Friends, we’ve come a long way in our quest to nail this ankle-boots-styling thing. By now you’ve likely mastered it with jeans and skirts alike. And the natural next step is dresses. Here we go...

RELATED: 19 Things to Wear with Your Ankle Boots

ankle boots with black dress
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Think Streamlined

By nature, a dress is a statement enough on its own. Be careful not to let the shoe overpower it. If you stick with slim-cut, minimalist ankle booties, you should be good.

nude ankle boots with short dress
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Think Lengthening

For short dresses, a neutral heeled ankle boot works just as well as a nude pump. (And has way more cool points.) Just make sure your socks underneath don’t show.

RELATED: 7 Outfits That Make Your Legs Look Longer

pointy toed black ankle boots with black dress
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Embrace Pointy Toes for Versatility

Whether you’ve got a mini shift or a flowy maxi, you can’t go wrong with a black, sharp-toed ankle boot on the bottom.

white ankle boots with striped dress
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Use Ankle Boots to Tone Down a Prim Look

Embellished Western boots pair shockingly well with a shirt dress and a top-handle bag.

RELATED: Fashion FYI: Maximalist Shoes Are What Every Cool Girl Is Wearing Now

ankle boots with spaghetti straps dress
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Don't Fear Ankle Boots in Warm Weather

Because just look at this spaghetti-strap dress.

ankle boots with printed dresses
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Let Your Prints Flag Fly

Plaid. Floral. Anything works as long as you anchor it with tough ankle boots.

RELATED: How to Wear Ankle Boots with Skinny Jeans

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