Hugh Hefner, the Playboy magazine publisher and leader of the sexual revolution in the 1960s, died at his famed mansion Wednesday, Sept. 27, 2017, of natural causes. He was 91.
From left, Barbara Morrison, Gerald Wilson, Hugh Hefner
From left, Barbara Morrison, Gerald Wilson, Hugh Hefner and Herbie Hancock at a news conference for the Playboy Jazz Festival at the Playboy Mansion in Los Angeles on March 3, 2004. (Credit: LVNB / EPA-EFE / REX / Shutterstock / Brian Jones)
Hugh Hefner, with two Playboy bunnies, arrives on
Hugh Hefner, with two Playboy bunnies, arrives on the red carpet for the 2012 MusiCares' Person of the Year gala honoring Paul McCartney at the Los Angeles Convention Center on Feb. 10, 2012. (Credit: TNS / Gina Ferazzi)
Playboy magazine founder Hugh Hefner at his home
Playboy magazine founder Hugh Hefner at his home in Los Angeles on Nov. 18, 2003. (Credit: AFP / Getty Images / Rich Schmitt)

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Hugh Hefner and Barbi Benton on the opening
Hugh Hefner and Barbi Benton on the opening night of singer Marty Robbins' run at the Sahara in Las Vegas on May 15, 1975. (Credit: LVNB / EPA-EFE/ REX / Shutterstock / Sam Morris)
From left, Barbi Benton, Hugh Hefner and Marty
From left, Barbi Benton, Hugh Hefner and Marty Robbins on the opening night of Robbins' run at the Sahara in Las Vegas on May 15, 1975. (Credit: LVNB / / EPA-EFE / REX / Shutterstock / Sam Morris)
Playboy founder Hugh Hefner arrives for the 44th
Playboy founder Hugh Hefner arrives for the 44th annual Grammy Awards with Playboy playmate Zoe Gregory in Los Angeles on Feb. 26, 2002. (Credit: AFP / Getty Images / Lucy Nicholson)
Playboy founder and editor-in-chief Hugh Hefner receives kisses
Playboy founder and editor-in-chief Hugh Hefner receives kisses from Playboy playmates during the 52nd Cannes Film Festival in France on May 14, 1999. (Credit: AP / Laurent Rebours)
From left, Playboy magazine publisher Hugh Hefner, his
From left, Playboy magazine publisher Hugh Hefner, his girlfriend, actress Barbie Benton, and film director Roman Polanski arrive at Le Bourget airport with the Playboy jet Big Bunny on Aug. 21, 1970. (Credit: AFP / Getty Images)

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Playboy magazine founder Hugh Hefner talks about his
Playboy magazine founder Hugh Hefner talks about his coming late night TV show, "Playboys Playmate Party" in Los Angeles on May 7, 1977. (Credit: AP / George Brich)
Hugh Hefner dances with a friend at the
Hugh Hefner dances with a friend at the Playboy Jazz Festival at the Hollywood Bowl in Los Angeles on June 16, 2001. (Credit: TNS / Lori Shepler)
Playboy founder Hugh Hefner at the Playboy Mansion
Playboy founder Hugh Hefner at the Playboy Mansion in the Holmby Hills area of Los Angeles on April 7, 2006. (Credit: AP / Kevork Djansezian)
Playboy magazine publisher Hugh Hefner giving a news
Playboy magazine publisher Hugh Hefner giving a news conference at Le Bourget airport in France on Aug. 21, 1970. (Credit: AFP / Getty Images)
Hugh Hefner attends the Playboy Club London gala
Hugh Hefner attends the Playboy Club London gala opening event in Mayfair, Central London, on June 4, 2011. (Credit: EPA-EFE / REX / Shutterstock / Daniel Deme )

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Hugh Hefner, left, and his son, Cooper Hefner,
Hugh Hefner, left, and his son, Cooper Hefner, arrive for the 2012 MusiCares person of the year gala honoring Paul McCartney in Los Angeles on Feb. 10, 2012. (Credit: BUCK / EPA-EFE / REX / Shutterstock)
Playboy magazine founder Hugh Hefner with girlfriends, from
Playboy magazine founder Hugh Hefner with girlfriends, from left, Holly Madison, Bridget Marquardt and Kendra Wilkinson during an event to celebrate his 80th birthday at the Barcelona's Batllo House of the Catalan architect Antoni Gaudi on May 30, 2006. (Credit: AFP / Getty Images / Cesar Rangel)
