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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.
$4,500,000
September 16, 2011
Initiate Productions
47 people
Winona Ryder
Scarlet Smith
Acting
Mark Polish
Henry McCarthy
Acting
Sean Astin
Big Girl
Acting
Hilary Duff
Shasta O'Neil
Acting
Josh Holloway
Wino
Acting
Jon Cryer
Javier
Acting
Chevy Chase
Principal Marshall
Acting
Jessica St. Clair
Darcy Portola
Acting
Frances Conroy
Mrs. Leuchtenberger
Acting
Marc Blucas
Brad Nelson
Acting
Joanna Cassidy
Mrs. Smith
Acting
Dee Wallace
Mrs. McCarthy
Acting
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