Kate Middleton and Mary-Kate Olsen Agree: This Boot Trend Is Made for Skinnies

Skinny jeans will never go "out," and that's a fact. Just take a look at any one of the handful of celebrities who seem to cling to the perennial denim staple. Season after season, we turn to these style stars to inform us of the freshest ways to style our skinnies, and according to them, all signs point to one boot trend in particular—riding boots—as the best boots to pair flawlessly with classic skinny jeans.

Kate Middleton has long been a fan of these flat, knee-high boots, and there are plenty of her outfits to get inspired by. They also happen to be approved by Mary-Kate Olsen. (When MK and Ashley wear something cool, you know we're quick to follow suit.) We spotted riding boots all over recent runways from a whole host of brands, such as Brandon Maxwell, Celine, and Tory Burch, so if you're looking to get in on the trend, there's certainly no lack of options. Keep scrolling to see how Middleton and Olsen wear the equestrian trend, to see how they're styled on Instagram, and to shop the best riding boots for yourself.

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On Celebrities
(Image credit: Beretta/Sims/Shutterstock)

On Middleton: Penelope Chilvers Long Tassel Boots ($695)

This is a casual outfit formula Middleton tends to repeat often, involving a utility jacket, skinny jeans, and, of course, riding boots.

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(Image credit: Tim Rooke/Shutterstock)

We've noticed how she sticks to dark neutrals with this combo. Black jeans and brown leather boots look so polished together.

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(Image credit: The Image Direct)

Photographed at a horse show, Olsen wore traditional boots made for competition, but the equestrian trend can be worn well beyond the saddle.

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(Image credit: Backgrid)

Angelina Jolie wore Tod's Timeless Boots ($1295) to run some errands in Los Angeles.

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On the Runway
(Image credit: Courtesy of Brandon Maxwell; PICTURED: F/W 20)

Brandon Maxwell proved they're the perfect match for your skinny jeans. 

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(Image credit: Courtesy of Tory Burch; PICTURED: F/W 23)

Over-the-knee styles were spotted in full force at Tory Burch, styled with (drumroll, please) fishnets.

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On Instagram
(Image credit: @camillecharriere)

Khaite's Derby boots, pictured here, became an It item during the last few fashion weeks.

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(Image credit: @fakerstrom)

Grab a boxy blazer to re-create this casual and cool ensemble.

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(Image credit: @lefevrediary)

Riding boots are a favorite among women in New York City, too.

This story was published at an earlier date and has since been updated. 

Senior Editor

Anna is an editor on the fashion team at Who What Wear and has been at the company for over five years, having begun her career in the Los Angeles office before relocating to New York, where she's currently based. Having always been passionate about pursuing a career in fashion, she built up her experience interning at the likes of Michael Kors, A.L.C., and College Fashionista before joining the team as a post-graduate assistant editor. Anna has penned a number of interviews with Who What Wear's cover stars over the years, including A-listers Megan Fox, Issa Rae, and Emma Chamberlain. She's earned a reputation for scouting new and emerging brands from across the globe and championing them to our audience of millions. While fashion is her main wheelhouse, Anna led the launch of WWW Travels last year, a new lifestyle vertical that highlights all things travel through a fashion-person lens. She is passionate about shopping vintage, whether it be at a favorite local outpost or an on-the-road discovery, and has amassed a wardrobe full of unique finds. When she's not writing, you can find her shooting street imagery on her film camera, attempting to learn a fourth or fifth language, or planning her next trip across the globe.