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Former Playboy model Kendra Wilkinson who dated Hugh Hefner at 18 reveals why she’s no longer interested in men

Home> Entertainment> Celebrity

Published 17:03 4 Sep 2025 GMT+1

Former Playboy model Kendra Wilkinson who dated Hugh Hefner at 18 reveals why she’s no longer interested in men

Kendra Wilkinson has made it crystal clear she's got no interest in men right now

Madison Burgess

Madison Burgess

A former Playboy model, who dated Hugh Hefner when she was just 18, has revealed why she's no longer interested in the dating world.

Kendra Wilkinson, 40, who was one of the magazine CEO's famous 'bunnies' and resided in his mansion for five years, has made it clear that right now, she's steering clear of men altogether.

Wilkinson secured the X-rated job in 2004 when she worked as a 'painted girl' at Hefner's 78th birthday party and immediately caught his eye.

Shortly after the duo first met, he invited her to become one of his girlfriends, leading her to move into the Playboy Mansion.

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Wilkinson was later featured on the reality show The Girls Next Door with Hefner's other girlfriends including Holly Madison and Bridget Marquardt.

She was shot into stardom and even landed her own reality TV shows, Kendra and Kendra On Top, before she left Playboy and became a licensed real estate agent in 2020.

Kendra Wilkinson moved into the Playboy Mansion in 2004 when she was just 18 (Denise Truscello/WireImage)
Kendra Wilkinson moved into the Playboy Mansion in 2004 when she was just 18 (Denise Truscello/WireImage)

After her time with Hefner, Wilkinson was married to former NFL wide receiver Hask Baskett from 2009, before they divorced in 2018.

And since their split, instead of getting involved in romance, Wilkinson has sworn off men completely in favour of making money via her new career in Los Angeles.

Sharing a sun-kissed selfie on Instagram with her 3.1million followers, the businesswoman penned: "I have no attraction to the dating world. I'm happily single."

She brutally continued: "Men. Stop asking me. It's a NO. HELL NO."

The former model doubled down with another caption yesterday (3 September), which read: "Just saying hi. It’s been a great week and hope it is for you too!! Kids are thriving, I’m in 2 escrows and still single but happy single lol."

She added: "Anyone looking into selling or buying around LA let me know. Love ya."

Earlier in the summer she thanked those who were supporting her business and once again spoke of how she has 'no interest in men'.

Posting a black and white selfie to her stories, she wrote: "I appreciate all the love and support. I don't have interest in men at the moment. Just work."

She signed off with: "Thank you for supporting my business."

Since her marriage to Hask Baskett ended in 2018, she's sworn off men completely (Instagram/kendrawilkinson)
Since her marriage to Hask Baskett ended in 2018, she's sworn off men completely (Instagram/kendrawilkinson)

Wilkinson has previously been candid about how her relationship with Hefner had a devastating impact on her personal life.

Speaking on the Amy & T.J. podcast back in March, she told listeners: "Look, I struggle still to this day with my relationships and my views on sex."

She went on to confess she had to 'go through a lot of therapy', explaining: "They looked at me and they’re like — this is the first time I’m admitting this — but they’re like, 'You might have a little bit of a sex problem. You have a little bit of a problem when it comes to thinking of sex'."

Speaking about how the environment impacted her in the long run, she said her time in the Playboy Mansion triggered other feelings.

Wilkinson explained: "Not really settling for a marriage and stuff like that. Which is not, I wouldn’t say unhealthy — I’m saying that everyone has their choices, and some people wanna be single, some people wanna be married.

"And I’m more of a fun idea type of person."

Featured Image Credit: Denise Truscello/WireImage

Topics: Celebrity, Dating, Hugh Hefner, Playboy

Madison Burgess
Madison Burgess

Madison is a Journalist at Tyla with a keen interest in lifestyle, entertainment and culture. She graduated from the University of Sheffield with a first-class degree in Journalism Studies, and has previously written for DMG Media as a Showbiz Reporter and Audience Writer.

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