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Hugh Hefner's ex-girlfriend Kendra Wilkinson reveals damaging impact their relationship has had on her sex life
Home>Celebrity>News
Published 10:52 23 Mar 2025 GMT

Hugh Hefner's ex-girlfriend Kendra Wilkinson reveals damaging impact their relationship has had on her sex life

Kendra Wilkinson previously said Playboy 'messed her whole life up'

Gerrard Kaonga

Gerrard Kaonga

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Featured Image Credit: Denise Truscello/Getty

Topics: Hugh Hefner, Sex and Relationships, Celebrity

Gerrard Kaonga
Gerrard Kaonga

Gerrard is a Journalist at UNILAD and has dived headfirst into covering everything from breaking global stories to trending entertainment news. He has a bachelors in English Literature from Brunel University and has written across a number of different national and international publications. Most notably the Financial Times, Daily Express, Evening Standard and Newsweek.

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Hugh Hefner’s ex-girlfriend Kendra Wilkinson has spoken about how her relationship with the Playboy founder left her with 'a little bit of a sex problem'.

Wilkinson was only 18 years old when she first went to the Playboy Mansion and would go on to have a relationship with Playboy editor Hugh Hefner when he was 78.

She would eventually move into the mansion and share Hefner with his other two girlfriends Holly Madison and Bridget Marquardt.

Speaking on a recent episode of the Amy & T.J. podcast, she opened up about the relationship as well as how it influenced her views on intimacy and sex.

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She said: “Look, I struggle still to this day with my relationships and my views on sex.

Kendra (far left) shared Hugh Hefner with his other two girlfriends (Getty Images)
Kendra (far left) shared Hugh Hefner with his other two girlfriends (Getty Images)

“I had to go through a lot of therapy, and 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.’”

Host T.J Holmes also quizzed Wilkinson on how the relationship with Hefner shaped Wilkinson, especially since she was so young when they became an item.

He said: “Again, you’re a teenager.

“You hadn’t been necessarily exposed to healthy relationships at that point in your life, but it puts you on a certain path — what did that do to you and [how did it] shape what you thought a relationship was, should be, and the type of person you were interested in?”

Wilkinson replied that it left her with ‘unhealthy thoughts’.

She added: “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.”

Kendra has previously spoken about her struggles (Instagram/@kendrawilkinson)
Kendra has previously spoken about her struggles (Instagram/@kendrawilkinson)

Wilkinson has previously spoken about the reflection and help she needed to get years after leaving the Playboy Mansion.

Previously speaking to People, she spoke about her previous struggles.

She said: “I was trying to fight it on my own. I was trying to cure it on my own and you can't do that. I was isolating, hiding, blaming myself, blaming the world.

"I was spiraling out of control and I felt like I wasn't strong enough to survive."

"A year ago, I was body-shaming. Now, I feel beautiful," she said. "I’m not wild as in taking my clothes off, partying, drinking tequila wild, but I really faced myself and my demons.

"I feel like I'm the best mom I can be. I'm giving my kids all I got. I'm giving myself all I got.

"I’m so proud of myself for battling this and finding the solution and getting the treatment I needed."

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