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.
Mark Polish
as Henry McCarthy
Winona Ryder
as Scarlet Smith
Sean Astin
as Big Girl
Hilary Duff
as Shasta O'Neil
Josh Holloway
as Wino
Jessica St. Clair
as Darcy Portola
Frances Conroy
as Mrs. Leuchtenberger
Marc Blucas
as Brad Nelson
Joanna Cassidy
as Mrs. Smith
Dee Wallace
as Mrs. McCarthy
Michael Gross
as Mr. McCarthy
Jon Cryer
as Javier