Tomcats

Tomcats is a 2001 American sex comedy film written and directed by Gregory Poirier. It stars Jerry O'Connell, Shannon Elizabeth, and Jake Busey. This film also features Dakota Fanning in her film debut. It is the first film released by Revolution Studios. Plot A group of boys, Michael Delaney, Kyle Brenner, Steve and others, are talking before the wedding ceremony of one of their friends. They agree to a pact whereby they will all invest in a fund that only the last bachelor will inherit. Michael goes to Las Vegas years later with Steve and his girlfriend. After going back to their room, he mistakenly thinks she wants him to say "I love you". He panics and kicks her out of the room and she dumps him. He goes on a bender and picks up a sultry redhead who encourages him to gamble at the roulette table. He goes on an amazing run of bad luck losing everything and taking out credit from the casino. In the end, the casino intervenes and he is summoned to meet the pit boss Carlos. Carlos informs Michael how serious the trouble he is in and what will happen if he fails to repay the debt.