“Revealed: Kendra Wilkinson Opens Up About the Dark Side of Love After Her Teen Romance with Playboy’s Hugh Hefner”

Kendra Wilkinson, once a prominent figure in Hugh Hefner’s entourage, is now revealing some unexpected truths about her relationship with intimacy. Can dating a man celebrated for his libertine lifestyle lead to confusion about one’s own sexual views? This question lingers as Kendra opens up about her struggles post-Hefner—sharing candid insights about how her past affects her present. From navigating the complexities of love and relationships to confronting therapy diagnoses regarding her ‘sex problems,’ Kendra invites us to reflect on the lasting impact of our romantic choices and their echoes in our personal lives. Dive into her journey, marked by self-discovery and a quest for clarity in a world where desires can often feel so tangled. LEARN MORE.

Kendra Wilkinson has opened up about her ‘sex problems’ following her relationship with the late Hugh Hefner.

Kendra was once one of Hugh‘s many girlfriends, and started dating the Playboy founder when she was just 18 years old.

At one point, Hugh was thought to have seven girlfriends all living with him at the infamous Playboy Mansion — one being Kendra.

She first moved into the Mansion in 2004, and is thought to have stayed there for around five years.

Kendra Wilkinson first started dating Hugh Hefner when she was 18 (Michael Buckner/Getty Images for AFI)

Not long after she left, Kendra wed football player Hank Baskett, whom she divorced in 2019.

Last year, it was revealed that the 39-year-old has been celibate since her split from her husband.

More recently, Kendra admitted that her therapists suggested that she might have a ‘sex problem’.

Chatting to Amy Robach and T.J. Holmes on their podcast, the mum-of-two said: “Look, I struggle still to this day with my relationships and my views on sex.

“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’.”

Kendra had been married to football star Hank Baskett (Gabe Ginsberg/Getty Images)

Kendra also discussed how it impacted her dating Hugh when she was still a teenager.

When asked how dating the late American magazine publisher may have shaped her relationships that followed, she shared that she had ‘unhealthy thoughts’.

Kendra went on to explain: “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.”

While Kendra implied that she wasn’t really a marriage person, she did tell Amy and T.J. that she’d potentially remarry her ex-husband Hank in a bid to bring their family back together.

The former celebrity couple share two kids together.

“I will always want my family back together,” she shared. “I will always want that, so, until the day I die, I don’t know if I have another chance at marriage with that man or not.”

“I will always want my kids to have these two parents together,” Kendra added.

When Amy alluded that Kendra may still be in love with Hank, the ex Playmate said: “Love will never go away.”