Matthew Lillard as Stevo

Michael A. Goorjian as Bob

Annabeth Gish as Trish

Jennifer Lien as Sandy

Christopher McDonald as Dad

Devon Sawa as Sean

Jason Segel as Mike

Adam Pascal as Eddie

Til Schweiger as Mark

James Duval as John the Mod

Summer Phoenix as Brandy

Chiara Barzini as Jennifer

Kevin Breznahan as Chris

Christina Karras as Jamie

Russell Peacock as Jones

Christopher Ogden as Young Stevo

Francis Capra as Young Bob

McNally Sagal as Mom

Scott Brady as Bouncer

Vaughn McBride as Liquor Store Man

Janice Knickrehm as Liquor Store Woman

Marcia Dangerfield as Liquor Store Lady

Tom Jacobson as Liquor Store Fellow

Stephanie Shumway as Jules

Eric Robertson as Doctor

Micaela Nelligan as Nurse

Mary Bishop as Sean's Mother

Dominic Gortat as Poser

Evan O'Meara as ECP Singer / Extreme Corporal Punishment

Elizabeth Westwood as Hot Babe

Glade Quinn as Cowboy #1

Brad Jessey as Cowboy #2

Don Walsh as Bob's Dad

Adam Lawson as Russ

Brandon Klock as Tom

Kassandra Metos as Little Girl

Brad Slocum as Teller

Joyce Cohen as Clothing Store Woman

Tracy Pfau as Fast Food Clerk

Dan Epstein as Extreme Corporal Punishment

Paige O'Meara as Extreme Corporal Punishment

Preston O'Meara as Extreme Corporal Punishment