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Regine is dating a new catch while Sinclair has forgotten to secure the front cover celebrity for Flava Magazine. Upon learning Regine's new man is a married man, Sinclair, Khadijah and Max must find a way to tell Regine without her getting upset.
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Regine is dating a man named Charles and is annoyed by him so she dumps him. She gets upset when he starts dating Maxine.
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The girls set Synclaire up on a date, but show up and pesters her to insure she is taking their dating advice.
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Maxine's ex-boyfriend comes to town with his new fiancee and she wants to make him jealous by having a new man as well. When she can't get someone on short notice, she pretends Kyle is her boyfriend.
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Khadijah is deep in debt and contemplating going into business with a slimy client. The girls try to find a way to help her get the money she needs.
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Khadijah suggests the girls go out and meet some men; Regine says she can get them into an exclusive club. Kyle and Overton must sneak in. Max is annoyed that she always gets approached by the same type of man.
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Maxine represents Khadijah after she is in a car accident and is being sued by the other party and he famous lawyer.
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Regine begins dating a man with a child. She believes it will be easy to take care of her but is in for a surprise. Kyle becomes a member of a big brother program and realizes it's not as easy as he thought either.
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Scooter, Regine and Khadijah's childhood friend, comes for a visit. Khadijah tries to sort out her feelings after they spend the night together.
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Synclaire feels under-appreciated at work so she quits. Khadijah must find a new assistant and Synclaire must find a new job.
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Overton and Kyle get into a fight and Overton moves in with the girls. He gets in their way and ends up seeing Khadijah naked.
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The girls strong-arm Khadijah into going to Atlantic City for her birthday leaving Overton and Kyle to 'water the plants' while they're gone.
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Khadijah and Synclaire ask their recently jolted co-worker to join them for a girls night out. Kyle falls for her but the feeling isn't entirely mutual.
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Regine gets mugged and the girls fears that the mugger will break into their place comes true. Overton installs a security system and the fear of another break in sets in.
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Synclaire is saddened to see that none of her friends share her enthusiasm for Christmas. She tries her best to get everyone in the spirit of Christmas.
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Khadijah searches for a new writer for her magazine. Xavier shows up and it seems her is the perfect candidate and easy on the eyes as well. When Khadijah reviews his work, she realizes she made a mistake in hiring him and he threatens to sue for sexual harassment.
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All of her friends begin making fun of Maxine when she begins seeing a younger man. Regine offers to help Khadijah throw a work party but feels stifled by Khadijah's budget.
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Khadijah and Regine has not gotten any sleep because the upstairs couple have sex constantly. Kyle convinces a reluctant Overton to go on a double date with his old flame and her cousin. Synclaire gets jealous of Overton and Summer and sends her tape deck to Mr. Fix-It.
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Overton and Synclaire's relationship starts out shaky, due to bad advice from their friends. The ladies continue to throw themselves at Hamilton, the upstairs neighbor. Kyle throws a gathering to get Synclaire and Overton talking again and to let Hamilton see his options and choose between the ladies.
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Synclaire wins a trip to the Bahamas from a radio station. Overton and Khadijah compete for who will be the one Synclaire takes. Max and Kyle play practical jokes on each other to sabotage each other's love life.
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Khadijah's friend from college, Jackie, comes to town for an audition. Max tries to protect Khadijah from Jackie because she feels Jackie is an opportunist who will ask Khadijah for money. Overton buys several fish for his apartment and is upset when Kyle's fish eats his fish.
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Khadijah gets sick and must be on bed rest. Synclaire takes over her duties at the office and Regine helps out by doing Synclaire's job.
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Kyle has to choose between a promotion and his friend when he hears his boss lie about his date with Regine.
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Khadijah and Regine's mothers visit for Mother's Day. Regine is annoyed when her mother asks Kyle for advice on why Regine can't keep a man. Overton goes overboard shopping for his mother's present.
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Khadijah has to choose between her new boyfriend and an old love. Max gets suspended for advising her client to get a prenup, thereby, causing them to break up. She tries to seek comfort from Khadijah, but with Khadijah being preoccupied, she ends up sleeping with Kyle.
