A look at Playboy founder Hugh Hefner

Playboy magazine founder Hugh Hefner poses for a portrait at his Playboy mansion in Los Angeles, California, July 27, 2010. (Reuters)

Cast members Hugh Hefner (C), Holly Madison (L) and Bridget Marquardt of the comedy film "The House Bunny" pose at the film's premiere in Los Angeles August 20, 2008. (Reuters)

Hugh Hefner (C) Playboy founder and Editor-in-Chief, displays a giant birthday cake to celebrate his 75th birthday as seven playmates look on in Cannes, May 12, 2001. (Reuters)

Hugh Hefner, founder of Playboy magazine, twirls a napkin during a performance by Dr. John and the Lower 911 at the 30th annual Playboy Jazz Festival at the Hollywood Bowl in Hollywood, California June 14, 2008. (Reuters)

Playboy founder Hugh Hefner smiles as he addresses questions at the panel for E! networks television show "The Girls Next Door" at the Television Critic's Association Summer press tour at the Beverly Hilton Hotel in Beverly Hills July 17, 2005. (Reuters)

Playboy magazine founder Hugh Hefner (R) and son Cooper arrive at the premiere of the film "The Rum Diary" hosted by Film Independent at the Los Angeles County Museum of Art (LACMA) in Los Angeles October 13, 2011. (Reuters)

In this March 1970 file photo, Hugh Hefner, left, 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 New York. (AP)

In this May 7, 1977, file photo, Playboy magazine founder Hugh Hefner talks about his coming late night TV show, Playboys Playmate Party, Los Angeles. (AP)

In this May 14, 1999 file photo, Playboy founder and editor in chief Hugh Hefner receives kisses from Playboy playmates during the 52nd Cannes Film Festival in Cannes, France. (AP)

In this June 20, 1961 file photo, Playboy magazine publisher Hugh Hefner poses with "bunny-girl" hostess Bonnie J. Halpin at Hefner's nightclub in Chicago. (AP)

Hugh Hefner, founder and publisher of Playboy magazine, is surrounded by former and present Playmates, as he holds a pet rabbit given to him for his 72nd birthday, April 9, at the Playboy Mansion in Los Angeles. (Reuters)

American Icon and Playboy Founder, Hugh M. Hefner, Has Died. (PRNewsfoto/Playboy Enterprises, Inc.)

Hugh Hefner with friends at the Playboy Mansion, April 2001. (Reuters)

Hugh Hefner at his Playboy mansion, July 2010. (Reuters)

Playboy Magazine founder Hugh Hefner is joined by former girlfriend Barbi Benton, and current girlfriend, Holly Madison, during an ESPY Awards pre-party at the Playboy Mansion in Beverly Hills, California July 12, 2005. (Reuters)

Playboy founder Hugh Hefner and his girlfriends arrive at the E! Entertainment television summer splash party. Playboy founder Hugh Hefner (C) and his three girlfriends Holly Madison (2nd L), Bridget Marquardt (2nd R) and Kendra Wilkinson (R) arrive at the E! Entertainment television summer splash party at the Tropicana bar at the Roosevelt hotel in Hollywood August 1, 2005. (Reuters)

Candles are placed on the star of Playboy founder Hugh Hefner at the Hollywood Walk of Fame in Los Angeles, California, after Hefner died on Wednesday at the age of 91, September 27, 2017. (Reuters)

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. (Reuters)