Stay Cool
Comedy
Romance
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.
2011-09-16
en
Cast
Director
Michael Polish
Winona Ryder as Scarlet Smith
Mark Polish as Henry McCarthy
Sean Astin as Big Girl
Hilary Duff as Shasta O'Neil
Josh Holloway as Wino
Jon Cryer as Javier
Chevy Chase as Principal Marshall
Jessica St. Clair as Darcy Portola
Frances Conroy as Mrs. Leuchtenberger
Marc Blucas as Brad Nelson
Joanna Cassidy as Mrs. Smith
Dee Wallace as Mrs. McCarthy
Michael Gross as Mr. McCarthy
Ken Johnson as Mr. O'Neil
Scott Michael Campbell as Officer Bird
Blake Adams as Cop
Catherine Black as Goth Girl
Josh Sussman as Jungle Journalist #2
Jack Salvatore, Jr. as Student in Hallway
Nick Thurston as Party Kid
Ashley Bell as Valedictorian
David Shackelford as John John
Emily Happe as WRHS TV Host
Max Thieriot as Shasta's Boyfriend
Brian Austin Green as Narrator
Brad Benedict as Senior Stud (uncredited)
Silver Tree as Angie (uncredited)
Karmyn Tyler as Beauty Shop Receptionist (uncredited)