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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.

Comedy•Romance★ 4.8/1020111h 34m

Cast: Winona Ryder, Mark Polish, Sean Astin

PG-13HDCC

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Stay Cool

Comedy•Romance

★ 4.8/1020111h 34m

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.

Creators and cast

Directors: Michael Polish
Cast: Winona Ryder, Mark Polish, Sean Astin, Hilary Duff, Josh Holloway, Jon Cryer
Studio: Initiate Productions

Maturity rating

PG-13

Check the rating before watching with younger viewers.

Audio languages

English

Where to watch

Stream

2019 · Movie

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Services worldwide · data by JustWatch

Cast

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

Details and artwork from TMDB. Availability from JustWatch and can change without notice.