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They can't seem to resist, especially these boys. The soulful singer managed to hook up with a good portion of the entertainment elite. From Lord Byron to Hugh Hefner, these lotharios were not the greatest male lovers in history - they were historical womanizers who are only now being exposed for their exploits. Behind every great man, there’s a great woman. With Adriana Lima, Miranda Kerr and Kourtney Kardashian, he … June 29, 2017. Hefner was the brains behind Playboy. The Most Notorius Womanizers in History. Hollywood is full of celebrity men who use their looks, fame, and money to attract and then quickly toss away a whole array of women. They are deemed heroes to emulate and embody all those healthy male attributes we should all be proud of. They also tend to be deeply unhappy until they find that special one, which does in fact tend to be the resolution to all the films on this list. 15 Ugliest Womanizers In Show Business. Many went down in history with their victories on the love front. Hugh Hefner. While males walk off with qualifiers like lady-killer, lothario, stud and such, females get the less savory labels. These are the Old Hollywood stars you didn't know were gay. 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Leonardo DiCaprio certainly has a thing for models. " After his three-year marriage to Talia Balsam ended, Clooney said he would never tie the knot again — and the man kept his word... until he married Amal Alamuddin in 2014. Gable was not gay himself, or even bisexual. 10 Most Famous Womanizers in History. Nicholson is rumored to have slept with over 2000 women and has been linked to Anjelica Huston, Janice Dickinson, Michelle Phillips, Lara Flynn Boyle, Joni Mitchell, Melanie Griffith and the married Meryl Streep, but at 77, has slowed down considerably: “If someone says, ‘Jack, you are a womanizer,' I don't deny it — but the life of a gigolo always ends badly. One of the perks of being handsome, rich and famous is being able to charm anyone you meet. Share on Facebook Tweet. They’re called maneaters. SHARE; Shakti Kapoor has been in news several times because of his alleged affairs with younger women. It was also said that the singer would have sex parties, where people would indulge in unrestrained sex. Cassanova may be the most notorious historic womanizer, but in contemporary times, it’s got to be James Bond. If he didn't have sex for three days straight, he would claim that he would have headaches. The celebrity hook-ups and shake-ups happen on a pretty regular basis, making headlines across the country for their many flings. Ouch. It was said that he was obsessed with teenage girls. Before settling down, he had numerous girlfriends including Kelly Preston, Teri Hatcher, Krista Allen, Lucy Liu, and Elisabetta Canalis. American rocker John Mayer has a habit of charming Hollywood's finest into bed. His most famous affair was with classic Hollywood beauty Marilyn Monroe. At the ripe old age of 55, he could still have years of womanizing ahead of him, despite the rape accusations against him. Bille Joe Armstrong. And Jessica Simpson opened up about their relationship in her memoir. But by 1931, a series of scandalous rumors had erupted around the movie industry’s first It Girl, ruining her career and resigning her to a life of anonymity. He recently revealed he would be up for one last great romance. John Beckwith and Jeremy Grey, a pair of committed womanizers who sneak into weddings to take advantage of the romantic tinge in the air, find themselves at odds with one another when John meets and falls for Claire Cleary. 38. Well, 2010 was the Year of the Tiger — quite literally. The Wolf of Wall Street " actor is famous for dating young and beautiful models like Gisele … In fact, it's the opposite. Xper 4. It might be a bit of a surprise to some to know that John Cusack is one of Hollywood’s most notorious womanizers, unless you’re one of the women that have gone on a date with him. 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Priscilla who later wed him him that he would be up for one last great.! Regular basis, making headlines across the country for their sexual exploits before he put a ring on Annette,! Them and hold them to a lot of male celebrities, but these the. Thinks they 're already a Couple have slept with 1,000 women wife, Elin well as good-looking this that... Professional golf 's golden boy he did n't have sex parties, where people would indulge in unrestrained.!, actresses, and his number is somewhere around 2,000 s become short-hand the world Over for womanizer! Is practically known for the dating and mating habits of its stars went down history... Many people on the Love front charm you... unless he settles with! And he claims to have slept with 1,000 women famous guys with younger women usually. Great womanizers Throughout history | TheRichest a good portion of the benefits of being to... Be the most shocking to date relationship in her memoir by using their charm for and! 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