Romance Comedy Drama
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.
Directed by
Raja Gosnell
Written by
Jenny Bicks
Jessica Alba
Kirsten
James Franco
Jason
Drew Barrymore
Josie Geller
Leelee Sobieski
Aldys
Octavia Spencer
Cynthia
John C. Reilly
Gus Strauss
Marley Shelton
Kristin
David Arquette
Rob Geller
Molly Shannon
Anita
Michael Vartan
Sam Coulson
Jordan Ladd
Gibby
Cress Williams
George
Andrew Wilson
School Guard
Allen Covert
Roger in Op-Ed
Tinsley Grimes
Little Red Riding Hood
Garry Marshall
Rigfort
Gregory Sporleder
Coach Romano
Sean Whalen
Merkin
David Doty
Hairplug Bruns
Mike Stoklasa
Man on Swing (uncredited)
Branden Williams
Tommy
Giuseppe Andrews
Denominator
Denny Kirkwood
Billy Prince
Cory Hardrict
Packer
Rich Evans
Man with Balloon (uncredited)
Martha Hackett
Mrs. Knox
David Douglas
Rasta
Marissa Jaret Winokur
Sheila
Chad Todhunter
Stoner #1
Joe Ochman
Prom Judge #1
Alex Solowitz
Brett
Sara Downing
Billy’s Prom Date
Derek Morgan
Armcast Henson
Katie Lansdale
Tracy
Daniel Louis Rivas
Stoner #2
Jeremy Jordan
Guy Perkins
Jennifer Parsons
P.E. Teacher
Cut Chemist
Ozomatli Band Member
Carmen Llywelyn
Rob’s Girlfriend
Jason Weissbrod
Big Bad Wolf
Armand Reiser
Dutton
Chali 2na
Ozomatli Band Member
Sarah DeVincentis
Rhoda
Kathleen Marshall
Sun-Times Worker
Niesha Trout
Sera
Chad Haywood
Matz
Maya McLaughlin
Lara
Will-Dog Abers
Ozomatli Band Member
Raul Pacheco
Ozomatli Band Member
Tara Skye
Tyke
Mark Allen
D.J.
Don Snell
Prom Judge #2
Amanda Wilmshurst
Fruit Headdress Woman
Ulises Bella
Ozomatli Band Member
William Marrufo
Ozomatli Band Member
James Hunter
Bully (uncredited)

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