Parker Posey

Character: Priscilla Chase

Paul Rudd

Character: Jack Chase

Mischa Barton

Character: Kristen Taylor

Miranda Bailey

Character: Sherri

Keith David

Character: Coach Popovitch

Tim Russ

Character: Douglas

Robert John Burke

Character: Binky Taylor

Liza Minnelli

Character: Alyssa Donahue

Danny DeVito

Character: Wayne the Pool Guy

Winter Ave Zoli

Character: The Water's Fine Girl

Adam Nelson

Character: Kid at Vending Machine

Ramon Adams

Character: Black Student

Jennifer Luu

Character: Chinese Student

Alex Potapenko

Character: Blonde Student

James Kisicki

Character: Dr. Harry

Brynn Horrocks

Character: Punky Chick

Richard A. Clark

Character: Video Tech No. 1

Randall Harr

Character: Video Tech No. 2

Christopher Mattingly

Character: Nerd

Debrae Barenfeld

Character: Receptionist

John Sloan

Character: Guy at Club

Brandon Lewis

Character: Black Hipster

Michael Orlando

Character: Hispanic Man

J.E. Smith

Character: Young Marine / English Guy

Toby Radloff

Character: Toby

Ed Brigadier

Character: Fridtjof Knudsen

Molly McGinnis

Character: Woman No. 1

Bernard Canepari

Character: Higher Up

Alexander Alioto

Character: Waiter

Thomas T.K. Zung

Character: Natty Chinese Man

Marisa Miller

Character: Assistant Principal

Heather Graham

Character: Justine

Fumi Desalu-Vold

Character: Coach's Wife (uncredited)