How to Wear Ankle Boots with Dresses

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...

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.

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.

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.

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Lousy baker, stellar shopping buddy

You can find Susan either blissfully buried in a pile of clothes or on a plane between L.A. and NYC.