Jerry O'Connell

David Collins

Bridgette Wilson-Sampras

Sarah

Ryan Reynolds

Mike Hanson

Bill Bellamy

Jonesy

Alyssa Milano

Amy

Jon Tenney

Andrew Hahn

Annabeth Gish

Nicole

Ron Livingston

Tyler Bellows

Erinn Bartlett

Julie Madison

Scarlett Chorvat

Katie Madison

Jolie Jenkins

Amber

John O'Hurley

Tim 'Timbo' Chadway

Alicia Rickter

Laura

Brian Beacock

Alex

Heather Morgan

Waitress

David DeLuise

Fratguy

Nina Petronzio

Cynthia

Fiona Loewi

Susan

Nipper Knapp

Host

S.A. Griffin

Stanley

Ruthanna Hopper

Lisa

C.C. Boyce

Nikki

Cie Allman

Nancy (uncredited)