7 ‘Ugly’ Trends Kendall Jenner Makes Look Cool

Celebrity Style Platform flip-flops, exposed thongs, and more. by Allie Fasanella Updated: Feb. 20, 2024 Originally Published: Sep. 29, 2022 Neil Mockford / Ricky Vigil M/GC Images/Getty Images

Gotham/GC Images/Getty Images Kendall Jenner has a way of making everything — even the most out-there trends — look fashionable. The supermodel is known to rock surprising looks that will make you do a double take. Check out some of her ‘ugliest’ outfits to date.

Platform Flip-Flops

Rachpoot/Bauer-Griffin/GC Images/Getty Images Jenner styled this polarizing early-aughts shoe trend in a chic way with sleek sunnies, a crop top, and bold green pants.

Maxi Skirts & Sneakers

MEGA/GC Images/Getty Images Maxi skirts were shunned for years, but alas, they’re making a comeback. Here, the model paired a white style with sporty Adidas kicks .

Exposed Thongs

James Devaney/GC Images/Getty Images Your girl was showed off her thong ( and channeled Barbie ) back in 2020 — before the controversial trend saw a revival this year.

Weird Prints

MEGA/GC Images/Getty Images During NYFW, Jenner was spotted in this Loewe midi dress featuring a bizarre all-over balloon print. She styled it with clunky black boots.

‘90s Dad Hats

Marc Piasecki/GC Images/Getty Images While in Paris last winter, Jenner sported a cap that resembles one my father used to wear to clean the gutters. She worked it, though.

Bell Bottoms

Gotham/GC Images/Getty Images Ever the trendsetter, Jenner donned a cropped polka-dot tank and high-waisted bell bottoms covered the same print. A fierce moment.

Exposed Underwear

Gotham/GC Images/Getty Images At the Met Gala after party, Jenner changed into this saucy Miu Miu look that showed off her silky undergarments. Fab, TBH.