A successful author is forced to confront an unrequited high school crush when he returns home to deliver a commencement address to graduating seniors. Shasta O'Neil, a sexy high school senior flirts with the visiting author and invites him to the prom.
Henry McCarthy
Mark Polish
Scarlet Smith
Winona Ryder
Big Girl
Sean Astin
Shasta O'Neil
Hilary Duff
Wino
Josh Holloway
Darcy Portola
Jessica St. Clair
Mrs. Leuchtenberger
Frances Conroy
Brad Nelson
Marc Blucas
Mrs. Smith
Joanna Cassidy
Mrs. McCarthy
Dee Wallace
Mr. McCarthy
Michael Gross
Javier
Jon Cryer
Principal Marshall
Chevy Chase
Mr. O'Neil
Ken Johnson
Mrs. O'Neil
Jessica Schatz
Officer Bird
Scott Michael Campbell
Cop
Blake Adams
Goth Girl
Catherine Black
Jungle Journalist #1
Jenn Shagrin
Jungle Journalist #2
Josh Sussman
Goth Girl Singer
Jane Sheldon
River Village Guard #1
Clark Hunter
River Village Guard #2
John A. Keim
Student in Hallway
Jack Salvatore, Jr.
Party Kid
Nick Thurston
Nurse
Kelly Wagner
Valedictorian
Ashley Bell
John John
David Shackelford
Disc Jockey
Ryan Best
Bookstore Employee
Bon Ogle
WRHS TV Host
Emily Happe
Student Hollywood Reporter
Victoria Johnson
Shasta's Boyfriend
Max Thieriot
Narrator
Brian Austin Green