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Maxine and Kyle deal with what what's to come after their night together. Scooter tries to get a job at a records company so he can be closer to Khadijah.
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Khadijah is challenged to a rematch by her school basketball rival when she accuses Khadijah of cheating to get an MVP trophy.
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Regine attends a seminar to figure out why none of the men she dates turn out to be the one. Synclaire has a secret admirer and tries to figure out who it is.
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Maxine is annoying everyone with her restlessness over being unemployed. Evans & Bell finally calls her back in, but she quits when she realizes they would not stop punishing her. Overton thinks one of their elderly neighbors is a killer.
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Still looking for work, Maxine becomes Overton's handyman apprentice. Khadijah and Regine work together to pitch an idea and their constant disagreements may cause them to lose out on the job.
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Khadijah needs to manage her finances better so she enlists Kyle to help her. Overton misses Synclaire so he decides to join her night school class, but she is annoyed when he takes her spot as the teacher's pet.
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Overton's sister comes to visit. Kyle starts dating her and Overton disapproves. Regine sees a program on the dangers of eating meat and decides to become a vegetarian.
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Khadijah has a series of misfortunate events after she breaks a chain letter. Synclaire and Overton contemplate if it's finally time to get intimate.
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Maxine gets a job as a telemarketer and is shocked when everyone gets arrested on the job. Overton tries to help the women track down a crank caller.
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The gang prepares for Thanksgiving. Scooter says he has to ask Khadijah something and she thinks he is going to propose.
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Kyle is up for a promotion and he finds out one thing that may be holding him back is his hair. Khadijah's long distance relationship is not going so well as she keeps missing Scooter's calls.
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When Khadijah's friend, Sheri, starts working at "Flavor," Khadijah gets jealous of the closeness between Synclaire and Sheri. Overton is suffering from insomnia and tries everything he can to go to sleep.
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Khadijah is nervous about appearing on camera for an interview. Kyle enters a talent contest and sings. He stammers when Maxine walks into the room and runs off stage.
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Kyle and Regine try to write a screenplay. Khadijah hires professional baseball player Bobby Bonilla to write a sports column while his team is on strike, but it backfires when the employees strike against Khadijah.
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Overton heads over to the boutique to pick Regine up during a blizzard while the rest of the gang is trapped indoors as Maxine rides out a possible pregnancy scare.
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Maxine gets a coat that Regine set out for donation to charity and it upsets Regine. Synclaire's classmate kisses her and she feels guilty while on her anniversary date with Overton.
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Max's old flame, Preston August, becomes her boss. Khadijah's magazine mixes up Kyle's biography with a man who is married and it causes problems in his social life.
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Regine doesn't fit in with her boyfriend's friends. Kyle and Max bet on a bowling game; the loser has to compliment the other for a month.
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Overton and Synclaire take over Kyle's apartment. Max tries to get a homemade revealing tape back from Kyle before he watches it.
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Kyle goes on a date with a royal princess. Overton gets hustled at the pool hall and Khadijah offers to help him get his money back. Max is bored and decides to get a tattoo.
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Regine discovers a doll named Shareen is modeled after her and she goes after the company for royalties. Khadijah's stories keep getting scooped by Marcus Hughes, a writer for a rival magazine.
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Khadijah tries to get an interview with her childhood friend Vinny who is now in singing group Naughty By Nature. Synclaire has a chance to be in a play, but the role calls for nudity.
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Khadijah and Regine send their mothers on a trip to the Bahamas for Mother's Day. They have to look after Khadijah's grandmother which isn't as easy as they thought it would be.
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Synclaire writes to a talk show and gets the girls invited to be the Roommates From Heaven. Things turn ugly on the show and Regine threatens to move out.
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Regine moves out and Khadijah must interview prospective tenants. The stress of the tension between her roommates causes Synclaire to begin chain smoking. Kyle saves Max from an armed robber.
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Regine moves back into the brownstone, but the girls have made some changes to the apartment. Overton gets a visit from an ex-girlfriend who he previously proposed to.
