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On the Season 7 premiere of Keeping Up with the Kardashians, Kendall Jenner joked about where she lost her virginity while walking through her childhood home in Calabasas. Kris Jenner was also surprised when she revealed that she and her sister Kylie secretly smoked marijuana in a cabana at home. In a confessional, Kendall said her mother didn’t have the “energy” to raise him and Kylie so rigorously because she was the youngest of six children.
When Season 7 of Keeping Up with the Kardashians premiered on October 23, viewers witnessed an unexpected confession from Kendall Jenner as she revisited the Calabasas home where she and her family grew up.
Walking through her renovated rooms and memories with her mom Kris Jenner and sister Khloé Kardashian, Kendall paused in her old bedroom (now repurposed as a closet) and quipped, “I lost my virginity in that room.” When Kris asked if she was in the next room when it happened, Kendall clarified, “Actually, no, it was his house.”
She went on to suggest that her mother’s laid-back parenting style allowed her to explore on her own terms. “Not only did she not know, she didn’t care at all,” Kendall said in a confessional. “She was like, ‘Oh, you’re leaving until Wednesday? That’s great. You’re never coming back.'” The model added that because she and sister Kylie were the youngest of the family, she felt Kris “didn’t have the energy for us anymore.”
During the episode, Kendall spilled another surprising memory, telling Kris that when she and Kylie were teenagers, they secretly “smoked a ton of weed” in a cabana on the property. “Am I as blind as a bat that I didn’t realize that?” Chris asked, to which Chloe replied, “Mommy, you didn’t even know half of what happened to your children.”
Although Kendall has kept much of her personal life relatively private, she has long been open about her evolution as a person. In a 2024 interview with Vogue magazine, the 29-year-old model admitted that she knew from childhood that she wanted to have children by the time she was 27. However, she went on to say that she has changed her mind and is happy with the “freedom of not having children.”
On the love front, she recently reunited with former NBA star Devin Booker, with whom she dated for two years before breaking up in November 2022. In September, the pair were seen leaving the same New York City hotel separately, seven months after a source told People magazine that they were “definitely starting over slowly.” However, Kendall and Booker have not publicly confirmed whether their romance has been rekindled, and appear to be focused on their respective careers in fashion and sports.
Learn more about the Kardashian family