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However that marriage was a bullshit marriage from the start, and was largely a result of Hef toning back his lifestyle after having a stroke a year or two earlier.
He married a much younger Playboy Playmate before, Kimberly Conrad back in 1988.
Lastly, I’m going to say what I’ve said many times before.
However he did get a legal divorce, a very interesting move on his part that I’ll revisit in a minute. Hef started an ever-rotating coterie of live-in MLTRs, dating between three and seven women at any one given point in time. Many people thought it was because deep down he still “loved” Conrad, but that’s the Disney answer.
The show was made featuring three of his live-in chicks, Holly Madison (his primary MLTR who always approached, but never quite got to, OLTR status) and Bridget Marquardt and Kendra Wilkinson (low-end MLTRs). Hef is a very intelligent guy and a very strategic thinker. I’d get divorced but I can’t because legally that means that the business would have to .” When asked why he stayed legally married for so long, he mumbled some BS about not hurting his kids, but I am 99% certain that his decision to never get legally divorced from Conrad was a purposeful, calculated decision on his part, both for financial reasons relationship reasons.
Hef looks really, really bad for taking this woman back after all the crap she threw at him.) So why did Hef act so silly? I don’t know for sure, but I have educated guesses. He’s 86, and could die any time, and I think he feels it.
Gene Simmons surrendered to marriage because of his hardcore oneitis, the killer of men. Perhaps he wants some level of normalcy in his life now that he’s at death’s door.
Unlike Gene Simmons, I don’t think Hef is going to try monogamy very hard, and I think (again I’m guessing) that little miss 26 year-old wifey understands that once the honeymoon period is over, Hef will be right back to fucking chicks on the side.
Despite her shortcomings, Crystal Harris is not the over-33 demanding bitchfest Shannon Tweed is, making Hef’s marriage far less of a surrender than Gene Simmons’ was.
I can only speculate here, but my guess is staying married was somehow easier for him financially and it gave him an easy “out” with other women, specifically Madison, who was constantly pressuring him to kick the other bitches out and marry her. It’s also clear to me that, at that time anyway, he never wanted to get married again. Maybe his increased health problems made him think about death. Regardless, in 2010 his divorce was finalized, and just nine months later he proposed to his latest chick, Crystal Harris.
The timing of those two events is not a coincidence…when he wanted to get married, he got a divorce. Harris left him at the altar, almost literally, last year, and then did a LSNFTE, leaving him to pursue monogamy elsewhere, possibly returning to Dr. Both Hef and Harris attacked each other publicly, her calling him disgusting and only lasting “two seconds” in bed, him calling her a liar, etc, etc. He quickly scooped up two new MLTRs (Anna Sophia Berglund and Shera Bechard) and continued as normal.
Near-death experiences can change a guy, so after his stroke he toned his wild parties way back, handed day-to-day control of his Playboy empire to his daughter, and got married.
Of course, human beings are human beings, and the need for sexual variety is not something you can just switch off when you feel like it, especially for Alphas, so after very quickly cranking out two babies with his new young wife Tom Cruise style, he started fucking other women again, and eventually booted her ass out, moving her into a house next to the Playboy Mansion.