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Khadijah injures Grant Hill in basketball. He goes to her house for an interview and he asks her on a date. Max and Kyle can't beat Synclaire and Overton at any game.
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Overton and Kyle attend a bachelor party where they see an adult film with the star of the film being the spitting image of Overton. Regine's boutique gets bought out and she gets a new job title that she's not too happy about.
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Synclaire and Khadijah's childhood savings bond matures and they get a check, but they have differing opinions about how the money should be spent. Max hides her black book from Kyle and Regine finds it.
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Overton decides to quit his job as a handyman when his work doesn't hold up. Max discovers she is allergic to chocolate.
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Khadijah has been going on many dates, while Regine is experiencing a dating drought. Scooter suddenly shows up and proposes to Khadijah.
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Overton gets a chance to take a half-court shot to win some money. Max steals Regine's homemade dress for a fancy banquet, but she doesn't know it was made as a tear away.
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Khadijah finds Dean Cain's wallet and won't release it to anyone but him. Max's mom comes for a visit and says she wants to have a closer relationship with Max.
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A discouraged Synclaire is unsure about auditioning for an infomercial for a dashboard grill, but Max encourages her to follow her acting aspirations. Regine volunteers Max to drive Synclaire to the audition in order to keep her from hanging around the apartment on her day off. Max confronts the director when he dismisses Synclaire without allowing her to say her lines. Meanwhile..Overton is racked with guilt when he continually dreams about the R&B group TLC after falling asleep during its videos.
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The gang takes a trip to the mountains for Christmas. Overton is disappointed when a mountain ranger doesn't let him keep up with his family's Christmas traditions.
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Khadijah wants Max to write a legal editorial for "Flavor" and they bump heads on what Max writes. Synclaire wants Regine to use her influence to get her a part on her soap opera.
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After Khadijah's errand gets Ivan fired from his messenger job, she hires him at Flavor. He doesn't check his facts and causes Khadijah to print a bogus story. Overton is upset when his friend chooses Kyle to be his baby's godfather instead of Overton.
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Regine is dating a handsome weather man. She visits him one day at work and on her way out, she bumps into a charming older man who asks her out. Later, she finds out they are father and son. Kyle helps the rest of the gang invest their money in stock.
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Maxine and Kyle breakup after she sends him on a date with another woman. Russell is in danger of being deported and asks Khadijah to help him stay in the country.
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Overton's favorite uncle, Tibby, tells Overton to dump Sinclair because she is too upbeat. Kyle gives Max an engraved bracelet that he bought for her before they broke up.
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Khadijah sees a therapist to help with the issues of her life. Synclaire and Kyle try to help Overton overcome his fear of clowns when Synclaire takes a job as a clown.
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Kyle wants to save a lounge club that his great uncle sang in. This episode is set in the prohibition era.
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Max's college roommate and friend is getting married. Max finds out she is marrying a woman and it throws her for a loop.
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Regine is offended when her boyfriend doesn't come to her rescue when a man is inappropriate with her. Reverend Taylor asks Kyle to speak to a group of teens on how to become successful.
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Maxine must find a way to defend a man that all signs point to him being guilty. Khadijah's beau asks her to help his sister through her breakup.
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Regine's mother catches her and her boyfriend, Keith, in a compromising position on the roof. Overton finds the perfect ring for Synclaire, but has to track it down when someone buys it before him.
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Overton plans a special evening to propose to Synclaire. The evening does not go as planned when he gets mugged in the park and the ring is stolen.
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Max runs for office and is under fire when her opposition slings mud. Overton gets back his belongings after the mugging. Khadijah is being sued for libel after Russell prints a story accusing a singing group of ripping off Barry Manilow.
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Regine becomes Max's campaign manager. Kyle has an awful picture for his driver's license. Kyle accidentally reveals Overton and Synclaire's engagement to their families.
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Kyle and Max fight over a parking space. Russell comes to Regine's aid when her boyfriend cares more about his art event than he does defending her honor.
