Kwanzaa is over with, they go to the homeless shelter to find them but they find a Granger family but they are a different race with the same names and same predicament. In the end, the Grangers realize that they are angels.
97	5	"Giving Up Football"	December 10, 2015	509
Miles is very stressed and has a lot of pressure on him as the state championships are arriving and Miles coaches and teammates are hoping he would lead the team to victory especially considering that it’s Miles’ senior year and college scouts will be there to recruit him to play football in the next season. When there is only nine seconds left in the game and when Miles’ high school, South Nashville High School needs five points to win the game, Miles is given the ball and he doesn't know who to throw it at or to run the ball to the end zone and when he decides to run it he is tackled and loses the game. The fans and almost the entire city of Nashville are very upset that they lost the game and everyone except his friends and family blame Miles for ruining the game and talking trash about him. Miles feels so defeated and hurt by losing, he decides to give up football on together because he feels that he's not good at it like he thought he is. His friends try to encourage him to continue his dreams but he doesn't listen. Tim's famous high school classmate that attempted to date Naomi and Dianne, retired NFL defensive end and now daytime television personality, Michael Strahan, who played for the New York Giants and is one of Miles's favorite players is in town for a charity fundraiser and Dianne, Naomi, and Tim get Michael Strahan to talk to Miles and when they brings Miles to South Nashville High School football stadium to see Michael Strahan there he is absolutely stunned and Michael Strahan comes to tell him that he has seen his tapes and is highly impressed and has come to tell him to not give up. Deion tells him the greatest football players are the ones that gets their team to lose. Because their comeback and determination to win is incomparable and will make them better. Miles takes the advice from one of his favorite NFL players and decides to continue playing football they then run drills and play catch with the football. Special Guest Star: Michael Strahan as himself.
98	6	"The Gun"	December 17, 2015	502
Tyrone Grant, an eleventh grade rebel at South Nashville High School, asks Jason for his new leather jacket and when he refuses Tyrone and his gang of friends beat him up and they take the jacket from him. When Jason returns home all beat and scarred his elders advise him to press charges and he hesitates. A few days afterward, Tyrone confronts Jason and threatens that if he presses charges he will shoot her and possibly kill her gesturing her gun which greatly frightens Jason resulting in his older cousin Miles to protect him at all costs. When he sees that his friend Zeke has a gun to protect himself, Jason considers buying one from this 12th grader who sells them. In the midst of him looking at the guns, simultaneously after Zeke denies Tyrone his brand new tennis shoes, he shoots him in the school courtyard. This frightens the entire school especially Jason’s family. Dianne, Naomi, and Tim get the idea to throw an anti-gang violence rally in hopes that people will turn in their guns to raise awareness of teen gun violence that ends up being very successful.
99	7	"Shelby’s Kiss"	January 7, 2016	510
Shelby’s art professor takes the semester off to teach abroad and she is now left with Raymond Nichols, a twenty-three year old recent college graduate who is pursuing his Master’s degree. Raymond is very attractive and charming and all of the girls in the close are completely head over heels for him while all the guys envy him. Shelby is the only one who seems to be not phased by Raymond's intellect, looks, charm even though deep down she really is. One day he and the class visit the campus art exhibit and when Raymond and Shelby are found in one area of the art exhibit alone talking about the meaning of the picture, they share a kiss as their interpretations of the art become more personal and intimate. They both are in shock after the first kiss but continue kissing and then stop when they realize what they're doing is wrong. The next day, class is very awkward for the two and Shelby isn't acting the same way she usually does and tries avoiding him. Raymond is then left with no other option but to resign from Tennessee State University considering that is against school policy for students and teachers to be involved romantically while enrolled in the course. when Dianne asks her how did she like his class, she gave a very awkward response brushing it off so her mother won’t find out.
100	8	"Gold Digger Boyfriend"	January 14, 2016	501
Dianne has met a new suitor, Phillip, whom everyone likes except Tim because he has always had a good judge of character and can sense something wrong especially growing up dealing with his sisters’ different boyfriends. But Tim is convinced that Phillip is only dating his older sister Dianne for her money when he’s always referring to her success and assets. He hires his detective friend, Lee, to spy on Dianne and Phillip. When Lee reports that Dianne paid for all their activities and dates, as well as mentioning women he talked to who had been with Phillip and lost their money, the evidence lines up that Phillip is bad news and cannot be trusted and these claims start to also convince Naomi, Miles, Jason, and Shelby. When Phillip arrives at the house with Dianne, Tim and the rest of the family confront Phillip with evidence that he was only after her money and Dianne is so upset she kicks him out and breaks up with him. A few days later, Dianne discovers that Phillip was an investor worth a million dollars and he was only taking her money and spending her money to invest in her business. Dianne is very mad and takes her anger out on Tim for driving him off.
101	9	"Driving Tim"	January 21, 2016	504
Sixteen-year-old Jason Whitmore whom now has his driver’s license is now able to drive on the roads freely, but his mother still believes that he is not ready to be alone even though Jason’s driving skills are quite decent, she does not allow him to drive alone or have her own car. Tim needs errands done and he is not able to drive his car because of his recent hand injury so Jason volunteers to drive Tim if he lets him take it to go to a robotics convention the following weekend. Tim is unaware that his older sister Dianne has told Jason no to driving his car so he obliges. However, Jason realizes that his uncle’s errands are more than what he thought. Jason takes the car to the robotics convention later than what he thought because of Tim’s errands and on his way to the robotics convention he runs out of gas. He reluctantly must call his mother Dianne for help who is very upset but when she comes to his rescue she apologizes for thinking he’s not ready. She was just afraid of him growing up and one day driving out of his life and never coming back especially since Jason is her youngest child and only son whom she loves very much. Jason assures her that he will never drive out of her life and wherever he leaves he’ll always find his way back home.
102	10	"The Virgin Miles"	January 28, 2016	507
In the locker room after gym class, school jock and heartthrob Damien blabs about his latest conquest with a girl and starts teasing Jason about not being a virgin until he mentions that he isn’t the only virgin and that his cousin Miles has also never had sex with anyone, leading to plenty of locker room teasing. He's embarrassed, and goes out his way to disproves it by having girls lie to him which is unsuccessful until his mother Naomi reminds him that she hears in her classroom and in the halls girls talking negatively about Damien. Jason and Miles then realize from Dianne and their Uncle Tim that still having your virginity as a teenager is just fine and perfectly normal.
103	11	"Trapped in Time (Part 1)"	February 4, 2016	511
The Boswell-Whitmore-Livingston family decides to visit the new African American History exhibit in the Nashville Museum of History. The find themselves in the exhibit seeing old pictures, old newspaper articles and many sculptures and artifacts. Miles isn’t the most excited about it and feels as if staying in the past won't help solve any problems of the future and in the present. When they are in an 1966 simulator, the others try to tell Miles about the importance of their history and in the simulator the gang is taken to Nashville, Tennessee of 1966, fifty years ago where things are much different. The family panics when they realize what has happened and try to find ways to get back. When Dianne goes to her restaurant and sees that she no longer owns it and is now an underpaid cook in the kitchen, they are surprised to see how different and old it is and when they try finding their way, they get caught in many riots and marches. They all try their hardest to escape from the chaos so they go to the Nashville Museum of History to go back to the simulator. They find troubles when the guard doesn't grant them access because they are "colored" so they distract him and find a way to sneak in the museum to only discover that the African American exhibit is no longer there and they have realized they are stuck in 1966 with no way of getting out and then the security guards catch them in the museum and try running after them.
104	12	"Trapped in Time (Part 2)"	February 11, 2016	512
After visiting the new African American History Exhibit in the Nashville Museum of History, Miles doesn’t accept or understand the importance of learning their history and while in a 1966 simulator, they travel back in time to 1966 Nashville, Tennessee where there is much racism and turmoil and when they try to go back to the exhibit simulator they notice it is not there leaving them stuck in the 1960's. When they are caught by the security guards for sneaking in, they out run and hide from them so they will not catch him and as they return back home they try to find ways to get back to where they belong and no one will help them because when they tell someone what has happened they don't believe him. They also try to go places and do the things in which they usually do but face many struggles as that being Black they are not allowed in certain places while whites are and they grow tired from the prejudice and decide to make a change. They decide to attend a protest downtown like they read about in their history books and museums and when they police try to stop them at the front, they refuse and Dianne goes to the steps of city hall making change by her food and bringing them together and everyone cheers and hugs each other, Miles then tells everyone it feels good to make a change and that it's important be a part of history. After he says that, they are all brought back to present day-Nashville in the African American History Exhibit right where they were before and they also see pictures of themselves at the protest. They are very glad to be back but will never forget the experience and will forever be inspired by it to bring about it change and furthermore, they all have grown a higher appreciation of those who paved the way for them.
105	13	"Short Story Contest"	February 18, 2016	518
Naomi’s idea for a new short story kind of involves her family in it. Naomi is very secretive about her story and waits for it to be published for her family to read it. After reading the story, everyone sees that it is exactly identical to their life and initially everyone thinks she was mocking them but then they all forgave her except for Dianne only because she always thought that she was being helpful to her younger sister instead of being pushy, bossy and mean, like the way she was portrayed in Naomi’s sister. They both keep arguing at each other because of the short story which starts to bother the other members of the family. In the end, Dianne apologizes for her attitude and Naomi apologizes for what she wrote. Dianne also apologizes if she has ever been pushy to her it’s all out of love and because Naomi’s her little sister so she has to look after her. Naomi understands Dianne’s intentions and tells her that since they are both much older now, it’s time that she lets go and allows Naomi to be the one to look after her.
106	14	"Dianne’s Favorite Customer"	February 25, 2016	514
Dianne gains a new customer that is in love with her food and her entire restaurant, Donna Whitfield whom is the same age as her and shares similar qualities. Dianne is surprised to see her again at her catering event but doesn't mind her being there and decides to talk to her during the event in which she is planning. Later on, Dianne is shocked to see Donna show up at her house when she returns something she left at the restaurant. Dianne lets her in the house and Donna does a lot of things to help Dianne around the house so Dianne decides to hire Donna as her personal assistant. Tim and Naomi think something is up with Donna but Dianne ignores their suggestion and continues having Donna work for her. Eventually, Dianne becomes sick and also breaks her hand. Tim and Naomi believe it was Donna’s fault but Dianne doesn't believe them until they show her pictures of Donna’s old restaurant that was shut down right by Dianne’s Dish and she had one of the top up and coming restaurant’s and catering businesses before Dianne started to gain recognition and they all come to the conclusion that Donna is trying to steal Dianne’s life. When Dianne tries confront her before opening the restaurant, Donna ties Dianne up in the restaurant storage closet and and spends the day posing as Dianne wearing her outfit and a wig like hers. No one notices it, until Tim and Naomi arrive at the restaurant and notice what Donna is doing and goes to the storage room to find Dianne and exposes Donna in front of the whole restaurant and is arrested for impersonation and thievery.
107	15	"Chaperoning Jason"	March 3, 2016	513
Jason finally works up the nerve to ask his crush Lauren to go on a date roller-skating and he is so excited and nervous about it. When he asks his mother Dianne, she tells him that he must have a chaperone on their first date especially because Jason is very nervous. Tim obliges but Dianne, Naomi, and Shelby disagree because he will make his first date awkward and miserable so they ask his older cousin Miles to chaperone. Miles gladly accepts and helps prepare his cousin for his first date. On the night of the date, Miles drives Jason and Lauren to go roller-skating and Miles tries to stay out their hair but they are acting very nervous around each other so Miles tries giving them both advice to make it through. A few days later, Lauren arrives at the restaurant not to see Jason but to profess her love for Miles. Miles unintentionally made Lauren become attracted to him. When Jason walk sin and overhear the conversation he is both confused and Jason storms out the restaurant hurt after getting into a fight with Miles that Tim breaks up. Shelby, Dianne, and Naomi talks to Lauren telling her nicely to back off Miles and that it’s wrong for her to mess with Jason like that and Jason and Miles reconcile and tells him that he’ll start to trust Jason alone with girls more often now that he’s getting older.
108	16	"Family Karaoke"	March 10, 2016	516
Dianne decides to sign the family up for Karaoke and tries to get all of them to do an act to enter the best karaoke impersonation competition to first introduce it at “Dianne’s Dish”. This fun activity turns left when the ladies begin disagreeing. Naomi and Tim have different ideas than Shelby, Jason, and Miles and it makes it real awkward and stressful for Dianne. The five bickering family members decide to split up into two teams of old school vs new school and expect Dianne to be on one of the teams. Feeling conflicted about whether to choose her brother and sister over her son, daughter, and nephew, she decides to go behind their back and try to be on both teams which is unsuccessful especially on the night of the performance when they see what she is doing she tells them it was hard for her to choose and performs a solo song to apologize to them and tell him how she feels and from this performance Dianne is crowned winner of the contest.
109	17	"Stuck in an RV"	March 17, 2016	515
A heat wave hits Nashville as spring break is on the rise and the Boswell-Whitmore-Livingston family decides to head to the lake in an RV and go to a beach house for the weekend to cool off on shore. When they get there, Shelby runs out of the RV rushing to the bathroom and as she closes the door another RV parks right next to them blocking the exit. Therefore, the others are all locked in a very hot RV until Shelby gets back to drive the truck connected to the RV out of the way so they could get out. But the problem is Shelby doesn’t return as soon as possible like she should have because she gets distracted by a group of guys who are hanging out there as well, one in particular, Josh, who flirts with her the entire time and begins liking her and she begins liking him, who he eventually asks out but she doesn't know how to respond. Meanwhile, the others, Dianne, Tim, Naomi, Miles, and Jason have been locked in the RV for hours with no air conditioner or water so they are all miserable and begin doing crazy things. When Shelby returns, the others start rushing out the van to the lake with it only being 5:30 P.M. not realizing that other RV had been gone for a little while.
110	18	"Recording Session"	March 24, 2016	520
Shelby, Jason, and Miles come back home from the mall after they were involved in a minor car accident with a limousine whose only passenger is Grammy-Award nonimated singer/songwriter Jazmine Sullivan. Later on that week, feeling so bad about the accident, Jazmine Sullivan invites Shelby, Jason, and Miles and the rest of the family to her studio and gives them a recording session they'll never forget. She performs her newest hit single "Let It Burn" and then has all of them sing and record a sample of Sullivan's hit single with her singing as well "Need U Bad. Special Guest Star: Jazmine Sullivan as herself.
111	19	"Pledging"	March 31, 2016	517
Shelby and her best friend Melanie decide to Beta Gamma Delta Sorority Incorporated in which Dianne, Naomi, Carmen, and Melanie’s mother are a member of. The girls process starts off smooth but it gets tougher. The big sister pledges like Shelby more than like Melanie and they tell Shelby that her only way of getting in is if she does something awful to Melanie. Shelby battles with this and talks to her mother and aunt about it. Although, Dianne and Naomi really want her to become at Beta, they tell her that it's not worth compromising her friendship with Melanie. Melanie is completely oblivious to the actions that are taking place behind her back. Shelby decides to tell her big sisters that she cannot go through with the humiliating task they asked her to commit upon Melanie and when she thinks that she won’t get in, they accept her because she exemplifies true sisterhood and loyalty. In the end, Shelby and Melanie both become members of Beta Alpha Delta Sorority, Incorporated like Melanie’s mother, Shelby’s mother Dianne, Shelby’s aunt Naomi, and Shelby’s older sister, Carmen.
