15 Most Notorious Hollywood Womanizers

Just like Tom Cruise’s seduction-guru character in the movie Magnolia, who advocates a seduce and destroy approach, everyday womanizers can become known for their guile and tactics. Is it nice for the jilted women? Not really, but sometimes all you can do is give the guy props. We know of the legendary womanizing feats of characters like James Bond and Casanova, but we found 15 of Hollywood’s most notorious, real life womanizers of today.



Warren Beatty

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Actor-screenwriter-director Warren Beatty is perhaps not as well known for his award-winning work in Bonny and Clyde and Bugsy as he is for escapades with women. He often had high-profile relationships with his co-stars, including Madonna, Diane Keaton, Julie Christie and apparently many, many more. How many? Well, according to a recent biography of his: 12,775. It may seem like a tall tale — supposing that he slept with one woman, per day for a year, it would take him 35 years straight to accomplish that goal. Either way, he got some serious tail.



Colin Farrell

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Irish actor Colin Farrell, once names one of People magazine’s “50 Most Beautiful People,” has definitely made the rounds. He was once married to actress Amelia Warner for four months and has been connected to a long list of famous actresses including Britney Spears, Demi Moore, Lindsay Lohan, Angelina Jolie, and Paris Hilton, just to name a few. More recently, he was involved with Polish actress Alicja Bachleda-CuruÅ› and they now have a child together — but he also had a child with model Kim Bordenave in 2003. But wait, there’s more; what womanizer would be complete without a nice sex tape? Colin sued former girlfriend and Playboy model Jessica Young for trying to sell all 14 seconds worth of fun.



John Mayer

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Crooner John Mayer loves to sing about sensitive, lovey things, but it’s all really a front. He was named Cad of the Year in 2007 by Us Weekly, and his list of femmes is pretty long, including Jennifer Anniston, Jennifer Love Hewitt, Mandy Moore, Friday Night Lights star Minka Kelly and Jessica Simpson. That’s just a short list of a few bigger names we know he dated. His recent interview in Playboy magazine solidified accusations of being not only a kiss-and-tell boyfriend, but a misogynist and racist too.



Tommy Lee

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Rocker Tommy Lee has been married three times — to Elaine Irwin Bergen, Heather Locklear, and Pamela Anderson. Besides those lovely ladies, he’s had several domestic partners, also including Pamela Anderson. Lee and Anderson married four days after meeting and he can’t seem to stop going back to her. He’s also dated some of the sexiest women in Hollywood, including Carmen Electra, Pink, Kimberley Stewart, and porn star Jenna Jameson. Those are all the big names he’s been with; he’s pretty much known for tomcatting around town when he’s not answering to any one particular girl.



Wilmer Valderrama

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Best known for his role as Fez on the sitcom That 70′s Show, Wilmer Valderrama has developed quite the real-life reputation as a womanizer. He dated Mandy Moore for 18 months, then bounced to Lindsay Lohan for a year or so. He’s also been linked to Hilary Duff and Jennifer Love Hewitt. Once on the Howard Stern radio show, he bragged that he had stolen Mandy Moore’s virginity, but the jury’s still out on that one.



John Cusack

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American actor and screenwriter John Cusack gained fame after appearing in some of the 80′s most iconic films, like Sixteen Candles. In Say Anything he became this ideal romantic “good guy,” but he maintained relative privacy in his personal life. Though he’s tried to keep that privacy throughout the years, we’ve managed to gather a few names of his Hollywood ladies: Jodi Lyn O’Keefe, Claire Forlani, Minnie Driver, and Neve Campbell. Oh, let’s not forget Jennifer Love Hewitt who spilled his sleazy first-date habits — Cusack once showed up to an actress’ house on the first date, and, after she opened the door, he asked if they could just have sex immediately, because he had to get up early the next day. Not quite so smooth there, John.



George Clooney

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Actor George Clooney was married once — from 1989 to 1993 to Talia Balsam. After that, he was back on the market in full force. Back in 2006, his girlfriend was Sarah Larson, but after a year-long relationship with her, he announced that he would never marry again — he even put a $100,000 bet on it. His past girlfriends include Kelly Preston, Charlize Theron, Krista Allen, and Teri Hatcher. He was rumored to have also dated Renee Zellweger and Lucy Liu. Who knows who he’s with now, but we’re sure he doesn’t ever have to worry about being alone.



