A sign on the mansion's driveway forever promises "Playmates at Play." But this carefree image is at odds with the essential character of a workaholic obsessive who sets exacting terms for how he and his paramours should have their fun. (Necessary, Hef told the With the caveat that it's tough to know the inner workings of any relationship (let alone a four-way one), there doesn't seem to be any one reason why Hef's relationships end.
Like Conrad, at least some of Hefner's live-in girlfriends have chafed under his rules, resenting what one called a "strict" mansion lifestyle in which staffers would log the girlfriends' comings and goings. Some recent girlfriends have moved on to other men and different careers (reality shows, topless burlesque).
The Playboy mansion comes across not so much a prison as a singularly unsexy place of strict routines, tight curfews, and old movies. His marriage to Williams lasted 10 years, and according to University of Missouri historian Steven Watts was undone by a basic incompatibility as well as by Hef's open dalliances with other women.
The visionary who popularized the idea of life as a nonstop stag party is, it turns out, a homebody with staid habits and old-school tastes. But his marriage to Conrad, from whom he separated more than a decade ago but only recently divorced, appears to have ended in part because of the playboy's surprisingly narrow lifestyle. According to Watts, every week in the mansion followed the same plan: Four nights, guests came over and watched movies (Monday's viewing was for men only; Hef dubbed it "Manly Night"); while on Wednesdays, friends gathered to play cards.
At times it is has been smaller, as when Hef dated a tight-knit trio consisting of a Brande and twins named Mandy and Sandy.) Hefner has worked hard to portray his lifestyle as one of perpetual play, in which he figures as a sort of benevolent daddy to a happy troop of never-aging, nearly interchangeable, constantly cavorting girls.
(Over the years, Hef's stable of live-in lovers has waxed and waned, with seven apparently being about what he can handle.Hef and Harris seem to genuinely dote on one another.For Christmas, she gave him a portrait she commissioned of the two of them and their dog, the aforementioned Charlie.Of course, there is one final reason one might want become Mrs.Hefner: Simple, predictable love, or whatever you want to call it.