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