Stay Cool (2011)

"Shoulda. Coulda. Woulda."

4.8 September 16, 2011 1h 34m Released
ComedyRomance

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.

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Cast

  • Winona Ryder

    Winona Ryder

    Scarlet Smith

  • Mark Polish

    Mark Polish

    Henry McCarthy

  • Sean Astin

    Sean Astin

    Big Girl

  • Hilary Duff

    Hilary Duff

    Shasta O'Neil

  • Josh Holloway

    Josh Holloway

    Wino

  • Jon Cryer

    Jon Cryer

    Javier

  • Chevy Chase

    Chevy Chase

    Principal Marshall

  • Jessica St. Clair

    Jessica St. Clair

    Darcy Portola

  • Frances Conroy

    Frances Conroy

    Mrs. Leuchtenberger

  • Marc Blucas

    Marc Blucas

    Brad Nelson

  • Joanna Cassidy

    Joanna Cassidy

    Mrs. Smith

  • Dee Wallace

    Dee Wallace

    Mrs. McCarthy

  • Michael Gross

    Michael Gross

    Mr. McCarthy

  • Ken Johnson

    Ken Johnson

    Mr. O'Neil

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