Chyler Leigh as Janey Briggs

Chris Evans as Jake Wyler

Jaime Pressly as Priscilla

Eric Christian Olsen as Austin

Mia Kirshner as Catherine Wyler

Lacey Chabert as Amanda Becker

Samaire Armstrong as Kara Fratelli

Cerina Vincent as Areola

Mr. T as The Wise Janitor

Molly Ringwald as Flight Attendant

Heather Brown as Dainty Girl

Nectar Rose as Sara Fratelli

Michael Ensign as Father O'Flannagan

Kyle Cease as Slow Clapper

Eric Jungmann as Ricky Lipman

Desi Lydic as Cutie

Deon Richmond as Malik

Ron Lester as Reggie Ray

Cody McMains as Mitch Briggs

Sam Huntington as Ox

JoAnna Garcia Swisher as Sandy Sue

Samm Levine as Bruce

Beverly Polcyn as Sadie Agatha Johnson

Ed Lauter as The Coach

Paul Gleason as Richard Vernon

Randy Quaid as Mr. Briggs

Riley Smith as Les

Nathan West as Actor

Michelle Holgate as Actress

Jeanette Miller as Grandma Briggs

Benjamin Waldow as Kid

Josh Radnor as Tour Guide

Alec Murdock as Man in Line

Ross Mulholland as Cheerleader in Front of School

Dean Sheremet as Cheerleader in Front of School

Becca Sweitzer as Cheerleader in Front of School

Hayley Zelniker as Cheerleader in Front of School

Lukas Behnken as White Guy

Josh Jacobson as White Guy

Amber Goetz as White Girl

Joy Bisco as Ashley

Morisa Taylor Kaplan as Heather

George Wyner as Mr. Cornish

Ned Brower as Dude

Peter Simon as Dude

Joy Gohring as Albino Folk Singer

Tracy Kay as Hottie

Jessica Asher as Naked Girl in Locker Room

Sean Smith as Mr. Keller

Ean Mering as Marty

Lyman Ward as Mr. Wyler

Julie Welch as Mrs. Wyler

Daniel Bess as Panicked Student

James Read as Preston's Father

Rob Benedict as Preston Wasserstein

Banks McClintock as Keg Guy

Jay Johnston as Roadie

Jesse Capelli as Naked Girl at Party

Daniel Spink as Curious Guy

Osgood Perkins as Uninterested Guy

Jim Wise as Football Announcer

Kimi Bateman as Cheerleader on Football Field

Staci B. Flood as Cheerleader on Football Field

Sarah Christine Smith as Cheerleader on Football Field

China Shavers as North Compton Cheerleader

H. Jon Benjamin as Trainer

Paul Goebel as Fat Short Order Cook

Marissa Fedele as Dancer

Samuel Givens as Dancer

Kimberly Lyon as Dancer

Zachary Woodlee as Dancer

Cynthena Sanders as Woman in Line

Will Gill Jr. as Security Guard

Nick Zephyrin as Little Boy

Heidi Androl as Molly

Ian Aronson as Student

Sam Ayers as Paramedic

Nick Bakay as Diner Cook

Candice T. Cain as Pom Pom Girl #3

Maylen Calienes as Locker Student

Marcus Edward as Teen with Drink at Party

Arturo Elizondo as DJ Arte

David M. Francis as Student

Melissa Joan Hart as Slow Clapper's Instructor

Kelly S. King as Art Student

Jarrett Lennon as Partygoer

Tracey McCall as Locker Room Girl

Jennifer Schlueter as Student

Gena Shaw as Party Girl

Tessa as Slutty Girl-New Student

Sean Patrick Thomas as Black Guy at Party

Cassie Townsend as Student

Jeremiah Vaughn as Marty's Buddy

Susan Anne Wall as Flight Attendant

Scott Hislop as Footloose Guy (uncredited)

Jackie Harris Greenberg as Preston's Mother