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Regine thinks her soap opera may be getting cancelled. A big company, Majestic, wants to buy part of Flavor. When the representative comes in, he starts making promises and makes Khadijah the fall guy when it doesn't pan out.
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Regine has jury duty and is the holdout juror convinced that sweet 73-year-old Sarah McQueen is guilty of arson. Synclaire starts a hotline, AHA, to support unemployed actors and she is worried when she doesn't hear from one of her regular callers.
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Overton and Synclaire argue before taking a mandatory compatibility test for the minister that's going to marry them. They fail the test and the minister says they cannot retake it. Max tries to prove she can get any man by trying to get a waiter's number, but he feels she is too aggressive.
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On her way out of the hospital following a hemorrhoid surgery, Khadijah meets a handsome doctor who asks her out. Later, she finds out he was the anesthesiologist for her surgery and she cannot be physically affectionate towards him. Regine moonlights as a wedding coordinator, but her new clients seem to be from another world.
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Max insults the trashman's union and they retaliate by dumping their trash in front of her building. Kyle and Overton go to their high school reunion where Kyle faces his tormentor, Lester Tate.
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Regine learns her soap opera, Palo Alto, has been cancelled. An ex-beau comes back, now wealthy, and asks her to be his wedding coordinator. Regine tries to warn him about hi bride-to-be, but he thinks she is just jealous. Overton and his friend, Ray, invent a wallet alarm system after Ray is the victim of a pickpocket.
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Max is shocked to learn her boyfriend wants her to deflower him. She is reluctant because she does not want to deal with the responsibility. Khadijah is going on a ski trip with Charles and Regine suggests she wear and return some ski clothes from a store.
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Synclaire lucks into starring in a play when the star suddenly drops out. However, the director thinks she stinks as an actress. Kyle is being blackmailed by an IRS auditor and must teach him how to pick up women.
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Snobby guests at an awards banquet for Charles insult Khadijah. Regine tries to make friends with the women at the banquet, hoping it will lead to her dating a rich man. Max spends all of her Christmas shopping money on a gift for herself and gives everyone else a thoughtless gift.
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After Overton's van breaks down, he buys a Lincoln from a police auction. Synclaire makes him get rid of it when Max tells them it once belonged to the mob. Regine invites her mother to dinner on a lonely Saturday. Her mother meets a rich man and dates him, but Regine feels he will dump her soon.
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Kyle lands Synclaire a role as a clown sidekick on a popular kid's show. The star of the show is a 12-year-old tyrant who is rude so Synclaire tries to teach him respect. Overton still has not overcome his clown phobia. Khadijah accuses Regine of stealing her grandma's cookie recipe to win a baking contest.
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Khadijah prepares to win an award for her magazine, Flavor, and the gang flashes back to how things were when Flavor was just a dream.
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Regine (Kim Fields Freeman) goes up against another singer (guest star CeCe Winans) to be the star of the church choir.
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Max and Kyle lie to their friends about out of town trips in order to sneak off to a hotel together. Regine is suspicious of them and is determined to find out if they are together. While Kyle is away, Synclaire and Overton cohabitate in their apartment to see what it would be like to be married.
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The girls realize that their busy schedules are causing them to miss out on imports events in each other's lives so they plan a girls' night out. Kyle invites his boss to a fight party and Overton gets upset when Kyle's boss doesn't pay like everyone else.
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Overton moonlights as a handyman in Max's building and gets her evicted when he accidentally reveals her illegal satellite hookup to her landlord. Khadijah, Synclaire, and Regine hire a housekeeper because they are too busy to keep it clean.
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Max asks Khadijah to help her uncover an embezzlement scheme in City Hall. Khadijah's new reporter at Flavor has unconventional ways of getting information for his stories. Synclaire tries to help Overton cope with the Cleveland Browns move to Baltimore.
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Kyle believes his brother, Damon, is throwing away his life by not having a steady job and sets his brother up for an interview with his firm. Damon thinks Kyle works too much and is not really enjoying life. When Regine refuses to plan Synclaire's bachelorette party, Max and Khadijah get Regine's high school rival, Ava, to organize it.
