Michael must get his best buddy Kyle to the alter within the next 30 days in order to collect on a bet that will save him from financial ruin. Trouble arises when he falls for the woman he has propositioned to be Kyle's bride.

Story

Seven years earlier, after a friend's wedding, a group of guy pals vow to stay single for life. To sweeten the deal, they put some money into a stock portfolio with the last remaining bachelor taking home the accumulated jackpot, which has since grown to a whopping…

Nothing against sex comedies, but Tomcats is laced with such rampant misogyny that the laughs stick in your throat. The plot, spawned by first-time director Gregory Poirier - he started by writing porn flicks - involves a bet made by a group of bachelors, with the money going to the last single man. It's now down to two. Cartoonist Michael (Jerry O'Connell) is desperate to win, since he owes a Vegas casino owner (Bill Maher). That means Michael must marry off Kyle (Jake Busey), who vows fidelity…