112	20	"Miles Graduates"	April 7, 2016	519
Miles is greatly anticipating his high school graduation after working very hard to make good grades and he’s also worried about his post-high school plans. Miles’ anticipation and excitement is ruined when he receives word from his vice principal that he will not be graduating high school because he failed Spanish and skipped too many days. Miles struggles to tell this to his family who is more proud and excited than he is about graduating considering his difficult academic past and behavior trouble they never thought he would make it this far, especially his mother Naomi who has seen him endure a lot, his completion of high school is an incredible milestone. With only a week until his graduation, after a lot of plans have made Miles decides to fake graduate with the help of his cousin Jason, by stealing a cap and gown and creating a fake diploma. On Miles’ graduation day, he is very nervous to make the plan go correctly and he is exposed until after the graduation when his Spanish teacher confronts him saying there was an error so he actually did pass the class and complete high school. Miles returns home and apologizes to his family for lying they just didn’t want to disappoint them. Although he lied, they are all just glad that he still finished high school and graduated. In the ending scene, as the Boswell-Whitmore-Livingston family celebrates Miles Jerome Livingston becoming a Class of 2016 South Nashville High School Graduate, he figures out his decision and his plans now that he completed high school: He has decided to enlist in the United States Army like his Uncle Tim who has taught him a lot and he feels that the Army will also teach him a lot that college won’t be able to.
113	21	"Worst Vacation (Part 1)"	April 14, 2016	521
In part one of the two-part season five finale of Dianne’s Land, Dianne gets the opportunity to cater an event in Markovia, an island off the coast of Puerto Rico, she tells the family and invites them on the vacation as well for it will be all expense paid. They are all against it considering the last vacation in Paris, that went horribly wrong, Dianne promises that this time will be different and less stressful especially when they see a brochure, they all want to go. When they arrive on the island, they see that Markovia is nothing like the brochure and that the country is in much poverty and currently in a war and the hotel is completely run down but Dianne tells them to make the best out of it, which is very hard considering the horrible amenities. After dealing with awful tasting food, loud gun noises at night, dead animals in the bed, and almost being attacked by war men, the Boswell-Whitmore-Livingston family demands to leave but they are forbidden to leave when the hotel manager says that until Dianne fulfills all her catering obligations in which she agreed and promised to, they cannot leave and they also only have one working plane that can’t make flights back to back thus them being stuck there in the midst of chaos.
114	22	"Worst Vacation (Part 2)"	April 21, 2016	522
In part two of the two-part season five finale of Dianne’s Land, after Dianne takes her reluctant family on a one-week-vacation to an island called Markovia that is currently under war and is lacking in destitution, they are all very irritated at the circumstances of the vacation and grow tired of the horrid living arrangements and when they try to leave they are told they must remain in Markovia until all of Dianne’s catering obligations are fulfilled and satisfied by the prime minister. On the day that Dianne is trying to cater for the event, when the prime minister tastes her food, he ends up falling sick and think that it is poisoned so they arrest Dianne along with Tim, Naomi, Shelby, Jason, and Miles, the entire family that accompanied her. Things get even worse when Dianne and the rest of the family are arrested for allegedly poisoning the prime minister after he becomes sick with her food. When Dianne and her family are taken to apologize and explain the situation, Tim makes the situation worse when he ruins a special prized possession to the prime minister and they are all sent to a Markovian prison. When the Boswell-Whitmore-Livingston are the Markovian prison they try desperately to escape and Dianne gets an idea to make a new meal for the prime minister and the other inmates and as they eat these meals to make them sick, Tim steals a private jet to take them back home and to escape the island jail. In the end, Dianne admits that this vacation like other ones that ended horribly in the past were a bad idea and that she’ll never send them on an out-of-the-country vacation where she has to work and her family adamantly agrees. Note: This episode marks the final appearance of Miles Livingston (portrayed by Emmanuel Savage) until his guest appearance in season nine, the final season.

Season 6 (2016-2017)

• This season marks the appearance of Bernice Boswell (portrayed by Sheryl Forman) replacing Miles Livingston (portrayed by Emmanuel Savage) who departed the series in the previous season and will not return until his guest appearance in season nine, the final season.
• This season marks the first appearance of Anthony Holt (portrayed by Julius Player) as a recurring character.

No. in series	No. in season	Title	Original air date	Production code
115	1	"Living With Bernice"	September 22, 2016	606
In the season six premiere of Dianne’s Land, as it has been nearly a year since their father Lawrence Boswell has deceased, Bernice Henrietta Evans Boswell, the mother of Dianne, Naomi, and Tim, has grown lonely as a widow and has decided to leave St. Louis and come to Nashville to be closer to her children and grandchildren as she gets older. Everyone is hesitant to this change, but they all try to adapt and make the best out of the situation especially 46-year-old Naomi who must share a room with her almost 75-year-old mother. Bernice is known to be very critical, outspoken, and overbearing and can nag a whole lot and she does a lot of nagging around the house to everyone and Dianne tells them to ignore it and to still be respectful because she’s the matriarch and she’s still coping with the lost of her late husband and that she’s going to have to get used to everything. Bernice eventually starts to nag Dianne in how she keeps her house, the meals she prepares at her restaurant and how she handles her restaurant and when it begins to affect her business, Dianne becomes fed up and gives her a piece of her mind about how she’s been treating everyone. She tells her mother that if she will be staying in Nashville with her family she’s going to have to be considerate of others. Bernice agrees and apologizes to Dianne and the rest of the family for how she’s acted and realizes that everyone are adults (with the exception of almost seventeen year old) Jason and that she should treat them as such. Note: This episode marks the appearance of Bernice Boswell (portrayed by Sheryl Forman) replacing Miles Livingston (portrayed by Emmanuel Savage) who departed the series in the previous season and will not return until his guest appearance in season nine, the final season.
116	2	"Social Media"	September 29, 2016	609
Lately, social networks and social media has taken over the Boswell-Whitmore-Livingston family in multiple aspects. The main way being that the family interaction is something that no longer occurs in the house. Dianne gets annoyed at how the social media is taking over their life so she takes it upon herself to block all of it in the house but it doesn't work. Eventually, while on the internet Dianne finds herself on a social network and becomes very captivated and interested and starts to fall under the spell like her relatives. Her family members see her obsession and don't like how it's taking over her life and they begin to realize the point she was trying to make. So they all help Dianne with her obsession and in the end all of them decrease their time of social media for family time.
117	3	"Foosball Machine"	October 6, 2016	607
Dianne buys her little brother a Foosball machine for his birthday, something he has always wanted. When Tim beats Dianne in a round, he plays her again and he still comes out as the victor. Then he later plays a round against, Naomi, Jason, Shelby and even Shelby’s new friend who’s also a student at Tennessee State University, Anthony Holt, who he all defeats and when he defeats them all he gets besides himself and starts getting a big head. They all try playing him again and he still beats them. After growing tired of Tim's gloating, recalling her talk about how good she is at the game, they all beg Bernice who has been to play a round against Tim, who has been avoiding playing Foosball machine ever since an incident when she became addicted to it. Initially, Bernice continues to not play against her son, but she decides to play him because she grows tired of Tim's attitude as well. When she does this, Tim defeats her at first but then Bernice asks for a rematch and she completely sweeps Tim who is left shocked. Note: This episode marks the first appearance of Anthony Holt (portrayed by Julius Player) as a recurring character.
118	4	"Tim’s Big Break"	October 13, 2016	610
Tim receives word that there is a movie being filmed in Nashville with Golden-Globe winner, and Emmy Award and Academy Award nominee, Taraji P. Henson as the lead female role and looking for a fresh new male actor to the screen opposite of her. Tim decides to go out for the role and especially because has to film a kissing and sexual scene with her because he has always had a crush on her and she is his favorite actress. Tim passes his audition and meets Taraji P. Henson on the first day of filming. He invites Dianne and Naomi on set to see what it’s like for a movie to be made first hand. However, Tim begins to regret his decision of inviting his big sisters on set because they begin to embarrass him and start taking over the director’s, producers and actors duties. The director and Taraji grow so tired of the antics that Tim is fired and escorted off the set with Dianne and Naomi. Dianne and Naomi apologize to their little brother for ruining Tim’s chances but he admits that acting isn’t something for him. Special Guest Star: Taraji P. Henson as herself.
119	5	"Dead Car"	October 20, 2016	603
Jason has been struggling to find a car after all the money he’s been saving and is all out of options until his mother Dianne reveals that Bernice still has her late husband Lawrence’s car that she needs to let go of and that she is holding on to which is unhealthy. Bernice reluctantly gives it to her grandson Jason after an overdramatic bittersweet farewell from it at. He gets the car and as he is driving it back home where his other family members are expecting it he has already crashed it with only driving it for five miles. Bernice sees the damaged car and she breaks down at the casualties. For several days, Bernice mopes around and everyone sees how hurt she is and Dianne decides to have a funeral for closure. At the funeral, Bernice is very emotional at the tributes and songs that have been given and she can finally let go of her beloved husband’s car.
120	6	"Two’s a Crowd"	October 27, 2016	604
Dianne and Naomi set their eye out on this well-mannered and nice man named Todd Turner and he thinks they’re both attractive as well and wants to get to know the both of him and unbeknownst each other, he invites them out one day on a date. When they realize that the both of them are on the date, they refuse to share so they try to compete and buy Todd’s love and he is completely unaware and when they grow tired of the games, the ask Todd straight up who does he want to be with and although he thinks they are both pretty and sweet women but he’s not interested in him like that, he’s actually gay and was only looking for friends. Bernice tells them they should never let a man come between their friendship and sisterhood especially because they are too old to act like that. Meanwhile, Dianne and Naomi tell Shelby that she should stop being afraid and confess her true feelings for Anthony that she’s been holding back since she has one guy that only likes her and only her instead of chasing someone who doesn’t want them back like they did, which she indeed does and the feeling is mutual and her and Anthony decide to start dating and form a romantic relationship with each other.
121	7	"Election"	November 3, 2016	601
The 2016 United States presidential election is arriving is everyone is anxious for who the next president will be especially because the candidates are not the best candidates to be suited in office especially in the Republican seat so they all advocate for the importance of registering to vote. Especially Dianne, who has to enforce the importance of voting as an African American on Shelby who is now of the age to vote in a presidential election. She believes that no matter how much you vote sometimes the voice of the people is still neglected. Shelby decides to vote and as they watch the election results as the votes constantly fluctuate and Shelby realizes how important and impactful voting is and how it makes a difference.
122	8	"Tim’s Dating Dilemma"	November 10, 2016	612
Tim needs a date to the upcoming Military Ball, he wants to take Miranda, a beautiful and high-class woman who works with Naomi and pays Tim no attention. One of Dianne’s employees, Sonya really likes Tim but he only likes her as a friend and barely that. All out of options, Tim decides to take Sonya but then Miranda eventually accepts Tim's invitation only to make her boyfriend, Kirk, jealous who will also be attending the Gala. Tim is so overjoyed that he is taking Miranda, he completely forgets about Sonya and on the night of the banquet he is trying to juggle two dates at once. In the end, Miranda goes back to Kirk and Sonya finds someone who's actually interested in her leaving Tim alone for the rest of the night until his eldest sister Dianne who is also catering the affair comes to his rescue and dances with him.
123	9	"Music Video"	November 17, 2016	611
Shelby hears of a music video contest and gets the idea to submit one and film one. With the help of her boyfriend, Anthony, she writes a song and gets her dancers and band members but her ego runs amok when she tries to enter a music video for a contest. Her narcissism eventually disgusts her band mates, as the video only focuses on her, thanks to Dianne's loose lips. They desert her, and causes her family and friends to call her out for it. Wanting to salvage her hopes for winning the contest, she eventually calls on her family to make a friendly video, "It's All Love" with her family in the video and she ends up winning the contest.
124	10	"A Jason Carol"	December 1, 2016	605
Jason wants this brand new laptop for Christmas that he continues to beg his mother Dianne for and she denies him multiple times with many excuses. Jason is highly upset at his mother’s decision claiming that she doesn’t care about him anymore. Later on that Christmas Eve night, as he is asleep he gets awoken by his Uncle Tim and Aunt Naomi, as they take their nephew on Christmases in the past where Savannah was different when he was the youngest child that got everything he wanted from his parent and he doesn't understand the purpose. He then goes back to sleep but is awoken again by his older sister Shelby and her boyfriend, Anthony who takes him to Christmas in the present comparing his ways from the past to the present and Jason doesn't believe them. When he tries going back to sleep again, his Grandmother Bernice wakes him up one more time and takes him to Christmases to come showing him that if he doesn't change his ways he's going to end up alone and forgotten. When he wakes up from his dream on Christmas morning he apologizes to Dianne for being selfish. She accepts her son’s apology and awards him with the laptop he has been wanting and asking for all along.
125	11	"Tim’s Conscience"	December 8, 2016	602
Tim is haunted by the memory of one of his fellow soldiers named Malcolm Jenkins who he fought in war with and he tried to save but it was too late which happened eight years ago. Even though no one has blamed Tim, and received a commendation for trying to save the other civilians, he was unable to prevent his very good friend from dying on the battlefront and wishes that as a soldier he could have done something else. However, Malcolm’s wife, Rachel Jenkins assures Tim that he wasn't at fault for him not surviving when he goes to his grave to lay flowers and to talk to him.
126	12	"He’s Positive"	December 15, 2016	608
Naomi meets and falls head over heels for a man named Ronald they date for a few weeks, but Naomi starts sensing that something isn't right when he continues to not invite her in each night after their date, so she accuses him of having another woman at home and then when he cancels their lunch date but sees him purchasing groceries she breaks up with him. Later, Ronald invites her over and explains that he has no other woman and that he cancelled their lunch date because he had a doctor's appointment because he is HIV positive which is also the reason why he has never invited her in his house because he didn't want to contract her with it. A surprised Naomi understands and appreciates him telling. Ronald then thinks it would be best if they broke up because it was too much for the both of them and Naomi agrees.
127	13	"Shelby Gets Busy (Part 1)"	January 12, 2017	613
Shelby has been enjoying her newfound relationship with Anthony especially since he’s her first real boyfriend and they’ve started to fall in love with each other. Shelby is not allowed guys over when no one is at home even though she is twenty-one-years old she is still under her mother’s roof. Anthony tells Shelby that he thinks it’s time that he and Shelby take their relationship to the next level by having sex and making love, which makes Shelby very nervous because it’s her first time but she’s very eager and in love with her boyfriend Anthony. Dianne gets tickets to the circus for the entire family and Shelby fakes being sick so her family can go while she pretends to stay home and act sick but when she really plans on inviting Anthony over to hang while her family is away. Shelby invites Anthony over as soon as they leave and they start to kiss getting very intense and sexual but Shelby stops and says she wants her first time having sex to be right. Elsewhere, Dianne calls her daughter Shelby to check on her to see how she is doing and she’s not answering the phone. Dianne and the others begin to worry and they leave the circus early to check on her. When they arrive, they all barge in Shelby’s room and sees her and Anthony having sex and is completely shocked.
128	14	"Shelby Gets Busy (Part 2)"	January 19, 2017	614
After the Boswell-Whitmore-Livingston family goes to the circus while Shelby who pretends to be sick stays at home to invite her boyfriend Anthony over who she’s madly in love with, they leave the circus early and walk in on Shelby and Anthony involved in sexual intercourse. Dianne, Tim, Naomi, and Bernice absolutely freaks out but mainly Dianne who wants to hurt Anthony but she is stopped by Bernice, Tim, Naomi, and Jason and he rushes out of the house. Shelby is harshly yelled at by her mother, with additional rash comments from her grandmother Bernice, her Uncle Tim and Aunt Naomi, with her little brother Jason laughing at her and disgusted at what he saw. Dianne is so upset that she can’t even punish her but she resorts to putting her out and Shelby who is also upset and has continued to apologize agrees and says that she should move out too especially with her being twenty-one, but the others believe it is too harsh. Anthony tells her that she can’t move in with him and she decides to live out on the lawn in a tent until she finds her own place. Bernice, Tim, Naomi, and Jason tries talking some sense into Dianne but she has made her mind up and everyone sneaks around giving Shelby supplies and meals and they try to encourage the both of them to talk but they don’t budge. Anthony comes over and apologizes to Dianne and everyone else and that disrespecting them was a huge mistake and that he’ll never do it again. He then explains how madly in love he and Shelby are with each other and that they want to continue seeing other and that she has been very miserable but she won’t admit and that she hates that she did it. When it’s raining, Dianne invites Shelby back in to get a towel. She uses that opportunity to talk and she expresses how mad she is but how she understands the urge because he never gave her the trust she deserved from the get go and also that she is well of the age to be sexually involved with someone she loves and that she may be her child but that she is getting much older and she should start being treated and handled like an adult. Shelby admits that what she did was wrong and that she won’t do it again but she always wanted her mother to trust her from her job, she was just caught up in the moment and being that Anthony is her first true love, it was hard for her to resist and she said no matter what she’ll always have her mom who she misses being around. They both re-establish some ground rules and boundaries and seeing that she has suffered enough, Dianne lets her youngest daughter back in the house.
