A decade ago, the former Girls Next Door star stunned fans of the Playboy -centric series when she announced that her time as one of Hugh Hefner 's girlfriends had come to its end—though, as it later played out on the fifth season of the E! But none more so than for Madison, who finally had to let go of whatever dream she once had of making an honest man out of the legendary publishing icon and set out on finding her own path. His admitted inability to have children, too, proved to be a non-negotiable for her. So, she hightailed it out of Los Angeles for Las Vegas and began to build a world of her own.
He lived his life like there was no tomorrow, and on Sept. Hefner's journey to stardom began when he returned from military service during WWII to discover that his first wife, Mildred Williams, had allegedly cheated on him, which he later described as "the most devastating moment" in his life. Hef as his many girlfriends would come to call him re-branded himself as his man-about-town, and as his popularity grew, so too did his magazine. His reputation as a ladies man preceded him, and the older he got, the more women he dated.
While building his lifestyle empire, Hefner also became quite the ladies man. Hefner has been married three times and has dated a number of Playboy bunnies since While he has claimed to have slept with over 1, women in his 91 years of life, only some have been able to call themselves his girlfriend and even fewer his wife. Williams admitted to cheating on him before their wedding when he was in the army. That was the most devastating moment in my life," said Hefner in to the Daily Mail.
Jump to navigation. Playboy founder Hugh Hefner, 91, breathed his last on Wednesday. Hefner, once called the "prophet of pop hedonism" by Time magazine, peacefully passed away at his home, said a statement from the Playboy Enterprises.