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