Perhaps that’s what made her bolt in the first place. With him gone now you’d have to wonder what sort of prenup he made her sign to ensure she didn’t end up owning the magazine. So, she makes this list because of that and because she is a beautiful young girl who at least didn’t (originally) marry him just for his money. But that doesn’t detract from two things: that she eventually did return and marry Hef - after talking a ton of crap about him in the media, sure - but more importantly that Hef wanted to be with this woman bad enough to forgive her for everything. This may be a controversial choice as Crystal Harris was the woman who broke Hef’s heart when she left him at the alter. She did end up in the magazine a bunch after that and that’s pretty much the last we’ve heard from her. Like Madison and Wilkinson, Marquardt was never officially a Playmate herself, at least before she became one of his girlfriends for five years (from 2003 to 2008). Marquardt mostly disappeared from the limelight. The least popular of the Girls Next Door stars, Bridget Marquardt perhaps weathered that show better than the other two in terms of her reputation. Her portrait was front and center on the late 70’s version of the classic Playboy pinball machine. The 70’s were all about the continued sexual revolution that began in the 60’s. If she was teaching you about God you’d probably believe in him too. One of the main parts of her allure, outside of the fact that she was naturally gorgeous was that she was a Sunday School teacher. Sondra Theodore represented the late 70’s era of Playboy and was a true natural beauty, one of the final ones before breast implants and bad perms became the norm - although Playboy did avoid that trend for the longest time.
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The reality TV star released a tell-all book about her life with the Playboy mogul that wasn’t flattering at all. She then turned on Hef after they broke up - especially after Hef got engaged to Crystal Harris. Surprisingly, Madison was never actually a Playmate herself, just like the other two members of the show - Kendra Wilkinson and Bridget Marquardt. She began dating Hef in 2001 and was his main girlfriend for a pretty long time. Holly Madison was perhaps the most well known girlfriend from the E! TV show in the early 00’s - The Girls Next Door, which also starred Hef himself. Even if looking at them now may end up putting you in jail. She passed away in 2004 at the age of 58 but her pictures will live on forever. She also got married at the age of 17 and ended up getting a divorce from her husband David M. Despite the fact that she was only 17 at the time her first pictorial was shot - which was illegal.Īfter that, she studied ballet and danced in the New York Ballet while studying in college.Ultimately, she thought acting was the better career pursuit for someone with her talent. She also ended up as the Playmate of the Year for 1964. Model Donna Mitchell posed nude for Playboy and was Playmate of the Month way back in December of 1963, although her pictures could come out of any (nude) magazine today. Here are 15 of the hottest women Hef dated over the years. At its peak, it had over seven million subscribers. He also fought for gay rights and freedom of speech.Īfter he was denied a $5 raise at Esquire magazine, he left to start Playboy. Playboy was one of the main forces behind the sexual liberation movement in the 60’s. He personified what Playboy was all about from its inception in 1953 through present day.
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He was 91 years old and one could argue that he lived a full life. The world lost an icon late Wednesday night when Playboy founder (and it’s former Editor) Hugh Hefner passed away at the Playboy Mansion while surrounded by loved ones.