• Hugh Hefner with the first Playboy issue, featuring Marilyn Monroe in 1953. Picture: Playboy
    Hugh Hefner with the first Playboy issue, featuring Marilyn Monroe in 1953. Picture: Playboy
  • The first Playboy issue with Marilyn Monroe on the cover. Picture: Playboy
    The first Playboy issue with Marilyn Monroe on the cover. Picture: Playboy
  • A young Hugh Hefner. Picture: Playboy
    A young Hugh Hefner. Picture: Playboy
  • The July 1955 issue of Playboy. Picture: Playboy
    The July 1955 issue of Playboy. Picture: Playboy
  • Hugh Hefner at the Playboy Club in Chicago in 1960. Picture: Playboy
    Hugh Hefner at the Playboy Club in Chicago in 1960. Picture: Playboy
  • The May 1964 issue of Playboy. Picture: Playboy
    The May 1964 issue of Playboy. Picture: Playboy
  • The October 1971 issue of Playboy. Picture: Playboy
    The October 1971 issue of Playboy. Picture: Playboy
  • The October 1989 issue of Playboy featuring Pamela Anderson. Picture: Playboy
    The October 1989 issue of Playboy featuring Pamela Anderson. Picture: Playboy
  • The October 1989 issue of Playboy with Anna Nicole Smith on the cover. Picture: Playboy
    The October 1989 issue of Playboy with Anna Nicole Smith on the cover. Picture: Playboy
  • The January 2005 issue of Playboy with cover girl Jenny McCarthy. Picture: Playboy
    The January 2005 issue of Playboy with cover girl Jenny McCarthy. Picture: Playboy
  • The January 2014 issue of Playboy featuring Kate Moss on the cover. Picture: Playboy
    The January 2014 issue of Playboy featuring Kate Moss on the cover. Picture: Playboy
  • The January 2016 issue of Playboy with cover girl Pamela Anderson. Picture: Playboy
    The January 2016 issue of Playboy with cover girl Pamela Anderson. Picture: Playboy
  • Hugh and Crystal Hefner on their wedding day in 2012. Picture: Elayne Lodge
    Hugh and Crystal Hefner on their wedding day in 2012. Picture: Elayne Lodge
  • The November 2013 issue of Playboy. Picture: Playboy
    The November 2013 issue of Playboy. Picture: Playboy
  • Picture: Elayne Lodge
    Picture: Elayne Lodge