We're used to seeing Hugh Hefner surrounded by a bevy of beauties and old pictures of the Playboy mogul from 1966 show much of the same.Rarely seen photographs of Hef's early years, however, are a little different -- it seems back then, judging from the pics, he preferred brunettes.
Don't get us wrong, blondes are definitely represented. (And all of his recent girlfriends, including fiancee Crystal Harris, have been towheads.)
But in this photo of Hefner by the pool, brunettes clearly dominate.
So as we prepare to watch Hef get married again, take a walk down memory lane at his Chicago mansion. Check Out the Pics Below!








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It's a mystery to me how this elderly man can get young women to play along with his scheme... it's pretty gross and demoralizing actually. Ask yourself if this would be happening based on his "charm" and legacy if you took all his millions away today. The whole thing is about greed.
It's very sad to me that women think so little of their worth and the sacredness of their privacy that they will bare all to the world and sleep with an 80 year old just for fame and money. These women must be some of the most unhappy women in the world.
the chicks were way better looking back then. They weren't all plastic looking
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and they didn't all look alike
It goes to show you, money talks.
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and Viagra walks! :)
He is just short of a pedophile now, an 80 year old with 18 year old girls, and who knows how many have lied about their age and could be only 16?????
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A pedophile is attracted to pre-pubescent children (usually of either sex) not young sexually developed women. A man who has sex with an underage but sexually developed woman would be guilty of statuatory rape, not pedophilia and while that may be gross it is not child molestation.
any real man back than woulda banged all those ladies--a little meat--NO plastic--soft and nice
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I would still hit a women that looks like that those are my type
thanks, guys. some of us still look like that and we're proud of it!! i have no desire to have the body of a 13-year-old boy with big fake boobs.
who cares, not me thought these were going to be current pics of the old man
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Heffner looks young in these photos.
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What an 'ugly face' Hugh Hefner had. Dirty old man, ugly then and very ugly now. Pig of a man!
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Ywh ggmi143-- Not only is he UGLY, he is tottaly DECADENT and MORALLY DEGENERATE!!!! BUT, just what kind of WOMEN would crave intimate relations with a PIG LIKE HEFNER??? What were these women taught about decency and morallty???? They are as PIGGISH as this piece of human waste!!!!
The women in the photos look real, they are beautiful, those of you who are ridiculing their bodies, are you in immaculate shape yourself? Aside from that I do feel our society has a double standard for people with fame and wealth,nothing against Hef, but a few yrs. back I had a friend who was 39 dating a 20 yr. old, the parents thought it was pretty odd a man of his age was with their daughter, but if it was Hef and his millions would they have felt the same?
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An American Icon!
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These pictures are before air brushing.
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Atta Boy Hef!
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He is like the energizer bunny just keeps on ticking. I lived in Chicago in the early 60s and bought Hughs powder blue Studebaker. He took good care of it and I trade it in on a 1960 Corvette in 1967.Hope he keeps on going as all the old icons are almost gone.Americas new vision is bleak and cold.
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He never really looked young. Larry King is the same way.
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