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EVEN AT AGE 85, HEFNER CAN STILL HAVE A (VERY) ACTIVE SEX LIFE "We had sex once a week," Hefner says of his ex-fiancee, 25-year-old Crystal Harris. We had sex the first night that we met, with another girl, and it was such a nice relationship that I kept them both over for a weekend." 2.

HEFNER AND GLORIA STEINEM ALMOST DATED These days, the feminist activist is more likely to be criticizing the Playboy founder (in fact she called the NBC series a "net minus") but back in the day, Hefner says they had a much warmer relationship.

"" data-reactid="39", there was a little bit of controversy because I was the first African-American Playmate of the Year and some women were saying I was being objectified," Tenison recalls.

"But I said, 'Well, if you're pro-choice, shouldn't I have the right to choose what I want to do?

Hefner, known around the world by his nickname, Hef, has championed sexual freedom and civil rights, published stories challenging Mc Carthyism and the Vietnam War, and backed homosexual causes and the legalisation of marijuana.

With a cover featuring a calendar photo of Marilyn Monroe, Hefner put the first issue together on the kitchen table in his flat.

It has inspired a media empire and one of the most recognizable brands in history.

Hefner was born in Chicago on April 9, 1926, the elder son of conservative Protestant parents, Glenn and Grace Hefner, and a direct descendent of distinguished Massachusetts Puritan patriarchs William Bradford and John Winthrop.

Holly Madison continues to recall moments from and Hugh Hefner's past relationship, including one that she says "grossed me out."In an interview for Oprah Winfrey's OWN show Oprah: Where Are They Now that airs on Saturday, the 35-year-old former Playboy Playmate and alum, who was once the Playboy founder's head girlfriend, talks about the days after the two called it quits in 2008 after some seven years."Hef and I started hitting kind of a rocky patch when it became clear that Bridget and Kendra were leaving, they were moving on to new things," Madison says on the show.

The ladies featured include Charlotte Kemp, Cathy St. Pierre, Renee Tenison, Candace Collins, Lisa Matthews and Kimberly magazine's chief creative officer. It was still the ultimate restaurant and health club with a 24-hour membership.

" data-reactid="15"Conrad is Hugh Hefner's ex-wife and the mother of 25-year-old Cooper Hefner, who's now the magazine's chief creative officer. I moved to Los Angeles and -- boom -- there it was. We never refused anyone, ever."Meanwhile, 48-year-old Tenison recalls the drama over her 1990 cover., there was a little bit of controversy because I was the first African-American Playmate of the Year and some women were saying I was being objectified," Tenison recalls.

Fans took photos and videos of the pop star serenading Xenia with a few tunes, including the Beatles' "Let It Be" while she sat beside him.

Justin even Instagramed a photo of their feet before quickly deleting it.

Hefner earned his bachelor’s degree in two and one-half years by doubling up on classes while drawing cartoons for the Daily Illini and editing the campus humor magazine Shaft, where he introduced a new feature called Coed of the Month.

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