After spotting Janie helping Grant (guest star Sharif Atkins) shop for an engagement ring, a distraught J.T. turns to Rita and his parents for advice, which leads to a dramatic showdown between the two men at Shelly's birthday party. Meanwhile, wanting to avoid tearful goodbyes as he leaves for England, Donovan sneaks out of the party and mulls over his future plans in the cab to the airport with driver Rufus (guest star Ludacris).
A surprise camping trip causes Shelly to question whether Grant's simple, down-to-earth sensibility is really right for her. Meanwhile, J.T. decides to confess his love to Shelly.
When Grant tells Shelly he's had an HIV test because he's ready to take their relationship to the next level, it encourages the whole gang to get tested. Meanwhile, after seeing how serious Shelly has gotten with Grant, J.T. realizes he still loves her.
When Grant (guest star Sharif Atkins) tells Shelly he's had an HIV test because he's ready to take their relationship to the next level, it sparks the whole gang to go get tested. Golden Brooks (UPN's GIRLFRIENDS) guest stars as Nurse LaDonna and Marteniz Brown, a HIV/AIDS educator from Detroit, guest stars as Roderick, a clinic counselor. Donovan's request for residency into the United States is denied; he is informed that he must leave the country within 30 days. JT realizes that he's still in love with Shelly.
Shelly, desperately trying to impress Grant (Sharif Atkins) by cooking for him, asks for everyone's help in the kitchen.
When Shelly and Rita discover that Janie had a secret fling with Troy (guest star Ricky Fanté), an old high-school classmate, they decide that that Janie can't lecture them on right and wrong anymore. Meanwhile, J.T. and Nick suspect that Donovan might be keeping a big secret from them.
Eve agrees to a ""mercy date"" when a younger man (Sharif Atkins) asks her out, but the evening turns into a romantic attraction.
When Shelly and Rita's stepmother (Jodi Lyn O'Keefe) fight, it is up to Shelly to swallow her pride and apologize.
Shelly pretends to be disabled when a potential buyer in a wheelchair (Daryl ``Chill'' Mitchell) catches her using a handicapped parking spot.
Shelly and Rita take a martial arts class, but a rivalry ensues when Rita proves to be more adept. Meanwhile, Donovan begins dating Rebecca (guest star Tayna Roberts), a dynamic older woman, but trouble arises when he attempts to set J.T. and Nick up with her friends.
When Shelley starts wearing fake breasts, men begin to give her special treatment. She later considers getting breast implants.
DivaStyle finds itself in a publicity nightmare when fashion commentator Robert Verdi slams one of its dresses, worn by Brooke Burke to a televised awards show.
Shelley breaks the ""no dates"" rule and invites her new boyfriend to the New Year's Eve party, and everyone swaps stories about past dates. Everyone discusses their worst New Year's Eve dates ever! Whoever had the worse one got an entire bottle of champagne. Rita's date: died on New Year's Eve of a heart attack after she showed herself nude to him. Nick's date: a ventriloquist dummie. JT's date: believed that she was ""Wonder Woman"" Janie & Marty's first New Year's Eve in their new house was ruined by the surprise visit by Marty's mother. Donovan's date hooked up with an old boyfriend during her date with Donovan. Shelley found out that Mark was once gay and proposed to his ex-boyfriend on the top of a mountain.
When Shelly and Rita's competition for the affections of Joe (Carlos Ponce), a handsome bachelor, gets out of control, Janie steps in to save their friendship.
Shelly has a date with a new beau Adrian which J. T. is okay with until he meets the handsome, buff boxer. Rita's cozy living arrangement with Janie deteriorates. Shelly is afraid she may end up with Rita as a roommate, so she attempts to broker a peace between her two friends.
Shelly's buds Janie and Rita convince her it is time to move on after she bickers with J.T. at the movies and they ruin the night for everyone. Shelly has a new friend who convinces her to get a little revenge on J.T. Rita sells all her things in a garage sale but doesn't handle it well.
After getting kicked out of her apartment Rita moves in with Janie. They discover common Cajun roots and begin to bond leaving Shelly out. Nick has an expensive sports package added to his and J.T's cable which J.T. wants to watch but doesn't want help pay for since they didn't discuss buying it.
Shelly hurts her knee when working out with Rita. J.T. has fixed the problem before so Janie and Rita urge Shelly to go see him. She finally gives in and meets a handsome doctor who asks her out. J.T. is not happy about the date and sets out to wreck it. Donovan bets a bragging Nick that he cannot run the bar for one night.
Shelly wants her things that she left at J. T.'s apartment. When she uses email to ask for them back, he responds he wants the money he ‘loaned' her to buy a car. Shelly decides to get the things from the apartment with the help of Rita and Janie. While there, Shelly decides to take the things she gave J. T. as gifts. After the police get involved, Rita and Donavon see the ugly side of the breakup, they decide to remain friends.
Shelly and J. T. ‘dip back' and break Nick's pool table in the process. J. T. tries to make Nick believe he broke it. Janie and Rita express their concern to Shelly when she ‘double dips back' with J. T. Donavan asks Rita on a date that turns into a disaster.
It's very hard for Shelley to get over her breakup relationship with J.T. So she gets help from a first ever book called ""Self Helpful"" which makes her feel independant while Rita and Janie worry that Shelley is still upset inside. Meanwhile J.T. can't get over the breakup relationship with Shelley and decides to let Nick and Donovan help him get over the breakup.
In an attempt to mend their rocky relationship, J.T. and Shelly sit down for an honest conversation about the effort and compromises each must make if they're going to stay together, but just when she thinks they're making progress, Shelly is shocked to learn that J.T.'s idea of compromise involves her changing her lifestyle. Meanwhile, Nick tries to pretend that he is happy about Donovan's romantic interest in Rita after learning of their newfound mutual attraction.
