Is it all over for Crystal Harris and Hugh Hefner? Sources say the former walked out on the latter five days prior to their wedding date.
Rating: 3.0 / 5.0
Hugh Hefner is seen here with Crystal Harris and Anna Sophia Berglund. Sources say he moved on from the former with the latter.
Rating: 3.0 / 5.0
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.
Rating: 2.9 / 5.0
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.
Rating: 2.9 / 5.0
Sherlyn Chopra gives Hugh Hefner a squeeze in this photo. The former will become the first Indian to get naked in Playboy.
Rating: 2.9 / 5.0
Hugh Hefner looks almost alive in this picture. It's courtesy of the Iron Man 2 premiere in Los Angeles.
Rating: 2.6 / 5.0
Pssst, Hef. Thanks for putting me in your magazine. I'll repay you later... if you know what I mean!
Rating: 2.5 / 5.0
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.
Rating: 2.4 / 5.0

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 »
Chicago, Illinois
Full Name
Hugh Marston Hefner