The Hef

The Hef

Yes, Hugh Hefner practically got dumped at the altar. But life isn't so bad for this Playboy mogul.
Rating: Unrated
A Smirking Hef

A Smirking Hef

Hugh Hefner loses one fiancee and gains two girlfriends. Life isn't so bad for this billionaire.
Rating: Unrated
In His Bathrobe

In His Bathrobe

Hugh Hefner came really close to marrying Crystal Harris. But we say he's better off without her!
Rating: Unrated
Hugh Hefner and Crystal Harris Halloween Costumes

Hugh Hefner and Crystal Harris Halloween Costumes

Hugh Hefner and Crystal Harris are dressed like Robin Thicke and Miley Cyrus for Halloween. This is disturbing.
Rating: Unrated
Crystal Harris and Hugh Hefner Christmas Card

Crystal Harris and Hugh Hefner Christmas Card

Crystal Harris and Hugh Hefner have released their Christmas card. Look good, doesn't it?
Rating: Unrated
Hugh Hefner and Crystal Harris - 60 Years!

Hugh Hefner and Crystal Harris - 60 Years!

Hugh is 60 years older than Crystal. These two take the age difference crown!
Rating: Unrated
Hugh Hefner and Crystal Harris Tweet

Hugh Hefner and Crystal Harris Tweet

Hef with wife Crystal. The mogul recently turned 88.
Rating: Unrated
Hugh Hefner as a Kid

Hugh Hefner as a Kid

Hugh Hefner as a kid in the early 19th Century. Just kidding ... but dude is not young (or poor, or devoid of hot chicks).
Rating: Unrated
Girls Next Door and Hugh

Girls Next Door and Hugh

Remember these days? Holly, Bridget and Kendra pose with ex-boyfriend Hugh Hefner.
Rating: Unrated
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.
Rating: Unrated
Holly and Hef Photo

Holly and Hef Photo

Hugh Hefner and Holly Madison back in their sexy heyday.
Rating: Unrated
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.
Rating: Unrated

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