Playboy magazine founder Hugh Hefner, left, with his
Playboy magazine founder Hugh Hefner, left, with his likeness in wax after a ceremony at the Hollywood Wax Museum in Hollywood, Calif., on Feb. 19, 2001. (Credit: AFP / Getty Images / Vince Bucci)
Hugh Hefner with, from left, Holly Madison, Bridget
Hugh Hefner with, from left, Holly Madison, Bridget Marquardt and Kendra Wilkinson during the 47th Monte Carlo television Festival at the Grimaldi Forum in Monaco, on June 12, 2007. (Credit: STR / EPA-EFE/REX / Shutterstock )
Hugh Hefner at the Playboy Mansion in Los
Hugh Hefner at the Playboy Mansion in Los Angeles on April 5, 2007. (Credit: AP / Damian Dovarganes)
Hugh Hefner, left, and son, Cooper Hefner, attend
Hugh Hefner, left, and son, Cooper Hefner, attend the annual Midsummer Night's Dream Party at the Playboy Mansion in Holmby Hills, Calif., on Aug. 16, 2014. (Credit: Getty Images North America / Christopher Polk)
Playboy magazine publisher Hugh Hefner with bunny hostess
Playboy magazine publisher Hugh Hefner with bunny hostess Bonnie J. Halpin at Hefner's nightclub in Chicago on June 20, 1961. (Credit: AP / Ed Kitch)
Hugh Hefner celebrates his 75th birthday with Playboy
Hugh Hefner celebrates his 75th birthday with Playboy playmates at Studio 54 in the MGM Grand Hotel on the Las Vegas strip on March 4, 2001. (Credit: JONE / HO / EPA-EFE REX/Shutterstock)
Hugh Hefner and girlfriend, Barbi Benton, center, are
Hugh Hefner and girlfriend, Barbi Benton, center, are served by Playboy Club bunny Cheri upon their arrival at La Guardia aboard the Big Bunny, Heffner's jet, in March 1970. (Credit: AP)
Hugh and Crystal Harris attend the Playboy Club
Hugh and Crystal Harris attend the Playboy Club London gala opening event in Mayfair, Central London, on June 4, 2011. (Credit: DEME / EPA-EFE / REX /Shutterstock )
From left, Holly Madison, Hugh Hefner, Bridget Marquardt
From left, Holly Madison, Hugh Hefner, Bridget Marquardt and Kendra Wilkinson arrive at the premiere of "The House Bunny" in Los Angeles on Aug. 20, 2008. (Credit: AP / Matt Sayles)
Hugh and Crystal Hefner attend Playboy Mansion's Annual
Hugh and Crystal Hefner attend Playboy Mansion's Annual Halloween Bash in Los Angeles on Oct. 25, 2014. (Credit: Getty Images North America / Charley Gallay)
Hugh Hefner with two girlfriends at the Hotel
Hugh Hefner with two girlfriends at the Hotel de Paris in Monaco on Feb. 21, 2009. (Credit: BEBERT / EPA-EFE / REX / Shutterstock / Berbert / Shutterstock)
Playboy founder and publisher Hugh Hefner and former
Playboy founder and publisher Hugh Hefner and former Playboy Playmate of the year and actress Pamela Anderson attend the 50th anniversary of Playboy party in Manhattan on Dec. 4, 2003. (Credit: SZENES /EPA-EFE / REX / Shutterstock)
Hugh Hefner, wearing a shirt with the covers
Hugh Hefner, wearing a shirt with the covers of Playboy magazine, on the Esmeralda yacht during the 54th Cannes Film Festival in France, on May 12, 2001. (Credit: AFP / Getty Images / Gerard Julien)
Hugh Hefner with Playboy bunnies at the Hard
Hugh Hefner with Playboy bunnies at the Hard Rock Hotel in Las Vegas on March 1, 2001. (Credit: LVNB / EPA-EFE/REX/ Shutterstock / Glenn Pinkerton)
Model Crystal Harris and Hugh Hefner attend Playboy
Model Crystal Harris and Hugh Hefner attend Playboy magazine's annual Halloween Party at the Playboy mansion in Los Angeles on Oct. 24, 2015. (Credit: Getty Images)
Hugh Hefner poses at Playboy's 60th anniversary special
Hugh Hefner poses at Playboy's 60th anniversary special event in Los Angeles on Jan. 16, 2014. (Credit: Getty Images)
Crystal Harris and Hugh Hefner attend Playboy's 2013
Crystal Harris and Hugh Hefner attend Playboy's 2013 Playmate of the Year luncheon honoring Raquel Pomplun at the Playboy mansion in Holmby Hills, Calif., on May 9, 2013. (Credit: Getty Images)
