

Stay Cool
- Comedy
- Romance
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.
Stay Cool is a 2009 comedy-romance film about a successful author who returns home to give a commencement address and unexpectedly reconnects with his unrequited high school crush, now a high school student herself. The movie explores themes of nostalgia and second chances as past feelings resurface in complicated ways. It's available to stream on various platforms following its 2011 theatrical release.
When does Stay Cool come out?
Where to watch
Streaming availability in United States
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Rent or buy
Digital purchase & rental in United States
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Top cast
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Winona RyderScarlet Smith
Mark PolishHenry McCarthy
Sean AstinBig Girl
Hilary DuffShasta O'Neil
Josh HollowayWino
Jon CryerJavier
Chevy ChasePrincipal Marshall
Jessica St. ClairDarcy Portola
Frances ConroyMrs. Leuchtenberger
Marc BlucasBrad Nelson
Joanna CassidyMrs. Smith
Dee WallaceMrs. McCarthy
Michael GrossMr. McCarthy
Ken JohnsonMr. O'Neil- Jessica SchatzMrs. O'Neil

Trailer
Stay Cool (2011) Movie Trailer HD
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Stay Cool — frequently asked
When was Stay Cool released?
Stay Cool was released on September 16, 2011.
What is the plot about?
The film follows a successful author who returns to his hometown to deliver a commencement address to high school graduates. A high school senior named Shasta O'Neil flirts with him and invites him to prom, forcing him to confront old feelings and complicated emotions.
What genre is Stay Cool?
Stay Cool is a comedy-romance film that blends humor with romantic themes and nostalgia.

















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