“I was sleeping on somebody’s couch”: Holly Madison Moved into Hugh Hefner’s Mansion Knowing She Would Have to “Sleep With Him”

Holly Madison spoke about her time with Hugh Hefner and the requirements to become a Playboy Bunny.

"I was sleeping on somebody's couch": Holly Madison Moved into Hugh Hefner's Mansion Knowing She Would Have to "Sleep With Him"

SUMMARY

  • Hugh Hefner’s former girlfriend Holly Madison revealed many disturbing details of her time in the Playboy mansion.
  • The television star stated that entering the house came with the condition that the girls must sleep with Hefner.
  • Madison confessed that she went ahead with this ultimatum to save herself from financial crisis.
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Holly Madison is famously known for being Hugh Hefner’s girlfriend. In 2001, she entered the Playboy mansion and became dependent on Hefner emotionally, financially, and s*xually. While Madison had expressed interest in marriage, the Playboy founder revealed in no uncertain terms that he wasn’t keen on taking their relationship to the next level.

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Holly Madison
Holly Madison revealed details about her time with Hugh Hefner

Popularly known as a Playboy Bunny along with other women who inhabited the mansion, Madison revealed some disturbing details about her time spent with Hefner. Desperate to enter the house owing to her financial circumstances at the time, the TV personality was well aware of what she was expected to do there.

Holly Madison Knew What Hugh Hefner’s Conditions Were

For many years, Holly Madison was one of the prominent members of Hugh Hefner’s Playboy mansion as well as being his girlfriend. While the outside world was under the impression that the TV star had everything that symbolized a glamorous life, the reality of her predicament was very different.

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Hugh hefner
A still from Amazon Prime’s docudrama American Playboy: The Hugh Hefner Story

In a 2021 interview with Call Her Daddy podcast, Madison confessed that her time with Hefner inside the mansion was far from perfect. To begin with, The Girls Next Door star revealed that entering the Playboy house automatically came with the defining condition of sleeping with Hefner. Despite running the risk of being called a s*ut, Madison complied, owing to her personal life, which was in the doldrums.

“The only reason I even had the balls to do that was because I was kind of desperate. I was sleeping on somebody’s couch, and I just felt like I need a minute to reset my life. And I felt like I could stay at the mansion and have a minute to not worry about bills,”

Unlike Madison, who has been open about what went on in the Playboy mansion, many other women who had s*xual relations with Hefner chose to keep this part of their lives private.

Holly Madison Got Candid About Her S*X Life With Hugh Hefner

For many years, Holly Madison shared a bed with Playboy founder Hugh Hefner in his mansion until their breakup in 2008. Having admitted that she entered into this relationship to rise above dire financial crisis, Madison made many honest confessions about her life with Hefner inside the house.

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Secrets of Playboy
Hugh Hefner’s former girlfriend Holly Madison appeared in the TV series Secrets of Playboy

One of her revelations included describing her s*x life with him. In the Call Her Daddy podcast, Madison revealed that the Hefner wasn’t exactly the most exciting s*xual partner.

“No, because the s*x was pretty like, as not basic as it was, it was basic in that it was the same every time. … He was always laying down every other time I remember.”

The celebity also revealed that Hefner had an obsession with young girls who looked like her and confessed that this aspect of his personality disturbed her to no end.

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Written by Sharanya Sankar

Articles Published: 1047

Sharanya Sankar, Writer for Fandomwire
Having completed her Masters degree in Journalism and Mass Communication, Sharanya has a solid foundation in writing which is also one of her passions. She has worked previously with Book My show for a couple of years where she gained experience reviewing films and writing feature articles. Sharanya’s articles on film and pop culture have also been published on Film Companion, a popular film-based website. Apart from movies and pop culture, her interests include music and sports. She has contributed over 650 articles to Fandomwire so far.