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—that just so happen 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 the F/W 22 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.
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.
These have plenty of glowing reviews on Nordstrom.
The sleekest riding boots for the city.
We’ve noticed how she sticks to dark neutrals with this combo. Black jeans and brown leather boots look so polished together.
It simply doesn’t get any chicer than this Totême pair.
These also come in black, since I know you were wondering.
Photographed at a horse show, Olsen wore traditional boots made for competition, but the equestrian trend can be worn well beyond the saddle.
The stretchy back on these ensures they fit like a glove.
Only Khaite could make a pair of riding boots that are timeless and of-the-moment.
Angelina Jolie wore Tod’s Timeless Boots ($1295) to run some errands in Los Angeles.
The square toe on these feels especially fresh.
Classic riding boots with a little edge.
Brandon Maxwell proved they’re the perfect match for your skinny jeans.
The buckle details elevate this simple pair.
The two-tone style is especially traditional.
Over-the-knee styles were spotted in full force at Tory Burch, styled with (drumroll, please) skinny jeans.
An investment pair you won’t regret.
Affordable classics.
Khaite’s Derby boots, pictured here, became a street style It item during the latest fashion weeks.
Simple perfection.
These Nordstrom favorites have a shocking number of good reviews.
Grab a boxy blazer to re-create this casual-cool ensemble.
