Holly Madison talks about the fear she felt when she left her relationship with Hugh Hefner: ‘I was kinda synonymous with the Playboy brand’

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Holly Madison can look back now and see that her relationship with late Playboy publisher Hugh Hefner, whom she dated from 2001 to 2008, wasn’t good for her. But, when their breakup was happening, not so much.

“For me, I think,” Madison said Wednesday on Nick Viall’s podcast The Viall Files, “the scariest thing about leaving the relationship was — because I’d been in this hit TV show and been presented a certain way and everybody kinda thought they knew me, and I was kinda synonymous with the Playboy brand, and I didn’t really know if I’d be able to go out and, like, lead a normal life or date like a normal person, so that was a big fear for me.”

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