How to Wear Ankle Boots with Skirts

In case you haven’t noticed, we’re all about the ankle boots these days—with jeans, with skinny jeans, with cropped flares. Today, we’re tackling a more delicate styling conundrum: skirts. What’s the best length? Do you wear tights? Do the booties have to be heeled? We’re here to help with six killer outfit ideas.

suede ankle boots with skirt
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Go With A Slight Theme

Got a fab pair of suede ankle booties? Your best bet is to keep the rest of your ensemble on the rustic side. Take your short skater skirt and add a denim shirt and even a gaucho hat if the mood strikes.

black ankle boots with leather skirt
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Pair Similar Materials And Fabrics

Along the same lines of a “theme,” you’ll want to incorporate high-shine boots into a dressier look.

ankle boots checkered mini skirt
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Replace Office Heels With Ankle Boots

Tired of pumps day in and day out? Swap ’em for a sophisticated, low-cut bootie and watch as your life changes.

mini skirt with flat black ankle boot
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Save Your Flat Boots For Miniskirts

There’s quite possibly nothing we love more than serving a lotta leg. It’s the perfect opportunity to bust out a tough black ankle boot on the bottom.

black stacked ankle boot with green skirt
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Make Sure Your Heels Are Stacked

Ankle booties aren’t something you can take off halfway through the day like you do pumps. (We see you lurking off to the parking lot in flats.) If you must be walking around for hours in these puppies, stay as comfortable as possible in a stovepipe heel.

white stiletto ankle boots with skirt
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Rock A Stiletto On Special Ocassions

...All that said, some looks require a fierce skinny heel. A white one.

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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.