129	15	"Naomi’s Scandal"	January 26, 2017	620
Recently in the Nashville Public Schools system, there has been a scandal in which teachers and principals in the district are being fired for cheating on state-administered standardized tests to either help students pass or make them fail. When an investigation undergoes at South Nashville High School, Naomi is found in the investigation and accused of doing so. Naomi is completely and utterly shocked at this because she swears she has never cheated for the students, she just administers and facilitates them. When her family hears this scandal, they believe her when she says he had nothing to do with it. However, the principal of South Nashville High School as well as a few teachers believe that Naomi could be the culprit. Naomi is highly upset especially when the principal considers firing her. Naomi has had enough of the accusation against her name and is determined to clear her name and get to the bottom of who really is behind it. Naomi goes back and looks at all the test and notices a correlation with the tests and notices it that they all resemble and when she compares handwriting she notices that it was the principal who made the corrections on the test and sets out to clear her name and assigns blame to the principal who denies it initially but when the surveillance cameras are played the principal is caught and is taken by the police to trial.
130	16	"Menopause"	February 2, 2017	615
Dianne is preparing to celebrate her 50th Birthday which is a huge milestone and everyone makes a big deal about it but Dianne has been feeling very ill and experiencing all sorts of discomfort in her body. Dianne’s mother, children, brother, and sister all wish her a happy birthday with continuing to emphasize how old she’s getting now that she is fifty years old something that Dianne feels very awkward about and doesn’t know if it’s a good thing. Dianne becomes so sick that she has to go to the doctor and the doctor reveals that she has menopause and when she discovers this she is somewhat relieved but she also feels very old and not in a good way when she tells her mother Bernice this she celebrates this with her and tells her that it’s a beautiful experience and her family members also tell her that even though she is getting old she is still as glamorous as she has always been and that she doesn’t even look a day over fifty. Dianne thanks her family for the comforting expressions and accepts her new age and new phase in her life.
131	17	"Jason’s Gay Friend"	February 9, 2017	619
Jason’s new friend Caleb who he is in the science club with who is just as good as smart as Jason is and become really good friends. Later on at practice, while talking to some of the other science club members, they tell him that Caleb is gay and he is very surprised and does not believe him. Later on that day, Caleb's boyfriend, Devin comes to “Dianne’s Dish” to confront Jason about spending so much time with Caleb. In shock, Jason assures him that there is nothing going on between him and Caleb and that he is a full heterosexual guy. When Caleb and Jason work on a science project together, Jason starts to notice the way he acts and he kicks him out in subtle way thinking that Caleb was coming on to him. The next day, Caleb is mad because Jason is treating him differently because he's gay so Caleb stops being friends with him and Caleb and Jason's quarrel costs them the first prize for the science fair. Jason talks with his mother Dianne about the situation and even though Dianne herself doesn't condone homosexuality having some employees who are gay she still thinks that Caleb shouldn't be treated any different because he is still a human just like everyone else. Jason talks to Caleb and apologizes and they agree that they can still be friends as long as Caleb doesn't become attracted to him.
132	18	"Racist Manager"	February 16, 2017	618
Shelby applies for job at her favorite clothing boutique in the mall against Chloe, and a nice-nasty girl she went to high school with, but, despite Shelby's obvious skills and Chloe's incompetence, Chloe is the one chosen. Shelby starts to believe that she wasn’t hired because she is Black and Chloe is White and the manager, Tammy is White. She started to realize how there are barely Black customers or Black employees. Dianne, Bernice, Naomi, and Tim tell her that she should expose the truth and seek justice. So taking her elders advise, to uncover the truth, Shelby puts a secret camera in Chloe’s hat on her first day of work for Tammy to her to admit that she’s didn’t hire her because she is Black while Jason and Anthony fake apply for a job, while Tim and Dianne disguise themselves acts as the regional managers to catch her in the act, while Bernice and Naomi pretend to shop to see if the treatment is different while Shelby sits in the background watching the scene go down. Eventually, Tammy mentions to Chloe that she does indeed not higher African American people in the case of Jason and Anthony and that Naomi and Bernice are last priority for customers since they are Black and she is henceforth fired. Shelby is very proud of herself and so is her boyfriend and family for seeking justice.
133	19	"Kissing Cousins"	February 23, 2017	616
Tim meets a very attractive woman named Deidre and starts to fall for her very hard and she starts falling for him as well. After they've been dating for a few weeks it starts to get serious so Tim invites Deidre over to the house for dinner and Dianne, Naomi, Bernice, recognize her face and her name immediately and when she tells them the name of her parents, Tim's mother and two older sisters are in shock because her mother is the estranged half-sister of Bernice’s late husband, Dianne, Naomi and Tim’s late father, and Shelby and Jason’s late grandfather, Lawrence Boswell, which makes them first cousins. Neither one of them knew the other existed. Dianne, Naomi, and Bernice tell them to stop dating but they continue to because they are too in love to stop dating. But they realize it is wrong and doesn't feel right when they are on the verge of having sex and they stop themselves in their tracks and end their relationship.
134	20	"The Joint"	March 2, 2017	622
When doing laundry, Dianne and Tim find a rolled up joint, in Jason’s clothes and they confront him and drills her about how he should not do drugs. Jason claims that it wasn’t his joint and he has no idea how it got there so to clear his name she tries to find out who’s joint it is. Later on, Naomi overhears her mother Bernice on the phone with her doctor and finds out some shocking news. When Jason can’t find out who planted the joint, his mother grounds him but then Bernice admits to everyone that the joint was hers and she lost it. She uses the joint to help her with chemotherapy and that is when Naomi and Bernice reveal the devastating news that Bernice is diagnosed with cancer. This news shocks and saddens the whole family and Bernice states that she was waiting on the right time to tell them. As the family tries to handle this news, they apologize to Jason for not believing him and Bernice apologizes for getting her grandson in trouble.
135	21	"Ice Cream for Drake"	March 9, 2017	621
After Shelby catches her brother Jason, getting in late from curfew to keep Shelby from telling their mother Dianne so he won’t get in trouble, Jason must cover all of Shelby errands for two weeks. Elsewhere, Shelby and Anthony have been dying to see their favorite rapper, Grammy Award winning rapper and singer, Drake in concert but they’ve been struggling to tickets. When the tickets have sold out but a contest to get a private concert by Drake comes up, Jason uses that to rid him from the chores of his older sister. The contest is to find all the letters that spell Drake’s name found on the lid of ice cream cups. With the help of Dianne, Bernice, Naomi, and Tim, Jason gets all the letters from the lids except A but he must promise a kiss from an 11-year-old girl. Later on to much of Shelby, Anthony and the rest of the family’s surprise, Drake performs at “Dianne’s Dish” his hit single Controlla and everyone enjoys the concert. Shelby then reveals that she meant to tell Jason a long time ago that he was done with her chores but he kept on doing them. Special Guest Star: Drake as himself.
136	22	"Good Luck Charm"	March 16, 2017	617
Jason has joined the chess team and it was one of the top competitors and Dianne has vowed to attend every tournament and round that Jason participates and even attends some practices when she's allowed and every time she attends a tournament, the team wins. Dianne attends three matches and they win, and when Dianne misses two matches, the team loses. When Dianne attends a match but then leaves to go to the bathroom out Jason starts losing and when she returns, Jason starts back winning. Jason starts to believe that his mother Dianne may be his good luck charm and starts to really depend on her for the wins. When Dianne has important catering on the same day and time as Jason's big chess match that will advance him to regional playoffs. Jason really needs Dianne to attend Jason’s tournament so he can pull a win. Dianne battles with this and when she considers going to the match, Dianne is offered more money for catering the event and will also receive more publicity if she commits to the event so tries to do both at once. Dianne is really antsy on the day of the event that she is catering and Jason’s match recital and when she gets very busy, Jason calls before he must step to the table to see where she is but she hangs up the phone when her attention is needed elsewhere. Dianne’s event goes very well and her customers are very satisfied and heads immediately to her son Jason’s chess tournament when it is almost over and when Dianne arrives, Jason makes the winning move and wins the chess match. Jason is very happy and so is Dianne and in the end Jason thanks her for all she's done but tells his mother that he doesn't need the good luck anymore, he just needs to believe more in himself and Dianne agrees.
137	23	"Dianne Gets Fired (Part 1)"	March 23, 2017	623
In part one of the two-part season six finale of Dianne’s Land, when Dianne is hired to cater Jason’s Junior prom where Naomi is chaperoning, Tim is put in charge of running “Dianne’s Dish”, when Shelby and Anthony are busy studying for finals, and Bernice is at her knitting circle, so he is the only person left in charge which he usually handles well but on this particular evening he is short-staffed with a very large demanding crowd. Things begin to get so outrageous that as Tim is closing he ends up starting a huge fire. When Dianne, Jason, and Naomi come by with Bernice, Shelby, and Anthony, they see a fire and all start panicking especially Dianne and worry greatly when they find out that Tim is in the fire. Dianne frantically enforces that they the firefighters get her brother out the restaurant even if it might burn down the restaurant. Tim is eventually rescued but Dianne’s Dish is burned to pieces. When the fire is set out, Dianne and the rest of the family comes in the restaurant and sees the damages and Dianne is very distraught when she fears how she will repair the damages.
138	24	"Dianne Gets Fired (Part 2)"	March 30, 2017	624
In part two of the two-part season six finale of Dianne’s Land, when Tim is left in charge of “Dianne’s Dish”, he accidentally sets the restaurant on fire as he is closing and he ends up getting caught in the fire. After he is rescued safely, “Dianne’s Dish” is burned to pieces to the ground and Dianne and the rest of the family is devastated and realizes that she has not enough many for the repairs and that she hasn’t renewed the insurance claim so she must result in closing down “Dianne’s Dish” after 17 years of business, which greatly upsets her family members who believe there is still hope to save the restaurant. Soon later, millionaire, entrepreneur and investor, Nigel O’Connor comes by the restaurant offering Dianne the opportunity to save her restaurant if she makes him co-owners by paying for her repairs so that she can reopen her restaurant. The others don’t trust Nigel at all and believe that he is up to no good a but a depressed and desperate Dianne wants her restaurant back so bad she will do anything so she signs a contract. Later on, when Dianne stops by the restaurant and sees the progress of the rebuilding she sees that Nigel is changing the entire concept of the restaurant to be geared more towards white customers and while Dianne’s Dish is opened to all customers, it primarily targets African American customers and her restaurant has been a major gold-mind in their neighborhood for almost two decades and him taking it over making it more for White customers, is an insult to the history of Dianne’s Dish and it’s taking away one of the only things that Black people were able to enjoy themselves and call a home away from home. Dianne and the others don’t agree with Howard’s motives so she tears up the contract with him and Nigel is forced to leave but he does not return the money leaving Dianne still in need of her restaurant to be built from the ground up. Bernice then gives Dianne the rest of the money she needs. She reveals that it’s the money her late husband Lawrence gave her and she believes that Lawrence would want to see his daughter’s dream still be fulfilled especially since the restaurant business was his dream too so the money will be put towards good use. Dianne is very surprised but she thanks her mother greatly and is happy that she can now build back up her restaurant.

Season 7 (2017-2018)

• This season marks the final appearance of Jason Whitmore (portrayed by Nicholas Ball) until his guest appearance in season nine, the final season.
• In this season, recurring character Anthony Holt (portrayed by Julius Player) joins the main cast.

No. in series	No. in season	Title	Original air date	Production code
139	1	"Restaurant Remodel"	September 14, 2017	707
In the season seven premiere of Dianne’s Land, after the disastrous burning down of “Dianne’s Dish” and after Nigel O’Connor manipulates Dianne into selling her restaurant to him, with the help of Bernice’s inheritance money from Lawrence Boswell, her late husband, Dianne is able to get her restaurant back up and running in tip top shape just like it was before and is in full control of how she wants it to be remodeled and look. Each of her family members have their different ideas on how the restaurant should be built back up and Dianne listens to their ideas and can’t figure out which one she likes the most which becomes an issue in the family when no one can agree on anything for the new look of “Dianne’s Dish”. Eventually, she gets the idea to collaborate all the ideas that she received from her relatives into one set and she hires the help of people to create the vision everyone is surprised and happy with it’s new look that it’s more trendy and modern but still has traditional elements from the original restaurant. Now that restaurant has been remodeled, “Dianne’s Dish” is officially back open for business.
140	2	"Pregnancy Test"	September 21, 2017	701
When Dianne is doing some cleaning at her restaurant she finds a pregnancy test that is positive in her kitchen and goes through every one of her employees to find out who it belongs too including Naomi and Bernice who eventually helps. Meanwhile, Shelby has been feeling very sick lately and Anthony has been trying to figure out why she feels so bad. Dianne confronts her sister and her other employees who all say that the pregnancy test doesn’t belong to them. When all of Dianne’s female employees deny that the pregnancy test is not hers, she starts to wonder who could it belong to and decides to make an announcement to all the customers. Shelby feels so sick that Anthony takes her to the doctor reluctantly. When Shelby leaves the doctor with her boyfriend Anthony they go get a bite to eat at “Dianne’s Dish” and walks in with her mother making an announcement who does a pregnancy test belong too, Shelby tells her to stop making a fool out of herself and goes to the back of the kitchen to have a conversation with Anthony, Dianne, Naomi, Tim, Bernice, and Jason. Shelby tells her mother that the anonymous pregnancy test belongs to her and that she just came from the doctor with Anthony confirming that she is pregnant. Everyone is completely shocked and speechless, and Shelby tells them that even though she and Anthony are in there senior year of college, they will continue to stay in school and take care of the baby the best way they can since it was there responsibility to have sex so they have to deal with the consequences. Dianne is disappointed that she got pregnant before marriage and before she finished school but she does not yell at her and she tells her that regardless she is her daughter who is carrying her grandchild and she will continue to love her and help her where she’s needed along with the rest of the family. They trust that Shelby and Anthony are responsible and mature enough to have a baby and raise it whether they are married or finished with college or not. They are all aware of the major adjustment and change but willing to all still stick together as a family. After they address all that, they all bask in excitement over the new addition.
141	3	"Anthony Moves In"	September 28, 2017	708
After the very life-changing news for everyone that Shelby will be expecting a baby with her boyfriend, Anthony is kicked out of his parents’ house who won’t support him and Shelby and their baby and his only option to have somewhere to stay is with Shelby in the Boswell-Whitmore-Livingston house. Everyone is very hesitant to having him move in especially with them still trying to adjust with the new baby but they realize that they can’t leave him with nowhere to live and that it’s important that he and Shelby remain together during the pregnancy and the raising of the child. Anthony moves in Shelby’s room which they are very excited about but after awhile they tend to be annoying and keep everyone up all night with their arguments, intimacy, late night returns from dates, and lazy days in bed which starts to irritate everyone in the house especially Dianne. Everyone confronts them about their issues and Dianne enforces that if Anthony will be living under her house, he is to abide by all the rules set forth he and Shelby both and that they must remember to be considerate of others in the house. They both agree to the terms and promise to be more respectful and thank them for letting Anthony stay.
