While Tony and Samantha live it up at the lavish estate of Tony's new boss, a wealthy older woman, Michael and Angela enjoy their reunion. But the celebration is short-lived, as they are eventually reminded of the professional and personal differences that drove them apart the first time.

Samantha is looking forward to the upcoming school dance, but Tony spoils her evening by constantly taking pictures of her and her date, working at the dance as a chaperone, and getting caught kissing her teacher in front of the entire class.