Alicia Silverstone as Sheila Rilo

Rachael Leigh Cook as Shmally

Woody Harrelson as Jason 'Woods' Valley

John Cleese as Charles Merchant

David Krumholtz as Max

Joshua Leonard as Rick

Ivan Sergei as Marc

Paulo Costanzo as Stuart 'Stu' Stein

Marcus Thomas as Carter Doleman

Jeffrey Tambor as Bank Employer

Renee Olstead as Girl Scout

Wayne Morse as Gavin

Gavin Grazer as Cleatis

Steven Shenbaum as Winston

Lindsay Beamish as Connie

Nichole Hiltz as Blonde Bikini Girl

Giovanna D'Agnello as Brunette Bikini Girl

Al Corley as Policeman

Sean Flynn as Young Mark

Max Wein as Loomis

Joe Fria as Job Interviewer