Kendall Jenner Admits She Was “Jealous” of Kylie Jenner Growing Up

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Kendall Jenner is done keeping this secret.

The supermodel confessed she used to feel envious of her sister, Kylie Jenner, growing up. She explained that their parents, Kris and Caitlyn Jenner, were more lenient with Kylie, which was something she noticed as a child.

Kylie shared that during her teenage years, she and her friends would sometimes smoke marijuana at her family’s house in Hidden Hills – the same home where a lot of Keeping Up With the Kardashians was filmed.

On the October 30th episode of The Kardashians, Kendall revealed she was upset with Kylie for trying marijuana before she did. She admitted to calling Kylie a harsh name in the moment, saying, ‘You’re a degenerate!’

The 29-year-old admitted she was angry because she envied another woman’s carefree attitude. She explained in a private interview that she wished she had been as free-spirited at that time.

Kendall managed to turn things around. She explained that once she joined them for a smoke, she ended up having a really wonderful time and everything went perfectly.

Kendall recalls that she and her sibling would sneak outside as teenagers—ages 16 and 14—to smoke in their backyard cabana.

I’ve always been fascinated by Kylie! Being the youngest of Kris Jenner’s kids – alongside Kourtney, Kim, Khloe, and Rob Kardashian, whose father was the late Robert Kardashian – she definitely seemed to get away with a lot more than the others. It was like she had a special knack for bending the rules!

Growing up, I noticed Kris Jenner became more laid-back with each child she had,” the 28-year-old shared. “I was a little scared of her, but I also learned I could push boundaries with her and often get away with things.

And that’s why Kylie said Kendall was “very hard” on her growing up.

She added with a laugh, “She was such a hater.”

However, that doesn’t mean Kendall was always on her best behavior. She did, after all, lose her virginity when she was a teenager.

While showing Kris her old bedroom, she jokingly said she lost her virginity there, but then clarified it actually happened at her partner’s place. She explained that Kris and Caitlyn hadn’t been concerned with her activities at the time.

Kendall jokingly explained that her mother wasn’t just unaware of the situation, she didn’t seem to care at all. She recalled her mother saying, ‘You’re going out until Wednesday? That’s fine, don’t bother returning.’

New episodes of The Kardashians drop every Thursday on Hulu.

To see the Kardashian-Jenner family through the years, keep reading…

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2025-10-30 15:17