Holly and Hefner

Holly and Hefner

Holly Madison and Hugh Hefner are having a lot of sex as they try to have a baby. Sorry. We're just reporting the facts, as relayed to us by Holly herself. Hard to blame Hugh, she's kind of a looker.
Recent Views: 0
Whoa, Twins!

Whoa, Twins!

Hugh Hefner is a confused old man. He appears shocked to learn that the Shannon twins look exactly alike. Crazy!
Recent Views: 0
Hugh Hefner, New Girlfriend

Hugh Hefner, New Girlfriend

Yup, Hugh Hefner has another young, pretty girlfriend. Here she is, model Crystal Harris.
Recent Views: 0
Aubrey and Hef

Aubrey and Hef

Pssst, Hef. Thanks for putting me in your magazine. I'll repay you later... if you know what I mean!
Recent Views: 0
Aubrey O'Day and Hugh Hefner

Aubrey O'Day and Hugh Hefner

Aubrey O'Day and Hugh Hefner look thrilled to be hanging out at this Playboy party, don't they? It's okay to smile, guys.
Recent Views: 0
Old Man Grinding

Old Man Grinding

Hugh Hefner tries to keep up with one of the Shannon twins in this picture from a party thrown in honor of Aubrey O'Day. Can you imagine these two having sex? Yikes.
Recent Views: 0
Hugh's Babes

Hugh's Babes

Not the three you're thinking of, but three girls who have gotten naked for him just the same. Ida Ljungqvist is the newest Playmate of the Year, BT-dubs.
Recent Views: 0
Hugh and Ida

Hugh and Ida

Hugh Hefner bestows Ida Ljungqvist with the greatest gift he can give her - the Playmate of the Year title. One wonders if he also bestowed upon her other gifts later in the evening.
Recent Views: 0
Hugh and His Girlfriends

Hugh and His Girlfriends

Hugh Hefner, Crystal Harris and the Shannon Twins sit and watch the action as Kendra Wilkinson marries Hank Baskett at the Playboy Mansion. Hilarious stuff.
Recent Views: 0
New Girls Next Door

New Girls Next Door

The Shannon Twins, along with Crystal Harris, are the new Girls Next Door. They'll star in a new season of the E! reality show.
Recent Views: 0
Hugh Hefner Clothed!

Hugh Hefner Clothed!

In regular clothes, that is. Dude normally wears pajamas, or probably less when he gets naked with his many girlfriends. But here, he almost looks like a regular old guy! Almost.
Recent Views: 0
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.
Recent Views: 0

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