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. When her ex-boyfriend J.T. Hunter (series star JASON GEORGE) and new love, Grant (recurring guest star SHARIF ATKINS - ER), both dramatically propose to Shelly at her birthday party, she must weigh the qualities--and engagement rings--of both men in order to decide whom she'll marry and build a future with. Meanwhile, after skipping his flight back to England and staying in the United States illegally, Donovan Brink (series star SEAN MAGUIRE), the manager of one of Miami's hottest clubs, shows up on the doorstep of J.T. and his best pal, Nick Delaney (series star BRIAN HOOKS) , looking for help as he decides what to do with his life next.

After accepting J.T.'s proposal, Shelly giddily starts making plans for the wedding until her mother, Beverly (PENNY JOHNSON JERALD - 24), shows up unexpectedly, determined to convince her daughter that marriage is a bad decision. Meanwhile, J.T. gets accepted to medical school. Later, Donovan receives an interesting offer that could allow him to stay in the United States.

Feeling like Shelly always ignores their creative input at DivaStyle, Janie and Rita decide to start their own line of items in the store, sparking a fierce competition between the women, both personally and professionally. Meanwhile, used to everything being easy for him, J.T. finds medical school a surprising challenge. Later, Nick regrets dating a co-worker.

After Shelly gives Janie a dollar to play the lottery and Janie wins $5,000, the pair's argument over the money escalates, putting their long friendship in jeopardy. Later, when bad weather forces everyone to stay indoors, a discussion causes some of the friends to reevaluate their relationships and beliefs.

After gaining weight and being unable to fit into her own gown, Shelly wears a client's dress on a date with Jalen (San Antonio Spurs basketball player ROBERT HORRY) to the Black and White Ball, only to get caught in it by the customer. Meanwhile, the friends pledge to diet together, but their resolve is tested when Janie enlists their help in preparing for her church bake sale.

When Shelly and Janie refuse to let Rita be the new face of DivaStyle, she threatens to leave the partnership. Meanwhile, Donovan tries to help J.T. and Nick improve their looks by persuading them to use makeup.

As Shelly and Janie prepare to unveil their new DivaStyle clothing line at a big South Beach fashion show, they discover that their former partner, Rita, will be modeling for their biggest competitor. Meanwhile, against J.T.'s wishes, Nick begins dating J.T.'s new anatomy class tutor.

Janie calls a popular radio show to vent about her mother-in-law and ends up revealing more than she intended to. Meanwhile, Nick and Rita start dating. JAY MANUEL (America's Next Top Model) guest stars as Jay and radio personalities J. ANTHONY BROWN, TOM JOYNER and MYRA J guest star as themselves.