Keith

Elisabeth Harn...

as

Natalie

Jesse McCartney

as

Keith

Ignacio Serric...

as

Raff

Margo Harshman

as

Brooke

Michael McGrady

as

Pete

Jennifer Grey

as

Caroline

Michael O'Keefe

as

Alan Ascher

Ethan Phillips

as

Mr. Miles

Eric Parker

as

Travis

Jessy Schram

as

Courtney

Micah Henson

as

Shane

Ian Nelson

as

Brian

Tabitha Browns...

as

Cynthia

Sam Murphy

as

Zach

Sarah Zinsser

as

Office Lady

Ron Carlson

as

English Teacher

Megan Hubbell

as

Officious Girl

Courtney Halve...

as

Junior Girl

Janice Kent

as

Woman

Zack Rockefell...

as

Billy

Jan Devereaux

as

Secretary

Rachel Thorp

as

Girl

Tim Halligan

as

Father

Michael Bryan ...

as

Principal Sass...

Gareth Williams

as

Henry

Lee Turner

as

Joe

Jesse Heiman

as

Chemistry Clas...

Victoria Chala...

as

Lea (uncredite...

Dennis Cockrum

as

Assistant Prin...

Rance Howard

as

Old Man (uncre...