Your jeans give off a blouson effect when tucked into knee-high riding boots, which adds subtle interest to your look. To keep your outfit grounded, an oversized blazer keeps with the traditional ...

Kendall Jenner styled her Ann Demeulemeester riding boots in a nearly identical way with black Commando tights and a ...

Always a fan of oversize outerwear, Bieber decided to wear a beige Prada barn jacket with a pair of black riding boots and ...

You can layer your favorite warm-weather clothes and turn them into cozy outfits, not to mention your entire jacket collection ... The classic riding boot, too, is having a resurgence, offering ...

We are also partial to Princess Diana’s Sloane Ranger look, which saw the royal tuck slim-fit trousers into riding boots in the ’80s. Just add a rugby shirt and an oversized leather jacket for a very ...

Every item on this page was chosen by an ELLE editor. We may earn commission on some of the items you choose to buy. The leaves have been steadily changing from lush greens into rich reds and ...