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Ex-Playboy star Kendra Wilkinson's life now as she shares 'heartbroken' update
Home>Entertainment>Celebrity
Published 10:52 8 Jun 2026 GMT+1

Ex-Playboy star Kendra Wilkinson's life now as she shares 'heartbroken' update

The mum-of-two shared a candid update about how she is currently feeling online

Olivia Burke

Olivia Burke

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Kendra Wilkinson has got candid about her post-Playboy career troubles and confessed that she is currently feeling 'tired and lost'.

The 40-year-old admitted she has been putting on a brave face as of late, but is still struggling to find her feet in real estate since joining the industry six years ago.

In an emotional social media post, she claimed that people have used her for her celebrity status and 'spat her out', while explaining that she has been left 'beyond heartbroken' by her current situation.

Wilkinson is best known for being one of Hugh Hefner's former girlfriends, as the reality TV star was one of the many women who the Playboy tycoon had on his arm in his heyday.

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She moved into the Playboy mansion in 2004, when she was just 18-years-old, before eventually leaving the plush pad in Los Angeles five years later.

Although a number of Hefner's ex-partners have shared alleged horror stories about what went on behind closed doors, Wilkinson remembers her time there very fondly.

During an appearance on the Skinny Confidential podcast in May last year, she described her relationship with the magazine magnate as a 'heavenly experience'.

Wilkinson admitted she is 'scared' for the future (Instagram/@kendrawilkinson)
Wilkinson admitted she is 'scared' for the future (Instagram/@kendrawilkinson)

"It was like heaven, it was a heavenly experience for me," she said. "People are like, 'How can you say that when you have a daughter?' And I'm sitting here like, you know, two things can be right.

"I had to do what I had to do. I had to survive. I was in a survival mode. I chose what I chose. I made the choice to move into the Playboy mansion and I actually lived an amazing five years of my life.

"I have no regrets. I honestly cannot say anything bad about my experience living there."

Offering some context on the relationship dynamic between her and Hefner, she also said: "He was a great friend to me, we loved each other in a different way. I was not dating Hugh Hefner. I had like, boyfriends.

"I had so many boyfriends. That’s why I was ready for marriage at that time because I went through my real dating process while I was at the mansion. Never really got out, but I had my fun."

The Girls Next Door star also admitted: "To be honest with you, the sex was blah. It was so lame. I never had an orgy there."

Wilkinson - who shares her 16-year-old son Hank Jr and daughter Alijah, 12, with her former husband Hank Baskett, 43 - went into reality TV after saying goodbye to Playboy.

She secured her own shows including Kendra and Kendra on Top as well as later enjoying a stint on I'm A Celebrity...Get Me Out of Here!, before later deciding to concentrate on real estate.

The former Playboy model lived with Hefner for around five years (Denise Truscello/WireImage)
The former Playboy model lived with Hefner for around five years (Denise Truscello/WireImage)

The former model got her license in 2020 and got hired by the real estate group The Agency. Cameras then followed Wilkinson once again for her reality series Kendra Sells Hollywood, which ran for two seasons.

Despite dedicating herself to real estate for more than half a decade, Wilkinson has now revealed that she has 'hit a major wall'.

In an Instagram post shared on Saturday (6 June), the mum said: "I don’t know what’s in the air right now but wow. I don’t feel good. I have to smile like everything is ok when it just isn’t."

"The world or real estate isn’t just transactions…it’s people," Wilkinson said. "People we work around, people we work with in deals and more.

"Being a woman sometimes surrounded by men is scary feels like there’s no room for me a lot of the time even when I do my part of the job. It’s not enough."

She explained that she embarked on this career path as she 'literally had no work' and was 'alone in the world' after getting divorced from Baskett.

"I said to myself I’m going to commit to this through and through and my heart has been in it every day since," Wilkinson wrote. "Unfortunately, I’ve hit a major wall with people."

The mum-of-two said she has been putting on a brave face but 'doesn't feel good' at the moment (Instagram/@kendrawilkinson)
The mum-of-two said she has been putting on a brave face but 'doesn't feel good' at the moment (Instagram/@kendrawilkinson)

"People have used me for my celebrity and spit me out even though i don’t even see myself as a celebrity, people still do," Wilkinson told her three million followers.

"Yes, I need more experience to become an expert agent and I feel like I’ve been doing that but still isn’t enough and after years of deals and amazing clients.

"I love real estate and I love people but wow I’m so beyond heartbroken today with how things are going.

"Will I quit because of people? Will I stay in this and rise up? I don’t know and I’m scared. As a single woman and two amazing kids."

Wilkinson said she 'doesn't know what to do at this moment in time', adding: "I’m grateful for everything and so excited to be apart of this real estate world every day but can’t help but feel tired and lost at this moment.

"I hope I can shake this off and dive right back into it and rise beyond the disappointments I’m having."

Featured Image Credit: Denise Truscello/WireImage

Topics: Celebrity, Playboy, US News, Jobs

Olivia Burke
Olivia Burke

Olivia is a journalist at LADbible Group with more than five years of experience and has worked for a number of top publishers, including News UK. She also enjoys writing food reviews (as well as the eating part). She is a stereotypical reality TV addict, but still finds time for a serious documentary.

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@livburke_

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