Hilary Duff

Sam Montgomery

Chad Michael Murray

Austin Ames

Jennifer Coolidge

Fiona

Dan Byrd

Carter Farrell

Regina King

Rhonda

Julie Gonzalo

Shelby Cummings

Lin Shaye

Mrs. Wells

Madeline Zima

Brianna

Andrea Avery

Gabriella

Mary Pat Gleason

Eleanor

Paul Rodríguez

Bobby

Whip Hubley

Sam's Dad

Kevin Kilner

Austin's Dad

Erica Hubbard

Madison

Simon Helberg

Terry

Brad Bufanda

David

J. D. Pardo

Ryan

Aimee-Lynn Chadwick

D.J.

Kady Cole

Caitlyn

Hannah Robinson

Young Sam

Art LaFleur

Coach

James Eckhouse

Mr. Farrell

Jonathan Slavin

Vernon

John Billingsley

Mr. Rothman

Carlie Westerman

Young Brianna

Christie Herring

Bachelorette #1

Lindsay Hollister

Bachelorette #2

Taylor Hoover

Beautiful Bachelorette

Brittany Weber

Bachelorette

Darryl Sivad

District Attorney

Rita Maye Bland

Rollerskating Waitress #1

Keli Murphy

Rollerskating Waitress #2

Sabin Rich

Locker Guy

Sandra McCoy

Cheerleader / Dancer #1

Karen Elmore

Cheerleader / Dancer #3

Stella Choe

Cheerleader / Dancer #4

Reshma Gajjar

Halloween Dancer

Richy Jackson

Halloween Dancer

Jonathan Ritter

Halloween Dancer

Becca Sweitzer

Halloween Dancer

Elle Beyer

Waitress

Joe Jagatic

Wedding Photographer

Tarah Paige

Dancer

Rory Thost

Young Carter Farrell

John H. Tobin

Dad at Carwash

Toni Wynne

Kitty