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The project is described as a knowing-your-age comedy, centering on a successful author (Polish) who is forced to confront an unrequited high school crush (Ryder) when he returns home to deliver a commencement address to graduating seniors.
Duff will portray Shasta O'Neil, a sexy high school senior who flirts with the visiting author and invites him to the prom
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