Kendall Jenner Shares Why Kardashian Sisters “Side Eye” Her Fashion Choices

Kendall Jenner shared that sisters Kylie Jenner, Kim Kardashian, Khloe Kardashian and Kourtney Kardashian don’t always approve of her outfit choices, saying she sometimes gets a “little side-eye.”

It looks like Kendall Jenner doesn’t have to worry about her sisters borrowing her clothes.

The supermodel revealed that her outfit choices don’t always get the warmest reception from siblings Kylie Jenner, Kim Kardashian, Khloe Kardashian and Kourtney Kardashian.

“When it comes to style within my family, at least, I have different style choices than some of them,” Kendall explained in a Vogue video published Feb. 27. “Sometimes, I’ll definitely walk into a family dinner and one or two of them will be like, ‘This is cool, what is this?’ A little side-eye action.”

But the 818 Tequila founder doesn’t let their skepticism get to her, insisting that she “could care less” how other people feel about her clothes.

“When I love something,” she said, “I love something.”

One item in her closet she really adores? Her carefully curated collection of Hermès bags.

“Any Hermès bags that I own, I’m very particular about the ones that I have,” Kendall shared. “I love really old ones.”

Pointing out one Hermès Kelly bag that she’s especially fond of, she continued, “They’re super worn, these Kellys, and the leather is super crunchy and I love when the leather cracks and there are scratches and there’s scuffs and the corners are all messed up.”

She added, “This is so chic to me and so beautiful.”

And as for how she would categorize her fashion sense? Kendall said the foundation of her style is to “prioritize her comfort.”

“The more comfortable I am, the happier I am,” Kendall continued, “and actually the hotter I feel. Truly.”

However, that outlook came with age. After all, Kendall recalled having fairly different preferences when she was younger.

“I was always wearing major heels—like massive heels—everywhere I went,” the 30-year-old said. “I remember thinking at the time, ‘The heel made the outfit.’”

Kendall quipped, “That is so not the case for me anymore.”

To look back on some of Kendall’s best fashion looks, keep reading.

Runway Ready

Kendall Jenner opened Vogue World’s 2025 fashion show by walking down the runway in the costume Nicole Kidman wore in the 2001 film Moulin Rouge!.

Strike a Pose

Oooh la la! The reality star hit the catwalk in a flowy white gown for the L’Oréal Paris presentation during Paris Fashion Week in 2025.

Suiting Up

For the 2025 Met Gala, she wore a suited look by Torishéju Dumi.

Lots of Lace

Kendall attended the 2025 Vanity Fair Oscar After-Party in archival vintage Mugler.

Going Blonde

Kenny ditched her signature brunette hair for a blonde ‘do and rocked a Schiaparelli Haute Couture gown at the 2024 Academy Museum of Motion Pictures Gala.

Red, White and Blue

She showed her support for Team USA at the 2024 Olympics in Paris.

A Vision in Vintage

Kendall dazzled in an archival Givenchy gown by the late Alexander McQueen at the 2024 Met Gala.

Chic & Sheer

The model deserved her own trophy for her Maison Margiela look at the 2024 Vanity Fair Oscar Party.

Radiant in Red

Kendall picked a fiery Fendi gown for the 2023 Annual Academy Museum Gala.

Floral Explosion

Kendall redefined the little black dress with this sexy David Koma number that featured a completely sheer top and bright red petal pasties.

Gold Goddess

All eyes were on Kendall at the 2023 Vanity Fair Oscars party, where she wore a Jean Paul Gaultier gown.

No Pants, No Problem

She was shining bright at the 2023 Met Gala in a pantless Marc Jacobs bodysuit.

Bright and Bold

Kenny dazzled in a bright chartreuse dress paired with latex leather opera-length gloves to the 2023 opening of Nobu Dubai.

Flower Power

The Kardashians star sported a fun, floral dress and boots while attending the Marni Spring 2023 show with her then-BF Devin Booker.

Hollywood Glam

Kendall looked like a movie star in her black Balenciaga gown at the 2022 Vanity Fair Oscar Party and completed the look with her red locks.

Bleached Brows

Kendall balanced the darkness of her 2022 Met Gala ballgown by Prada by bleaching her eyebrows blonde.

Business Chic

The 818 Tequila founder showed she means business at the 2022 FYC Event for The Kardashians, pairing her Givenchy outfit with shoes by Yeezy.

Black & White

She also proved she can rock the boldest of patterns in this matching black and white crop top and pants in 2021.

Bejeweled

The runway star was covered in head-to-toe jewels as she wore her Givenchy gown to the 2021 Met Gala.

Cool Culottes

Kendall brought culottes into the 21st century with this leather look in 2020.

Neon Dream

Kendall rocked a sparkly neon green bodysuit to the 2020 Brit Awards.

Coming Up Roses

She hit the 2019 Emmys red carpet in a statement-making floral gown by Richard Quinn that featured an edgy latex top and sleeves.

Kotton Kandy

Kendall was pretty in pink in this Giambattista Valli x H&M collection dress at the 2019 Cannes Gala.

Let’s Get to Werk!

Kendall knew how to mix business with fashion in this blazer and matching heels in 2019.

Fun With Feathers

Kendall stole the show at the 2019 Met Gala in this orange feather dress by Versace.

Always Looking Bright

Kendall posed and smiled at the Chaos SixtyNine Issue 2 launch party in London and wore a Dudas Spring 2019 dress and Yeezy PVC Season 6 shoes.

Basketball Beauty

Kendall sat courtside at a Los Angeles Lakers game, where she wore leather pants and Yeezy heels in 2019.

Fangirl for Feathers

The model stunned in a LPA Aurora dress and Yeezy heels at Revolve’s 2018 #REVOLVEawards.

Off the Shoulder & Off the Charts

Kendall got festive at the Kardashian-West Christmas Eve party in an off-the-shoulder gown designed by Christian Siriano

Go Green

Kendall was rolling in a green coat in New York City over her birthday weekend in 2018.