Summary
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!
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Cast
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
David St. James
Priest
Buck Kartalian
Grandfather MacDonald
Amber Smith
Gorgeous Redhead
Dakota Fanning
Little Girl in Park
Anthony Azizi
Sikh Elvis Chaplain
Billy Hufsey
Pit Boss
Lauren Moore
Janet
Monica Serene Garnich
Barfing Girl
Nina Kaczorowski
Cheating Wife
Sandra Taylor
Nurse Nancy
Joan Blair
Moustache Lady
Katie Lohmann
Centerfold
Diana Terranova
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
Candice Michelle
Stripper
Danielle Ciardi
Stripper
Darcy Donavan
Lifeguard (uncredited)
Barry Sigismondi
Chasing Cop
Joseph D. Reitman
Carrot Lover
Sandra McCurdy
Body double (uncredited)
Michelle Arthur
Wedding Guest (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)