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In February 2009, with the ending of the sixth season she quit working for the company altogether due to the split from Hefner making her position "awkward." According to the Las Vegas Sun, "The politician and the former Playboy house bunny joined forces to usher in the city's summer swimsuit season..." in an event timed to coincide with the 50th anniversary of the Welcome to Fabulous Las Vegas sign.which revolved around her life at Planet Hollywood in Las Vegas., the former girlfriend of Hugh Hefner, now 35, details the years of verbal and emotional abuse she endured while living with Hef in the Playboy Mansion.PHOTOS: Playboy's sexiest celeb models The exclusive excerpts, which are featured in the cover story for the new issue of Us Weekly, include Madison’s recollection of the first time she met Hef in August 2001. ’ Hef asked, leaning toward me with a bunch of large horse pills in his hands, held together by a crumpled tissue,” Madison wrote in her memoir.Hef offered Madison a quaalude out of a crumpled tissue on her first night out clubbing with him.When Madison told him she doesn't do drugs, she says Hef replied, "Usually I don't approve of drugs, but you know, in the '70s they used to call these pills 'thigh openers.'"4.Among his bizarre set of mansion rules, Madison writes, were that the girlfriends change into identical flannel pajamas before the bedtime routine.5.He would watch porn, smoke pot, and jerk off while his girlfriends and whoever else happened to be joining them that night pretended to get it on around him.
During her time with Hugh Hefner, Madison stated that she wanted to marry him and have his children.To afford her college tuition, Holly competed to become a Hawaiian Tropic model and worked as a waitress at Hooters.Her appearance at these venues led to invitations to the Playboy Mansion and at the age of 21, after more than a year of such visits, Madison was asked to move in. Network show following life of Madison and others at the Playboy Mansion.However, during an interview at the Playmate of the Year luncheon in May 2008, Hefner stated, "I love Holly very much and I think we're going to be together the rest of my life, but marriage isn't part of my puzzle. Girls Next Door was a great place to start but it was somebody else's show.It's not a personal thing; I just haven't had much luck with marriages." In 2009, Madison stated, "I'm never dating anybody again. I'm really happy with myself and being with my friends...
During seasons three and four, Madison was shown working at the Playboy studios as an intern and later a junior photo editor.