Kendall Jenner shocks mom Kris with intimate details on how she lost her virginity

Kendall Jenner has shared personal stories from her adolescence that were never revealed on her family's reality TV shows - and one such story was about losing her virginity.

Kendall has been linked to several high-profile figures over the years. Early in her public dating life, she was rumored to have dated Harry Styles, with the two spotted together multiple times between 2013 and 2016. She later had an on-and-off relationship with NBA player Ben Simmons, followed by a two-year relationship with Phoenix Suns star Devin Booker, which reportedly ended in late 2022. In 2023, Kendall started dating rapper Bad Bunny, but they have since gone their separate ways.

But who did she lose her virginity to?

Well, in the latest episode of The Kardashians, filmed inside the now-sold family home where the original series was filmed, Kendall opened up about losing her virginity during a dinner hosted by her mother, Kris Jenner.

Kendall reveals intimate details about losing her virginity

While walking through the house, Kendall pointed to her old bedroom and told her mom, “I lost my virginity in that room.” She quickly followed up with, “I actually didn’t, I didn’t, I didn’t. It was at his house.”

The moment caught Kris off guard, who responded, “Stop it, where was I?” Kendall replied, “You guys didn’t care.” In a confessional, she added, “Not only did she not know, she really didn’t give a f**k.”

Kendall says she and Kylie smoked marijuana at home as teens

Later, Kendall revealed another secret. She shared that as teenagers, she and her sister Kylie used to smoke marijuana in the cabana behind the house. “I used to smoke a lot of weed in there when you weren’t looking,” she told her mother. When asked how old she was, Kendall said, “Like 16. Kylie was 14.” Kris was clearly surprised and asked, “Am I just as blind as a bat that I didn’t pick up on that?”

Khloe Kardashian chimed in with a jab at their mom’s parenting style, saying, “Mom you didn’t have a clue what happened half the time with your kids. You’d be like, ‘You’re doing drugs? That’s fine, because I’m a cool mom!’”

Kendall told her mom Kris where she lost her virginity. Credit: Stefanie Keenan/VF24 / Getty

Rob and Caitlyn return as the family says goodbye to their home

The dinner also featured a surprise appearance by Rob Kardashian, who hadn’t been on the show in eight years. Kris later brought in another familiar face, Caitlyn Jenner, which brought the evening to an emotional close. “I just couldn’t really come here with my full family and say goodbye to this house and not invite the person who made all the memories with us for so many years,” Kris told her children.

The episode ended on a light note when Caitlyn jokingly announced, “I bought it! I bought the house! It’s mine now.” Her comment left Kim Kardashian looking at her mom in surprise, asking, “Really?”

Kendall didn’t disclose who she lost her virginity to, but her dating history, including relationships with Ben Simmons, Devin Booker, and Bad Bunny, often draws attention.

Featured image credit: Gilbert Flores / Getty