Kendall Jenner's Shocking Virginity Confession on "The Kardashians"

Kendall Jenner dropped a major bombshell about her first time in the latest episode of The Kardashians, leaving mom Kris Jenner totally speechless!

TL;DR

• Kendall Jenner initially joked she lost her virginity in her childhood bedroom during a family tour.
• She later clarified the deed actually happened "at his house," without revealing the partner's identity.
• The model also spilled secrets about Kris Jenner's surprisingly "relaxed" parenting style with her and Kylie.

A Walk Down Memory Lane Leads to a Surprising Revelation

It seems like every time the Kardashians and Jenners revisit their past, some seriously juicy secrets come tumbling out. And the Season 7 premiere of Hulu's The Kardashians was no exception! On Thursday, October 23, Kendall Jenner took us all on a nostalgic — and slightly awkward — trip down memory lane, right inside her childhood home in Calabasas.

Joined by momager Kris Jenner and sister Khloe Kardashian, Kendall wandered through the familiar halls of the mansion. This wasn't just any stroll; Kris was actually selling the iconic home, which she bought in 2010 for $4 million and listed for a cool $13.5 million. Khloe described the moment as "really bittersweet," lamenting that the "black-and-white floors will always be, dare I say, iconic." Kris, ever the businesswoman, admitted her motivation for selling was simply "cash."

As they explored, Kendall peeked into her old bedroom, which had undergone a drastic transformation: it was now a closet! Jokingly, she told her mom the renovation was "not nice." Then, with a casualness that only a Kardashian-Jenner could pull off, Kendall dropped a bombshell: "I lost my virginity in that room."

Kris Jenner's Priceless Reaction to Kendall's Bombshell

You can imagine the look on Kris Jenner's face. Her eyes went wide, and her "mom-mode curiosity" immediately kicked in. "Where was I? Was I in the next room?" she blurted out, genuinely stunned at the thought. The moment was pure reality TV gold, a perfect blend of shock and parental concern.

But before the internet could go into full detective mode, trying to timeline Kendall's early romances, the model quickly cleared things up. Laughing, she confessed, "I actually didn't. It was at his house." Khloe chimed in to confirm she already knew the real story, leaving fans to connect the dots on their own about who the mystery partner might have been.

"Not only did she not know, she really didn't give a f---. She was like, 'Oh, you're going out 'til Wednesday? Great. Never come back.'"

— Kendall Jenner on Kris Jenner's parenting style

The Truth About Growing Up with the "Cool Momager"

Kendall's virginity revelation led to an even juicier confession about her mom's parenting style. According to Kendall, Kris wasn't exactly the helicopter parent we might imagine for a family so firmly in the spotlight. "Not only did she not know, she really didn't give a f---," Kendall candidly shared in a confessional. She added with a grin, "She was like, 'Oh, you're going out 'til Wednesday? Great. Never come back.'"

Kendall's theory for her mom's laid-back approach? She and Kylie Jenner were "children number five and six" in the blended family. By the time they came along, Kris "just has no more energy for us," Kendall explained. While Kris was busy building an empire and managing the careers of Kourtney, Kim, and Khloe Kardashian, Kendall and Kylie enjoyed a bit more freedom to "figure it out yourself." Her dad, Caitlyn Jenner, on the other hand, was "more like strict on the rules."

This insight offers a refreshingly grounded perspective on what it was like growing up in one of the world's most famous families. It wasn't all strict curfews and watchful eyes, at least not for the younger Jenner sisters.

Childhood Confessions: More Than Just First Times

The surprises didn't stop with the "first time" confession. Kendall was clearly in the mood to cleanse herself of teenage secrets as she bid farewell to her childhood home. Later in the episode, she dropped another bombshell on Kris, one her mom also seemed completely unaware of.

As Kendall headed outdoors, she announced, "I'm going to the cabana to say goodbye. I used to smoke a lot of weed in there, when you weren't looking. We would shut the curtains." She recalled being about 16 and Kylie 14 at the time. It seems the cabana wasn't just for poolside lounging but also a secret hangout for the youngest Jenner sisters to get into some youthful mischief.

