Story :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!
Cast
Jerry O'ConnellMichael Delaney
Shannon ElizabethOfficer Natalie Parker
Jake BuseyKyle Brenner
Horatio SanzSteve
Bernie CaseyOfficer Hurley
Jaime PresslyTricia
David Ogden StiersDr. Crawford
Travis FineJan
Heather StephensJill
Julia SchultzShelby
Scott BeehnerMax
Kam HeskinKimberly
J. Kenneth CampbellMr. MacDonald
Brandi AndresKelly
John Patrick WhiteGarry
David St. JamesPriest
Buck KartalianGrandfather MacDonald
Alexa PowerGrandmother MacDonald
Amber SmithGorgeous Redhead
Dakota FanningLittle Girl in Park
Anthony AziziSikh Elvis Chaplain
Billy HufseyPit Boss
Damon WilliamsTony
Lauren MooreJanet
Monica Serene GarnichBarfing Girl
Tracy KayGolfing Girl
Nina KaczorowskiCheating Wife
Sandra TaylorNurse Nancy
Kinga PhilippsSteve's Nurse
Joan BlairMoustache Lady
Katie LohmannCenterfold
Diana TerranovaGirl in Michael's Dream
Stephanie ChaoGirl in Michael's Dream
Nikita AgerGirl in Michael's Dream
Kimberly FisherGirl in Michael's Dream (uncredited)