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My advice for a great pair of black booties is to pick leather, not suede, with a black heel (not a stacked wood heel) and not a wedge. A heel that isn't too high, a toe that isn't too pointy, and not a ton of detail so it is not too limiting. Sole Society 'Kaila' Bootie | Nordstrom
Isabel Cut Out Bootie in Black A lovely pair of faux leather formal booties! These high heel booties have lazer cut out detailing throughout with mesh inserts. Has zipper at backside for closure and fit.