These confessions paint a picture of a childhood that, despite being filmed for a reality show, still had its share of private, rebellious moments. It's a reminder that even supermodels and reality stars had typical teenage experiences, albeit in a multi-million dollar mansion.

Kendall's Private Past and Public Perspectives on Love

True to her famously private nature, Kendall didn't reveal the identity of the person she lost her virginity to, nor whether they still keep in touch. Fans have long speculated about her early dating life, but Kendall has always preferred to keep her romantic milestones close to the vest.

While the identity of her "first time" partner remains a mystery, Kendall has, of course, dated several high-profile individuals since then. Her past relationships include famous names like Harry Styles, NBA stars Devin Booker, Blake Griffin, and Ben Simmons, and more recently, musician Bad Bunny. Her romance with Bad Bunny reportedly ended in December 2023, and she previously split with Devin Booker in Fall 2022.

Kendall has often spoken about her decision to keep her relationships out of the public eye. In a 2019 interview, she explained, "A relationship is only meant to be between two people, and the second you make it the world's business is when it starts messing with the two people mentally. Like, once everyone is let in, you're letting all these opinions into your relationships, and I don't think that's fair."

"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."

— Kendall Jenner

Despite her guarded approach to her love life, Kendall has also been open about the personal growth she's gained from her experiences. In a 2020 Calvin Klein video, she shared, "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." This refreshing and grounded outlook shows a maturity in how she navigates her highly publicized life and finds meaning in her personal connections.

Catch All the Family Drama: Where to Watch The Kardashians

Kendall's candid revelations are just a taste of the ongoing drama and humor that continues to make The Kardashians a must-watch for fans. The series consistently offers deep dives into the lives of the famous family, showcasing their evolving dynamics, business ventures, and personal journeys.

The Season 7 premiere, which dropped on October 23, set the stage for more intimate confessions and family moments. From Kourtney Kardashian and Travis Barker welcoming their son Rocky Thirteen Barker in November 2023, to Kim Kardashian focusing on her businesses, law school, and acting roles while keeping her dating life private (after briefly dating Odell Beckham Jr. until April 2024), and Khloe Kardashian navigating co-parenting with Tristan Thompson, there's always something happening in the Kardashian-Jenner world.

Kylie Jenner has also been making headlines, reportedly linked to Oscar-nominated actor Timothée Chalamet since April 2023, with glimpses of their romance at various high-profile events. The show continues to blend these personal narratives with the family's public personas, giving audiences a deeper, more candid look into their lives.

For fans eager to keep up with Kendall's latest confessions and all the family's happenings, new episodes of The Kardashians continue to release every Thursday on Hulu. Get ready for more surprises, laughter, and heartfelt moments from one of entertainment's most influential families.

Answering Your Burning Questions About Kendall's Latest Reveal When did "The Kardashians" Season 7 premiere? The seventh season of The Kardashians premiered on Thursday, October 23. Where can I watch "The Kardashians"? New episodes of The Kardashians are released every Thursday on Hulu. Did Kendall Jenner reveal who she lost her virginity to? No, Kendall Jenner did not disclose the name of the person. She only clarified that it happened "at his house." What other secrets did Kendall share about her childhood? Kendall also confessed that she and her younger sister Kylie used to secretly smoke marijuana in the cabana at their childhood home when their parents weren't looking.

Sources

• E! News - Kendall Jenner Shares Where She Lost Her Virginity
• RadarOnline.com - Kendall Jenner Drops Bomb About Losing Her Virginity
• Just Jared - Kendall Jenner Reveals the Location Where She Lost Her Virginity
• ¡HOLA! US - Kendall Jenner's confession about her first time
• Hollywood Life - Kendall Jenner Reveals Where She Lost Her Virginity
• The News International - Kendall Jenner makes private confession about first relationship
• SFLCN.com - Kendall Jenner Reveals Where She Lost Her Virginity
• Marca - Kendall Jenner's confession about her first time