7. Hugh Hefner – 1,000 to 2,000
Hefner is one of most notorious “playboys” in the history of this, or any other world. If there is one thing that we all know, it is that Hefner likes ladies. He has made a fortune with his Playboy empire. Of course one has to wonder, just a little bit how much of it is show and how much of it is real? Hefner has nothing to lose and everything to gain by showing himself living the life that so many American men wish they had.
Still though, even if some of the image is to build up the business, it is a fact that Hefner has had sex with a lot of women. It’s estimated that he’s had sex with 1,000-2,000 women.
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