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  • American publisher Hugh Hefner is seen in this 1955 portrait sitting in front of a wall collage of female centerfolds from his men's magazine 'Playboy' which he launched in 1953.
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  • The first issue of Playboy magazine with Marilyn Monroe on the cover and signed by Hugh Hefner on page three is displayed at Julien's Auction House in Beverly Hills, Calif., June 22, 2015. Hefner launched Playboy in December 1953 and it became an instant success.
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  • Hugh Hefner, Publisher of Playboy, is shown with Cynthia Maddox, the blond cover girl on the February issue of his magazine, arriving in New York on Jan. 29, 1962. They are visiting to attend a party given by Ella Fitzgerald at the Basin Street East in honor of winners of the Playboys jazz poll.
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  • Playboy editor and tycoon Hugh Hefner is greeted by a group of bunny girls from his Playboy Clubs, upon his arrival at London Airport, June 25, 1966.
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  • The president of Playboy Enterperises, Hugh Hefner with girlfriend, Barbi Benton in his luxury DC-9 aircraft 'The Big Bunny' at Heathrow, England, July 29, 1970. The couple are en route to an extended holiday around Europe.
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  • Hugh Hefner, publisher and founder of Playboy magazine, and his girlfriend Barbi Benton are welcomed by 'Bunny Girls' from the London Playboy Club, on their arrival at Heathrow Airport aboard his private DC 9 jetliner, July 29, 1970.
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  • Hugh Hefner, Sondra Theodore (right) and guest are seen at the Tennis and Crumpet Tournament on May 21, 1977 in Beverly HIlls, Calif.
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  • Carrie Lee and Hugh Hefner are seen at the premiere of "Beverly Hills Cop II" in Los Angeles on May 19, 1987.
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  • Hugh Hefner and daughter Christie host a benefit at the Playboy Mansion in Beverly Hills, Calif. In 1988, Christie Hefner took control of the corporation her father started and remained CEO until 2009.
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  • Hugh Hefner, Marsden Hefner and Kimberly Conrad are seen at the Playboy Playmate of the Year celebration on April 25, 1991 in Bel Air, Calif.
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  • Hugh Hefner with his wife second wife Kimberley and their two children, Marston and Cooper, at the Playboy mansion, April 1994, Holmby Hills, Calif.
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  • Hugh Hefner and Playboy Bunnies are seen in this Aug. 23, 1995 photo.
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  • In this undated publicity photo released by the E! cable channel, Kendra Wilkinson, Hugh Hefner, Holly Madison and Bridget Marquardt, from left, pose poolside at Hefner's Beverly Hills, Calif., estate during a birthday party for Wilkinson. "The Girls Next Door," a reality series about Hefner and the women billed as his girlfriends.
    Elayne Lodge/E!/AP Photo
  • Hugh Hefner, center, celebrates the upcoming May issue of Playboy with his girlfriends, Sandy and Mandy Bentley, April 12, 2000 in New York City.
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  • A view of the Playboy Mansion in Los Angeles, Feb. 10, 2011.
    Fred Prouser/Reuters
  • Hugh Hefner and his brother Keith Hefner kick off his 81st birthday celebration weekend hosted by "The Girls Next Door" at The Playboy Club and Moon Nightclub at The Palms Hotel and Casino Resort, March 23, in Las Vegas.
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  • Playboy Enterprises released a statement on Sept. 27, 2017 that the company founder, Hugh Hefner, passed away at the age of 91. Here, he poses for a portrait in Los Angeles in 2009.
    Jay L. Clendenin/Los Angeles Times/Contour by Getty Images
  • Hugh Hefner poses for a photo on Nov. 17 2005, in Los Angeles.
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  • Hugh Hefner pose for a picture with his girlfriends Kendra Wilkinson, Bridget Marquard and Holly Madison as they celebrate his 80th birthday during the 59th International Cannes Film Festival May 25, 2006 in Cannes, France.
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  • Christie Hefner is on hand for a New York Friars Club roast of her dad, Playboy founder Hugh Hefner, at the New York Hilton.
    Richard Corkery/NY Daily News Archive via Getty Images
  • Cooper Hefner, Hugh Hefner and Marston Hefner attend the 55th Anniversary Thalians Gala at The Playboy Mansion on April 30, 2011 in Beverly Hills, Calif.
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  • Playboy founder Hugh Hefner arrives at Stansted Airport on June 2, 2011 in Stansted, England. Mr. Hefner is back in the UK to mark the launch of the new Playboy Club in Mayfair, which opens on June 4. The club's opening will welcome back the iconic Playboy Bunny to London after a 30 year absence.
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  • Crystal Harris and Hugh Hefner attend Playboy's 2013 Playmate Of The Year luncheon honoring Raquel Pomplun at The Playboy Mansion on May 9, 2013 in Holmby Hills, Calif.
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  • Hugh Hefner and Cooper Hefner attend the Annual Midsummer Night's Dream Party at the Playboy Mansion on Aug. 16, 2014 in Holmby Hills, California.
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