Kendall Jenner Shares Why Kardashian Sisters “Side Eye” Her Fashion Choices
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.”
Photo by Pascal Le Segretain/Getty Images
“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.
Gonzalo Marroquin/Getty Images for Vogue
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!.
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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.
Dimitrios Kambouris / Staff / GETTY IMAGES
Suiting Up
For the 2025 Met Gala, she wore a suited look by Torishéju Dumi.
Robert Smith/Patrick McMullan via Getty Images
Lots of Lace
Kendall attended the 2025 Vanity Fair Oscar After-Party in archival vintage Mugler.
Stefanie Keenan/Getty Images for Academy Museum of Motion Pictures
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.
Jean Catuffe/Getty Images
Red, White and Blue
She showed her support for Team USA at the 2024 Olympics in Paris.
Kevin Mazur/MG24/Getty Images for The Met Museum/Vogue
A Vision in Vintage
Kendall dazzled in an archival Givenchy gown by the late Alexander McQueen at the 2024 Met Gala.
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Chic & Sheer
The model deserved her own trophy for her Maison Margiela look at the 2024 Vanity Fair Oscar Party.
Frazer Harrison/Getty Images
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.
John Shearer/WireImage
Gold Goddess
All eyes were on Kendall at the 2023 Vanity Fair Oscars party, where she wore a Jean Paul Gaultier gown.
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No Pants, No Problem
She was shining bright at the 2023 Met Gala in a pantless Marc Jacobs bodysuit.
Kevin Mazur/Getty Images for Atlantis The Royal
Bright and Bold
Kenny dazzled in a bright chartreuse dress paired with latex leather opera-length gloves to the 2023 opening of Nobu Dubai.
Fairchild Archive/WWD via Getty Images
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.
Frazer Harrison/Getty Images
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.
John Shearer/Getty Images
Bleached Brows
Kendall balanced the darkness of her 2022 Met Gala ballgown by Prada by bleaching her eyebrows blonde.
Frank Micelotta/Shutterstock
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.
RACHPOOT / BACKGRID
Black & White
She also proved she can rock the boldest of patterns in this matching black and white crop top and pants in 2021.
Mike Coppola/Getty Images
Bejeweled
The runway star was covered in head-to-toe jewels as she wore her Givenchy gown to the 2021 Met Gala.
Christopher Smith/Invision/AP/Shutterstock
Cool Culottes
Kendall brought culottes into the 21st century with this leather look in 2020.
Shutterstock
Neon Dream
Kendall rocked a sparkly neon green bodysuit to the 2020 Brit Awards.
Alberto E. Rodriguez/Getty Images
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.
Andreas Rentz/amfAR/Getty Images for H&M / amfAR
Kotton Kandy
Kendall was pretty in pink in this Giambattista Valli x H&M collection dress at the 2019 Cannes Gala.
Cindy Ord/Getty Images for Stuart Weitzman
Let’s Get to Werk!
Kendall knew how to mix business with fashion in this blazer and matching heels in 2019.
Dimitrios Kambouris/Getty Images for The Met Museum/Vogue
Fun With Feathers
Kendall stole the show at the 2019 Met Gala in this orange feather dress by Versace.
David M. Benett/Dave Benett/Getty Images for Chaos SixtyNine
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.
Allen Berezovsky/Getty Images
Basketball Beauty
Kendall sat courtside at a Los Angeles Lakers game, where she wore leather pants and Yeezy heels in 2019.
Gabe Ginsberg/Getty Images
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
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Go Green
Kendall was rolling in a green coat in New York City over her birthday weekend in 2018.
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