142	4	"Halloween"	October 5, 2017	709
For Halloween, Dianne is determined to have her restaurant to be the scariest and most spooked out restaurant in the neighborhood finally beating her competitors, BJ’s Grill who are known for always having the scariest restaurant for Halloween and who always teases Dianne for not doing so. She enlists and forces the help of her family to make sure that “Dianne’s Dish” is the has every bit of fear factor. On the night of Halloween, the restaurant is turned into a haunted house and everyone has on terrifying costumes. Dianne welcomes a group of customers who are trick or treating and she shows them how scary the restaurant is while the next door restaurant owner, BJ Mack observes. The restaurant indeed is frightening and it indeed becomes too frightening for the children to handle especially when one of the children get lost and everyone starts to believe the restaurant is actually haunted. When the trick-or-treaters start hearing an echo of the lost child as a ghost they all run and scream away to BJ’s restaurant, until the lost child comes out and BJ reveals he set the whole thing up for her restaurant to be too scary to where it’s traumatizing. Dianne is upset because once again BJ found a way to outsmart her even when she thought she won.
143	5	"Bernice Substitutes"	October 12, 2017	703
When Bernice picks up her youngest grandson, Jason from school, Naomi tells her that the principal is trying to find a replacement 12th Grade English teacher on short notice when Jason's original English teacher has quit. The principal overhears that Bernice was once an English teacher to 12th graders for many years before she retired and the principal gives her the substitute job off bat. Savannah doesn't know how she feels about the situation but she believes it will work in her favor. On the first day of Bernice's teaching job, Bernice starts to embarrass Jason and treat him like a baby at school while she is very tough on the other students in Jason’s class, and after three days Jason has had enough of people getting mad at him and of his grandmother embarrassing him. With the help of Jason's friends and Aunt Naomi who is also growing tired of her mother working at South Nashville High School, they begin to try to get rid of teacher but it's too late when the principal decides to give her the permanent job. Jason and Naomi then try to come up with a way for Bernice to get fired and when the principal sees Jason's class act very unruly he fires her and Bernice's overhears her grandson and youngest daughter overjoy about her being fired and is very hurt and upset with Jason and Naomi both. Back at home, Naomi and Jason give an apology to Bernice and says that the only reason they wanted to get rid of her is because they missed Bernice being their grandmother and mother instead of their teacher and colleague. Bernice accepts their apology and apologizes for being such a pain, she then admits that she remembered why she retired because of the school lunch and decides to go back into retirement.
144	6	"Family Recipe"	October 19, 2017	710
Tim decides to have a bake sale with desserts that his two sisters and mother have baked and when Tim gets a great deal on a family recipe that was special to Dianne, Naomi and Bernice, he hesitantly takes it after they tell him not to. After Tim sells the family recipe and his mother and sisters find out they are very upset because that family recipe has been passed down from generations to generation and it has kept the family lineage, Tim then make an impassioned, tearful all-out plea to get it back. When he gets it back, Dianne, Bernice, and Naomi tells the family about the sacredness of the family recipe and how they pass it down to the daughter and Dianne decides to pass it down to her daughter Shelby and she gladly accepts.
145	7	"New Baby’s Room"	October 26, 2017	712
With a new baby arriving, everyone realizes that the baby is need of a nursery. Not wanting to spend any money adding an extra bedroom the house, Tim gets the idea to add a bedroom using the space they already have. Their plan is to build a small little room under the staircase of the basement. Shelby, Anthony, and Dianne are completely disappointed and how the room for the new baby is. Even though they did a good job at making the little bedroom they want something much better but it's not suitable for an infant. Jason suggests just transforming he and Miles’ room into a nursery for the baby since Miles is gone and since he’ll be leaving for school by the time the baby is born much to Naomi’s dismay because she thought that she would get that room to herself because she’s tired of sharing a room with her mother but she continues to make the sacrifice. Everyone agrees with this idea and in a matter of weeks, Tim creates a nice place to house Baby Whitmore-Holt.
146	8	"Latecomers"	November 2, 2017	702
When Dianne as well as Naomi and Tim's cousin and Bernice’s nephew, Gerald Boswell is getting married Dianne and the family are invited as well as catering for the reception and she is determined to get her family their on time because they have a reputation for being late. Dianne makes sure she has everything squared away ahead of time with her family and when he does, all types of unfortunate things happen in the Boswell-Whitmore-Livingston House and it prevents them from being able to leave to get to the wedding early and on time. She tries to help her family get ready for the wedding and make sure everyone is squared away so much so that she hasn't finished getting herself ready putting them way behind schedule and making them even later than she anticipated. When Dianne and the rest of the family is finally ready, they all leave for the wedding and when they leave Dianne gets a phone call from her Aunt Janine who leaves a voicemail saying the wedding is off because Gerald's fiance left him at the alter but it's too late because Dianne and the family has already left.
147	9	"Mommy Dearest"	November 9, 2017	711
Dianne starts getting overwhelmed with the amount of housework she has to do around the house without any help from her relatives who are all busy especially being a full time chef, owner, and business woman of one of the most popular restaurants in all of Nashville. Since Bernice has moved in, she has decided to help her daughter with the duties of the household since she has nothing else to do. Dianne feels bad that her 76-year-old mother- has to do work in a house that's not hers at her old age but decides to let it slide when she sees how nice the house looks and she starts having more time on her hands. Not only does Bernice keep the house up she starts taking the complete role of Dianne including babying and spoiling Tim something she’s been doing since he was born. Tim, Naomi, Jason, Shelby, and Anthony are too blinded to see that because they like how Bernice operates the house and does everything for everyone without having anyone do anything on her own. Every time Dianne tries spending time with her children, sister, or brother, Bernice always beats her to that punch so Dianne yells at her for over-stepping her boundaries and she grows tired of her taking over her life. In the end, Bernice apologizes to her eldest daughter for not respecting her wishes and her house and Dianne forgives her and appreciates the help and that she'll always appreciate the help of her mother long as it's not excessive.
148	10	"Sick House"	November 16, 2017	705
When there is a flu outbreak at South Nashville High School, 9th Grade math teacher, Naomi and 12th grade Student Body President, Jason both contract the flue must stay at home to be nursed by everyone. Naomi and Jason become a hassle to deal with because they’re always needing something when they are sick. Jason and Naomi's flu begins to spread to Anthony and Bernice who becomes just as sick as Naomi and Jason making the five of them including a pregnant and sick Shelby feeling very needy and helpless by Dianne and Tim. When Tim is doing his best and stressing himself out trying to nurse his sister, his mother, his nephew, his niece, and his niece’s boyfriend, he gets sick in the process and must stay home from work leaving Dianne to now nurse her six sickly family members while trying to perfect a new ingredient for a new dish. Dianne is under a lot of pressure trying to look after Naomi, Tim, Bernice, Shelby, Anthony and Jason as they are trying to get over the flu. So much so that she doesn't have time for herself and of course she catches the flu from them just in time as she has to fulfill a catering event. A few days pass and everyone is feeling much better where they can return to their normal routine while Dianne is still greatly suffering from the flu and has no one to nurse her after she has nursed everyone else.
149	11	"Dinner and a Show"	November 30, 2017	706
Dianne hears of restaurants having celebrities and performances by musical artists that gather crowds and she wants to do the same thing to increase the popularity, publicity, and overall profit that she’ll gain from a restaurant especially now that it is newly remodeled and back open. So she books a local Nashville artist who backs out the performance, so it is up to her family and employees to find ways to advertise her restaurant. All of their attempts fail, but Tim gets the idea to call his god-daughter, Grammy-award winning national recording artist SZA to come and perform. Before she got back with him, Tim already told everybody that she would be there. On the night of the opening, the customers are anxiously waiting for the appearance of SZA when they get tired of waiting, right in the nick of time as everyone starts leaving SZA comes in from back singing and everyone is astounded. SZA performs her hit single “Love Galore " and Dianne gets a lot of money and popularity for her restaurant. Special Guest Star: SZA as herself.
150	12	"Christmas Wish"	December 7, 2017	704
The Christmas season is underway and Dianne is very stressed with all the Christmas preparations for her restaurant and the gifts and needs of her mother, brother, sister, two children, and her daughter’s boyfriend are all overwhelming her. She unconsciously makes a wish at the mall that she wishes she free of the troubles of her family. The next day she wakes up in her house that is now rich mansion that she lives in her own and Tim is now her personal security guard, Naomi is her personal assistant, Bernice is now her maid, Shelby is now her personal stylist, Jason is now her personal driver and Anthony is now her personal trainer, , Although, Dianne is weirded out by the adjustment but she he starts to enjoy her life of not having anyone else to worry about. Soon enough, she starts to miss her annoying family. She begs for her wish back from the guardian angel who granted her the wish and when she learns her lesson she wakes up on Christmas morning to her regular life thrilled to be back and expressing how much she loves and appreciates her family life and how much they mean to her.
151	13	"Switching Bodies (Part 1)"	December 14, 2017	713
Jason gets an old hourglass from an artifact shop that is supposed to be magic and grants any wish but he doesn’t believe that it works but still gets it for decoration and novelty. Meanwhile, Shelby and Anthony are stressed as expecting parents bumping heads about everything. Elsewhere, Naomi and Bernice are bumping heads as far as their living situation and Naomi not having her own privacy and Bernice being annoyed with Naomi’s way of living. Furthermore, Dianne and Tim are arguing about him overstepping his position in her business and not letting her as the boss make executive decisions and Tim believes that Dianne’s job is easy. When the young expecting parents, mother and daughter roommates, and brother and sister co-workers clean up the restaurant and when they all try cleaning the hourglass they find in the kitchen and shaking it they all tell the person who they are arguing with they wish the other person knew what it felt to be in their body and when they say these words: Dianne is trapped in Tim’s body, Tim is trapped in Dianne's body, Shelby is trapped inside Anthony's body, Anthony is trapped in Shelby’s body, Naomi is trapped in Bernice’s body, and Bernice is trapped in Naomi’s body. All of them panic and Jason tells them that the hourglass might have made them switch bodies. They all try to find ways for the wish to be erased but nothing works. They agree to not let anyone else know so they won't think they're crazy. When Jason tries to return to the artifact store with his six-body-switched relatives, an employee tells him that there is nothing he can do meaning the wish is permanent.
152	14	"Switching Bodies (Part 2)"	December 21, 2017	714
After Dianne, Tim, Naomi, Bernice, Shelby, and Anthony accidentally wish to switch bodies with each other thanks to Jason’s novelty hourglass, they realize that they are stuck in each others bodies forever. So they try to make the best of it. The others who are involved in their life see them acting very strange. When the six body-switched adults see how great the other person's life is they agree to not try to fix it and remain for it to stay the way it is but after a couple days they begin to realize it’s more than what they think and it’s not as easy it seems. Anthony realizes how truly difficult it is to be pregnant, and Shelby sees how difficult is to deal with someone who’s pregnant. Naomi and Bernice realizes how difficult it can be living with the other person and wanting their own privacy and also wanting to have some peace, and Tim sees how difficult it is running a very successful restaurant and catering business while Dianne sees how Tim’s feel as far as wanting to be considered more in the business. So they beg Jason to find a way to get switch them back together. So they try hardest to find solutions to get them back. Jason tries to run several tests but he realizes it’s something science can’t do he gets he gets the idea to get his mother, sister, uncle, aunt, grandmother and his sister’s boyfriend to sit down to talk to each other about how they took their lives for granted and understand how hard it is, the wished is reverse and they return back to their original selves. Jason then throws the hourglass away in the “Dianne’s Dish” trash and when it falls out he sees two people pick it up arguing about the hourglass and when he sees them about to turn it he panics and stops it and breaks the hourglass preventing them from switching bodies.
153	15	"Ultrasound"	January 11, 2018	717
After going to the doctor and getting an ultrasound, Shelby and Anthony do not want to know the gender of the baby until it is actually born. On the other hand, Dianne is anxious to know, so she asks her younger brother Tim and her younger sister Naomi to help her get the ultrasound of the baby. In a hurry and without paying close attention, Dianne accidentally grabs the wrong ultrasound. Instead of taking Shelby’s ultrasound, she grabs the one for a Shannon Whitmore, who is having triplets misreading it said Shelby Whitmore. In the end, Dianne can't keep the secret so she blurts it out and Shelby and Anthony finds it ridiculous and makes note of the ultrasound mix up so she returns it to the doctor. In the end, Dianne has her mother Bernice wanting to know the gender of the baby and as the doctor is about to reveal it, the episode ends and transitions to the ending credits.
154	16	"Dianne’s Apology"	January 18, 2018	719
Dianne becomes very upset when a rude customer named Bruce insults her food and her décor and she gets so mad that she throws the food on his face and clothes. Dianne is recorded doing this to Bruce and the video surfaces everywhere and goes viral making Dianne lose customers and respect. To mend Dianne’s image especially for her restaurant and as a community influencer, Tim and Naomi tell Dianne that she should announce a formal and live apology and Bernice, Jason, Shelby, and Anthony agrees to this and they help her compose the speech for her. Dianne gives the apology to Bruce and to the others it offended but the he still does not accept it which greatly upsets Dianne and begs for him to forgive her. Bruce blackmails Dianne into buying him things and doing things for him in order for him to not sue. But after each and every act that Dianne does, Bruce is still not pleased and threatens to sue her even further if she doesn't continue. Bruce gives Dianne a huge demand and if she doesn't he will increase the law suit but it compromises Dianne's integrity when it comes to her family. Dianne thinks about what's more important for a long time and decides to not do what Bruce asked and when she tells him this, the police arrests Bruce for extortion just as he tries to set her up.
155	17	"Tim’s Joke"	January 25, 2018	718
Tim hurts his back as he and the family are playing a game of Twister and everyone jokes about him getting old so he decides to have everyone serve him hand and foot since he is injured. Tim’s back then gets better but he doesn’t let his family be known he continues acting injured but Dianne catches him walking just fine and when she tells the other members of the family, they devise a plan to catch him in the act by annoying him with their care for him. Tim begins to feel irritated at how his family won’t leave him alone and give him any space. Tim gets so annoyed that he gets up and runs from them exposing that he is better. His family confesses that they knew Tim was lying all along and that they planned a prank on him just like Tim played a joke like that.
156	18	"Family Feud"	February 1, 2018	720
Dianne’s favorite TV show is Family Feud and she decides to sign her family up to compete. When Dianne receives word that the Boswell-Whitmore-Livingston family has been selected he is overjoyed and tells his family. Dianne drills her mother, her sister, her brother, her second-born daughter, and her only son and youngest child to be prepared for the show so they can win with Anthony acting as the host. On the day of the competition, Dianne is assigned as the team captain while the rest of the family is very nervous. Meanwhile, Bernice is head over heels for the host, author, comedian, and actor, Steve Harvey who ignores her advances. Dianne begins to get overcompetitive and gets too angry when her family gets a question wrong and is mad when they don’t follow her guidance. Anthony who’s in the audience tries sneaking backstage to cheat and get the answers. Dianne’s attitude starts to annoy Shelby, Jason, Tim, Naomi, and Bernice and they begin to abandon her so she finishes the last round by herself but she loses. Steve Harvey talks to Dianne and tells her the purpose is to bring families close together instead of tearing them apart so Dianne apologizes to his family for his attitude and Anthony for getting him in the mix. Special Guest Star: Steve Harvey as himself.
