Stay Cool
movie

Shoulda. Coulda. Woulda.
Released September 16, 2011
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

Winona Ryder
as
Scarlet Smith

Mark Polish
as
Henry McCarthy

Sean Astin
as
Big Girl

Hilary Duff
as
Shasta O'Neil

Josh Holloway
as
Wino

Jon Cryer
as
Javier

Chevy Chase
as
Principal Marshall

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
Crew

Michael Polish
as
Director
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Julie Socash
as
Key Makeup Artist

De'Ann Power
as
Hair Department Head

Mark Polish
as
Writer
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Helen Harwell
as
Art Direction

Adam Rehmeier
as
Assistant Director

Darrin Prescott
as
Stunt Double

M. David Mullen
as
Director of Photography

Bridgett Riley
as
Stunt Double
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Mark G. Mathis
as
Unit Production Manager
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Andrew Coffing
as
First Assistant Director
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Katey Wheelhouse
as
Second Assistant Director