Why we love it: This timeless style is the footwear equivalent of all things equestrian. Characterized by their relatively low heels, sturdy toe, and knee-high length, riding boots are sleek and polished, and instantly elevate even the most casual t-shirt and jeans look.
How to wear it: There's really no wrong way to wear riding boots — they look great with skinny jeans, leggings, and even dresses. For a chic Winter look, try wearing your pair with a sweet floral dress, chunky knit cardigan, and textured knee-high socks. It's a cute ensemble that works for during and after office hours.