1 - Hugh Hefner

Hugh is an icon. At 82, he has 3 Playmate girlfriends who are 50 years younger than him. If that wasn't enough, he holds the most coveted of parties at his Mansion.
To put that in perspective, if you ever even spoke to a Playmate and she acknowledged you, you'd think you were the man.

<- Tiger Woods![]() |
| <- Return to List |
















