This weekend Jay, Dewey, and Phil become part of that most coveted fraternity; groomsmen. Dewey and Jay leverage a bet on the weekend; Jay must have a pure one night stand. No morning cuddles, sappy promises, no setting up house; just sleep with a girl and walk away. In return Dewey puts a hold on his life's work; for three days he promises to remain celibate, putting aside his personal quest of 20,000 women (Wilt Chamberlains record). The stakes are a 1959 mint convertible Thunderbird and Jays younger sister.