Again, Kendall Jenner is proving she’s the most unfiltered Kardashian-Jenner of them all. In the season seven premiere of "The Kardashians," which dropped on Hulu Oct. 23, the 818 Tequila founder took a nostalgic (and slightly awkward) trip down memory lane while revisiting her childhood home, and let’s just say, things got personal fast.
Accompanied by mom Kris Jenner and sister Khloe Kardashian, Kendall wandered through the Calabasas mansion where she grew up, only to discover her old bedroom had been turned into a closet. Naturally, she had thoughts.
“This is not nice,” she joked, before casually dropping a bombshell: “I lost my virginity in that room.” Cue Kris Jenner’s wide-eyed reaction and mom-mode curiosity. “Where was I? Was I in the next room?” she asked, genuinely stunned. But before the internet could start guessing timelines, Kendall cleared things up. Laughing, she confessed, “I actually didn’t. It was at his house.”
Khloe quickly chimed in to confirm she already knew the real story, leaving viewers to connect the dots themselves.
A Laid-Back Mom and a Not-So-Strict Household
Kendall’s revelation sparked an even juicier confession: her mom wasn’t exactly the helicopter type. “Not only did she not know, she really didn’t give a f—k,” Kendall said in her confessional, adding with a grin, “She was like, ‘Oh, you’re going out ‘til Wednesday? Great. Never come back.’”
Her theory is that by the time she and Kylie came along, Kris was simply out of parenting energy. “We’re children number five and six, and she just has no more energy for us,” she explained. While her dad, Caitlyn Jenner, was the one to set rules, Kris had a far more “figure it out yourself” approach. Read here about FAFO parenting.
Keeping the Mystery Alive
True to her private nature, Kendall didn’t reveal who the lucky guy was, or whether they still keep in touch. Over the years, fans have speculated about her early dating life, but Kendall has always kept her romantic milestones close to the vest. Still, her calm confidence when sharing this story shows she’s long past any awkwardness about it.
And while she’s dated a few famous faces—Harry Styles, Devin Booker, and Bad Bunny among them- Kendall is not feeding more celebrity gossip.
Lessons in Love and Self-Discovery
In a 2020 Calvin Klein video, the model opened up about what her relationships have taught her, saying, “A lot of the relationships have taught me more about myself, which is the most valuable. And like, what I want from a person or from a relationship.”
It’s a refreshingly grounded outlook for someone whose every move makes headlines. Whether it’s tequila branding, runway walks, or heartbreaks, Kendall seems to approach it all with the same cool composure.
For fans who’ve followed the Kardashians and Jenners for years, this moment is peak Kendall.