Charlie Sheen as Artie Mitchell

Emilio Estevez as Jim Mitchell

Rafer Weigel as Lionel

Tracy Hutson as Marilyn Chambers

Megan Ward as Meredith

Terry O'Quinn as J.R. Mitchell

Danielle Brett as Adrienne

Nicole de Boer as Karen Mitchell

Deborah Grover as Georgia Mae

Dylan McFadyen as Young Jim

Taylor Estevez as Teenage Jim

Eric Cabral as Young Artie

Robert Clark as Teenage Artie

Loretta Jafelice as First Grade Teacher

Brian Paul as Principal Evans

Elva Mai Hoover as Principal's Secretary

Craig Ryan as Demonstrator

Peter Bogdanovich as Film Professor

Brad Hopkins as Bill Boyer

Derek Aasland as Jon Fontana

Sadie LeBlanc as Hippie Girl

Tim MacMenamin as San Francisco Cop

James Cloke as Vince

Rodger Barton as Det. Solly Weiner

Geoffrey Blake as Michael Kennedy

Tommy Earlls as Judge

Robert Buck as Jury Foreman

John Andersen as Reporter

Royce Hercules as Johnny

Lawrence Dane as Robert De Salvo

Bruce Vavrina as FBI Agent

Nigel Hamer as 'Green Door' M.C.

Carolyn Goff as Sandra

Joanne Boland as Co-Worker

Jef Mallory as George McDonald

Steve Jackson as Wanker

Ray Kahnert as Policeman

Steve Pernie as Policeman

Kevin Kelly as Josh the Tennis Coach

Nicole Crozier as Lisa

Theresa Runstedler as Julie

Karen Holness as Lady T

Earl Williams as Bouncer

Anton Tyukodi as Lifeguard

Caterina Scorsone as Liberty

Kim Poirier as Jamie the "Actress"

Reg Dreger as Preacher

Ezra Perlman as Young Aaron

Asa Perlman as Young Caleb / Older Aaron

Janessa Crimi as Young Liberty

Hayley Lochner as Shrieking Girl

Robyn Foster as Infant Liberty

Nicole Foster as Infant Liberty

Luca Perlman as Older Caleb

Sheri Nadel as Hippie Girl

Janet Sheen as Nurse