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Kyle buys a one way ticket to London for Max in hopes that she will move there with him. A friend of Russell's, Tripp, moves in and takes Synclaire's room. Overton and Synclaire sail off on their honeymoon, but it is disrupted by a pushy activities director. The newlyweds finally get away from her only to find they are stranded on a deserted island.
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Being stuck on an island causes Synclaire and Overton to begin bickering. Kyle and Max refuse to reconsider their positions about his moving to London. Tripp tries but fails at winning Regine over.
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Khadijah goes on a date with Cedric Ceballos of the Phoenix Suns. She gets so nervous before the date that she gets a headache, Max gives her four of what she believes ito be Aspirin, but it turns out to be tranquilizers. An older gentleman comes to Synclaire and Overton's new apartment, looking for the previous tenant, but they cannot bring themselves to tell him that she passed away.
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Synclaire spends most of her evenings at rehearsal and leaves Overton feeling neglected. He goes out gambling with Tripp and Russell and end up gambling away money he and Synclaire set aside for a new bed. Regine's new relationship is complicated by her boyfriend's relationship with his dog.
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Max's former law school professor and mentor, Clayton Simmons, comes to town for a lecture. Max has always had a crush on him and plans to make a move. Khadijah confesses to Synclaire that she once spent the night with Clayton and can't bring herself to tell Max. Regine throws out Tripp's date after she wears Regine's robe and uses her bubble bath. Tripp gets back at Regine by not showering and purposely stinking up her party after she cut his soap-on-a-rope.
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Synclaire and Overton bring home a pile of classic records from the '60s and it gets the gang singing and dancing. Khadijah tries to get some work done and is annoyed by the loud music so she goes to the hallway, but she ends up falling asleep and dreaming she is in an old school singing group called the Flavorettes.
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Regine interviews to be an event coordinator for a charity event. She tries to impress a handsome entrepreneur, Dexter Knight, by saying she will take 10% off the lowest bid. She quickly realizes the budget is much less than she hoped and must cut corners. Max has not given Overton and Synclaire a wedding gift so she gives them a blank check, they have a hard time coming up with an amount.
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While traveling to a football game, Overton, Tripp, and Russell pick up a hitchhiker. She turns out to be wanted for robbery. Dexter asks Regine to move in with him and she accepts, but needs help from Khadijah on how to break it to her mom.
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Synclaire auditions for a play only to realize all the female roles are taken. She dresses like a man and assumes the identity of James "Jimmy" Overton and wins over the directors. Overton is distressed by the fact that Synclaire has to keep up the appearance of Jimmy and he can't be affectionate towards her in public. Khadijah helps Tripp with a jingle and thinks she has what it takes to be a jingle writer.
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Khadijah keeps dreaming of kissing Scooter in a hot tub. Max drags Khadijah to a new age retreat where she hopes to find her purpose and Synclaire tags along. Khadijah is shocked to find Scooter and the same hot tub from her dream at the retreat. The two discuss their relationship and work and decide to give it another try. Through hypnosis at the retreat, Max discovers she was a man in all of her previous lives. She realizes she must do something she could not do as a man; have a baby.
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Synclaire is furious to learn that her coworker has stolen her act and used it for his one-man show. She backs down when he tells her a sob story about needing money to pay child support, but she later finds out he has no children and he receives alimony. Synclaire gets a chance to audition for a role as a renegade nun for a new tv series. Max reveals that The insemination took and she is now pregnant. Khadijah agrees to support her even though she feels Max behaved impulsively.
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Overton notices that Max picked her sperm donor from the same clinic where Kyle previously donated, following a near-death experience. When Max describes the donor, Khadijah and Synclaire believe it matches Kyle perfectly. Overton checks Kyle's records and confirms that Kyle is the donor that Max selected. Max decides she is not going to tell Kyle. The gang throws together an impromptu New Years gathering and invite Kyle, whose visiting his family in Cleveland for the holiday. Synclaire gets the role of the renegade nun but is upset that the job is in California and she will have to leave Khadijah behind. Khadijah gets a surprise visit from Scooter.
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