Vince Vaughn

Character: Ricky Slade

Jon Favreau

Character: Bobby

Sean Combs

Character: Ruiz

Famke Janssen

Character: Jessica

Peter Falk

Character: Max

Faizon Love

Character: Horrace

David O'Hara

Character: The Welshman

Vincent Pastore

Character: Jimmy

Jenteal

Character: Wendy

Makenzie Vega

Character: Chloe

Jonathan Silverman

Character: Bachelor

Tom Morello

Character: Best Man

Federico Castelluccio

Character: Doorman

Kimberley Davies

Character: Bartender

Sam Rockwell

Character: Hotel Clerk (uncredited)

Jennifer Esposito

Character: Club Girl (uncredited)

Drea De Matteo

Character: Club Girl (uncredited)

Dustin Diamond

Character: Self (uncredited)

Grandmaster Flash

Character: The Spa DJ (uncredited)