This Kendall Jenner Legging Outfit May Make You Want to Ditch Skinny Jeans
Welcome to the first (of many, I presume) Kendall Jenner outfit post of the year. She has herself a new stylist (Dani Michelle) and her recent outfits couldn't be chicer. Jenner celebrated the latter part of the holidays with some of her family in Aspen, and when she wasn't on the slopes in ski pants and puffers, she was photographed wearing luxe outerwear, sweaters, boots, and yes, leggings.
We're, without a doubt, in the middle of "skinny jean season", and there's no denying that it's arguably the best denim style to pair with heavy winter clothes and chunky boots. But if you just can't with jeans anymore—or at least for the time being—I get it, and Kendall Jenner is doing her part to provide a solution: Just wear a sturdy pair of leggings. You'll be far more comfortable and get a similar effect to a pair of form-fitting skinny jeans.
For this particular outfit, Jenner wore a leather blazer with a turtleneck, brown knee boots, and black leggings, proving that leggings can be surprisingly chic (and black and brown do, in fact, go together). Scroll to see what I mean and to shop "sturdy" leggings for your own future outfits.
On Kendall Jenner: The Mannei blazer; Fendi bag; Commando leggings
Shop "Sturdy" Leggings
Next up, 6 shoes you should own if you live in leggings.
Allyson is a senior editor for Who What Wear. She joined the company in 2014 as co-founder Katherine Power's executive assistant and over the years has written hundreds of stories for Who What Wear. Prior to her career in fashion, Allyson worked in the entertainment industry at companies such as Sony Pictures Television. Allyson is now based in Raleigh, North Carolina, and is originally from Baton Rouge, Louisiana. She holds a BFA in theater. Her path to fashion may not have been linear, but based on the number of fashion magazines she collected as a child and young adult, it was meant to be.
-
As It Turns Out, 2025's Most Boring Flat-Shoe Trend Looks Perfect With Leggings
A celebrity-approved pairing.
By Allyson Payer
-
I Nearly Spent $820 on Kendall Jenner's Flats—Then I Found This $120 Alt at Nordstrom
It's strikingly similar.
By Nikki Chwatt
-
All the A-List It Girls Are Ditching Trendy Heels for These Classic Shoes
Back to the basics.
By Allyson Payer
-
No Sneakers Needed—This Flat Shoe Trend Makes Leggings Look So Much Prettier
Branch out.
By Allyson Payer
-
If a Fashion Person Wears Leggings in 2025, It'll Be With These Shoe Trends
These winning shoes make total sense.
By Nikki Chwatt
-
The Chicest People I Know Are Wearing This Surprisingly Elevated Legging Trend
I'm not here to argue.
By Natalie Cantell
-
5 Fresh Ways to Wear Basic Black Leggings This Winter
Some extremely relatable outfit inspo.
By Natalie Cantell
-
I Didn't Think Leggings With Heels Were My Thing Until I Saw How Katie Holmes Just Wore Them
Mind changed.
By Allyson Payer