Keith

Elisabeth Harnois

as Natalie

Jesse McCartney

as Keith

Ignacio Serricchio

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 Brownstone

as Cynthia

Sam Murphy

as Zach

Sarah Zinsser

as Office Lady

Ron Carlson

as English Teacher

Megan Hubbell

as Officious Girl

Courtney Halverson

as Junior Girl

Janice Kent

as Woman

Zack Rockefeller

as Billy

Jan Devereaux

as Secretary

Rachel Thorp

as Girl

Tim Halligan

as Father

Michael Bryan French

as Principal Sassen

Gareth Williams

as Henry

Lee Turner

as Joe

Jesse Heiman

as Chemistry Class Student (uncredited)

Victoria Chalaya

as Lea (uncredited)

Dennis Cockrum

as Assistant Principal (uncredited)

Rance Howard

as Old Man (uncredited)