In the dark it was hard to tell if Hef was aware they were faking. Pretending to have girl-on-girl sex beat climbing into the sack with Hef.
When it came to Playboy honcho Hugh Hefner, fake sex was far preferable to the real thing.
So says Hef’s former live-in girlfriend Holly Madison in her new book, “Down the Rabbit Hole: Curious Adventures and Cautionary Tales from a Former Playboy Bunny.” The 35-year-old hottie shared the Playboy mansion with Hefner from 2001 to 2008, spending several years as his girlfriend-in-chief.
It’s a stunning archive detailing almost every aspect of his life, done with a deliberateness that indicates Hefner knew early on he wanted a legacy.
It contains the good, the bad and the ugly: photos of Hefner at the beginning of Playboy, which he started in Chicago in 1953 after scraping together a few thousand dollars for a magazine that would have been called if the title hadn’t been taken; a copy of the famous nude Marilyn Monroe photo that graced the first issue, which sold 54,000 copies; critical articles about the death of Dorothy Stratten, a Playmate of the Year who was shot to death in August 1980 by her estranged husband, Paul Snider; and, somewhat weirdly, a psychologist’s assessment of her lover, director Peter Bogdanovich — a scathing Hefner critic — whose origins not even the archivist can explain.
's executive features editor Stephen Galloway discovered during his time at the Playboy Mansion, sometimes the dissonance can be shocking.
Galloway spent time with Hefner at his weekly movie night and in his legendary bedroom and came away with some totally unexpected insights.
(Over the years, Hef's stable of live-in lovers has waxed and waned, with seven apparently being about what he can handle.
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.
iographies, profiles, and interviews suggest the answer is: probably pretty boring. Hefner has been married twice before—in 1949 to high-school classmate Millie Williams, with whom he had two children, and in 1989 to Playmate Kimberley Conrad, with whom he had two more.