Jason London
Pink
Matthew McConaughey
Wooderson
Joey Lauren Adams
Simone
Rory Cochrane
Slater
Wiley Wiggins
Mitch
Adam Goldberg
Mike
Anthony Rapp
Tony
Sasha Jenson
Don
Shawn Andrews
Pickford
Milla Jovovich
Michelle
Ben Affleck
O'Bannion
Marissa Ribisi
Cynthia
Michelle Burke
Jodi
Deena Martin
Shavonne
Cole Hauser
Benny
Christine Harnos
Kaye
Mark Vandermeulen
Tommy
Esteban Powell
Carl
Jeremy Fox
Hirschfelder
Jason O. Smith
Melvin
Christin Hinojosa
Sabrina
Parker Posey
Darla
Catherine Morris
Julie
Nicky Katt
Clint
Parker Brooks
Stoner
Zach Taylor
Freshman Smartass
Jacob Jones
Freshman Smartass
Rick Moser
Assistant Coach
Terry Mross
Coach Conrad
Kim Krizan
Ms. Stroud
Zooey Greif
Pentico
Julius Tennon
Mr. Payne
Priscilla Kinser
Freshman Girl
Erika Geminder
Freshman Girl
Heidi Van Horne
Freshman Girl
Katherine Asher
Carl's Mom
Kathleen Cunningham
Pickford's Mom
Richard Dillard
Pickford's Dad
John Swasey
Beer Delivery Guy
Zeke Mills
Old Timer
Michael Gillespie
Party Guy
Tom Hoeck
Chaperone
Fred Lerner
Guy with Pistol
David Blackwell
Liquor Store Clerk
Autumn Barr
Stacy
Doug Taylor
Cop
Bob Moser
Cop
Mona Lee Fultz
Mitch's Mother
Chris M. Allport
Student (uncredited)
Rose Barrett
Pink's Sister (uncredited)
Tara Battani
Party Girl (uncredited)
Adam Boster
Booger (uncredited)
Josh Caldwell
Guy at Party (uncredited)
Nicole Emmons
Girl in Pool Hall (uncredited)
Mike Enright
Guy at Party (uncredited)
Chris Green
O'Bannion's Pool Partner (uncredited)
Karey Green
Senior Girl (uncredited)
KaiCarra
Girl in Bikini (uncredited)
Jessica Looney
Senior Girl (uncredited)
Renée Zellweger
Girl in Blue Truck (uncredited)
Anthony Pedone
Parking Lot Kid (uncredited)
Ted Perez
Guy at School / Guy at Party (uncredited)
Damian Tamburro
Student (uncredited)
Chris Western
Smoking Hippie (uncredited)
James 'Kimo' Wills
Guy at Party (uncredited)
Heath Young
Student (uncredited)