Gregory Smith

Character: Holden Donovan

Caitlin Wachs

Character: Katie Carmichael

Stephanie Sherrin

Character: Charlotte Pratt

Nicole Richie

Character: Kelly Stepford

Julie Bowen

Character: Principal Weller

Rosanna Arquette

Character: Abby Pratt

Elizabeth Perkins

Character: Sondra Carmichael

Samantha Mathis

Character: Jennifer Rose

George Wendt

Character: Coach Thompson

Alex Anfanger

Character: Lawrence Reitzer

Emy Coligado

Character: Emily Chua

Crystal Celeste Grant

Character: Walanda Jenkins

Malik Yoba

Character: Will Drucker

Andrew Shaifer

Character: Kip Stratton

Genevieve Padalecki

Character: Ashley Harris

Adam Arkin

Character: Ed Mumsford

Jeff Chase

Character: Asst. Coach Fasso

Tim Griffin

Character: Tony

Charles Shaughnessy

Character: Sergeant Carmichael

Rosalie Ward

Character: Monica Rose

W. Earl Brown

Character: Boss McGinn

Marcella Lentz-Pope

Character: Elizabeth Goings

Damien Luvara

Character: Rick Garcia

Leila Leigh

Character: Jane Jordan

Matthew Brent

Character: Nat French

Antoinette Peragine

Character: Tammy