A crowd of guys in their 20's spend most of their time hanging out. It's Christmas time in the early 1990's and the guys all begin to think it's about time they went about their lives without the comfort of the diner.

Corky Romano is a bumbling, simpleton, veterinarian and the youngest, outcast son of an aging gangster, named Pops Romano, who calls upon Corky to infiltrate the local FBI and retrieve and destroy evidence being used to incriminate Pops for racketeering charges.

Josie Geller, a baby-faced junior copywriter at the Chicago Sun-Times, must pose as a student at her former high school to research contemporary teenage culture. With the help of her brother, Rob, Josie infiltrates the inner circle of the most popular clique on campus. But she hits a major snag in her investigation -- not to mention her own failed love life -- when she falls for her dreamy English teacher, Sam Coulson.