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
Christmas CardsCheck out this roundup of all the greatest celeb holiday cards!
Holiday WeddingsSee who married during the Christmas and New Year season ...
Getting GraphicKendra Wilkinson gets very detailed while discussing her nights with Hugh Hefner.
Sex TalkKendra chat about her sex life with Hugh Hefner.
Nicole Does J.LoCheck out Nicole Richie as Jennifer Lopez, plus more stars dressed as other stars for Halloween.
Wilkinson's WoesTake a look back at Kendra Wilkinson's bumpy path to becoming a superstar.
Kendra + HankTake a look back at Kendra Wilkinson and Hank Baskett's relationship.
It's a Girl!Kendra Wilkinson welcomes a baby girl. Get the scoop on her delivery ...
Sunday BestJessica Simpson, Kourtney Kardashian, Beyonce, Gisele and Kendra Wilkinson post Easter Sunday pics on Celebs Gone Social.
B'Day BashHugh Hefner celebrated his big birthday in style ...