Photos: Hugh Hefner's life

Playmate Crystal Harris graces the cover of the July 2011 Playboy magazine as'Mrs. Crystal Hefner

Playmate Crystal Harris graces the cover of the July 2011 Playboy magazine as'Mrs. Crystal Hefner

Hefner died of natural causes at 91. Hef's contemporaries include jazz musician Buddy Rich and Canadian Playboy Playmate, Dorothy Stratten, who was murdered in 1980. It makes sense as Monroe was featured in the first issue of Playboy, and was part of how the magazine became so successful.

While some fans called the sensual video "strange" and asked if it was "really the time for a striptease", as she writes, Hefner told her, "Be brave".

"Spending an eternity next to Marilyn is too sweet to pass up", Hefner reportedly said, according to TMZ. "Thanks for giving us a kind of love not everyone gets to experience in life!" they added. Circulation of the magazine peaked at 8 million in the early 1960s.

Paris Hilton, Kim Kardashian, Jenny McCarthy, and Larry King have already tweeted over the news of his passing.

For the media mogul, it wasn't about being remembered for the people his magazine interviewed, such as Malcolm X or Bette Davis, or the stars he helped rise to fame, like Marilyn Monroe.

It's been 40 years since Hugh Hefner's Light Street Playboy Club closed its doors after a 13-year run in Baltimore, a victim of changing cultural tastes. That I was your favorite... The couple divorced after ten years of marriage.

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Hefner will join a number of Hollywood celebrities buried at the famous cemetery, including musician Roy Orbison, writer Truman Capote and entertainer and Rat Packer Dean Martin. In 1959, Hefner left his wife and two children.

Hefner started to date Crystal Harris in 2009, getting engaged to her in December 2014. "May he Rest In Peace", tweeted the Rev. Jesse Jackson.

Conrad was born in Moulton, Alabama in 1962.

Cooper maintains an active Instagram account that portrays his lavish lifestyle - frequently posting photos of private jets, fast cars, and exotic cities he's visited.

The magazine was an instant hit among its male target audience, selling 50,000 copies across the country.

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