Tomcats

Seven friends bet each other that the last one to get married will win a pooled bet. Seven years later, the money has grown to a sizeable amount. With only two guys left in the running, one of them, a cartoonist in need of the cash, finds a girl from his competitor's (Busey) past, hoping he can get her to marry him.
Cast: Jake Busey, Jaime Pressly, Jerry O'Connell, Shannon Elizabeth, Horatio Sanz, David Ogden Stiers
Director: Gregory Poirier
Studio: Columbia Pictures
Producer(s): Tony Ludwig, Alan Riche
Writer(s): Gregory Poirier
Official Site: www.mediatrip.com/tomcats