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

Bill Collage Screenplay Matthew F. Leonetti Director of Photography Vanessa Motta Stunts Tom McComas Stunt Coordinator Steve Pink Director Danny Downey Stunts Gregory J. Barnett Stunts Jeremy Fry Stunts Austin Priester Stunts Ronn Surels Stunts Pete Turner Stunts Andy Dylan Stunts Adam Cooper Screenplay Tom Shadyac Producer Pat Romano Stunts Andy Koyama Sound Re-Recording Mixer Joseph Middleton Casting