Glossy croc-embossed patent leather Chelsea boots with elastic side panels, a pull tab at the heel, and a chunky lug sole. A low block heel and almond toe keep the silhouette polished yet practical. Pairs well with jeans, midi skirts, or tailored trousers for fall and winter occasions like brunch, work, or a casual dinner.

Buy for $325 or Rent for $61/week. Original retail price: $395, 85% off retail.