Tomcats
The Last Man Standing Gets The Kitty.
3/30/2001
Imdb: tt0246989
Tmdb: 10646
Popularity: 14.162
Vote: 5.131/10 (251)

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!