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Movie 2011 · 1h 34m ·

Shoulda. Coulda. Woulda.

Comedy Romance

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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.

Cast

20 people
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
Michael Gross Mr. McCarthy
Ken Johnson Mr. O'Neil
J Jessica Schatz Mrs. O'Neil
Scott Michael Campbell Officer Bird
Blake Adams Cop
Catherine Black Goth Girl

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