Hugh Hefner and Raquel Pomplun attend Playboy's 2013
Hugh Hefner and Raquel Pomplun attend Playboy's 2013 Playmate of the Year luncheon in Pomplun's honor at The Playboy Mansion in Holmby Hills, Calif. on May 9, 2013. (Credit: Getty Images)
Hugh Hefner and son Cooper Hefner arrive at
Hugh Hefner and son Cooper Hefner arrive at the 2012 MusiCares Person of the Year Tribute honoring Paul McCartney in Los Angeles on Feb. 10, 2012. (Credit: Getty Images)
Playboy founder Hugh Hefner, upon arrival at London's
Playboy founder Hugh Hefner, upon arrival at London's Stansted Airport, recreates a photo originally taken in the 1960s, this time with 10 of the new London bunnies, on June 2, 2011. (Credit: Getty Images)
Playboy magazine founder Hugh Hefner arrives with fiancee
Playboy magazine founder Hugh Hefner arrives with fiancee Crystal Harris at the 2011 TCM Classic Film Festival opening night and world premiere of the newly restored "An American in Paris" in Hollywood, Calif., on April 28, 2011. (Credit: Getty Images)
Hugh Hefner and Crystal Harris arrive at the
Hugh Hefner and Crystal Harris arrive at the premiere of "Iron Man 2" at the El Capitan Theatre in Hollywood, Calif., in April 2010. (Credit: AP)
Hugh Hefner arrives with girlfriends Kristina and Karissa
Hugh Hefner arrives with girlfriends Kristina and Karissa Shannon, left, and Crystal Harris -- all stars of the E! show "The Girls Next Door" -- at the 2009 Fox Reality Channel Really Awards in Los Angeles on Oct. 13, 2009. (Credit: AP)
Hugh Hefner with sisters Nicky Hilton, left, and
Hugh Hefner with sisters Nicky Hilton, left, and Paris Hilton during Playboy's annual Halloween party in Los Angeles on Oct. 27, 2007. (Credit: AP)
Hugh Hefner celebrates his 80th birthday with girlfriends
Hugh Hefner celebrates his 80th birthday with girlfriends Kendra Wilkinson, left, Bridget Marquardt and Holly Madison at the 2006 Cannes Film Festival in Cannes, France, on May 25, 2006. (Credit: AP)
Hugh Hefner takes questions from the media during
Hugh Hefner takes questions from the media during the presentation of "Playboy 50th Anniversary," a special by the A&E Network, at a hotel in the Hollywood, Calif., on July 9, 2003. (Credit: AP)
Hugh Hefner poses with Playboy playmates as they
Hugh Hefner poses with Playboy playmates as they arrive at the 43rd annual Grammy Awards in Los Angeles on Feb. 21, 2001. (Credit: AP)
Hugh Hefner poses with Playboy playmates on the
Hugh Hefner poses with Playboy playmates on the steps of the Palais des Festivals et des Congrès before the screening of "Entrapment" at the 1999 Cannes Film Festival in Cannes, France, on May 14, 1999. (Credit: Getty Images)
Swedish model Victoria Silvstedt poses with Hugh Hefner
Swedish model Victoria Silvstedt poses with Hugh Hefner at the Playboy Mansion in Los Angeles on May 1, 1997. (Credit: AP)
Hugh Hefner poses with wife Kimberly Hefner in
Hugh Hefner poses with wife Kimberly Hefner in 1993. (Credit: AP)
Playboy founder Hugh Hefner kisses his 2-year-old son
Playboy founder Hugh Hefner kisses his 2-year-old son Marston Hefner during a tour of the magazine's new corporate headquarters in Chicago on Oct. 15, 1992. (Credit: AP)
Hugh Hefner in 1988.
Hugh Hefner in 1988. (Credit: AP)
Chicago Bears quarterback Jim McMahon, right, gets a
Chicago Bears quarterback Jim McMahon, right, gets a new Toyota car from Hugh Hefner at the Playboy Mansion in Los Angeles on Feb. 4, 1986. (Credit: AP)
Hugh Hefner with 23-year-old September 1983 Playboy Playmate
Hugh Hefner with 23-year-old September 1983 Playboy Playmate Barbara Edwards in 1984. (Credit: AP)
Hugh Hefner holds a copy of Playboy and
Hugh Hefner holds a copy of Playboy and a video cassette from the then-new Playboy Channel at the Playboy Mansion in Los Angeles on Nov. 29, 1982. (Credit: AP)
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