Milo gets himself in double trouble when he dates a beautiful actress, Michelle, and her alleged twin, Sandy, who are both auditioning for a commercial. To teach Milo a lesson, Robyn tells him that he has to inform one of the ''twins'' that they didn't win the audtion

Milo pretends he's gay in order to get a potential client. But when Milo, Sam and Robyn attend a gay charity event, ""gay Milo"" has to lie about his relationship with Sam, while Robyn, who is trying to impress an old girlfriend, also pretends that Sam is her rich fiancé.

When the gang decides to set each other up on dates, Robyn is convinced that Milo will hook her up with a loser, so she fixes him up with a very kinky girl. When she realizes her date is a good guy, she feels guilty and tries to save Milo, only to find him in a very compromising position. Meanwhile, Sam thinks his date is a catch, if only she wasn't so clumsy...