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Tomcats

Tomcats

The Last Man Standing Gets The Kitty.

20015.11h 35m

Overview

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!

Directed by Gregory Poirier
Written by Gregory Poirier
Produced by Alan Riche, Paul Kurta, Tony Ludwig
Box OfficeBudget: $11.0MRevenue: $23.4M

Top Cast

Jerry O'Connell

Jerry O'Connell

Michael Delaney

Shannon Elizabeth

Shannon Elizabeth

Officer Natalie Parker

Jake Busey

Jake Busey

Kyle Brenner

Horatio Sanz

Horatio Sanz

Steve

Bernie Casey

Bernie Casey

Officer Hurley

Jaime Pressly

Jaime Pressly

Tricia

David Ogden Stiers

David Ogden Stiers

Dr. Crawford

Travis Fine

Travis Fine

Jan

Heather Stephens

Heather Stephens

Jill

Julia Schultz

Julia Schultz

Shelby

Themes & Keywords

bondagegambling debtbachelorrouletteone-night standcompulsive gamblingstag nightwomanizercrude humorgroup of friendsbdsmsperm donorsex comedy

About Tomcats

Tomcats is a comedy, romance film released in 2001 exploring themes of bondage, gambling debt, bachelor, roulette, one-night stand, compulsive gambling. Directed by Gregory Poirier, it stars Jerry O'Connell, Shannon Elizabeth, Jake Busey. 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!

Movies Similar to Tomcats

Discover titles like Tomcats — ranked by similarity and community votes

We found 15 movies similar to Tomcats

If you enjoyed Tomcats, you'll love these handpicked recommendations. Each title below shares similar themes, tone, and storytelling style. Our algorithm analyzes genres, keywords, director filmography, and cast connections to find the closest matches. Whether you're looking for the same emotional depth, narrative structure, or visual style, these picks are curated to deliver the best viewing experience for fans of Tomcats.

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27% Match

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The 40 Year Old Virgin
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50 First Dates
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Another Gay Movie
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23% Match

Cursed since childhood, dentist Charlie Logan cannot find the right woman. Even worse, he learns that each of his ex-girlfriends finds true love with the man she meets after her relationship with him ends. Hearing of Charlie's reputation as a good-luck charm, women from all over line up for a quick tryst. But when Charlie meets the woman of his dreams, he must find a way to break the curse or risk losing her to the next man she meets.

My Best Friend's Girl
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Zack and Miri Make a Porno
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Boomerang
22% Match

Boomerang(1992)

Movie5.7/10

Marcus is a successful advertising executive who woos and beds women almost at will. After a company merger he finds that his new boss, the ravishing Jacqueline, is treating him in exactly the same way. Completely traumatised by this, his work goes badly downhill.

Bridesmaids
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Worth Winning
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Road Trip
22% Match

Road Trip(2000)

Movie6.2/10

After a student at the University of Ithaca films his one-night stand with a beautiful sorority girl, he discovers one of his friends has accidentally mailed the homemade sex tape to his girlfriend in Austin. In a frenzy, he must borrow a car and hit the road in a desperate bid to intercept the tape.