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 Bally, 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.
On Celebrities
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.

We've noticed how she sticks to dark neutrals with this combo. Black jeans and brown leather boots look so polished together.
Photographed at a horse show, Olsen wore traditional boots made for competition, but the equestrian trend can be worn well beyond the saddle.
Angelina Jolie wore Tod's Timeless Boots ($1295) to run some errands in Los Angeles.
On the Runway
Brandon Maxwell's F/W 20 runway show proved they're the perfect match for your skinny jeans.
Another recent example of the equestrian trend on the runway could be found in Celine's F/W 22 collection—a barn jacket was styled with skinny jeans and two-tone riding boots.
Riding boot styles were spotted in full force at Gucci's F/W 24 runway show, styled with (drumroll, please) hot pants. It's not skinny jeans, but another example of how the equestrian trend continues evolving.
If you wanted recent proof that the skinny jeans and riding boots pairing is back, look no further than Bally's F/W 24 runway show. The over-the-knee version of the riding boot silhouette shown in the show proves that we're strapped-into this trend.
On Instagram
Riding boots have always been a great way to elevate basic black skinny jeans (see above).
Go posh with your styling by pairing your riding boots and skinny jeans with a blazer and turtleneck. It's a look that Kate Middleton would surely wear.
Grab a boxy blazer to re-create this casual and chic ensemble.
Riding boots are a favorite among women in Paris, too.
This story was published at an earlier date and has since been updated.
Anna is an NYC-based senior fashion editor who has been a member of the Who What Wear team for over seven years, having begun her career in L.A. at brands like Michael Kors and A.L.C. As an editor, she has earned a reputation for her coverage of breaking trends, emerging brands, luxury shopping curations, fashion features, and more. Anna has penned a number Who What Wear cover interviews, including Megan Fox, Julia Garner, and Lilly Collins. She also leads the site’s emerging travel vertical that highlights all things travel and lifestyle through a fashion-person lens.
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