Cast and Crew of Stay Cool

Stay Cool

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.

Full Cast of Stay Cool

Jessica St. Clair as Darcy Portola

Jessica St. Clair

Darcy Portola
 Nick Thurston as Party Kid

Nick Thurston

Party Kid
 Jon Cryer as Javier

Jon Cryer

Javier
 Frances Conroy as Mrs. Leuchtenberger

Frances Conroy

Mrs. Leuchtenberger
 Brian Austin Green as Narrator

Brian Austin Green

Narrator
 Scott Michael Campbell as Officer Bird

Scott Michael Campbell

Officer Bird
 Chevy Chase as Principal Marshall

Chevy Chase

Principal Marshall
 Michael Gross as Mr. McCarthy

Michael Gross

Mr. McCarthy
 Dee Wallace as Mrs. McCarthy

Dee Wallace

Mrs. McCarthy
 Emily Happe as WRHS TV Host

Emily Happe

WRHS TV Host
 Hilary Duff as Shasta O'Neil

Hilary Duff

Shasta O'Neil
 Winona Ryder as Scarlet Smith

Winona Ryder

Scarlet Smith
 Sean Astin as Big Girl

Sean Astin

Big Girl
 Josh Holloway as Wino

Josh Holloway

Wino

Crew of Stay Cool

Full backstage crew list →