Justin Long
Bartleby Gaines
Acting
Jonah Hill
Sherman Schrader
Acting
Blake Lively
Monica Moreland
Acting
Adam Herschman
Glen
Acting
Columbus Short
Hands
Acting
Maria Thayer
Rory
Acting
Lewis Black
Uncle Ben
Acting
Jim O'Heir
Mr. Schrader
Acting
Mark Derwin
Jack Gaines
Acting
Ann Cusack
Diane Gaines
Acting
Hannah Marks
Lizzie Gaines
Acting
Robin Lord Taylor
Abernathy
Acting
Diora Baird
Kiki
Acting
Lisa Gleave
Kiki's Best Friend
Acting
Joe Hursley
Maurice / The Ringers
Acting
Jeremy Howard
Freaky Student
Acting
Anthony Heald
Dean Van Horne
Acting
Ross Patterson
Mike McNaughton
Acting
Sam Horrigan
Mike Welsh
Acting
Travis Van Winkle
Hoyt Ambrose
Acting
Kaitlin Doubleday
Gwynn
Acting
Kellan Lutz
Dwayne
Acting
Brendan Miller
Wayne
Acting
Chantelle Tibbs
Confused Kid
Acting
Skyler Stone
S. H. Student in Hallway
Acting
Darcy Shean
Mrs. Schrader
Acting
Brian Powell
Economics Teacher
Acting
Scott Adsit
Drop-off Dad
Acting
Lindy Loundagin
Drop-off Mom
Acting
Steve Little
Desk Clerk
Acting
Parker Quinn
Frat Guy
Acting
Artie Baxter
Mike Chambers
Acting
Greg Sestero
Frat guy (uncredited)
Acting
Sara Jean Underwood
Girl By Pool (uncredited)
Acting
Alejandra Gutierrez
Kiki's Best Friend
Acting
Yorke Fryer
S. H. Student in Hallway
Acting
James Taku Leung
S. H. Student in Hallway
Acting
Jay Harik
Family Friend
Acting
Mathew Vigil
Shoe Store Boy
Acting
Debbon Ayer
Shoe Store Mother
Acting
Carla Jimenez
Shoe Store Manager
Acting
Ned Schmidtke
Dr. J. Alexander
Acting
Tim Bagley
Vice Principal Matthews
Acting
Ray Santiago
Boy Going to Princeton
Acting
Margaret Travolta
Academic Counselor
Acting
Ethan Hova
Male Graduate (scenes deleted)
Acting
Criscilla Anderson
Go Go Dancer
Acting
Larke Hasstedt
Go Go Dancer
Acting
Meredith Giangrande
Glen's Party Girl
Acting
Kate French
Glen's Party Girl
Acting
Zoe Di Stefano
S. H. Testimonial Student
Acting
David Carmon
S. H. Testimonial Student
Acting
Armen Weitzman
S. H. Testimonial Student
Acting
Christopher Khai
S. H. Testimonial Student
Production
Jamie Leffler
Fake ID Kid
Acting
Wendy Rodriguez
Fake ID Kid
Acting
Richard Alan Brown
Fake ID Kid
Acting
Mylika Davis
Fake ID Kid
Acting
Laurie Meghan Phelps
Fake ID Kid
Acting
Portis Hershey
Fake ID Kid
Acting
Joseph Stiteler
The Ringers
Acting