Holly Madison was grateful Hugh Hefner never got her pregnant

The Girls Next Door’s Holly Madison was grateful Hugh Hefner never got her pregnant: ‘He was just too old’

The Girls Next Door alum Holly Madison is ‘grateful’ she never got pregnant during her seven-year open relationship with Playboy founder Hugh Hefner, which ended in 2008.

‘I knew it was because of him. I was healthy. He was just too old,’ the Oregon-born 41-year-old – who underwent IVF – dished on Tuesday’s Call Her Daddy podcast.

‘Yes, thank god, oh my god! When I had first gotten into that situation and something happened in my mind that first night I had sex, where I felt like, “Okay, I did that. 

TMI alert! The Girls Next Door alum Holly Madison is ‘grateful’ she never got pregnant during her seven-year open relationship with Playboy founder Hugh Hefner, which ended in 2008 (pictured in 2008)

The Oregon-born 41-year-old – who underwent IVF – dished on Tuesday’s Call Her Daddy podcast: ‘I knew it was because of him. I was healthy. He was just too old’

‘I like breached my own boundaries and I wasn’t comfortable with it. Now I have to make this situation into something.” I almost locked myself into this box.’

Holly said she could not even move into the Playboy Mansion in 2001 until she had sex with the then 75-year-old editor-in-chief.

‘Nobody ever got asked to move in unless they had slept with him,’ Madison (born Cullen) noted.

The former Playboy Bunny described sex with Hugh as ‘boring’ and ‘basic’ and monotonous, and she now realizes she was suffering from ‘Stockholm syndrome’ and was not in love with him.

Holly continued: ‘When I had first gotten into that situation and something happened in my mind that first night I had sex, where I felt like, “Okay, I did that. I like breached my own boundaries and I wasn’t comfortable with it. Now I have to make this situation into something.” I almost locked myself into this box’

‘Nobody could’: Madison (born Cullen) said she could not even move into the Playboy Mansion in 2001 until she had sex with the then 75-year-old editor-in-chief (pictured in 2003)

Traumatic: The former Playboy Bunny described sex with Hugh as ‘boring’ and ‘basic’ and monotonous, and she now realizes she was suffering from ‘Stockholm syndrome’ and was not in love with him (pictured in 2008)

‘Imagine having sex with somebody in a room full of women who all hate you,’ Holly said of the twice-a-week group sex sessions.

‘And you know they’re all talking s*** about you. Like, how horrible!’

The first three years were particularly ‘horrendous’ for Madison when there were six other women and they all had strict $1K clothing allowances and 9pm curfews.

Hefner eventually passed away, age 91, in 2017 from sepsis brought on by an E. coli infection.


Holly said of the twice-a-week group sex sessions: ‘Imagine having sex with somebody in a room full of women who all hate you. And you know they’re all talking s*** about you. Like, how horrible!’

Cult: The first three years were particularly ‘horrendous’ for Madison when there were six other women and they all had strict $1K clothing allowances and 9pm curfews

RIP: Hefner eventually passed away, age 91, in 2017 from sepsis brought on by an E. coli infection (pictured in 2008)

The NY Times bestselling author went on to have two children – daughter Rainbow, 8; and son Forest, 4 – from her five-year marriage to Insomniac CEO Pasquale Rotella, which ended in 2019.

Holly will next executive produce Sony TV’s limited series based on her 2015 memoir Down the Rabbit Hole starring Bill & Ted Face the Music actress Samara Weaving.

However, as of February, no network is yet attached to the project – according to THR.   

Loves of her life: The NY Times bestselling author went on to have two children – daughter Rainbow, 8; and son Forest, 4 – from her five-year marriage to Insomniac CEO Pasquale Rotella, which ended in 2019 (pictured in 2020)

‘I couldn’t be more thrilled with this casting!’ Holly will next executive produce Sony TV’s limited series based on her 2015 memoir Down the Rabbit Hole starring Bill & Ted Face the Music actress Samara Weaving

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