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Kendra Wilkinson explains why she 'never bonded' with Holly Madison while in 'throuple' Hugh Hefner relationship

Home> Celebrity> News

Published 17:14 15 May 2025 GMT+1

Kendra Wilkinson explains why she 'never bonded' with Holly Madison while in 'throuple' Hugh Hefner relationship

The former girlfriends of Hugh Hefner apparently didn't get on

Liv Bridge

Liv Bridge

Featured Image Credit: Carlo Allegri/Getty Images

Topics: Celebrity, Hollywood, Hugh Hefner, Los Angeles, Podcast, Sex and Relationships, US News

Liv Bridge
Liv Bridge

Liv Bridge is a digital journalist who joined the UNILAD team in 2024 after almost three years reporting local news for a Newsquest UK paper, The Oldham Times. She's passionate about health, housing, food and music, especially Oasis...

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@livbridge

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Kendra Wilkinson has revealed why she 'never bonded' with Holly Madison while in a 'throuple' with Hugh Hefner.

Despite banking five years living in Hefner's infamous Playboy Mansion as one of the late 91-year-old's girlfriends, Wilkinson said she often felt like the 'third wheel', particularly with co-girlfriends Madison and Bridged Marquardt.

While many of Hefner's so-called bunnies and Playmates have spoken out about their experiences in the infamous house, with accusations about Hefner's conduct coming under scrutiny since his death in 2017, The Girls Next Door star described her time in the house as 'heavenly'.

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During an appearance on The Skinny Confidential Him & Her Podcast, she said: "All I did was work out and eat, work out, eat. I would be like preparing for the next party or something, 'What am I going to wear'. That took a week out of the time.

Kendra Wilkinson, Bridget Marquardt, and Holly Madison in 2007 (Noel Vasquez/Getty Images)
Kendra Wilkinson, Bridget Marquardt, and Holly Madison in 2007 (Noel Vasquez/Getty Images)

"What else? It was just like heaven. It was a heavenly experience for me. Like there couldn't have been a better experience."

However, that's not to say there wasn't any down sides, notably claiming sex with Hefner was 'lame' as well as her apparent relationship with Madison, now 45, and Marquardt, now 51, that failed to blossom into friendships.

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"That’s the part that was hard," she said on the podcast. "I wasn’t really a 'girl’s girl' at that point in life. I was more of a ‘guy’s girl’, so we never really bonded."

The now-mom-of-two first moved into the lavish LA mansion when she was 18, but said she felt like an outsider around Madison and Marquardt while they filmed the show.

Wilkinson said she struggled to bond with Hefner's girlfriends (David Livingston/Getty Images)
Wilkinson said she struggled to bond with Hefner's girlfriends (David Livingston/Getty Images)

"I just decided to go with that during the show process," she explained. "'Well, I’m just gonna be me and see how this works, rather than try to fit in.’ I felt like I was a complete odd man out [in that] whole situation."

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The comments come as Madison recently said she was keen to make amends to rebuild their friendship, telling US Weekly: "It would be nice to be on good terms for sure, but I really don’t know where she’s at.

"I look back at our relationship and what went wrong and I see a lot of fault with executive producers who [were] working on her show and my show after we left."

She went on to say a 'lot of drama' kicked off around that time, adding that she isn't sure if Wilkinson even 'knows what our original falling out was all about'.

Madison said she would like to reconcile with her former co-star (David Klein/Getty Images)
Madison said she would like to reconcile with her former co-star (David Klein/Getty Images)

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Madison also recently revealed she had a bit of a tough time in the house as Hefner's 'number one girlfriend' in the 2000s, too.

Speaking on the In Your Dreams Podcast with Owen Thiele, Madison explained what it was like sharing Hefner with Wilkinson and Marquardt.

And while she said the sex was 'normal,' despite the 50-year age difference, there was one thing she hated doing.

“Well, it's a very different story between when we were just by ourselves than with everybody else in the room," she explained. "Everybody else in the room, no. That was disgusting. I hated it. I made it very known I hated it.

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“If it was just me and him, it was a lot more normal than you would think.”

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