Even if you already have a million black ankle boots (or two million, rather), Western-inspired stitching punches this pair up a little. The shape is slim through the ankle for a sophisticated, not-so-costumey feel... more Chelsea cowgirl than rodeo queen. Ann wears them a couple times a week, if that gives you any sense of the utility. They're just easy. These are bench-made in Spain — talk about a cultural mashup — with Goodyear construction, a stacked heel, and a pointed, slightly squared-off toe.
“The black can go a little more rock-and-roll (great with that Miss-Kitty-style choker) and the brown is a little more straight-up western. But day-to-day at home, I wear them most often with jeans and a very simple cashmere cardigan or a button-down oxford. I'm wearing a pair right now as I type.”