Playboy magazine founder Hugh Hefner poses for a portrait at his Playboy mansion on July 27, 2010 in Los Angeles.
Hefner, who built Playboy into a multimillion-dollar adult magazine and entertainment empire tied to a Lothario lifestyle of lavish parties and beautiful women, died Wednesday at his home, the iconic Playboy Mansion in Hollywood. He was 91. Lucy Nicholson / Reuters file
Playboy magazine founder Hugh Hefner arrives with girlfriend Kendra Wilkinson (L) and Bridget Marquardt for his 80th birthday party in Munich’s famous club P1 May 31, 2006. Michaela Rehle / Reuters file
Hugh Hefner, publisher and owner of Playboy Magazine, and his girlfriend Barbara Benton, 19-year-old coed turned actress, are surrounded by Bunny Girls at the Playboy Club on September 5, 1969 in London. AP file
Playboy magazine founder Hugh Hefner poses for a photograph following a viewing of selections from the Playboy archives at Christie’s on September 10, 2003 in Beverly Hills. Robert Galbraith / Reuters file
(L-R) Playmate Holly Madison, publisher Hugh Hefner, playmate Bridget Marquardt and playmate Kendra Wilkinson arrive at Columbia Pictures’ premiere of “House Bunny” held at the Mann Village Theater on August 20, 2008 in Westwood, California. Alberto E. Rodriguez / Getty Images file
Playboy founder Hugh Hefner (C) arrives at Stansted Airport on June 2, 2011 in Stansted, England. Dan Kitwood / Getty Images file
Hugh Hefner, founder and chairman of the Playboy Enterprises, Inc., is pictured amid a group of Bunnies, at the flagship Playboy Club, in Chicago circa 1960. AP file
Hugh Hefner poses at the 2012 MusiCares Person of the Year tribute honoring Paul McCartney on February 10, 2012 in Los Angeles. Danny Moloshok / Reuters file
Hefner holds the first issue of Playboy featuring actress Marilyn Monroe circa December 1953. Playboy / AFP – Getty Images file
Hugh Hefner (L) and Cooper Hefner attend the Annual Midsummer Night’s Dream Party at the Playboy Mansion on August 16, 2014 in Holmby Hills, California. Christopher Polk / Getty Images file
Hefner smiles as he poses at Playboy’s 60th Anniversary special event on January 16, 2014 in Los Angeles. Charley Gallay / Getty Images file
Playboy founder Hugh Hefner waves at a party introducing model Hope Dworaczyk as the 2010 Playboy Playmate of the Year at the Rain Nightclub inside the Palms Casino Resort May 15, 2010 in Las Vegas. Ethan Miller / Getty Images file