157	19	"War of the Wall"	February 8, 2018	716
Tim and Jason who love art have claimed a wall in the neighborhood that they have been painting on for years, that’s right by “Dianne’s Dish”, when Tim returns from picking up Jason at school, getting ready to do some more painting, they see that this woman from New York starts painting on their wall and when they tell her to stop painting and to leave it alone she doesn't listen. She starts ruining the paintings that they have drawn since Tim has returned from the military. They then complain to the rest of the family who don't seem very concerned. Late at night, the uncle and nephew artistic duo, goes and destroys the painting that the lady has started working on. The next day, they see the same lady up and early painting again and she starts painting even more. They are highly frustrated yet highly impressed with her skill and is astounded when they see he mural that she has created. It's a mural honoring all the African American men including her son who have lost their life innocently to police brutality. Jason and Tim apologize and applaud her work and what it stands for especially and then invites her to Dianne’s Dish for some lunch.
158	20	"Baby Shower"	February 15, 2018	715
With only a few short months of Baby Whitmore-Holt arriving, first time mom-to-be Shelby gets the idea from Dianne, Naomi, and Bernice to have a baby shower for baby on the way to get a lot of gifts and lets her mother, aunt, and grandmother plan it while she has other things on her plate to worry about. The three Boswell women are the hostess and per Shelby’s request, they invite all Dianne’s rich business women that she knows who her and Shelby truthfully hate to the shower because they will give her really nice gifts for the baby and for herself. The baby shower goes all wrong when the loud mouth and careless men of the house, Tim, Jason, and Anthony starts blurting out what they heard that the ladies of the house really thinks about the guests at the baby shower that they stated about them earlier that week during the planning. In the end, Shelby is left with no gifts for her baby whom is only a month and a half away from arriving.
159	21	"Jason’s Graduation"	February 22, 2018	721
Jason’s high school matriculation is vastly coming to an end and everyone is very proud at all of the remarkable and astounding achievements he has made not only in high school but since he was in kindergarten because of his amazing genius and talents. He has also been accepted into Yale University, an ivy-league school that is very competitive and one of the best schools in the entire nation and in the world which is an incredible accomplishment alone especially since Jason has been working and dreaming of going to Yale to study Chemical Engineering. Jason is very stressed however at writing the perfect speech for graduation, since he is the valedictorian of his graduating class for remaining the highest GPA all throughout high school. He struggles with his valedictorian speech when he can’t figure out the right words and he starts to reflect over his high school journey as he prepares for Yale and he starts to wonder if he made the right decision. On the day of his graduation, as he about to deliver the speech, he gets nervous and runs off the stage. Dianne finds her son in the science lab, his favorite room and he tells her that he feels like he’s not good enough for Yale and that he thinks he wasted all his years of school studying and making good grades. Dianne reassures Jason that he is more than capable to attend Yale University and that he made his high school experience great because through it all he stayed true to himself and accomplished great things and will continue to do so in college and encourages him to stay focused in college but also enjoy his life a little more and that he should never live a life of regrets. Jason takes his mother’s advice, returns to the graduation ceremony to deliver an inspiring valedictorian speech. In the end, Jason Christopher Whitmore officially becomes a Class of 2018 Graduate of South Nashville High School and everyone is proud of him and even prouder of his valedictorian speech.
160	22	"Special Delivery (Part 1)"	March 1, 2018	722
In part one of the two-part season seven finale of Dianne’s Land, Shelby and Anthony are only two weeks away from and Monica are only a month away from the arrival of their new addition to the family. Shelby’s doctor advises her to not work so heavy and to stay off her feet because, it’s very dangerous to do anything to hurt the birth of the baby especially with it being so close. Shelby doesn’t adhere to the doctor’s advice because she is graduating college in a matter of days including Anthony who are both worried and stressed for finals and trying to make sure they have everything straight for their graduation. Shelby begins to have very few false alarms and grows tired of them and worries that the birth of the baby will prevent her from participating in graduating. Graduation day for Anthony and Shelby finally arrive after they have passed all their examinations, therefore Shelby Gwendolyn Whitmore officially becoming a Tennessee State University Class of 2018 Graduate with a Bachelor’s of Science degree in Business Administration and Anthony Steven Holt officially becoming a Tennessee State University Class of 2018 Graduate with a Bachelor’s of Arts degree in Psychology. As Shelby is about to cross her stage and her name is called, her water breaks and she begins to panic having contractions.
161	23	"Special Delivery (Part 2)"	March 8, 2018	723
In part two of the two-part season seven finale of Dianne’s Land, Shelby’s pregnancy is ending and has gone into labor at her graduation ceremony as she is about to cross the stage to receive her degree. As her water breaks and goes into contractions, she crosses the stage to receive her degree and she tries to get her family to rush her to the hospital so that she can deliver the baby. However, traffic is backed up and everyone is worriedly trying to get Shelby to the hospital so that she can give birth to her and Anthony’s child. Shelby’s contractions get closer and closer and she must have the baby immediately even though they are not at the hospital yet. They are all out of options so as Bernice, Naomi and Jason are driving to keep watch of the road, Dianne and Tim must deliver Shelby’s baby so the baby won’t die in the back of the trunk. Everyone is panicking and frantic about the birth of the baby and Tim is very nervous but Dianne calms him down to help deliver the baby. When Tim sees Shelby’s cervix he passes out causing more strife and everyone tries waking him up, he eventually does wake up Anthony passes gas and everyone is trying to remain calm and make it to the hospital. Tim and Dianne prepare to deliver the Shelby and Anthony’s baby but they see the infant is breeched just how Jason was when he was first born hat so Dianne tries calming the family down because in order for the baby to be born, everyone must stay calm and quiet. Dianne and Tim delicately and slowly deliver the breeched baby and the baby comes out safely and successfully just as they arrive to the emergency room in the hospital room. When Shelby and Anthony and the rest of the family are acquainted in the hospital the doctors confirm that they delivered a healthy and beautiful baby boy thanks to Dianne and Tim, who believed that he couldn’t do it. The entire family are overjoyed and excited of the new baby’s arrival and Shelby and Anthony reveal that they have named their new baby boy, Isaac Timothy Holt. Isaac is the name of Anthony’s late grandfather and Timothy is a namesake of his uncle who helped deliver him. Tim is very honored by his name and everyone falls in love with the new addition of the family. Note: This episode marks the final appearance of Jason Whitmore (portrayed by Nicholas Ball) until his guest appearance in season nine, the final season.

Season 8 (2018-2019)

• This season marks the final appearance of Naomi Livingston (portrayed by Djuana Duncombe) until her guest appearance in season nine, the final season.
• This season marks the first appearance of Randall “Randy” Whitmore (portrayed by Ted Dixie) replacing the role of Jason Whitmore (portrayed by Nicholas Ball) who departed the series in the previous season and will not return until his guest appearance in season nine, the final season.

No. in series	No. in season	Title	Original air date	Production code
162	1	"Randy Returns"	October 4, 2018	808
In the season eight premiere of Dianne’s Land, Dianne is greeted at her restaurant that is gaining more recognition, by her husband Randall “Randy” Whitmore much to her surprise who has been recently released from jail ready to pick his life up from where it left off and to get back together with his wife. He was arrested and sent to jail ten years ago for possession and the selling of substance and before his sentence he and Dianne were married for twenty-one years and he helped her establish and was a co-owner of “Dianne’s Dish”. Dianne is very taken aback at the return of her formerly incarcerated husband and doesn’t know how to react when he tries to reenter her life as if nothing has happened and must deal with the fact that he must live with her in the house that he co-owns. Everyone else in the family are very stunned to see Randy returned from jail instead of happy and Tim is the only person who doesn’t treat him harshly. Randy is very surprised and tries to adjust to all the changes and in his family such as his youngest daughter now a mother and finished with college, his mother-in-law, sister-in-law, and brother-in-law living in his house, his youngest and only son being away at college, his eldest daughter now a married doctor and living elsewhere and the success of Dianne’s restaurant flourishing. Randy is surely not welcome homed in open arms as he thought as everyone is upset that he is back and leaving and not even apologizing for stepping out and very uncomfortable Dianne must accept the fact that Randy and her will have to sleep in the same bedroom that they once slept in but she tells him that he can’t try to have sex with her or cuddle with her. Randy tries his best to get on everyone’s good side and reconnect relationships with them especially Dianne and Shelby. Randy doesn’t know how to deal with his wife no longer being in love with him and seeing other people and Tim tells his brother-in-law that he will have to take his time getting back into the old swing of things and that everyone needs time to get used to him. Randy apologizes to the entire family especially Dianne and Shelby for his mistakes and how it ruined his family and even though he’s missed an awful lot in their lives he’s back to catch up and make up for lost time and he promises to do better because while he was in jail all he thought about was his family. The rest of the family accepts his apology and they all try to cooperate and get back to square one as Randy is back in their life. Note: This episode marks the first appearance of Randall “Randy” Whitmore (portrayed by Ted Dixie) replacing the role of Jason Whitmore (portrayed by Nicholas Ball) who departed the series in the previous season and will not return until his guest appearance in season nine, the final season.
163	2	"Postpartum Depression"	October 11, 2018	802
The Boswell-Whitmore-Livingston-Holt House tries to adjust to the two new addition of the family Shelby and Anthony’s newborn son: Isaac Timothy Holt. Although, they are in love with the new baby, they are all irritated at the extra stress it has caused. Especially for first-time Mom, Shelby and she is trying to learn the ropes of being a mother. Shelby is very stressed and losing her sleep and is in desperate need for help but everyone is busy leaving Shelby at home by herself with the baby. One day, Shelby who is very tired and needs a break asks if someone could stay home with the baby and they all turn down her help. When Dianne comes home because she forgot something, Shelby sneaks out the house leaving Dianne there with Isaac for hours and when she returns everyone is upset with her and she lashes out on her family and her boyfriend for not understanding her and helping her with the baby. Her family hears her out and apologizes for not being helpful and promises they’ll do better.
164	3	"New Menu"	October 18, 2018	809
Dianne starts hearing that other restaurants are introducing new food items and specials to their menu to gain more popularity and more money and Dianne believes that it wouldn’t hurt for her to do the same. With the help of Tim, Bernice, Shelby, Anthony, Naomi, and Randy she comes up with new ideas and new meals to introduce to her customers and they don’t really like the food but they are afraid to tell Dianne after they see how hard she has worked and how excited she is so they tell her they think the food is delicious to spare her feelings and when they find out Dianne is going to put that on the menu, they begin to worry when they realize other people might not like it. Dianne then decides to add the food on the new menu and they try to dispose of the food before serving it to the customers but their plan begins to go awry and when customers start to taste Dianne’s food they are disgusted and leave and Dianne questions her family why they thought the food was unpleasant after they said they enjoyed it. They all fess up and say they only said they enjoyed it because they didn’t want to hurt her feelings. Dianne tells them that they should have told her the truth especially since when it comes to her food she is very particular and wants to make sure it’s pleasant and that she has gotten better and taking criticism. Her family then tells her to stay true to herself and not try to add new food or be someone she’s not just to keep up with the trends. Her true loyal customers will continue to come back for her original cooking as long as she sticks to what she knows works for her and what she’s good at.
165	4	"Jealous Ex-Husband"	October 25, 2018	809
The more they try to remain friends and co-habitat, the more Randy feels as if he is falling back in love with his ex-wife Dianne but avoids telling her and tries to forget about it and not let it be because he knows she is well past over him. Randy struggles with forgetting about his feelings when he meets James Brooks, Dianne’s charming, handsome, and sophisticated new suitor who is completely different from Randy and is a businessowner like Dianne. Dianne gets a strong liking towards him and Randy tries to tolerate him as well. Randy and James begin to get along just fine until he starts seeing James and Dianne kiss and hug and talk about and do things they used to do together and Randy’s feelings toward James gets worse when he sees James getting along really well with the Dianne’s family with whom Randy is apart of and sees that they really like him. Randy then goes out his way to make a fool of himself to over-do things that James does so that he may impress Dianne but Dianne gets tired of their nonsense. Dianne tells Randy that James is a great guy who could never replace Randy's role in her life as a friend and that he doesn’t have to worry about losing her. Randy still adheres to the deal they made to be friends and doesn’t admit his feelings and apologizes for being so childish. James and Randy make amends but Dianne tells James that she doesn’t think she’s ready for a committed relationship and James understands as decides to keep he and Dianne’s relationship strictly platonic.
166	5	"Lost Baby"	November 1, 2018	803
Giving Shelby and Anthony a break from nursing her three-month-old infant son, Dianne, Tim, Naomi, Randy and Bernice agree to baby-sit Isaac while his parents both go out to relax and get their minds off the baby. They all take shifts babysitting and Tim takes his grand-nephew to the park while and gets distracted by a beautiful woman who has a baby of her own. They talk exchange conversation and Tim gets so side tracked that he accidentally takes home the wrong baby not noticing because of the covered up car seats. Both of the babies have same stroller and when he goes back to the house, Dianne, notices that Tim brought home the wrong baby when about to change his diaper. Everyone freaks out and panics and Tim is unable to trace the woman he met at the park because she gave him the wrong number. The elders of the house try coming up with ways to find Isaac so they all head to the park to try to see if the woman has returned but she hasn’t. Elsewhere, while Shelby and Anthony are trying to enjoy a day without the baby, everything Shelby sees and hears reminds her of her son and Shelby continues to bring her back to reality. All out of options and after searching all day, Dianne and the others decide they should just tell Shelby and Anthony what happened and try to fix the problem. When they arrive at the jazz club restaurant, Shelby and Anthony are dining at the same spot the woman is as well with Isaac but try to distract Anthony and Shelby from seeing that. Shelby wants to see her baby immediately and Randy, Bernice, and Naomi try to distract them with the live music and in the midst of that Dianne and Tim make the baby exchange successful with Shelby and Anthony having no idea what happened. The two young parents thank them all for stepping in and helping out and when they suggest doing it again all of them immediately deny the offer.
167	6	"Unforgettable Thanksgiving (Part 1)"	November 8, 2015	806
It’s the season of Thanks and in the Boswell-Whitmore-Livingston-Holt house, the Thanksgiving holidays are in full-swing. Dianne is in charge of making the meal as always and reluctantly allows her younger sister Naomi to help who doesn’t want to follow directions and wants to take the easy way out in cooking to make the meal faster. Bernice longs for the presence of her beloved husband, the late Lawrence Boswell on Thanksgiving because that was one of his favorite holidays. Tim decides to volunteer at the salvation army to prepare a meal for them and drag his niece Shelby and niece’s boyfriend/grand-nephew’s father Anthony along since they take Thanksgiving meals for granted. Dianne invites her good friend and faithful customer, Bobby to eat with her family since he’s not able to travel back to New Orleans to eat with his family and ‘’Dianne’s Dish’’ is closed on Thanksgiving. When he arrives, Bernice’s spirits are lifted and she starts enjoying the conversation between her and Bobby. When Bobby meets Randy he is very surprised and outdone when he sees them and acts very weird which Bernice and Dianne question. However, it is later revealed in a private conversation between Bernice, Dianne, and Bobby in which Randy overhears, that Bobby is Randy’s biological father.
168	7	"Unforgettable Thanksgiving (Part 2)"	November 15, 2018	807
In the midst of the Thanksgiving Day Boswell-Whitmore-Livingston-Holt activities, Randy discovers a life-changing secret through overhearing a conversation between his mother-in-law Bernice and Dianne’s guest, Bobby that his biological father is not who he has always thought it was; it was Bobby. This news greatly shocks him and upsets him and he goes to his bedroom and shuts him out from the rest of the dinner. Elsewhere, Dianne and Naomi have prepared the Thanksgiving meal in the midst of all their senseless bickering. Unfortunately, Dianne receives word from her brother, Tim, youngest daughter Shelby, and the father of her grandson/daughter’s boyfriend, Anthony who are volunteering at the homeless shelter that someone has stolen the Thanksgiving meal so Dianne and Naomi must bring their food to the shelter and help serve with the help of the other members of the family. At the salvation army, Bobby tries try to explain the situation to Randy but he reluctantly listens. It turns out that when Randy’s mother, Christine was pregnant with him, Bobby was much younger than her and he and his parents did not think he was ready to raise her and they forced him and sent him away to join the military against his will. But, Bobby always regretted it and he decided to stay out of Randy’s life completely when he found out that Christine had married Scott, whom Randy always thought was his real father, he saw how much of a better life he gave Randy and Christine and that’s all he could wish for. Randy is still hurt at this news he just found out so late in his life and more upset at his parents for keeping the secret so long but he also understands. He later decides to call his mother to get more detail of the situation. But until then, they all enjoy the rest of their Thanksgiving at the homeless shelter and being thankful for the family they have.
