16 Outfits to Wear With Your Black Ankle Boots

We know, we know. There’s a whole world of shoe trends available to try right now. There are Western cowboy boots, over-the-knee silhouettes, bright colors, and white pairs that channel ’60s mod, but nothing is as valuable to your wardrobe as an old faithful that never steers you wrong. For us, that’s black ankle boots. Predictable? Sure. Wrong? Absolutely not.

The reason black ankle boots are (almost) never a bad choice is that they have versatility. They’re not the statement piece of the outfit; they’re the best supporting star—the reason any look can come together effortlessly. To drive the point home, allow us to present you with 16 examples of what we mean.

The below is just a sampling of fall outfit ideas that feature black ankle boots. They’re cool, uncomplicated, and ready for copying as soon as possible.


(Image credit: The Style Stalker)

Style Tip: Anna Wintour wears her black ankle boots with jewel tones and animal print. Think about that.


(Image credit: The Style Stalker)

Style Tip: No need to choose between slim-leg jeans or a more relaxed fit. Block-heel booties work all the same.


(Image credit: @nnennaechem)

Style Tip: Welcome sheer tights back into your wardrobe this season.


(Image credit: The Style Stalker)

Style Tip: Update your straight-leg jeans with a fun, colorful coat and graphic sweater like our senior news editor, Erin Fitzpatrick, does in this photo. 


(Image credit: The Style Stalker)

Style Tip: Love neon? Your black ankle boots will complement, not compete.


(Image credit: The Style Stalker)

Style Tip: The same can be said for voluminous dress silhouettes.


(Image credit: The Style Stalker)

Style Tip: A chunky lug sole will add a little edge to a bright and playful dress.


(Image credit: @styleidealist)

Style Tip: A midi skirt is the perfect way to show off your ankle boots.


(Image credit: The Style Stalker)

Style Tip: Combat booties balance a feminine and romantic maxi skirt.


(Image credit: The Style Stalker)

Style Tip: Simple black ankle boots will pull even the most casual of ensembles together.


(Image credit: @emilisindlev)

Style Tip: For an of-the-moment look, style rubber lug-sole boots with a cute pair of socks.


(Image credit: @jen_wonders)

Style Tip: Loose, gray jeans will feel ultra-cool with black Western-style boots.


(Image credit: @kristengracelam)

Style Tip: Fall dresses feel decidedly cooler with super-chunky lug-sole ankle boots.


(Image credit: @TAMARAMORY)

Style Tip: One of the top boot trends of this season is lace-up boots, and we can’t get over them.


(Image credit: @maria_bernad)

Style Tip: Lace-up booties and midi skirts are one of our favorite current combinations.

Shop Our Favorite Black Ankle Boots

This post was originally published at an earlier date and has been updated.

Next, Ballet Flats Are Back, and These 16 Outfit Formulas Make Them Look Chic

Gina Marinelli
Senior Editor

Who's your style icon?Taylor Tomasi HillWho are your 5 favorite people to follow on Twitter/Instagram? @tamumcpherson @lisasaysgah @therealgracecoddington @everyoutfitonsatc @notmynonni What's the fashion essential you can’t live without? A leather jacket.What's your desert island album? Beyoncé "B'Day." Or pretty much anything Beyoncé.