
Stay Cool
Shoulda. Coulda. Woulda.
Ratings
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.
Production
Initiate Productions
Language
EN
Status
Released
Release Date
Trailers & Videos
Cast

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
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