169	8	"Dianne’s Bestseller"	December 6, 2018	810
Dianne has so many recipes and so many lessons she has learned as a chef, restaurant owner and overall business owner so the decides to write a cook-book/personal testimonial about her career tying all of her experiences with cooking to her recipes and every recipe having a story. She calls it “The Faith and Food” and after her family thoroughly enjoys it she then has it officially printed and published and within a matter of weeks, she gains critical acclaim and success and it becomes a best-selling book. Dianne’s accomplishments become nationally known and she is asked to do several cooking segments on different news stations and talk shows and everyone loves Dianne so much that she is offered her own cooking show. She considers accepting the offer when she hears of how much her customers miss her restaurant and catering business being open full-time and her cooking that has been lacking of her customers since her newfound fame. As much as Dianne has enjoyed the fame that she has finally gained she realizes that she misses being at her home in Nashville serving and cooking for her city which is the reason as to why she was famous and declines the television offer but still agrees to make televised appearances.
170	9	"The Morning After"	December 13, 2018	801
When Dianne and Randy both find themselves at drunk talking about their life and the mistakes they’ve made and reflecting on all the good times, they return home very intoxicated and go to bed and have sex. The next morning, Shelby comes in their room to wake them up for breakfast and when she turns the light on she screams when she sees her parents half naked cuddling unlike usual when they would sleep with their backs turned on the opposite side of the bed and when Dianne and Randy wake up they scream in each others faces and Randy runs out the room and Dianne runs to the bathroom to throw up. From then on, they act very awkward about it to each other and try avoiding each other and everyone knows it. Shelby and the rest of the family grow sick of it so they force the two estranged married couple to talk about it. They both agree that it was enjoyable but it's hard for them to move on after that and they admit that it was only sex and that they still would rather remain just friends because they are not in the position to continue their marriage where it left off and forget that it even happened
171	10	"Talk with Tiff"	January 10, 2018	804
Dianne is invited to be a guest the new nationally-syndicated daytime talk show “Talk with Tiff”, hosted by actress and comedian, Tiffany Haddish. Everyone is hesitant to make an appearance that public but Dianne basically forces them to go on as she does a cooking segment and is interviewed about being a businesswoman and balancing her family and everyone preps her on what to say. Tim and Naomi secretly wish to be on the show with their older sister but agrees to act calm and sit in the audience with Bernice, Shelby, Anthony, Randy, and Isaac. On the day of the show, Dianne introduces Tiffany Haddish to the family and Tim and Naomi are very starstruck and keeps trying to find ways to come up on the show. When the show begins to tape, Dianne handles the situation very well and asks the questions perfectly and the audience loves her but Naomi and Tim continuously interrupt having to keep ask questions and wanting to be on camera embarrassing everyone. When Dianne mentions her family, Host Tiffany Haddish invites her family on stage much to Naomi and Tim's pleasure and over does their cameo appearance and starts speaking for everyone and then unintentionally offends Tiffany Haddish getting the entire family kicked off the set. Tim and Naomi feel guilty for ruining the experience crafts the perfect apology with a gift and after Dianne tells her brother and sister no more TV appearances, when she gets the call to be on the View with her family, she changes her mind and allows them the opportunity one last time as long as they promise to be on their best behavior. Special Guest Star: Tiffany Haddish as herself.
172	11	"Anthony’s Risky Job"	January 17, 2019	814
Anthony who is in need of some extra money especially now that he is a father and has a child to raise, meets a drug dealer named Rod who he recruits into selling cocaine on the streets to make him some money. Anthony thinks heavily about the situation but when he thinks about all the money he can make he immediately goes for it. He starts out very successful and making a lot of money and his friends begin to wonder where all the money is coming from. Shelby then finds cocaine hanging from underneath his bed and is shocked and confronts him about how dangerous it is but he doesn't listen and she confronts her parents about it who also get involved. Anthony eventually almost gets in legal trouble when they are trying to find Rod. When Rod is put behind bars and they don't find any substance that Anthony has since he threw it away, Anthony apologizes to Shelby for being upset and apologizes to his girlfriend’s parents and the rest of his family for selling drugs knowing it doesn't end well and says he won't do it again because it scared him to death. Randy and Dianne tell him that if he wants to be a good father and provide for his son he must do it the right way and Randy further mentions that it will ruin his life and take him away from the people he loves just like it did with him when he went to jail for selling drugs and was forced to leave behind his then-wife Dianne and three children, Carmen, Shelby, and Jason.
173	12	"Randy the Boss"	January 24, 2019	819
Randy who has back working in Dianne’s Dish and is co-owner really wants to continue helping Dianne run the restaurant and believes that he could be trusted to part ownership again and asks that Dianne gives him another chance to show that he is ready to get his restaurant back. She challenges Randy to serve as the boss in charge for a day while she takes the day off with her sister. Randy happily accepts his wife’s challenge and proves that he can handle it better than she can and if he wins the bet, she’ll promote Randy to co-manager and if he doesn’t he will remain as one of the cooks. Initially, Randy begins to handle the customers and the entire restaurant really well by also firing and running off some employees who seem to be lazy and Dianne checks up on his progress and sees that it’s very easy for Randy. Hours later, Randy gets a huge influx of customers and he must handle them all which starts to stress him out and he even runs off some his employees after making them mad at his attitude. Randy eventually apologizes to the employees he fired and they come back to help him with the huge crowd to get all the orders in. Dianne returns to the restaurant at closing and sees Randy completely swamped and she admits that she is responsible for the huge crowd and she set him up because she wanted to see if he will fold under pressure and if he really is ready to handle the hussel and bussel which he did much to Dianne’s surprise. In the end, since Randy won the bet, Dianne does indeed grant and reinstate Randy as the co-manager of “Dianne’s Dish”.
174	13	"Midlife Crisis"	January 31, 2019	805
As Tim is in his late-forties and he realizes that fifty is knocking on his door, he reflects back over his life with some of his good friends who are 50 and Tim begins to feel that he is missing out on a lot and has gotten old. With the help of his niece, Shelby, she helps him revamp his wardrobe with a lot of popular young styles and with the help of Anthony, he helps him get bigger in the gym. Dianne, Bernice, Naomi, and Randy are somewhat disturbed but they try to ignore it and let his mid-life crisis past. Tim begins to give his friends bad advice trying to be young and when he buys an expensive sportscar without anyone knowing they all grow tired with his antics. Dianne with the help of her mother, her sister, her daughter, her ex-husband, and her daughter’s boyfriend/grandson’s father stage an intervention about getting older and when Tim realizes he has been acting out of control he apologizes and goes back to his normal self.
175	14	"Family Portrait"	February 7, 2019	817
Dianne realizes that his family has not taken a family portrait in years especially with all the new changes to the family so she tries to organize a family portrait for her family and everyone has excuses for not wanting to participate but he makes them participate. They have a one-hour session with the photographer and plan on taking several different pictures in poses. On the day of the photoshoot, Dianne is the only one that is ready for the photograph and there are distractions every time she attempts to get it together. When the session is almost up, they prepare for a picture but the picture is not organized and is chaotic and although Vince is upset at how it turned out, her family tells her that the picture is perfect because it represents how crazy and loving their family is.
176	15	"Story Time"	February 14, 2019	812
Shelby takes her nine-month-old son Isaac to story time every other Saturday and her mother Dianne who is now a grandmother, her grandmother Bernice who is now a great-grandmother and her aunt Naomi attends with her. One of the mothers there reads a children’s book that she wrote and says that she’s gotten a lot of money for it. Dianne, Shelby, Naomi and Bernice try to write it together but none of their ideas work so they separately write different children books and at the next story time they all read theirs but they end up sabotaging each other’s stories and none of them getting the book. They all realize how silly they were acting when it should be about making the children happy.
177	16	"Dianne Forgets"	February 21, 2019	820
When Dianne has a bad fall at her restaurant, she falls and hurts herself badly and becomes unconscious. Her family rushes him to the hospital to get surgery worked on and the doctors tell them that they were able to fix her head but she suffers from a bit of amnesia that should go away within a few days. Dianne starts to forget everything and then his family tries to rejog her memory but she doesn’t believe it at all. When Dianne sees one of her customers in the store thanking her for a job well done at the catering event, she starts to think that she is a singer, she begins to act like it and that everyone in her house works for her as her assistants and everyone gets tired of her attitude and when he returns to the doctor’s office they say the results could be permanent. Everyone just wishes that Dianne would go back to normal and they all miss her original self. When Isaac takes her first steps, she is very happy and and she immediately starts to remember who she really is and her family. Everyone is happy that Dianne has regained her memory.
178	17	"Reality Show"	February 28, 2019	813
Dianne is offered the chance by TV producer, Sheree Sharp to have her own reality show that follows his life as a top chef and restaurant owner and leader of her family and advocate of her community called, “Dianne’s Land” (ironically named from the name of the actual series), with the push from her family she signs onto it while the other members of the family hesitate but eventually agree as well. On the first day of filming, during the interviews and the actual scenes the family carries on traditionally by being nice and loving to everyone. Shereé edits their interviews and other scenes to make it look they hate each other which is the complete opposite of the reality. This puts the family at odds and other people at odds with the Boswell-Whitmore-Livingston-Holt family and it begins to negatively affect Dianne’s reputation and business. They go inside the basement of the restaurant where there are no cameras to follow them and hatch a plan and decide to be nothing nice but also steal all their footage and upload it to the internet of Shereé being rude to them. This plan does indeed work and Isaac bites her as he is teething and frightens them away.
179	18	"Headed for Trouble"	March 14, 2019	816
While everyone is out on a Saturday morning, Shelby and Anthony stay behind as their new brass headboard arrives for their bed. Anthony persuades Shelby to have sex with him before her catering event that she’s doing for her mother and to try out their new headboard and after trying to resist she falls for it and when they are in the midst of making love, Shelby winds up getting her head stuck in the headboard and not being able to get out. A panicking Anthony and Shelby do not know what to do and have tried multiple methods of getting the headboard off. Dianne, Tim, Randy, Bernice, and Naomi arrive home from running errands and they laugh and record Shelby and help Anthony with getting the headboard from around Monica's neck before her event. Randy and Tim use a blowtorch to get most of it off but it still won't do. Dianne, Naomi, and Bernice get the idea of Shelby wearing a big ridiculous wig to cover up for her. Shelby ends up making a fool of herself during her event and when her wig comes off, the client commends Shelby's confidence and definitely says that he will book with her again. He then gives her the number to a welder because he and his wife had the same problem with the same headboard.
180	19	"Has-Been"	March 21, 2019	811
After Shelby and Anthony are about to leave a concert where their favorite rapper and singer, Childish Gambino that goes by the name of Donald Glover personally, was performing they see him getting thrown out the building by security. Seizing their opportunity to meet Donald they walk near him to help him up and he informs the two fans that he has just been released from his contract and he barely has money because the record deal company was paying for all his expenses. So naturally, being his absolute biggest fan and being secretly obsessed with him, Shelby opens up her home to Donald without the consent of her mother and Donald gladly accepts the invitation. Shelby is only doing this to get close to Donald. When Donald needs a place to stay for awhile, Dianne happily obliges before Randy, Tim, Naomi and Bernice can even get a word. Initially, everyone except Shelby enjoys doing favors for him but then they start getting annoyed because he starts taking advantage of them. Donald has always had people do things for him so he doesn't really know how to fend for himself so they all help him in doing so. Dianne arranges a miniature concert for other record companies to see Donald perform as Childish Gambino his hit single that he has written "This is America" when she grows tired of him in his house and luckily their plan succeeds and Donald leaves the Boswell-Whitmore-Livingston-Holt household kissing Shelby on the cheek making her melt and making Anthony almost beat him up for kissing his girlfriend. Special Guest Star: Donald Glover as himself/Childish Gambino.
181	20	"Businesswoman of the Year"	March 28, 2019	818
Dianne is up for the esteemed award as Businesswoman of the Year in Nashville, she is almost certain that she is going to receive the award this year because in the past year she's done a lot with her business and in the community and the award is based off of influential businessowners who are diligently working to expand their businesses for the betterment of the people of Nashville. On the night of the award banquet and as the presenter is about to announce the award recipient, the presenter says "Dianne" Dianne jumps out of her seat and is instantly thrilled because she has finally won. Se made an unusual speech because a lot was going through her head but the presenter informs Dianne that she didn't win. The award recipient was named Dianne Clark who owns several beauty spas around Nashville. Dianne was embarrassed and disappointed but she gave the plaque to Dianne Clark, the real winner and she and her family all head home. Ever since the banquet, Dianne has been moping around the house depressed and not interacting with anyone so to help her out of her funk, the Boswell-Whitmore-Livingston-Holt family with the help of some of Dianne’s most loyal employees and customers puts together a "Woman of the Year" ceremony honoring Dianne as a wife, daughter, sister, mother, grandmother, friend, boss, chef, community pillar, and an all-around great woman. Dianne is very touched by this and she happily accepts the award and the kind gesture from her family, friends, best employees and favorite customers.
182	21	"Bernice’s Birthday (Part 1)"	April 4, 2019	821
In part one of the two-part season eight finale of Dianne’s Land, Bernice’s 77th birthday is arriving and Dianne wants to throw a party for her mother at “Dianne’s Dish”, and everyone else in the family helps plan a surprise party even though Bernice said she doesn’t want a really big party. Meanwhile, Bernice is still battling cancer and her doctor says it’s progressively getting worse and that she should try to take it easy. She tries to update her family on the news but she has a hard time especially with her birthday coming up and fully aware of the surprise party they’re throwing for her and she doesn’t want to ruin the surprise. On the day of her party and her birthday, Bernice is not feeling the best and tries to hide it. When it is time for the party, Ruth is very happy to see all of her loved ones there and Dianne is even happier that she could throw the party for her mother. Suddenly, Bernice has a heart attack and is rushed to the hospital and the party is cancelled.
183	22	"Bernice’s Birthday (Part 2)"	April 11, 2019	822
In part two of two-part season eight finale of ‘’Dianne’s Land’’, Dianne and the rest of the Boswell-Whitmore-Livingston-Holt family, have planned a surprise birthday party for Bernice’s 77th birthday but Bernice’s physical health is declining as she battles with cancer and she suffers from a heart attack in the middle of her birthday party being rushed to the emergency room and cancelling the party. The family rushes Bernice to the hospital who is very unresponsive and everyone is scared and worried about Bernice’s health and start blaming one another for not being concerned about her battle with cancer. The doctors tell them that they’re going to try to run some more tests to see how much more aggressive the cancer has gotten and to see if they can do anything. A very worried and frantic Tim and Naomi try to figure out more information on their mother’s health which annoys the nurses and doctors who are trying to operate and run some tests on her. The doctors come back with updates that Bernice has been put on life support but she is braindead and those machines are the only things helping her breathe and it is up to the family to decide if they want to pull the plugs and let Bernice die. This is very sudden and difficult news to make and as hard as it is Dianne considers it. Before the doctors pull the plug, she and the rest of the family go in there one last time to say goodbye and pray to God that He takes care of their matriarch in heaven and that He watches over the rest of them. After they finish talking and the doctors begin to pull the plug, Bernice miraculously wakes up and the family is overjoyed that she is alive and still has a chance to live. Bernice is then told by the doctors for her to become cancer-free and remain alive she will have to undergo a major surgery to have the cancerous tumor to be removed and it could possibly paralyze her. Bernice and her family think long and hard on the decision but Bernice decides to get the surgery done which ends up being successful with her not being paralyzed. Bernice has officially beaten cancer and promises that her health remains in tact especially the older she gets. Note: This episode marks the final appearance of Naomi Livingston (portrayed by Djuana Duncombe) until her guest appearance in season nine, the final season.

