Kendall Jenner Shares Where She Lost Her Virginity

Published: Oct 24 2025

Kendall Jenner is reflecting on a pivotal romantic milestone as she looks back on a momentous event in her life during the seventh season premiere of 'The Kardashians' on October 23rd. While touring her childhood home alongside her mother Kris Jenner and sister Khloe Kardashian, Kendall peeks into her old bedroom, now turned into a closet, and tells Kris, "I lost my virginity in that room."

Kris, who is seen in the Hulu episode selling the house for "cash," immediately believes Kendall's comment, asking, "Where was I? Was I in the next room?" But Kendall, unwilling to keep up the charade any longer, confesses, "I actually didn't."

Kendall Jenner Shares Where She Lost Her Virginity 1

The 29-year-old model then reveals that she actually lost her virginity "at his house," which Khloe confirms she knew about. Kendall recalls that Kris and her father Caitlyn Jenner "didn't care," adding, "Not only did she not know, she really didn't give a f--k. She was like, 'Oh, you're going out 'til Wednesday? Great. Never come back.'"

Kendall attributes Kris's relaxed parenting style towards her and sister Kylie Jenner's birth order. "We're children number five and six, and she just has no more energy for us," she explains. She adds that Caitlyn had a slightly different approach to raising the girls, being "more strict on the rules."

In the end, Kendall doesn't disclose whether she keeps in touch with the person she lost her virginity to—or even the name of her former suitor. But the FRWD creative director, who has dated stars like Harry Styles, Bad Bunny, and Devin Booker, has previously gotten candid about why she mostly looks back positively on her past relationships. "A lot of the relationships have taught me more about myself, which is the most valuable," Kendall shared in a 2020 video published by Calvin Klein. "And like, what I want from a person or from a relationship."

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