Stay Cool

Stay Cool

Shoulda. Coulda. Woulda.

2009 en 94 minutes

Rating: 4.9

Plot

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.

Trailer

Cast

Mark Polish

Mark Polish

Henry McCarthy

Winona Ryder

Winona Ryder

Scarlet Smith

Sean Astin

Sean Astin

Big Girl

Hilary Duff

Hilary Duff

Shasta O'Neil

Josh Holloway

Josh Holloway

Wino

Jessica St. Clair

Jessica St. Clair

Darcy Portola

Frances Conroy

Frances Conroy

Mrs. Leuchtenberger

Marc Blucas

Marc Blucas

Brad Nelson

Joanna Cassidy

Joanna Cassidy

Mrs. Smith

Dee Wallace

Dee Wallace

Mrs. McCarthy

Michael Gross

Michael Gross

Mr. McCarthy

Jon Cryer

Jon Cryer

Javier

Chevy Chase

Chevy Chase

Principal Marshall

Ken Johnson

Ken Johnson

Mr. O'Neil

Jessica Schatz

Jessica Schatz

Mrs. O'Neil

Scott Michael Campbell

Scott Michael Campbell

Officer Bird

Blake Adams

Blake Adams

Cop

Catherine Black

Catherine Black

Goth Girl

Jenn Shagrin

Jenn Shagrin

Jungle Journalist #1

Josh Sussman

Josh Sussman

Jungle Journalist #2

Jane Sheldon

Jane Sheldon

Goth Girl Singer

Clark Hunter

Clark Hunter

River Village Guard #1

John A. Keim

John A. Keim

River Village Guard #2

Jack Salvatore, Jr.

Jack Salvatore, Jr.

Student in Hallway

Nick Thurston

Nick Thurston

Party Kid

Kelly Wagner

Kelly Wagner

Nurse

Ashley Bell

Ashley Bell

Valedictorian

David Shackelford

David Shackelford

John John

Ryan Best

Ryan Best

Disc Jockey

Bon Ogle

Bon Ogle

Bookstore Employee

Emily Happe

Emily Happe

WRHS TV Host

Victoria Johnson

Victoria Johnson

Student Hollywood Reporter

Max Thieriot

Max Thieriot

Shasta's Boyfriend

Brian Austin Green

Brian Austin Green

Narrator

Similar Movies

Letters to Juliet

Letters to Juliet

en

May 13, 2010

The Last Station

The Last Station

en

September 4, 2009

Campus Swingers

Campus Swingers

de

September 28, 1972

Like Father Like Son

Like Father Like Son

en

October 2, 1987

Chii-chan wa Yukyu no Muko

Chii-chan wa Yukyu no Muko

ja

January 19, 2008

Last ExMas

Last ExMas

en

October 14, 2024

True Beauty: After

True Beauty: After

ja

May 1, 2025

Negative Happy Chain Saw Edge

Negative Happy Chain Saw Edge

ja

January 19, 2008

Road to Bali

Road to Bali

en

January 29, 1953

The Jerk Theory

The Jerk Theory

en

February 5, 2009

Hail the Conquering Hero

Hail the Conquering Hero

en

August 9, 1944

Meyaadha Maan

Meyaadha Maan

ta

October 18, 2017

Miocardio

Miocardio

es

January 24, 2025

Z-O-M-B-I-E-S 3

Z-O-M-B-I-E-S 3

en

July 9, 2022

Starstruck

Starstruck

en

February 14, 2010

That's It

That's It

pt

October 5, 2008

Our Lips Are Sealed

Our Lips Are Sealed

en

May 18, 2000

7 Minutes in the Closet

7 Minutes in the Closet

en

Invalid date