Rich Bradford appears to have the perfect life: a good job, a nice car, and a beautiful girlfriend, Amanda. However, Rich has a secret desire. His college friend Stu knows Rich is a womanizer. When Rich plans to romance Amanda, he's interrupted by her gay friend, David. The same day, Rich is dumped by Amanda, which coincides with a fraternity reunion for him and Stu. Rich is worried about attending alone, as his fraternity brothers expect him to be with a girlfriend. Meanwhile, Stu receives a visit from an old fraternity brother, Erica, who is now a stunning woman. Stu brings Erica to the reunion, and she catches Rich's attention. Will Rich face the consequences of his actions, or will he discover that the woman of his dreams was once a man?
