Plot: Seven years ago, a bunch of friends make a bet that'll give the last remaining bachelor a ton of money. Now, after losing a ton of money at a Vegas Casino, Michael Delaney has to quickly get his friend Kyle married so that he can collect the prize money to pay back his debt.
Alternative Plot: A group of buddies make a bet that could save Michael Delaney's (Jerry O'Connell) life. He owes a Vegas casino from a gambling spree and he needs the cash. There is only one person standing in his way... Kyle (Jake Busey), a notorious womanizer and Michael's competition to win the bet, the money and his life back. It seems hopeless, but Michael has a secret weapon... Natalie (Shannon Elizabeth).
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