Gerard Butler

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Scottish actor Gerard Butler’s international breakthrough was the screen adaptation of The Phantom of the Opera, but he truly gained status with his epic role in 300. He insists he’s not a womanizer, but his actions speak otherwise — or maybe he just enjoys being photographed with women. His rumored relationships include Cameron Diaz, Jennifer Aniston, Naomi Campbell, Shanna Moakler, Paris Hilton, Lindsay Lohan and Rosario Dawson.



Charlie Sheen

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Actor Charlie Sheen is best known these days for the sitcom Two and a Half Men and he’s definitely slept with more than two and a half men’s worth of women. He’s second on Maxim‘s “10 Living Sex Legends” list, at having purportedly been with over 5,000 women. The number hasn’t been proven, obviously, but it still doesn’t change the fact that Sheen is a huge womanizer. He’s currently married to Brooke Mueller — his third attempt at the married life — and he has five children, with at least one from each marriage. His current relationship is on the rocks, so it’s only a matter of time until the new round begins.



Stephen Dorff

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Best known for his roles in Cecil B and Blade, Stephen Dorff likes to deny that he’s a womanizer. The list of his conquests is long, and includes Pamela Anderson (several times over), Alicia Silverstone, Rachel Stevens, Bridget Hall, Kaya Jones, and even “equal opportunity” Michael Stipe. It was rumored that he was dating his publicist, but that was back mid-2009, so who knows who he’s gotten into now.



Josh Hartnett

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American actor Josh Hartnett rose to fame with his roles in Black Hawk Down and Pearl Harbor — and had millions of teenage girls swooning. He has been on quite a few “most beautiful” lists and has recently fallen off the map for a bit, though he has dated some big names in Hollywood — notably Scarlett Johansson. He’s also been linked to beauties including Gisele Bundchen, Katie Holmes, Penelope Cruz, and Rihanna.



Jude Law

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British actor Jude Law has been active since 1987, but The Talented Mr. Ripley and Cold Mountain brought him mainstream. He’s taken home several awards for his acting, as well as a “Sexiest Man Alive” title, but past the “good boy” looks lies a womanizer. Law was married to Sadie Frost from 1997 to 2003 and had three children with her, but only a year after their divorced was finalized, he became engaged to Sienna Miller. About six months after becoming engaged, he had an affair with his nanny — it’s surprising that it took Miller more than a year to leave his ass for that one. In 2008 he knocked up a model he was seeing for a brief time, and it’s been reported that Law and Miller may be rekindling their relationship after all.



Ryan Philippe

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Actor Ryan Phillippe shot to fame in the hit I Know What You Did Last Summer, then later cemented his place on fangirls’ walls with Cruel Intentions. Back in 1997, he met his future ex-wife, actress Reese Witherspoon, at her 21st birthday party. The couple married in 1999 and had two children during their 7-year marriage. In 2006, while filming Stop-Loss, he met Australian actress Abbie Cornish and reportedly began fooling around. Ryan and Reese soon split. Ryan and Abbie dated until the end of February 2010. He hasn’t changed at all, constantly hitting the clubs and getting with other women; it’s no wonder he can’t shake the “Hollywood sleazebag” rep.



Jack Nicholson

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Legend Jack Nicholson needs no intro. He has staked claim to more than 2,000 women’s crotches, and counting. We don’t doubt it. He has had four children with three different women (claimed) and though his longest relationship was with Anjelica Huston, after 16 years it quickly ended once it was discovered Nicholson impregnated Rebecca Broussard — who knows how many other women he was hitting up during that time. At 72, he’s still kickin’, and apparently only uses Viagra when he’s with more than one woman.



Kevin Connolly

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Entourage actor Kevin Connolly has admitted that his fame makes it easy to meet women, and he definitely takes advantage of it. He’s been linked with Nicky Hilton, Hayden Panettiere, Julianne Hough and most recently Chloe Sevigny. Not more then a month later he was seen with an unidentified blonde on some beach — he’s definitely getting around.