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.
PHOTOS: Reality Stars Who Are Actually Still Together "I moved in, and weeks went by, and I didn't know 'sex' was involved ... The series focused on the lives of Hefner's girlfriends who lived with him at the Playboy Mansion, including Holly Madison and Bridget Marquardt. "I just wanted to party," she says about her initial motives to moving in. I was praying for anything to get me out of there." Kendra is now of course married with two children to former NFL star Hank Baskett, although their relationship recently underwent a rough patch after rumors surfaced of his alleged affair with a transgender model.
He's very gullible and naive." Hefner, meanwhile, has been married to model Crystal Harris since New Year's Eve 2012, after she initially broke off their engagement five days before their scheduled nuptials. Re-live their post-wedded bliss in the video below.
It's the secret side of an American legend and the fabled home that has captivated the imagination of millions.
: I think Kendra and I had such a great time doing the shower scene. One girl got a degree in communications (yeah, the same major as all the football players) from some school that nobody has heard of, and the other girl is "taking online classes." I'm rolling on the floor laughing.
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.