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
as Michael Delaney
Shannon Elizabeth
as Officer Natalie Parker
Jake Busey
as Kyle Brenner
Horatio Sanz
as Steve
Bernie Casey
as Officer Hurley
Jaime Pressly
as Tricia
David Ogden Stiers
as Dr. Crawford
Travis Fine
as Jan
Heather Stephens
as Jill
Julia Schultz
as Shelby
Scott Beehner
as Max
Kam Heskin
as Kimberly
