Girls Next Door and Hugh

Girls Next Door and Hugh

Remember these days? Holly, Bridget and Kendra pose with ex-boyfriend Hugh Hefner.
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Holly Madison and Hugh Hefner Photo

Holly Madison and Hugh Hefner Photo

Holly Madison no longer talks to Hugh Hefner, but she sure is spilling the beans in her new memoir Down the Rabbit Hole.
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Holly and Hef

Holly and Hef

Holly Madison and Hugh Hefner, back in the crazy, creepy day.
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Holly and Hef Photo

Holly and Hef Photo

Hugh Hefner and Holly Madison back in their sexy heyday.
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Hugh Hefner and wife Crystal Hefner

Hugh Hefner and wife Crystal Hefner

Crystal Hefner and Hugh Hefner attend Playboy's 2013 Playmate Of The Year luncheon honoring Raquel Pomplun at The Playboy Mansion on May 9, 2013 in Holmby Hills, California.
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Holly Madison, Hugh Hefner, Sheila Levell

Holly Madison, Hugh Hefner, Sheila Levell

Playboy bunny Sheila Levell, Playboy founder Hugh Hefner and Playboy bunny Holly Madison perform a scene during the filming of a commercial for 'X Games IX' at the Playboy Mansion May 6, 2003 in Holmby Hills, California.
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Holly and Hugh

Holly and Hugh

The Playboy boss pats his top girlfriend on the (pregnant?) belly. This rumor proved to be false, as Holly Madison was never knocked up.
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Hugh Hefner at the Mic

Hugh Hefner at the Mic

Hugh Hefner has lived quite the life. He founded Playboy magazine and has sex with A LOT of women.
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Hugh Hefner in a Hat

Hugh Hefner in a Hat

Hugh Hefner loves to wear this captain hat. Which is really pretty hilarious if you think about it.
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Hugh Hefner in a Robe

Hugh Hefner in a Robe

Hugh Hefner shared this Instagram photo in the summer of 2016. He's been absent from the social media service for a long time.
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Hugh Hefner, Ahoy!

Hugh Hefner, Ahoy!

Hugh Hefner rarely goes anywhere without his captain's hat on. The man is doing pretty well at age 90.
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Hugh Hefner and His Wife

Hugh Hefner and His Wife

Hugh Hefner smiles here alongside Crystal Harris. We think she likes him for his money.
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Hugh Hefner Biography

Holly and Hugh
Hugh Henfer is the envy of millions of men around the world. Despite not being close to a spring chicken, the Playboy founder has a... More »
Born
Birthplace
Chicago, Illinois
Full Name
Hugh Marston Hefner