All Cast

Drew Barrymore

Drew Barrymore

Josie Geller

David Arquette

David Arquette

Rob Geller

Molly Shannon

Molly Shannon

Anita

Michael Vartan

Michael Vartan

Sam Coulson

Jessica Alba

Jessica Alba

Kirsten

John C. Reilly

John C. Reilly

Gus Strauss

James Franco

James Franco

Jason

Octavia Spencer

Octavia Spencer

Cynthia

Jenny Bicks

Jenny Bicks

Miss Haskell

Garry Marshall

Garry Marshall

Rigfort

Sean Whalen

Sean Whalen

Merkin

Cress Williams

Cress Williams

George

Sarah DeVincentis

Sarah DeVincentis

Rhoda

Allen Covert

Allen Covert

Roger in Op-Ed

Armand Reiser

Armand Reiser

Dutton

David Doty

David Doty

Hairplug Bruns

Derek Morgan

Derek Morgan

Armcast Henson

Kathleen Marshall

Kathleen Marshall

Sun-Times Worker

Leelee Sobieski

Leelee Sobieski

Aldys

Marley Shelton

Marley Shelton

Kristin

Jordan Ladd

Jordan Ladd

Gibby

Jeremy Jordan

Jeremy Jordan

Guy Perkins

Jason Weissbrod

Jason Weissbrod

Big Bad Wolf

Katie Lansdale

Katie Lansdale

Tracy

Branden Williams

Branden Williams

Tommy

Gregory Sporleder

Gregory Sporleder

Coach Romano

Martha Hackett

Martha Hackett

Mrs. Knox

Jennifer Parsons

Jennifer Parsons

P.E. Teacher

Andrew Wilson

Andrew Wilson

School Guard

Alex Solowitz

Alex Solowitz

Brett

Niesha Trout

Niesha Trout

Sera

Chad Haywood

Chad Haywood

Matz

Cory Hardrict

Cory Hardrict

Packer

Chad Todhunter

Chad Todhunter

Stoner #1

Daniel Louis Rivas

Daniel Louis Rivas

Stoner #2

Mark Edwards

Mark Edwards

School Guard #2

Denny Kirkwood

Denny Kirkwood

Billy Prince

Marissa Jaret Winokur

Marissa Jaret Winokur

Sheila

Carmen Llywelyn

Carmen Llywelyn

Rob’s Girlfriend

Sara Downing

Sara Downing

Billy’s Prom Date

Mike Moyer

Mike Moyer

Monty Malik

Steven Wilde

Steven Wilde

Bouncer

Maya McLaughlin

Maya McLaughlin

Lara

David Douglas

David Douglas

Rasta

Russell Bobbitt

Russell Bobbitt

Carny

Giuseppe Andrews

Giuseppe Andrews

Denominator

Rich Evans

Rich Evans

Man with Balloon (uncredited)

Mike Stoklasa

Mike Stoklasa

Man on Swing (uncredited)

Chali 2na

Chali 2na

Ozomatli Band Member

Cut Chemist

Cut Chemist

Ozomatli Band Member

Will-Dog Abers

Will-Dog Abers

Ozomatli Band Member

Asdru Sierra

Asdru Sierra

Ozomatli Band Member

Raul Pacheco

Raul Pacheco

Ozomatli Band Member

Tara Skye

Tara Skye

Tyke

Mark Allen

Mark Allen

D.J.

Joe Ochman

Joe Ochman

Prom Judge #1

Don Snell

Don Snell

Prom Judge #2

Tinsley Grimes

Tinsley Grimes

Little Red Riding Hood

Amanda Wilmshurst

Amanda Wilmshurst

Fruit Headdress Woman

Ulises Bella

Ulises Bella

Ozomatli Band Member

William Marrufo

William Marrufo

Ozomatli Band Member