While there are so many different types of boots on the market—cowboy boots, lug-sole boots, and utilitarian-inspired combat boots, to name a few—there’s one type of boot that always has our back: the ankle boot. Whether you’re heading to dinner or the office, in the spring, summer, fall, or winter, this footwear option will get you where you need to go.
However, just because ankle boots have survived years of rotating trends doesn’t mean they’re always easy to style. For example, the sheer variety of ankle boots available—from embossed leather ones to supple suede ones and everything in between—sometimes makes us second guess which styles look best with any given outfit.
Ahead, we’ve outlined everything you need to know to wear ankle boots with confidence. Whether you’re looking to pair them with a mini skirt, a midi dress, or even your favorite luxe loungewear, there’s a cool ankle boot outfit for you.