Winona Ryder

Scarlet Smith

Mark Polish

Henry McCarthy

Sean Astin

Big Girl

Hilary Duff

Shasta O'Neil

Josh Holloway

Wino

Jon Cryer

Javier

Chevy Chase

Principal Marshall

Jessica St. Clair

Darcy Portola

Frances Conroy

Mrs. Leuchtenberger

Marc Blucas

Brad Nelson

Joanna Cassidy

Mrs. Smith

Dee Wallace

Mrs. McCarthy

Michael Gross

Mr. McCarthy

Ken Johnson

Mr. O'Neil

Jessica Schatz

Mrs. O'Neil

Scott Michael Campbell

Officer Bird

Blake Adams

Cop

Catherine Black

Goth Girl

Jenn Shagrin

Jungle Journalist #1

Josh Sussman

Jungle Journalist #2

Jane Sheldon

Goth Girl Singer

Clark Hunter

River Village Guard #1

John A. Keim

River Village Guard #2

Jack Salvatore, Jr.

Student in Hallway

Nick Thurston

Party Kid

Kelly Wagner

Nurse

Ashley Bell

Valedictorian

David Shackelford

John John

Ryan Best

Disc Jockey

Emily Happe

WRHS TV Host

Bon Ogle

Bookstore Employee

Victoria Johnson

Student Hollywood Reporter

Max Thieriot

Shasta's Boyfriend

Brian Austin Green

Narrator

Matthew Berke

Tree Dwelling High School Student

Amanda Elliott

Prom Date Girl

Irvin Scott Guillermo

Senior

Shawn McDonald

Franky (as Shawn Ronell McDonald)

Brent Rode

Cannonball Guy

Nicole Smolen

Student

Max Tsarev

Wild Prom Boy / Basketball Player

Brad Benedict

Senior Stud (uncredited)

Ashleigh Nicole Johnson

Party Girl (uncredited)

Michael Justice

Senior (uncredited)

Silver Tree

Angie (uncredited)

Karmyn Tyler

Beauty Shop Receptionist (uncredited)

Jobeth Wagner

Goth Girl (uncredited)

Matthew Woodward

Skater Kid (uncredited)