James Van Der Beek

Sean Bateman

Shannyn Sossamon

Lauren Hynde

Ian Somerhalder

Paul Denton

Jessica Biel

Lara

Kate Bosworth

Kelly

Jay Baruchel

Harry

Thomas Ian Nicholas

Mitchell

Russell Sams

Richard

Kip Pardue

Victor

Joel Michaely

Raymond

Clifton Collins Jr.

Rupert

Clare Kramer

Candice

Faye Dunaway

Mrs. Denton

Swoosie Kurtz

Mrs. Jared

Colin Bain

Donald

Eric Szmanda

NYU Film Student

Chase Hampton

Townie

Curtis Andersen

Guy Rolling Keg

Quincy Evans

Dicky

Skyler Stone

Quinlivan

Kavan Reece

Handsome Dunce

Theresa Wayman

Food Service Girl

Michael Ralph

Guest

Noelle Evans

Crack Whore

Fred Savage

A Junkie Named Marc

Eric Stoltz

Mr. Lawson

Anderson Goncalves

Bertrand

Lucille M. Oliver

Young Nurse

Paul Williams

Duty Doctor

Drew Wood

Jim from Dartmouth

Malcolm Galt

Hacky Sack Guy

Cheyenne Wilbur

Maitre D'

Ron Jeremy

At the Player Piano

Holly Hollywood

Undressed to Get Screwed

Amber Smith

Undressed to Get Screwed

Alaina

Undressed to Get Screwed

Trisha Uptown

Undressed to Get Screwed

Hayley Keenan

Claudia

Jesse Heiman

Lucky Party Goer (uncredited)

Aurora Snow

Masked Naked Girl at Party (uncredited)

Keren Woodward

Self (uncredited)

C. Robert Cargill

Bus Station Townie (uncredited)

Adam Robitel

Dumb Guy from LA (uncredited)