Comedy / Romance /

Score: 49%( 57 votes )

Overview: 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.

Cast:

Mark Polish
Henry McCarthy

Winona Ryder
Scarlet Smith

Sean Astin
Big Girl

Hilary Duff
Shasta O'Neil

Josh Holloway
Wino

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

Jon Cryer
Javier

Chevy Chase
Principal Marshall

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

Bon Ogle
Bookstore Employee

Emily Happe
WRHS TV Host

Victoria Johnson
Student Hollywood Reporter

Max Thieriot
Shasta's Boyfriend

Brian Austin Green
Narrator