Hugh Hefner Engaged Again! Congrats Crystal and Hugh!! Crystal Harris and “Hef” Engaged! In a Christmas message on Twitter, 84-year-old Playboy tycoon Hugh Hefner said Sunday he had proposed to girlfriend Crystal Harris, a former Playmate of the Month merely 60 years his junior. more…  ...

By abcnews.com At 84 years-old, Playboy founder Hugh Hefner embodies the lifestyle of sexual freedom that his men’s magazine has espoused since it was founded in 1953, featuring a nude centerfold of Marilyn Monroe. Yet, there is another side to the pajama-loving man known around the world by ...

By People.com Hugh Hefner just pulled a rabbit out of his hat to save Hollywood – the iconic sign, that is. The Playboy founder has donated the final $900,000 needed to preserve 138 acres behind the film capital’s most famous visual symbol on Mount Lee, just as time was running out. “It ...

We guess Hugh Hefner finally grew weary of married life. The Playboy mogul, who is associated with anything but monogamy, is finally divorcing his wife Kimberley Conrad-Hefner. The couple has been married for 20 years and has been separated for the last 11 of those years. And Hef has had too many girlfriends ...