The word "legend" gets thrown around a lot these days. However, Hugh Hefner... that man is definitely a legend. The Playboy founder passed away last year but his life was so intriguing that news is still breaking out about him. Everything he undertook was fascinating for young men around the world as they envied his unique lifestyle. Constantly surrounded by the most beautiful women in the world, Hef left behind an empire. He was also quite the ladies man, often hooking up with his models in the storied Playboy Mansion. Apparently, a number of his experiences were taped and Hugh was afraid that they would be leaked. Before his passing, he reportedly headed out to the sea and dumped all his private sex tapes in the water to be destroyed.

Robert Mora/Getty Images

The news was reported by Page Six, who states that he feared that his most "famous and secret conquests" would be exposed. According to an insider, Hef gathered up all his tapes, private photos, and even handwritten notes from superstars in a specially-designed casket. The casket was lined with cement, ensuring that it was as heavy as possible. Once everything was locked inside, his aides helped him dump it in the sea. 

The source revealed, "Hugh was terrified of the world finding out everything about his past. He had kept a treasure chest of memories of his life with all these beautiful women dating back from the 1950s to the mid-1990s." Some of the tapes included footage shot on 8mm film from the 1970s showing the Playboy founder engaging in multiple orgies. It is suggested that Marilyn Monroe is one of the women on video.