Kendall Jenner Spills Childhood Secrets: "Smoking Weed At 16 In The Family Cabana"

  • By Imani
  • Oct. 25, 2025, 3:20 p.m.

Kendall's Teenage Revelations

Kendall Jenner, the 29-year-old model and reality TV star, didn't hold back during the Season 7 premiere of The Kardashians, which hit Hulu on October 23. As her family packed up her childhood home, Jenner took a walk down memory lane, revealing some eyebrow-raising teenage secrets.

While revisiting her old bedroom, Kendall quipped, "I lost my virginity in that room," sending her momager Kris Jenner into shock.

"Where was I? Was I in the next room?" Kris, now 69, asked in disbelief. However, Kendall quickly confessed that her first time actually happened elsewhere, keeping the details of her partner under wraps. Her dating history, though, features an impressive lineup, including Harry Styles, basketball stars like Jordan Clarkson and Devin Booker, and musician Bad Bunny.

High Times at the Jenner Cabana

Kendall didn't stop there with her revelations. The star admitted how lax parenting by Kris and Caitlyn Jenner allowed her to explore her rebellious side. In a confessional, Kendall shared how her mother was far from strict, saying, "She really didn’t give a f–k," and adding that as the fifth and sixth children, she and Kylie enjoyed a certain freedom.

"I used to smoke a lot of weed in there when you weren’t looking. I was 16, and Kylie was 14. We would shut those curtains," Kendall candidly recalled, referring to the family cabana as her teenage hideout.

These confessions offer fans a new perspective on Kendall's formative years, painting a picture of a laid-back household and teenage mischief in the Jenner family compound.

Imani
Author: Imani
Imani

Imani

Imani follows the money: payouts, contracts, lawsuits, and platform enforcement. With a background in entertainment PR and paralegal work, she breaks complex stories into plain-English playbooks for creators. Her series Follow the Money connects drama to data - who benefits, who pays, and what to do next. Calm, sourced, and courtroom-ready; DTLA is her second office.