Hugh Hefner is living the dream of just about every heterosexual teen boy as the face of a groundbreaking adult entertainment empire. But before establishing Playboy magazine, opening the private key clubs, building the over-the-top mansion complete with girl-filled swimming grotto, inspiring a TV show and living 24-7 in silky robes, he was your average unmotivated student with an alleged IQ of 152 and strict Methodist parents. The founder of a high school newspaper served in the Army during World War II, attended the Chicago Art Institute and earned a psychology degree at University of Illinois at Urbana-Champaign (where he met first wife Mildred Williams). He then worked at Esquire as a promotional copywriter until 1953 when he raised $8,000 to launch Playboy with a nude pic of Marilyn Monroe. It was an instant hit, but workaholic issues and extramarital affairs eventually led the mother of his children Christie and David to leave him in 1959. In the ‘60s heyday, Playboy Enterprises built resorts, started modeling agencies, published books, produced movies and operated a record company. He hosted two weekly talk shows. The Walk of Fame star recipient created the jazz fest in 1978. A stroke in 1985 slowed him down and he married Kimberly Conrad in 1989, a union that produced two sons but ended in 1998. From 2005-09, his multitude of girlfriends was chronicled on E! reality show “The Girls Next Door.” He married one of them, Crystal Harris, when he was 86.
Hugh Hefner Search Results
Show and TellKendra Wilkinson is taking her new baby to the Playboy mansion to meet Hugh Hefner.
Hall of famerAnna Wintour is following Hugh Hefner and Martha Stewart into the Magazine Editors' Hall of Fame.
Mansion monogamyTwo of Hef's three girlfriends are moving out of the mansion.
Not Like Us! 2009A count down of celebrities who were most guilty of wanton excess.
Star SuperstitionsHappy Friday the 13th! Beware of Jason (Schwartzman) and more celebrity superstitions to ward off bad luck .
Reality of TV LoveSee what other famous married couples went down reality TV's tunnel of love before Khloe and Lamar.
Hugh the DivorceePlayboy king Hugh Hefner has filed for divorce from his wife Kimberly.
Baby Shower!Hef, Holly and Bridget will all attend Kendra Wilkinson's baby shower today.
Blame John Mayer?Did Tony Romo break up with Jessica Simpson over texts from John Mayer?
CelebritweetsStars mourning Michael Jackson, and more of the week in celebrity Tweets.