
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.

as Josie Geller

as Rob Geller

as Anita

as Sam Coulson

as Kirsten

as Gus Strauss

as Jason

as Cynthia

as Miss Haskell

as Rigfort

as Merkin

as George

as Rhoda

as Roger in Op-Ed

as Dutton

as Hairplug Bruns

as Armcast Henson

as Sun-Times Worker

as Aldys

as Kristin

as Gibby

as Guy Perkins

as Big Bad Wolf

as Tracy

as Tommy

as Coach Romano

as Mrs. Knox

as P.E. Teacher

as School Guard

as Brett

as Sera

as Matz

as Packer

as Stoner #1

as Stoner #2

as Billy Prince

as Sheila

as Rob’s Girlfriend

as Billy’s Prom Date

as Monty Malik

as Bouncer

as Lara

as Rasta

as Carny

as Denominator

as Ozomatli Band Member

as Ozomatli Band Member

as Ozomatli Band Member

as Ozomatli Band Member

as Ozomatli Band Member

as Tyke

as D.J.

as Prom Judge #1

as Prom Judge #2

as Little Red Riding Hood

as Fruit Headdress Woman

as Ozomatli Band Member

as Ozomatli Band Member

as Bully (uncredited)

as Man on Swing (Uncredited)

as Man with Balloon (Uncredited)