Ah, ankle boots—that perennially stylish wardrobe staple that you return to time and again whenever the temperature outside starts to drop. Even though knee-high styles may be making their 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 are only so many times you can wear them with a sweater and a pair of jeans.
To that end, I've scoured Instagram to find those who gave the footwear silhouette stylish spins for some outfit inspiration this season. Whether they're sporting it under slip dresses or bringing their casual sweater outfits to 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 trusty pair of black leather booties.
This is the perfect year-round dress.
Hello, perfect winter boots.
Trench coat + neutral base + black ankle boots = a classic and forward outfit formula.
You'll wear these for years to come.
A welcome addition to any wardrobe.
I love a matching knit set because there really is no limit when it comes to layering.
Investing in a full knit set is always the move.
Nothing is better than white ankle booties.
Add a chic element to your loungewear with a pair of cream-colored ankle boots.
You won't want to take this off.
Chunky lug-sole boots are beloved by the fashion set (for good reason).
When in doubt, pairing your ankle boots with a brightly hued puffer coat is always a great call.
The moiré fabric on this puffer makes it one of a kind.
Okay, these boots didn't need to go that hard.
You can't go wrong with a blazer, denim, and ankle boots.
Leave it to Staud to create the perfect black ankle boots.
This would look so chic on you.
Who said you can't bring your tennis skirts into the colder months?
These boots are made for walking.
Puffer season is among us.
Puffers are a must-have for colder winter days.
Who doesn't love practical low-heeled boots?
A jumpsuit is a one-stop outfit that pairs so well with ankle boots.
This looks so cozy.
Lug-sole booties aren't going anywhere anytime soon.
When in doubt, throw on a pair of ankle boots and a sweaterdress, and you'll be good to go.
Trust me—you won't want to wear anything but this dress.
The best thing about these boots? You can style them with just about anything.
Wear animal-printed boots to add a pop to an otherwise minimal ensemble.
We love a knit-skirt moment.
Did your jaw just drop? Mine too, fam, mine too.
Shop more ankle boots:
Platform boots FTW.
Black ankle booties are every wardrobe's unsung hero.
BRB, going to spend the rest of the day looking at these booties.
I've never met a pair of kitten-heel booties I didn't love.
Affordable black ankle boots? Run, don't walk.
Have you ever seen cooler combat boots?
These are worth every penny.
This post was originally published at an earlier date and has since been updated. Up next, These 10 Winter Boot Trends Are Starting to Feel Dated, so We're Replacing Them