Season 9 (2019-2020)

• This season marks the first appearance of Pamela “Pam” Simmons (portrayed by Monretta Vega) replacing the role of Naomi Livingston (portrayed by Djuana Duncombe) who departed the series in the previous season and will return for a guest appearance in this season, the final season.
• This season marks the guest appearances of main cast members: Dr. Carmen Whitmore-Pruitt (portrayed by Brittani Purifie), William Pruitt, Esq. (portrayed by Kameron Bender from), Miles Livingston (portrayed by Emmanuel Savage) Jason Whitmore (portrayed by Nicholas Ball), and Naomi Livingston (portrayed by Djuana Duncombe) who departed the series in the previous seasons.

No. in series	No. in season	Title	Original air date	Production code
184	1	"Tim’s Girlfriend"	November 7, 2019	909
In the season nine premiere of Dianne’s Land, the final season of the series, after Naomi Livingston leaves Nashville when she gets a promotion and a job offer in Chicago, everyone must adjust to her leaving. In the midst of that, Tim has started to date and potentially fall in love with a woman who he thinks might be the one he’s meant to be with for the rest of his life, and her name is Pamela Regina Simmons who Dianne has recently hired but she prefers to go by Pam. Although, Pam is an excellent and dedicated employee everyone senses that there’s something not right about her. Dianne decides to hire her to be on her staff and she proves that she is an excellent worker. But, Pam acts very unusual and everyone thinks she’s hiding something. The next few days, Dianne notices that their has been money stolen from her register and she interrogates everyone until Pam walks in and they see her with the key and Dianne fires her for stealing and Tim is not only mad at Dianne for firing her but he’s mad at Pam for what she did as well. He tries to find Pam to talk to her and when she is forced to confess, she tells Tim that she stole from him because she has been very broke and that she is still paying for her rehab bills from which she was recently discharged from after being instituted for being a drug addict to cocaine and that she also lost her apartment because she could no longer pay for it. Tim is very surprised and sad for her and as his girlfriend he wants to help her so he takes her back to Dianne’s Dish and returns the money to Dianne and after she hears her story, she feels very sympathetic and wants to help her. Tim then asks if Pam could move in with them and she can live in the basement with him. Dianne is very hesitant but she sees how much Pam is in need and how much Tim loves her so she allows her to move in and re-hires her. Note: This episode marks the first appearance of Pamela “Pam” Simmons (portrayed by Monretta Vega) replacing the role of Naomi Livingston (portrayed by Djuana Duncombe) who departed the series in the previous season and will return for a guest appearance later this season, the final season.
185	2	"Anthony’s Proposal"	November 14, 2019	903
Anthony thinks that time has now come for he and Shelby to tie the knot after they have been dating for three years, and they graduated college and have a baby together. He receives the blessing from her parents and Anthony finds the perfect ring for his girlfriend Shelby and he struggles with asking Shelby for her hand in marriage. Whenever he tries to sit down and talk with her, he is interrupted. When he is finally able to propose to her realizes that he lost the ring and he panics trying to find it when he figures out that is left somewhere in the restaurant and he and the rest of the family try to find it before Shelby does it. Shelby is confused when she sees an engagement ring come out the pipes of the restaurant and Anthony sees that she has found it and he admits everything and he feels bad for ruining the proposal but an emotional Shelby asks him to still propose to her so Anthony puts the ring on her finger, gets down on one knee, professes his love and asks Shelby to marry him and she very enthusiastically accepts with everyone else in the family and in the restaurant cheering, thus a Whitmore-Holt wedding being in the works.
186	3	"Grandpa Randy"	November 21, 2019	908
Randy is charged with the responsibility of babysitting his one-year-old grandson, Isaac while when Dianne, Tim, Bernice, Shelby, Anthony, and Pam are all busy. Everyone has doubts about Randy watching Isaac for the first time by himself but he assures them that he can handle it because he has had three children who he used to babysit when they were a young age. However, it has been so long since he has dealt with a baby or toddler and he struggles putting Isaac sleep as well as keeping him still and out of harm’s way which he constantly finds himself in and things take a turn for the worse when the power goes out. Randy ends up making the black-out a better experience than a bad one for himself and the very energetic one-year-old. When everyone returns, Randy talks about how much he enjoyed babysitting and Isaac cheers, claps and gives his grandfather a kiss on the cheek as a way to say he enjoyed his time with Randy.
187	4	"Black Nativity"	December 5, 2019	904
On Christmas Eve in the Boswell-Whitmore-Holt house, everyone gets to open one gift before Christmas morning. Shelby and Anthony open they gift Isaac receives from his great-grandmother, Bernice. It comes in a big package and they expect it to be a big extravagant gift but it's actually a diorama of the manger scene when Jesus was first born and they really don’t appreciate it. To teach her the young engaged parents the real Christmas spirit, Dianne, Tim, Randy, and Pam tell the story of when Jesus Christ was born but all versions are incorrect and very comedic because they make their stories very modern. Bernice gets irritated at her son, daughter, son-in-law, and son’s girlfriend and when she sees them making a mockery out of one of the greatest moments on Earth especially Dianne and Tim who she raised to know the true story. Bernice then goes on to tell how special his birth after they all apologize for mocking it and in the end, the entire family sings "Silent Night."
188	5	"Annoying Houseguest"	December 12, 2019	907
Dianne is forced by her mother and brother to temporarily open her home to one of her customers, Johnny after his house is destroyed by termites. He is very down and depressed because he has nothing to live for and Bernice, Tim, Randy, Pam, Shelby, and Anthony are the only ones trying to build him up and support him even though he begins taking advantage of the whole family's kindness. Things get worse when Johnny gets the news that his beloved father passes away and he stays in the Boswell-Whitmore-Holt household even longer than expected and he is constantly wallowing and crying until the funeral. Dianne is thrilled when a relative of Johnny comes to have Johnny live with him which means he will have to pack his stuff and leave Nashville being out of everyone else's hair.
189	6	"The Past of Pam"	December 19, 2019	901
Pam is greeted by Black, her former drug dealer and ex-boyfriend who has located Pam and is trying to get back in her life but she denies him because she has moved on, gotten sober fallen in love with Tim, working at “Dianne’s Dish”, and now living rent-free with her boyfriend and his family and that she no longer wants to be bothered with him because he ruined her life. Black gets mad at this and he doesn’t take no for an answer and starts to harass Pam and everyone else. When Dianne, Bernice, Tim, and Randy go to her about this she tells them how dangerous he is and asks them to leave it alone. However, Tim has another agenda and goes to take care of Black himself which he gets brutally beaten in trying to make a point but he was almost killed. Pam starts to see how much of a problem Black is getting and then he must be stopped. Everyone sets up a scheme to where Pam says that she is done with him and when he almost shoots her, the police come and arrest him for good and Pam is then advised to file a restraining order which she does.
190	7	"Money in Marriage"	January 9, 2020	905
When Shelby receives an advance in her check and promotion at her mother’s restaurant “Dianne’s Dish”, Anthony begins to feel threaten because she is now the one making more money and it affects his ego as her future husband and father to Isaac who belives should be the sole provider for them both and that he should make more money. Lately, Shelby has been voluntarily paying for more things than usual and Anthony begins to grow tired of it so he goes out his way to over-spend everything and when Shelby gets the billing statement and asks why the charges have been so high he admits the it was because as a father an future husband, he felt it was his responsibility to provide for the needs of them and that he doesn’t want to have to depend on Shelby and Shelby’s family for the rest of their life. Shelby is upset at his sexist attitude and assures him that as long as they are together, Anthony won't have to carry the burden alone of providing for the family and they won’t be dependent on her family for the rest of their life.
191	8	"Tim’s Health"	January 16, 2020	902
Tim is trying to deal with high blood pressure and his girlfriend, mother, sister, and brother-in-law insist him to go to the doctor, but instead of listening to his doctor, he takes waiting room advice ("3–2–1, 1–2–3, what the hell is bothering me?"). His waiting room advice begins to work for whenever he gets stressed out but it is put to the test when one of the customers begin to drive him crazy causing Tim to suffer a mild health scare. After seeing Tim's health scare, his family is afraid of what will happen if Tim doesn't start taking care of himself properly. They are not ready to lose him and they all love him very much and wants him to stick around for as much as possible. Tim admits that he doesn't feel like doing all the sacrifices the doctor told him to do but Dianne, Pam, Bernice, Randy, Shelby, and Anthony all agree to help him in his health conditions.
192	9	"Family Reunion"	January 23, 2020	906
Isaac is now one-years-old and Shelby and Anthony think it’s time for their son to get baptized. Dianne gets the idea to invite all of her extended family from up north who she hasn’t seen in a long time. Dianne has very affluent, high-maintenance, renown, and a bit famous family. Her late father’s younger brother and sister-in-law, Dr. and Mrs. Jeffrey and Katherine Boswell. A brain surgeon and a judge. Jeffrey and Katherine have a son has a who is a computer science analyst for the FBI named Mitchell Boswell married to news journalist Victoria Boswell and they have a daughter who is a fashion designer and one year younger than Shelby supermodel named Nicole Boswell. Jeffrey and Katherine also have a daughter who is younger than Tim who is a Broadway actress named Simone Boswell. Randy is annoyed with her family because for years they’ve never liked him, Dianne was the sole provider and when he went to jail, it made the Boswells hate him more. They even regret Dianne marrying him and having kids by him. Randy decides to invite some of his southern cousins from Mississippi so it wouldn’t seem bias. His loud-mouth uncle and aunt, who own farms and raise animals, Freddie and Wanda Whitmore. Freddie and Wanda’s son, postal worker Otis Whitmore and his wife, Tracy Whitmore who works in a hair salon and their two wild, greedy, childish and unmarried sons who are twins Barry Whitmore and Gary Whitmore that work as maintenance men. All weekend the families bicker including Dianne, Tim, and Bernice fending for the Boswell’s while Randy tries to fend for the Whitmore’s and Shelby, Anthony, and Pam try to stop it but nothing works. The bickering begins to affect Shelby and Anthony and it comes to a point where the families leave and Anthony and Shelby cancel the baptism. Shelby and Anthony separately goes to talk to each family saying that the other family won’t be at the baptism when in turn both families show up. At church, on the day that Isaac’s baptism arrives, the families continue to bicker and Dianne and Randy see how the feud is affecting their daughter, grandson, and future son-in-law and expresses how they should put aside their petty differences and come together for the Isaac who may have the last name Holt but is still a member of the Boswell and Whitmore family. They all agree and reconcile, watch Isaac get baptized and enjoy the rest of the Sunday with a nice big dinner.
193	10	"Randy to the Rescue (Part 1)"	January 30, 2020	910
Since he has been home from jail and starting his life over, Randy has been strongly trying to reconnect with Dianne wanting them to start their marriage back over and not be divorced as Dianne wants to keep their relationship a business one and a friendly one for she is not ready to start back over with him. But Randy’s love for Dianne is truly shown when he pushes Dianne out the way from getting hit by a taco truck and gets severely injured. Randy is put on bed rest for the next two weeks and Dianne feels very, very bad about it while Randy says it was no big deal. While in his bed nursing him, Dianne vents her appreciation and guilt for Randy and as Randy tries to comfort her, Dianne gets touched and kisses him and as they kiss, Tim, Bernice, Shelby, Anthony, and Pam walk in.
194	11	"Randy to the Rescue (Part 2)"	February 6, 2020	911
After Randy saves his former wife Dianne’s life from getting hit by a taco truck, he gets severely injured and is put on bed rest and when Dianne sees how he went out his way to save her life she shows her appreciation by kissing Randy and when the other member of the family walk in and sees them kissing, Dianne is embarrassed and leaves while Randy is over the moon and the others are surprised as well. After Randy is still on crutches but able to go to physical therapy, Dianne is helping him around and they decide to pick their marriage back up and return to being an actual husband and wife. Randy is very happy because he finally got his wife back working so hard to get her but Tim, Bernice and Pam crushes his dreams and tells him that Dianne hasn’t fallen back in love with Randy, she’s only in love with what he did. Randy doesn’t believe him at first but he starts to agree with him the more he ponders. When he goes to talk to Randy, he tells her that they shouldn’t pick up the pieces of their marriage not until Randy gets better because Dianne doesn’t love him the same like she thinks she does and like she used to. Randy tells her she’s just there to help him get better because she feels guilty. Dianne rebuttals and tells him that the accident made her remember why she fell in love with him and it opened her eyes to see how much he truly does love her and care about her and that she missed what they had and used to share. It all put into perspective of how much she misses her husband and miss their love and that she has accepted his mistakes and moved on and she wants to remain his wife for life. Hearing that makes Randy feel better and confirm that they are officially back together as Mr. and Mrs. Randall David Whitmore and Dianne Lorraine Boswell-Whitmore.
195	12	"Hyperactivity in the Bedroom"	February 13, 2020	914
Randy has been overwhelming his wife Dianne when his sex drive suddenly rivals that of when they first got together ever since they decided to continue their marriage and romantic relationship. After Dianne tells her Bernice and Pam about her husband's newfound spark, Pam convinces her that Randy is fantasizing about another woman. Meanwhile, Shelby has been looking for some fertility pills to refer her to a friend who is trying to get pregnant, and notices that the pill bottle is strikingly similar to her father Randy’s vitamins. Soon enough, after Dianne accuses Randy of fantasizing over another woman, Shelby, Tim, and Anthony explain why he's been so sex hungry it's because of the pills he was taking that he thought were his belonged to Shelby’s.
196	13	"Harlem Nights"	February 20, 2020	918
Dianne serves meals at a retirement home and meets , to help Ms. Beverly Blue (Patti Labelle), a former singer, who isn't the nicest person until Dianne has to bring her out her shell when they talk about music. Along the way, she discovers that Dianne’s restaurant reminded her of her dad's swinging nightclub in Harlem called "Swang". She always used to sing in the club but when she did get to make it big and when her father passed away and the club shut down, she gave up singing. Dianne has the idea to turn “Dianne’s Dish” into "Swang" back in the 1950's featuring jazzy performances from the whole cast. Eventually, Beverly performs, and brings the house down with Shelby on back up vocals, Tim on the drums, Randy on trumpet, Anthony on trombone, Pam on saxophone while Bernice plays the piano. Beverly thanks Dianne and her family and employees for bringing music and Swang back to her heart. Special Guest Star: Patti Labelle as Beverly Blue.
197	14	"Dianne’s Cooking Competition"	February 27, 2020	916
Dianne is afforded the opportunity to win a $500,000 cash prize when she is selected to compete in Master Chef, a popular network cooking show where chefs from all over the world compete to see who’s the best. Dianne is very nervous and she is able to have a team and she chooses her husband Randy, her mother Bernice, and her brother Tim to be on her team to help her. They all work hard with the help of Shelby, Anthony, and Pam to win the competition by performing drills so they can be prepared to win. During the competition, Dianne is the captain of Team Boswell-Whitmore meant to lead and tell her family what to do but her team start arguing and ruining the food which makes Dianne abandon them from being fed up with how their acting and that it might cost their chances of winning. Bernice, Tim, and Randy realize they can’t do it without Dianne’s help so during the break, they go apologize to Dianne to help them win the final round. She accepts their apology and goes back to compete so they can win the $500,000. Although Team Boswell-Whitmore aren’t the winners of Master Chef, they still had fun and enjoyed the experience and learned the importance of teamwork.
