- 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
- Jack Salvatore Jr.
- Student in the 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
- Book Store Employee
- Victoria K. Johnson
- Student Hollywood Reporter
- Max Thieriot
- Shasta's Boyfriend
- Brian Austin Green
- Narrator
- Matthew Berke
- Tree Dwelling High School Student
- Stephanie Chi
- Kissing Couple
- Amanda Elliott
- Prom Date Girl
- Noah Greenwood
- Basketball Player
- Irvin Scott Guillermo
- Senior
- John Keim
- River Valley Guard #2
- Shawn McDonald
- Franky
- Brent Rode
- Canonball Guy
- Nicole Smolen
- Student
- Max Tsarev
- Wild Prom Boy / Basketball Player
- Brad Benedict
- Senior Stud
- Erin Calahan
- Bea - High School Student
- Andrew Coffing
- Mike Smith
- Imia Fleur Edwards
- Graduating Student
- Gregory George Frank
- Parent
- Cara Gayle Grippin
- Senior Cheerleader
- Brandon G. Holley
- Skater Kid #2
- Marcus Hopkins
- Basketball Player / Student (uncredited)
- Ashleigh Nicole Johnson
- Party Girl
- Michael Justice
- Senior
- Daniel Krone
- Graduation Student
- Clifford Lee
- Prom Dancer
- Seda Melkoni
- Autograph Girl
- Leonard Jonathan Ruebe
- Student
- Silver Tree
- Angie
- Karmyn Tyler
- Beauty Shop Receptionist
- Jobeth Wagner
- Goth Girl
- Troy Williams
- Jock
- Matthew Woodward
- The Skater Kid
