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.

Drew Barrymore

Josie Geller

David Arquette

Rob Geller

Molly Shannon

Anita

Michael Vartan

Sam Coulson

Jessica Alba

Kirsten

John C. Reilly

Gus Strauss

James Franco

Jason

Octavia Spencer

Cynthia

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