Adrien Brody

Character: Chris Calloway

Elise Neal

Character: Jeanine

Lauryn Hill

Character: Leslie

David Moscow

Character: Reggae

Simon Baker

Character: Kenny

Catherine Kellner

Character: Nancy

Malcolm-Jamal Warner

Character: Steven

Jesse L. Martin

Character: Quincy

Sybil Darrow

Character: Lenore

John Carroll Lynch

Character: John English

Vonte Sweet

Character: Marcus

Michael Stoyanov

Character: Ethan

Elon Gold

Character: Kurt

Lori Heuring

Character: Donna

Avery Kidd Waddell

Character: Al-Tarique

Roger Anthony

Character: Sanchez

Gwendolyn Bailey

Character: Erica

Tai Bennett

Character: Anthony

Robert Capelli Jr.

Character: Mike D'Amato

Siena Goines

Character: Carol

Jennifer Coolidge

Character: Woman at McClure's

Rachel Zients

Character: Woman at McClure's

Gwendolyn Bessette

Character: Woman at McClure's

H.M. Coakley

Character: Club Announcer

Matthew Black

Character: Waiter

Ivan Bodley

Character: Bass Player

Jeff Bond

Character: Drunken Frat Boy

Damien Bosco

Character: Wedding Guest

Karey Butterworth

Character: Girl at Bar

Ken Elston

Character: Waiter

Nicholas Giordano

Character: Frank

Katie Hammel

Character: Maid of Honor

David Horton

Character: Restaurant Patron

Jennifer Jiles

Character: Upscale Patron's Wife

Lord Kayson

Character: Drug Dealer Chaos

Lauren Patrice Nadler

Character: Casting Director

Joey Napoli

Character: Frat Guy

Geneva Carr

Character: Funeral Guest (uncredited)

Bill Golodner

Character: Party Goer (uncredited)

Zoe Hunter

Character: Theatregoer (uncredited)

Rod Maiorano

Character: Happy Wedding Guest (uncredited)

Shana Stein

Character: Margaret (uncredited)