

Stay Cool
2011 • 1h 34m • Comedy, Romance
14%Rotten Tomatoes
Shoulda. Coulda. Woulda.
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.
- Director
- Michael Polish
- Writers
- Mark Polish
- Status
- Released
Nerdspin Score
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Top 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



















