Shelly Williams (series star EVE), the owner of fashion company DivaStyle, is an intelligent woman attempting to balance the exhilarating worlds of love, sex and career. Her two best friends--Rita (series star ALI LANDRY), a gorgeous, single former model, and Janie (series star NATALIE DESSELLE-REID), an attractive woman who is very happy to be married and out of the dating scene--offer conflicting advice as Shelly tries to find her way on the rocky road to love. Her friend, J.T. (series star JASON GEORGE), is a handsome, regular guy who is attracted to Shelly's independence but pressured by his mom to date potential wives/mothers. His best pal, Nick (series star BRIAN HOOKS), is looking for the one perfect woman who can meet his very exacting standards. And Donovan (series star SEAN MAGUIRE), the handsome, fashionable manager of Z Lounge, one of Miami's hottest clubs, is friends with everyone and inevitably gets stuck in the middle when problems arise.

In order to deal with her breakup with J.T., Shelly takes some advice from a self-help book that encourages her to spend time by herself, but a dinner out alone comically proves she needs the support of her girlfriends, Janie and Rita. Meanwhile, South Beach's socialites, including Janis (YOANNA HOUSE - winner of America's Next Top Model contest) and Helen (CATIE ANDERSON - contestant on America's Next Top Model), are gossiping about Shelly's breakup, and Nick jumps at the opportunity to help J.T. get back into the local scene, which causes Dani to question Nick's commitment to their relationship.

Despite Rita's and Janie's warnings to stop, Shelly can't resist having sex (once...maybe twice) with J.T., until she realizes she's starting to act like they are still in a relationship. Meanwhile, Donovan and Rita's first date goes awry when Donovan has a severe allergic reaction. And although J.T. and Shelly broke the pool table, J.T. tries to convince Nick that he did it.

Following the advice of a self-help book, Shelly formally asks J.T. in an e-mail to return all her uncollected possessions. However, when J.T. responds that he wants the money he loaned Shelly to be repaid first, egos are bruised as the estranged couple's petty attempts at payback spiral out of control. Meanwhile, to make amends for their failed first date, Donovan plans to take Rita to Miami's hot new club.

After injuring her knee while exercising, Shelly puts her pride aside and grudgingly turns to J.T. for physical therapy. But when a cute doctor in J.T.'s office asks Shelly out, a jealous J.T. gives her some unnecessary medical advice to sabotage the date. Meanwhile, Donovan bets Nick that he couldn't last one night as manager of Z Lounge.

After learning that Rita was evicted from her apartment, Janie agrees to let Rita stay at her house until she is financially stable, but Shelly feels neglected as her two friends rediscover their Cajun roots together. Meanwhile, Nick has an expensive cable television sports package installed, but an argument ensues when J.T. refuses to split the cost of something he doesn't want.

Janie and Rita tell Shelly it's time to move past her breakup with J.T. after Shelly's bickering with him ruins the gang's night out at the movies. Shelly seeks advice from a new acquaintance, Claudia (DANICA McKELLAR - The Wonder Years), who convinces her that one way to work through the heartache is to take revenge on J.T. Meanwhile, Rita decides to have a garage sale, but she isn't prepared to mark down her life for bargain hunters.

Shelly is dating other people, and J.T. thinks he's fine with the idea until he meets her new beau--muscular and handsome boxer Adrian (AMAURY NOLASCO). Also, Rita's previously wonderful living situation with Janie deteriorates into petty fighting, so Rita accepts Nick's offer to let her move in with him and J.T.

Shelly and Rita's competition for the affection of Joe (CARLOS PONCE - Entertainment Tonight), a charming, handsome bachelor with a yacht, gets out of control, and it's up to Janie to remind the two friends not to fight over a guy. Meanwhile, J.T. tries to give celibacy a chance in order to get closer to a woman who's waiting for that one special guy.

Shelly and DivaStyle persuade a celebrity client, BROOKE BURKE (herself - Wild On. . .), to wear their creation to a televised red carpet awards show, but the advertising opportunity turns into a publicity nightmare when the fashion commentator, ROBERT VERDI (himself - Surprise by Design), makes negative remarks about the dress. Meanwhile, J.T.'s taskmaster mom, Frances (recurring guest star DAPHNE MAXWELL REID - The Fresh Prince of Bel-Air), visits. . . and Nick regrets his decision to take piano lessons from her.

On New Year's Eve, Shelly breaks the girls' no dates pact by bringing a new romantic interest to the Z Lounge party. The rest of the gang share stories of past New Year's Eve date debacles, including J.T.'s evening with the delusional Diana (MISTY MAY), who thinks she's a superhero. While Donovan and Rita reminisce about Shannon (JILLIAN BARBERIE - Good Day L.A.) and Jackson (PERRY KING - The Day After Tomorrow), Shelly's perfect evening takes its own surprising turn just before the final countdown to midnight. Recurring guest star PHIL LaMARR (MADtv) appears as Eve's hairstylist, Coleman.

Shelly puts falsies in her bra, but when men start giving her extra special treatment, she considers getting breast implants, spurring a lively debate with her girlfriends. Meanwhile, J.T. and Donovan are determined to stop Nick's annoying habit of never paying the bill when they go out.