College buddies chip in and promise that the group's last unmarried man will collect a cash pot. Seven years later, the kitty is worth $500,000 -- money Michael needs to pay a gambling debt. Problem is, the only other single guy is a hopeless womanizer!
Jerry O'Connell
Michael Delaney
Shannon Elizabeth
Officer Natalie Parker
Jake Busey
Kyle Brenner
Horatio Sanz
Steve
Bernie Casey
Officer Hurley
Jaime Pressly
Tricia
David Ogden Stiers
Dr. Crawford
Travis Fine
Jan
Heather Stephens
Jill
Julia Schultz
Shelby
Scott Beehner
Max
Kam Heskin
Kimberly
J. Kenneth Campbell
Mr. MacDonald
Brandi Andres
Kelly
John Patrick White
Garry
David St. James
Priest
Buck Kartalian
Grandfather MacDonald
Alexa Power
Grandmother MacDonald
Amber Smith
Gorgeous Redhead
Dakota Fanning
Little Girl in Park
Anthony Azizi
Sikh Elvis Chaplain
Billy Hufsey
Pit Boss
Damon Williams
Tony
Lauren Moore
Janet
Monica Serene Garnich
Barfing Girl
Nina Kaczorowski
Cheating Wife
Sandra Taylor
Nurse Nancy
Kinga Philipps
Steve's Nurse
Joan Blair
Moustache Lady
Katie Lohmann
Centerfold
Diana Terranova
Girl in Michael's Dream
Stephanie Chao
Girl in Michael's Dream
Nikita Ager
Girl in Michael's Dream
Kimberly Fisher
Girl in Michael's Dream (uncredited)
Heather Ankeny
Mistaken Natalie
Rachel Sterling
Cherry
Shelby Stockton
Mistaken Bride
Eric Gilliom
Mistaken Groom
Jovanna Vitiello
Stripper
Candice Michelle
Stripper
Danielle Ciardi
Stripper
Tre Temptor
Male Stripper
Darcy Donavan
Lifeguard (uncredited)
Scott Lincoln
Homeless Man
Barry Sigismondi
Chasing Cop
Joseph D. Reitman
Carrot Lover
Sandra McCurdy
Body double (uncredited)
Michelle Arthur
Wedding Guest (uncredited)
Jesse Bernstein
Poker Player (uncredited)
Bill Maher
Carlos (uncredited)
Garry Marshall
Uncle Murray (uncredited)
Emilio Rivera
Sampson (uncredited)
Thomas Rosales Jr.
Gang Member (uncredited)
Scott L. Schwartz
Biker (uncredited)
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