Don't Be Afraid to Wear Your Boots Like Kendall Jenner Just Did—It's Cool Now

Summer ended five months ago, and you're probably sick of wearing ankle boots with cropped jeans by now, so we're here to alert you to a cool new look to try instead for the remainder of winter. We've been noticing that lately, more and more fashion insiders are wearing mid-calf or knee-high boots with jeans and pants tucked into them. It makes for quite an '80s look, which is in keeping with so many trends this season.
Kendall Jenner seems to have noticed this as well, as she just stepped out in Los Angeles right before leaving for NYFW wearing an oversize sweatshirt and Adidas track pants tucked into a pair of white Western boots. On paper, it sounds crazy, but seeing Jenner pull it off may just make you want to give your ankle boots and sneakers a rest next time you wear non-skinny jeans or pants.
Keep scrolling to see how Jenner and other chic fashion insiders are wearing their boots now, and shop boots similar to Jenner's.
On Kendall Jenner: Adidas pants; R13 boots
Shop Similar Boots
Next up, the photogenic trick Kendall Jenner uses in every picture.

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 arts. 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.
-
9 Top, Jeans, and Shoe Outfit Combos That Fashion People Will Be Wearing This Spring
I plan to re-create these ASAP.
By Jennifer Camp Forbes
-
My Friend Gave Me a $550 Budget to Update Her Spring Wardrobe—Here's What I Ordered
I narrowed it down to eight key pieces.
By Jennifer Camp Forbes
-
Hot Take: This Trending Dress Color Is Prettier Than Pink, Red, and White
Sorry, I said it.
By Nikki Chwatt
-
The Effortless Skirt-and-Boot Combo I'm Copying From People in Paris and Milan
It's perfect for spring 'fits.
By Ana Escalante
-
10 Spring Outfit Ideas That Will Make Anyone Look Like a Fashion Person
Bring on the compliments.
By Jennifer Camp Forbes
-
The Anti-Skinny-Jeans Summer Outfit Everyone Is Already Wearing
Easy, stylish, and editor approved.
By Michelle Scanga
-
Re: Your Ballet Flats—Here Are the Chicest Ways to Wear Them This Summer
Because we know you're wondering.
By Michelle Scanga
-
Spotted at JFK Airport: The Only Boot Trend TSA Won't Give You Side-Eye for Wearing
Comfortable, stylish, and most importantly, functional.
By Nikki Chwatt