Freddie and Chris are semifinalists for a magazine's "Chicago's Most Eligible Bachelors" issue, but only the city's top catch will be on the cover, and both friends want it bad.

Freddie decides that he made a mistake letting Denise get away, so he tries to win her back.

Chris tells his ex-girlfriend Rose that when they were dating Freddie had feelings for her, so she makes her move on Freddie, who has just gotten back together with Denise. Now Freddie's torn between the two women.