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.
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.
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 hardware 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 chain detail 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) fishnets.
A minimalist’s dream pair.
A great under-$150 pair.
Khaite’s Derby boots, pictured here, became an It item during the last few fashion weeks.
Simple perfection.
These Nordstrom favorites have a fair number of good reviews.
Grab a boxy blazer to re-create this casual and cool ensemble.
An investment pair you won’t regret.
No one does equestrian boots like Frye.
Riding boots are a favorite among women in New York City, too.
An A+ pair from Free People.
This story was published at an earlier date and has since been updated.
