Hugh Hefner | 1926-2017
27 Images

Hugh Hefner | 1926-2017

Hugh Hefner | 1926-2017

Playboy magazine founder Hugh Hefner holds the first issue, December 1953, with Marilyn Monroe on the cover.

 (Playboy Enterprises Inc.)
Hugh Hefner | 1926-2017

Playboy Bunny Bonnie Jo Halpin with Hugh Hefner in February 1960.

 ()
Hugh Hefner | 1926-2017

Hugh Hefner proposed to Kimberley Conrad by his mansion’s wishing well. They married in 1989 and had two children, but eventually divorced.

 (Los Angeles Times)
Hugh Hefner | 1926-2017

Hugh Hefner in 1997, age 73.

 (Gina Ferazzi / Los Angeles Times)
Hugh Hefner | 1926-2017

The Playboy Mansion in 1998, decorated and ready for the holidays.

 (Elayne Lodge)
Hugh Hefner | 1926-2017

Hefner, shown in 1999, makes his evening selection from the 100 pairs of silk pajamas in his closet.

 (Playboy Enterprises Inc.)
Hugh Hefner | 1926-2017

Hugh Hefner poses with Playboy Playmates on the steps of the Palais des Festivals before the screening of the movie “Entrapment” in selection for the 52nd Cannes Film Festival, May 1999.

 (Pascal Guyot / AFP)
Hugh Hefner | 1926-2017

Hugh Hefner with a blond trio at Spago Beverly Hills in 2000.

 (Jeff Kravitz / Film Magic)
Hugh Hefner 1926 | 2017

Hugh Hefner at the Playboy Mansion in September 2000.

 ()
Hugh Hefner | 1926-2017

Hefner at the “Baywatch” 10th anniversary celebration in May 2000 in Santa Monica. With him are, from left, Jessica Paisley, Mandy Bentley and Sandy Bentley.

 (Vince Bucci / AFP)
Hugh Hefner 1926 | 2017

Hefner wears a shirt with covers of Playboy magazine during the 54th Cannes Film Festival in May 2001.

 (Gerald Julien / AFP)
Hugh Hefner | 1926-2017

Hefner and a playmate step out to Hollywood’s Las Palmas club in March 2002.

 (David Klein / Getty Images)
Hugh Hefner 1926 | 2017

Hefner attends the 2003 Playboy Jazz Festival at the Hollywood Bowl.

 (Richard Hartog / LAT)
Hugh Hefner 1926 | 2017

Hugh Hefner with “The Girls Next Door” -- from left, Kendra Wilkinson, Bridget Marquardt and Holly Madison -- in 2004.

 (Carlo Allegri / Getty Images)
Hugh Hefner 1926 | 2017

Hefner and companions at the Playboy Jazz Festival in 2005.

 (Lawrence K. Ho / Los Angeles Times)
Hugh Hefner | 1926-2017

Hefner and playmates guest on “The Late Late Show With Craig Ferguson” in April 2006.

 (Frederick M. Brown / Getty Images)
Hugh Hefner | 1926-2017

Hefner and guests arrive for the LG Mariah Carey and Jermaine Dupri Post Grammy Party at a private residence on Feb. 8, 2006, in Beverly Hills.

 (Danny Moloshok / AP)
Hugh Hefner | 1926-2017

Hugh Hefner in February 2006.

 (Danny Moloshok / Associated Press)
Hugh Hefner | 1926-2017

Hugh Hefner hosts a screening at the Playboy Mansion in 2006.

 (Ken Hively / Los Angeles Times)
Hugh Hefner | 1926-2017

Hugh Hefner poses with playmates at the 2007 Monte Carlo Television Festival in Monaco.

 (AFP / Getty Images)
Hugh Hefner | 1926-2017

Hugh Hefner takes in a boxing match in the backyard of the Playboy Mansion in 2007.

 (Gina Ferazzi / Los Angeles Times)
Hugh Hefner | 1926-2017

Hugh Hefner and Holly Madison at the Playboy Jazz Festival in June 2008.

 (Ken Hively / Los Angeles Times)
Hugh Hefner | 1926-2017

Hugh Hefner gives a talk on censorship in the media to a USC class in late 2008.

 (Gary Friedman / Los Angeles Times)
Hugh Hefner | 1926-2017

Hugh Hefner with Dasha Astafieva, the playmate featured in Playboy’s 55th anniversary issue.

 (Matt Sayles / Associated Press)
Hugh Hefner | 1926-2017

Hugh Hefner and his entourage attend the funeral for 1950s pinup icon Bettie Page at the Westwood Village Memorial Park on Dec. 16, 2008.

 (Robert Gauthier / Los Angeles Times)
Hugh Hefner | 1926-2017

Hugh Hefner stands at the entrance to the Playboy Mansion that’s decorated for the holidays in December 2008.

 (Ken Hively / Los Angeles Times)
Hugh Hefner | 1926-2017

Hefner arrives with playmates Kristina Shannon, left, and Crystal Harris at the “Hugh Hefner: Playboy, Activist And Rebel” screening during the 2009 Toronto International Film Festival.

 (Jim Ross / Getty Images)
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