198	15	"Pam’s Sister"	March 5, 2020	917
Pam's younger sister Monique comes to town and visit with some sad news that she and her husband have divorced. Monique is very down about it and Pam tries to console her. Later one night, while Tim is in the garage, Monique comes out to talk to him about her issues and taking advantage of Tim's kindness she kisses him which Tim feels bad about because Pam is his girlfriend. Tim releases from her and runs off seeing that his sister Dianne saw him. Dianne doesn't say anything to him she acts like she didn't see it. From there on, Dianne keeping the secret from Pam is very hard and Tim keeps his distance and asks very awkward toward Monique until she leaves. As soon as she leaves, Dianne blurts out what happened and angry Pam makes a threatening advance toward her as she prepares her to take her to the airport.
199	16	"Isaac the Felon"	March 12, 2020	913
While Shelby and Anthony must tend to wedding activities, Randy and Dianne must spend their Saturday tending to their grandson Isaac. But Dianne and Randy have other things to worry about but can’t concentrate because Isaac continues to be a handful. They have to go to the store to buy Isaac some more diapers and at the store they see their arch-rival from college as the manager tries to put their grandson in store jail for accidentally picking up shades of eyeglasses which Dianne and Randy find ridiculous because he’s just one-years-old. They try to escape but the manager is being a jerk but eventually Randy sets up a diversion and successfully escapes and they agree to not tell Shelby and Anthony. However, Anthony and Shelby does find out when they go to the store later on and sees the mugshots of their son.
200	17	"Sex Tape"	March 19, 2020	912
Tim and Pam check out Shelby and Anthony’s webcam camera they have gotten for their YouTube channel and they begin to get in a sexual mood and have sex with the camera on. Later when Shelby shows her fiancée, grandmother, mother, and father something on the computer to her, the video of Tim and Pam having sex accidentally opens and they are all disgusted and she tries to figure out what might’ve happened. In the midst of trying to delete it, Dianne accidentally shares it with some of Shelby’s contacts. When Tim and Pam receive the video they all freak out and each trying to go to each of the people to erase the videos who received it which they do succeed in.
201	18	"Battle at the Barbecue"	March 26, 2020	920
For the upcoming Whitmore-Holt wedding between Shelby and Anthony, Tim suggests hiring a stripper for his future nephew-in-law's bachelor party sets off sparks in the Boswell-Whitmore-Holt Household and ignites a full-blown battle of the sexes, more specifically between Shelby and Anthony, Randy and Dianne, and Tim and Pam, which causes them to bicker and butt heads disrupting a nice family barbecue celebrating Dianne and Randy’s 33rd wedding anniversary, while the men consider the striptease "traditional," the women call it "archaic, demeaning and stupid." But, Bernice, Dianne, and Randy realize how the argument is ruining the special occasion and its feuding participants are back on one accord again. Dianne claims that the couples reconciliation was because of her secret barbecue sauce.
202	19	"Dianne’s New Look"	April 9, 2020	915
Dianne has lately been feeling unwanted by her husband sexually and she starts to wonder what’s wrong with her. After one of Shelby’s friend, he mistakes Dianne as Shelby’s grandmother instead of her mother, she is very offended. She decides to the salon and spa with her mother, Bernice, daughter Shelby, and her boyfriend’s girlfriend, Pam to get a makeover and the mall to get a new wardrobe because she is convinced that she looks too old and that is why her husband does not want her and that Shelby’s friend thought she was her grandmother. Shelby, Bernice, and Pam try talking her out of it, but it is to no avail. When the rest of the members see her look, they are surprised but not in a good way but they try to let it past for her happiness. When they go out in public, Dianne is happy about the attention she is getting but soon Randy helps her realize that they are talking about her and Randy has to fight off young men who thinks she’s a stripper and that’s when Dianne realizes she made a mistake. Randy tells his wife that she was beautiful just the way she is before the made the change and no matter how old she gets. Dianne agrees and decides to go back to how she originally looked.
203	20	"Happy Birthday Tim!"	April 16, 2020	921
Tim's 48th birthday is coming up and his sister Dianne is determined to throw the perfect surprise birthday party for her little brother. Dianne continues to hint what he wants for his surprise birthday party that he isn't supposed to know about. Dianne also wants to take him to see his current favorite rapper Lil Baby, but all the tickets to his concert are sold out. Dianne is having trouble planning Tim's party because everyone denies her invitation and denies helping when Tim’s friends and even the family express their different issues with Tim and tell her they won't feel comfortable at his party. On the night of Tim’s birthday, Dianne feels very guilty for not throwing Tim the best party ever and when he comes back home and sees that only his sister is there to surprise him he gets very mad and decides to go down to the restaurant for a drink and a bite to eat. When they walk in the front door, the lights are off and when they turn them on all of Tim’s personal clothes friends and their family pop up and surprise him for his birthday. Tim and Dianne are completely surprised with this stunt and they tell him they did this because Tim would've never seen it coming and Dianne always has to be in control so they wanted her to be fooled too. Also in the end, the surprise party gets better when rapper Lil Baby comes out on stage and performs his hit single "Woah" for his biggest fan Tim’s birthday, arranged by the others and it turns out that “Dianne’s Dish” is one of their new favorite restaurants after having Dianne’s food for a catering event. Tim is very, very overwhelmed with happy emotions and thanks everyone for what they did for him. Special Guest Star: Lil Baby as himself.
204	21	"Family Road Trip"	April 23, 2020	919
Dianne decides to rent an RV to take a family road trip to the Grand Canyon in Arizona something she’s always wanted to do. Her family does not want to but she forces them to against their wishes. They begin travelling and instead of making stops at historical landmarks Dianne tries to beat a record to make it there at the fastest time possible but her family gets annoyed and wants some air and to get off the bus. Randy forces his wife to pull over for family time which only lasts a matter of fifteen minutes and their back on the bus immediately with everyone still tired and wanting to go home. Soon enough, they arrive to the Grand Canyon and while Dianne is very happy to be there and beat the record the other family members couldn’t care less and while they are there the RV blows up.
205	22	"Uncut and Unfiltered"	April 30, 2020	924
In a fan-requested special, Dianne’s Land cast members: Carla Holloway (who portrays Dianne Lorraine Boswell-Whitmore), Gary Edwards (who potrays Timothy “Tim” Andrew Boswell) Candace Williams-Latimore (who portrays Shelby Gwendolyn Whitmore), Sheryl Forman (who portrays Bernice Henrietta Evans-Boswell), Julius Player (who portrays Anthony Steven Holt), Ted Dixie (who portrays Randall “Randy” David Whitmore) and Monretta Vega (who portrays Pamela “Pam” Regina Simmons) sits back and looks at all the behind the scenes and the bloopers that they have collected over the nine seasons of filming “Dianne’s Land” and answers questions from the fans of a live studio audience as they prepare to close out the series hosted by actress Tracee Ellis Ross and Radio personality Charlamagne Tha God.
206	23	"Memory Lane"	May 7, 2020	922-923
In a one-hour special, when a thunderstorm approaches during Isaac’s 2nd birthday party everyone's plans are shot and are at home until it blows over, Dianne, Tim, Randy, Bernice, Shelby, Anthony, and Pam think about how much their lives have changed ever since the beginning when Tim first moved in and how much has happened over the past ten years which in prompts them to reflect on all the fun times, bad times, happy times, sad times, and all in all growing experiences they've had together as a family with as a lot of changes that are coming, such as Shelby and Anthony’s wedding, and Dianne preparing to celebrate the 20th Anniversary of “Dianne’s Dish”.
207	24	"The Finale"	May 14, 2020	925-926
In the one hour series finale of Dianne’s Land, there are a lot of changes and new things happening in the Boswell-Whitmore-Holt family: The wedding and marriage of Shelby and Anthony is arriving very soon and they are both afraid of their futures with each other and whether or not they are making the right decision, Bernice makes contact with her banker who has the money from her late husband’s inheritance as she considers leaving Nashville and moving to her and her husband’s retirement spot in Fort Lauderdale, Florida that they had set aside but she fears telling her children. Tim has been considering re-enlisting in the military after he realizes he misses being in the military and there is a major need for him to return but he doesn’t want to leave his girlfriend Pam behind because he has fallen in love with her and can’t imagine life without her. Dianne and Randy prepare to celebrate twenty years that “Dianne’s Dish” has been in business and they want to plan a big party to commemorate. However, Dianne has had reservations about permanently closing the restaurant after she thinks she is getting older and wants to settle down and venture off into other things but she is afraid to admit this to her relatives. Elsewhere, everyone is excited to reunite and see their family members who once were living in the Dianne’s house but eventually moved out as they all arrive for the wedding of Shelby and Anthony. Dr. Carmen Michelle Whitmore Pruitt returns, who is the eldest child of Dianne and Randy, eldest grandchild of Bernice, eldest niece of Tim and Naomi and eldest sister of Shelby and Jason, and aunt of Jason. She returns from with her husband William Tyler Pruitt, Esq. son-in-law of Randy and Dianne, grandson-in-law of Bernice, nephew-in-law of Naomi and Tim, brother-in-law of Shelby and Jason, cousin-in-law of Miles, and uncle of Isaac. They both return with marital issues struggling to have a baby and they consider the option of getting a divorce She has officially become a doctor and completed medical school and is very surprised to see her father return home from jail and back together with her mother and her younger sister who is now a mother and getting married. Naomi Elaine Boswell-Livingston returns, who is the second-born child of Bernice, older sister of Tim and younger sister of Dianne, sister-in-law of Randy, and aunt of Carmen, Shelby, Jason and grand aunt of Isaac, she returns after she moved to Chicago for a better job and is now happily in love with a new boyfriend named Brian who did not travel with her. Miles Jerome Livingston returns who is the only son of Naomi, nephew of Dianne, Randy, and Tim, eldest grandson of Bernice, first cousin of Carmen, Shelby, Jason, cousin-in-law of William, and second cousin of Isaac, returns from the United States Army and is now a private in the rankings and when he receives a new station in Los Angeles, he asks his mother to come join him since he has enough money to provide for him and her and he doesn’t approve of her new boyfriend because he may not be able to provide for her. Jason Christopher Livingston, who is the youngest child and only son of Dianne and Randy, younger brother of Carmen and Shelby, youngest grandson of Bernice, nephew of Tim and Naomi, cousin of Miles, brother-in-law of William, and uncle of Isaac returns after he has finished his sophomore year in college at Yale University contemplating whether or not he wants to continue when he realizes that college is consuming his life and that Yale is not the school for him like he thought it was and he is afraid to share this with his parents. The entire family arrives and Dianne and Randy celebrate the 20th Anniversary of “Dianne’s Dish” but she is not in the best of moods because she has a huge decision to make that only Randy knows about. At the party of the restaurant, Tim sees in Dianne’s office information about closing the restaurant and he is very mad and exposes it to the whole family, customers, and employees in the middle of the party and everyone is very mad at her decision and for not letting anyone else in on it. When this comes to light the party is ruined and everyone’s secrets and issues start coming to light. Jason reveals to his parents his desire to not return to Yale and they are very disappointed in him because of all his hard work. Everyone finds out about Tim reenlisting into the Army and everyone is upset with his decision especially Pam. Carmen and William reveal that they are possibly getting a divorce because of the problems in their marriage and how they’ve had trouble conceiving. Bernice reveals her desires to move to Fort Lauderdale by herself and everyone thinks she shouldn’t do that. Miles and Naomi continue to argue about Naomi not following her son to Los Angeles. Shelby and Anthony reveal that they are very afraid of their future and she tells them they are not invited to their wedding because of all the drama. However, Shelby and Anthony’s wedding day arrives and they all try to put their drama aside to celebrate the new union being formed. They both have cold feet and hesitate but everyone tells them that marriage is full of doubts but the doubts can be controlled and that if they truly love each other they can truly conquer anything as long as there is love so Shelby and Anthony exchange vows and officially become a married couple Mr. and Mrs. Anthony Steven Holt and Shelby Gwendolyn Whitmore-Holt. At the wedding reception, when everyone makes their speeches everyone begins to apologize and see eye-to-eye. Seeing her sister get married and find love and have a family, Carmen talks to William about her problems and they agree to go to counseling and not give up on their marriage because they still love each other and want it work. Carmen also reveals to her husband William and everyone else that she is pregnant and everyone is excited for them. Bernice tells her children and grandchildren that for years she has tried to avoid being alone since her husband and their patriarch Lawrence passed and she doesn’t want to spend the rest of her life with people worried about her. She wants to keep the dreams and goals that she had with her husband alive by moving to Fort Lauderdale, Florida at the retirement property and that she’ll never be alone because she’ll feel the presence of her husband. Everyone understands and is okay with her decision to move to Florida. Miles and Naomi talk and Naomi tells her son that as much as he loves her, he needs to let her allow to live her own life without Miles worried and she wants him to live his life not feeling as if he repays her. She wants him to find love just as she has and they understand each other and reconcile. Jason talks to his parents and the rest of his family about his decision with school and they all understand and only want what’s best for him and they don’t want his intelligence to go to waste but at the same time they don’t want him to feel trapped. He tells them that for year he will study abroad for him to see a life outside of school and everyone thinks that is a great idea. Pam is still very upset with Tim’s decision and he explains to her and the rest of the family how much he misses fighting for people’s life and that it’s his true calling and his dream but he doesn’t want to do it alone. He then proposes to Pam asking for her hand in marriage, professing his love for her and how he wants to spend the rest of his life with her, she tearfully accepts and everyone congratulates them. Dianne and Randy discuss her decision with Dianne’s Dish more so with the family and she says that she has decided to travel with her husband Randy across the country serving food on a food truck called “Dianne’s Dish on Wheels” she believes that it’s time to pass down her restaurant to someone who she trusts can take care of it and treat with love, passion and respect because she is ready to do bigger and better things while still remaining a chef. She reveals that she is signing “Dianne’s Dish” to the ownership of her daughter Shelby who has spent her whole life working in the restaurant and catering business and that she believes she is more than capable and ready to run the restaurant and catering business by herself as the new head manager and owner. She also leaves the house to Shelby, Anthony, and Isaac for them to live in Shelby is very shocked and honored by this and she and Anthony accept and promise to leave it in good hands. Everyone is very supportive and happy for Dianne and Randy starting a food truck. Shelby and Anthony are now relieved to know that they will have a very bright future in their marriage and family and in their careers since Dianne has handed down her business and home to them. Everyone spends the remainder of the wedding reception dancing and enjoying the reunion of their family. A month has passed and Dianne, Tim, Shelby, Bernice, Randy, Anthony, Pam, and Isaac are all bidding farewells at “Dianne’s Dish” while it’s closed before everyone goes their separate ways. Bernice heads to Fort Lauderdale, Florida, Tim and Pam head to Houston, Texas for Tim’s new stationing, Shelby, Anthony, and Isaac have been given the keys to the restaurant and the house as they leave for a catering event and then Dianne and Randy are left in the restaurant before they drive in their food truck heading to the first destination. In the final scene, Dianne walks around “Dianne’s Dish” having flashbacks of all the memories she’s made over the years with her family as she embarks on the new journey with her husband and the final words she gives to Randy as he and her prepare to leave is that “Everything in Dianne’s Land may be changing, but Dianne’s Land will never go away.” She and Randy then get in the food truck and drive off with the camera fading to the sign of the restaurant and it fades to black, thus officially ending the ten-year series Dianne’s Land, as the ending credits show cast pictures from season one to season nine with a picture of the entire cast together in the series finale. Note: This episode marks the guest appearances of main cast members: Dr. Carmen Whitmore-Pruitt (portrayed by Brittani Purifie), William Pruitt, Esq. (portrayed by Kameron Bender from), Miles Livingston (portrayed by Emmanuel Savage) Jason Whitmore (portrayed by Nicholas Ball), and Naomi Livingston (portrayed by Djuana Duncombe) who departed the series in the previous seasons.