They’re always the hardest-working item in our wardrobes come autumn, so it’s no wonder all we can think about right now is boots. However, with a plethora of new styles out there—think animal print and the square-toe trend favored by celebrities, to name a few—there are almost too many options to choose from. So instead, we’re canceling out the noise (just for a second) to focus our energy on a time-honored classic: Chelsea boots.
Chelsea boots have morphed into a perennial fallback. Dating back to the Victorian era when, much like today, they were worn by men and women alike, they traditionally featured flat soles, rounded toes, and sat just above the ankles. In recent years, however, the style has evolved into various iterations, from pointed-toe iterations and tall lengths to chunky tractor treads and wooden heels.
They’re so instilled in our lives, in fact, that you probably already own a pair. This is why we’re not bombarding you with countless styles to shop for now; instead, we’ve made it our mission to discover how to wear Chelsea boots now. Be it with jeans, dresses, skirts, or culottes, we’re taking cues from these ladies who’ve helped put Chelsea boots back on the map.