Most of the options here come with a closed toe for that year-round versatility, but I’ve also included a fashionable pair of open-toe booties when you want the attitude of boots in a summery fit. Plus, optimistic color choices feel particularly of the moment, not to mention, ultra-creative when juxtaposed against patterned pieces. Feel free to disregard this advice if you want to make a statement - color, pattern, and contrast will draw the eye to your shoes when you want to spotlight their style. In the fall and winter, I’m partial to boots that match your leggings or tights whether that’s black, taupe, or burgundy for a similar effect with cold-weather coverage.
#A little more obsessed available skin
If you’re going bare-legged, an ankle boot close to your skin tone can be worn with virtually any dress and creates an uninterrupted line from hem to heel. Of course, you always need to have a few good neutral-hued boots in rotation, but it’s also nice to have at least one pair of booties that can inject some personality into your wardrobe staples.
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Whether you prefer a chunky lug sole that brings downtown attitude or a TikTok-approved cowboy boot, the right bootie can pull an entire outfit together. They’re especially ideal for any outfit involving a skirt, because the best booties for dresses will work just as well with a floral dress and bare legs as they do with a pair of tights and a cable knit midi. Ankle boots are one of the few pairs of shoes with year-round mileage: They don’t cover much more real estate than a good pair of sneakers and are great for anchoring outfits while providing a little edge.