11 Cute Ankle Boot Outfits That Are Anything But Basic

Ah, the ankle boot, that perennially stylish wardrobe staple that you return to time and again whenever the temperature outside starts to drop. Even though over-the-knee styles may be making its way back into the market, I won’t be getting rid of my beloved short boots anytime soon. But as much as I love my timeless ankle-hugging friends, it can be a little challenging to change up the outfit game when it comes to styling because there’s only so many times you can wear them with a sweater and a pair of jeans.

To that end, we’ve scoured through Instagram to find those who gave the footwear stylish spins for some outfit inspiration this season. Whether they’re sporting it under slip dresses or bringing their casual sweater outfits to stylish new heights, leave it to our favorite fashion girls to teach us styling lessons on wearing the ankle boots we all have in our closets.

Wear your dresses into the colder temperatures by pairing them with stockings and your trust pair of black leather booties.

Trench coat + neutral base + black ankle boots = a classic and forward outfit formula.

I love the mix of textures here—leather, satin, and suede— there really is no limit when it comes to layering.

Add a chic element to your loungewear with a pair of cream-colored ankle boots.

Green is featured in a few of our recent color reports, and pairs so well with a pair of sleek leather boots.

You can’t go wrong with a blazer, denim, and ankle boot combo.

Who said you can’t bring your tennis skirts in the colder months?

Puffer season is among us.

A jumpsuit is a one-stop outfit that pairs so well with a pair of boots.

When in doubt, double-denim it.

Pair an animal-printed boot to add a pop to an otherwise minima ensemble.

Up Next, The New “Ugly” Trend Coming For Your Shoes