Parker Posey

Priscilla Chase

Paul Rudd

Jack Chase

Mischa Barton

Kristen Taylor

Miranda Bailey

Sherri

Keith David

Coach Popovitch

Tim Russ

Douglas

Robert John Burke

Binky Taylor

Liza Minnelli

Alyssa Donahue

Danny DeVito

Wayne the Pool Guy

Winter Ave Zoli

The Water's Fine Girl

James Kisicki

Dr. Harry

Brynn Horrocks

Punky Chick

John Sloan

Guy at Club

Toby Radloff

Toby

Ed Brigadier

Fridtjof Knudsen

Molly McGinnis

Woman No. 1

Heather Graham

Justine

Fumi Desalu-Vold

Coach's Wife (uncredited)