How to Wear Ankle Boots with Skinny Jeans

Sometimes you have to think big (i.e., learning, in general, how to wear ankle boots with jeans). But today? We’re digging into one specific denim style. Let’s talk all things ankle booties and skinny jeans.

How toStretch Jeans That Are Too Tight

flat ankle boots skinny jeans
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Embrace The Flat Ankle Bootie

Most jeans-and-ankle-boots combos require some kind of higher heel. (Say, to elongate a flare or dress up a boyfriend style.) Skinny jeans? They’re at their best with a low menswear moment.

white ankle boots cutoff skinny jeans
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Be Mindful Of Your Hemline

You’re doing this all for the booties. Make sure your jeans are the proper length to show ’em off. A good rule of thumb: Have your denim hit about an inch above the ankle.


rolled skinny jeans yellow ankle boots
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Roll, Rather Than Scrunch

If said hemlines are too long, don’t be afraid to roll the cuffs of your skinny jeans. (Yep, just like you would your boyfriend jeans.) It’s a better option than letting them pool and bunch awkwardly.

black skinny jeans black ankle boots
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Keep The Entire Outfit Colorway In Mind

Having trouble deciding which denim will look best with which leather? Go minimal. Go monochromatic. It will always work.

white skinny jeans ankle boots
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Break Out Your White Skinny Jeans

Yes, you can (and should) rock those puppies well after Labor Day. 

FallAnkle Boots at Any Price

susan waits

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.