Tomcats (2001)

The Last Man Standing Gets The Kitty.

College buddies chip in and promise that the group's last unmarried man will collect a cash pot. Seven years later, the kitty is worth $500,000 -- money Michael needs to pay a gambling debt. Problem is, the only other single guy is a hopeless womanizer!

Genres: Comedy, Romance

Stars: Jerry O'Connell, Shannon Elizabeth, Jake Busey, Horatio Sanz, Bernie Casey