After the surprise announcement of confirmed bachelor Scott, friends Jay, Dewey, and Phil see the wedding as the ideal opportunity to add some more notches to their bedposts. The guys fall into the world of the wealthy and the elite, this includes their counterparts, the sexy, sizzling-hot, but oh so frustrating bridesmaids, Tanya, Brooke, and Melodie. But they quickly discover it will take more than just a smile to get these babes horizontal! Dewey and Jay leverage a bet on the weekend; day must have a one night stand with no strings attached, just pure sex with a girl and walk away a free man. In return Dewey promises to remain celibate, putting aside his personal quest of 20,000 women. He also bets his prized possession, his 1959 Thunderbird!