Hugh Hefner and his girlfriend Barbara Benton, 19-year-old coed turned actress, are surrounded by Bunny Girls at the Playboy Club in London on Sept. 5, 1969. (AP Photo)
Playing at having fun, Hugh Hefner rescues one of the swimmers in the indoor pool of his $400,000 apartment, June 20, 1961, Chicago.
Publisher Hugh Hefner looks over proof sheets for his magazine Playboy, in Chicago, on June 20, 1961.
In March 1970, Hugh Hefner and girlfriend Barbi Benton, center, are served by a Playboy Club bunny upon their arrival aboard the Big Bunny, Heffner's jet, in New York.
Hugh Hefner poses with current and former Playboy bunnies at the Playboy Club, June 25, 1986, in Los Angeles.
Hugh Hefner appears with Pamela Anderson and some of his girlfriends before the New York Friars Club Roast on Sept. 29, 2001.
Hugh Hefner poses with seven Playboy playmates at the 43rd annual Grammy Awards, Feb. 21, 2001, at the Staples Center in Los Angeles.
Singer Lil' Kim and Hugh Hefner kiss for the cameras at the Warner Music Group's post Grammy party, Feb. 27, 2002, at Mondrian's Skybar in Hollywood.
Playboy founder and editor in chief Hugh Hefner died on September 27, 2017. (AP)
Hugh Hefner's Playboy Mansion is about to acquire a new owner (KTRK)