Debra meets Leonard, a successful comedian but who isn't laughing when he has to confront that moment in every man's life: is he ready for the love of a good woman? Debra's best girlfriend, Shelby, a flight attendant, keeps getting her ticket punched by brothers who don't have a clue when it comes to women. Then she meets Leonard's best buddy Tyrel. The attraction is instant - and so are the consequences, as Shelby faces a choice that could turn her whole life around.