Freddie hosts a fund-raiser at his restaurant and winds up having a fling with the beautiful dean of Sofia's medical school.

A Catholic-singles mixer sponsored by Grandma's church is held at Freddie's restaurant, and he and Chris each meet someone. Miss Universe 2001 Denise Quinones plays Freddie's flame.

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.