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Then again, maybe Hef's still pining away for his former steadies, "The Girls Next Door": Holly Madison, Bridget Marquardt, and Kendra Wilkinson. But at age 83, Hef has shown us time and time again that he's good at loving the ladies and then moving on.Take a look at some of the women he's wooed over the years.Shannon Tweed Who'd have thought that the daughter of a mink farmer from St.John's, Newfoundland, would end up on the pages of Playboy?
But they never divorced and remain married, living in separate side-by-side houses, to this day.
More acting gigs followed until Brande took on her most challenging role: proving her business savvy on Donald Trump's "Celebrity Apprentice." The brainy beauty came in third but was still the target of Joan and Melissa Rivers' dumb blonde rants.
Tina Jordan Tina Jordan just couldn't find her niche in life.
We get that they're twins, but we were still a little bummed out to hear that Hugh Hefner can't tell two of his three girlfriends apart.
Honestly, if you look quickly at a photo of Hef's latest batch of ladies, it's even a bit hard to distinguish 22-year-old Crystal Harris from the 19-year-old Shannon sisters.