1. Tiger Woods
This boring looking golf player had a cheating scandal that shocked Hollywood and ever since then, no one can look at him the same. How could this scrawny looking man manage to pull the lot of women that he did all while having a really hot wife at home? Woods has calmed down his playboy ways a bit but he still always manages to have a gorgeous woman on his arm and while he does not show off as much as Bilzerian, there is no doubt that he thoroughly enjoys the company of multiple women and no matter how crappy his reputation is, there will always be a woman willing to take him (and his millions of dollars) for a ride.
by Kaye L
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