Chyler Leigh

Janey Briggs

Chris Evans

Jake Wyler

Jaime Pressly

Priscilla

Eric Christian Olsen

Austin

Mia Kirshner

Catherine Wyler

Lacey Chabert

Amanda Becker

Samaire Armstrong

Kara Fratelli

Cerina Vincent

Areola

Mr. T

The Wise Janitor

Molly Ringwald

Flight Attendant

Nectar Rose

Sara Fratelli

Michael Ensign

Father O'Flannagan

Eric Jungmann

Ricky Lipman

Desi Lydic

Cutie

Deon Richmond

Malik

Ron Lester

Reggie Ray

Cody McMains

Mitch Briggs

Sam Huntington

Ox

JoAnna García Swisher

Sandy Sue

Samm Levine

Bruce

Beverly Polcyn

Sadie Agatha Johnson

Ed Lauter

The Coach

Paul Gleason

Richard Vernon

Randy Quaid

Mr. Briggs

Riley Smith

Les

Nathan West

Actor

Michelle Holgate

Actress

Jeanette Miller

Grandma Briggs

Josh Radnor

Tour Guide

Alec Murdock

Man in Line

Becca Sweitzer

Cheerleader in Front of School

Lukas Behnken

White Guy

Josh Jacobson

White Guy

Joy Bisco

Ashley

George Wyner

Mr. Cornish

Ned Brower

Dude

Tracy Kay

Hottie

Sean Smith

Mr. Keller

Ean Mering

Marty

Lyman Ward

Mr. Wyler

Daniel Bess

Panicked Student

James Read

Preston's Father

Rob Benedict

Preston Wasserstein

Jay Johnston

Roadie

Jesse Capelli

Naked Girl at Party

Daniel Spink

Curious Guy

Osgood Perkins

Uninterested Guy

Jim Wise

Football Announcer

Sarah Christine Smith

Cheerleader on Football Field

China Shavers

North Compton Cheerleader

H. Jon Benjamin

Trainer

Sam Ayers

Paramedic

Nick Bakay

Diner Cook

Candice T. Cain

Pom Pom Girl #3

Melissa Joan Hart

Slow Clapper's Instructor

Jarrett Lennon

Partygoer

Tracey McCall

Locker Room Girl

Gena Shaw

Party Girl

Sean Patrick Thomas

Black Guy at Party

Scott Hislop

Footloose Guy (uncredited)