![Meet the Tomcats, a group of freewheeling, sex-fueled single buddies who go up against each other in a betting pool that will leave the "last man standing" unmarried with the jackpot](https://m.media-amazon.com/images/M/MV5BMTYwNjI2ODE2Ml5BMl5BanBnXkFtZTYwNDAyMTk2._V1_.jpg)
![Even though a sexy Vegas redhead (Amber Smith) rubs Michael's (Jerry O'Connell) dice for good luck, he still drums up a $51,000 casino debt](https://m.media-amazon.com/images/M/MV5BMTQ1MzE0Nzk1MV5BMl5BanBnXkFtZTYwNzAyMTk2._V1_.jpg)
![Life in Michael's (Jerry O'Connell) apartment gets increasingly bizarre as his furniture, clothing and other belongings decrease at the hands of the casino boss's repossessors](https://m.media-amazon.com/images/M/MV5BMTczNTg1OTQ1NV5BMl5BanBnXkFtZTYwOTAyMTk2._V1_.jpg)
Tomcats (2001)11 of 44
Even though a sexy Vegas redhead (Amber Smith) rubs Michael's (Jerry O'Connell) dice for good luck, he still drums up a $51,000 casino debt
PeopleJerry O'Connell, Jaime Pressly, Amber Smith
TitlesTomcats
Photo by Richard Foreman - © Copyright 2001 - Columbia Pictures Inc. - All Rights Reserved