Hugh Hefner, publishing legend and iconic founder of Playboy magazine, has passed away at the age of 91. Hefner died of natural causes at his Playboy Mansion home, surrounded by his loved ones. Hefner had not been seen in public for quite some time as rumors of declining health began to spring up over a year ago. The robed Romeo truly lived a fairy tale life, one that Kiss' Gene Simmons summed up perfectly in the 2009 documentary, Hugh Hefner: Playboy, Activist, Rebel when he said, "Show me any guy of any age anywhere in the world. . . that wouldn't give his left nut to be Hugh Hefner at 20, at 50, at 80."

Hefner borrowed $8,000 dollars (including $1,000 from his mother) in 1953 to create Playboy while he was working for Esquire as a copy editor. The world-famous magazine that placed naked women and intelligent interviews right next to each other, and changed the world. While most famous for Playboy,...