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Fashion Times
Fashion Times
Lifestyle
Morgan Schimminger

A Breakdown of How to Style Ankle Boots so You'll Be Able to Lose Your Amateur Status and Go Pro

The street style set has you covered. (Credit: Courtesy of Launchmetrics Spotlight)

Boots are a high priority in literally everyone's closet. Most of us have a variety and we're not just talking about colors and patterns. Knee-high, over-the-knee and ankle versions are usually well-represented. Of the three, the latter may be the hardest to work into our wardrobe season after season. Once again the street style set comes to the rescue with almost infinite examples of how to style ankle boots.

We narrowed down the long list to the top strategies that cover every single season. There are varying degrees of skill required. We recommend starting at the beginning and building up your sartorial tolerance and confidence. Work your way to intermediate and all the way up to an authority. You'll find your friends will begin coming to you for styling guidance.

Scroll down to start your lesson on how to style ankle boots the street style ways.

Beginner

London Fall 2022. (Credit: Courtesy of Launchmetrics Spotlight)

Team a fluffy coat or vest with black leggings capped off by zipper-accented white boots. Stark crossbody bag optional.

Beginner

London Fall 2023. (Credit: Courtesy of Launchmetrics Spotlight)

Make a neutral tee and blue shorts really pop by working in a red bag and complementary ankle boots with distinctive heels.

Beginner

London Spring 2023. (Credit: Courtesy of Launchmetrics Spotlight)

Balance out a vibrant neon patterned dress with black ankle boots. Colorful statement shades and a neon bag complete the outfit.

Beginner

Milan Fall 2024. (Credit: Courtesy of Launchmetrics Spotlight)

Sport a cropped sweatshirt underneath a leather jacket styled with a matching skirt. Add in black ankle boots and a black bag to finish things off.

Beginner

New York Fall 2024. (Credit: Courtesy of Launchmetrics Spotlight)

White boots will instantly elevate any look. Including a patterned olive dress boasting a slightly asymmetric hem. Match your bag to the boots and you're all set.

Beginner

Paris Fall 2022. (Credit: Courtesy of Launchmetrics Spotlight)

A matching set makes styling easy. Complete your coordinating jacket and miniskirt with a neutral turtleneck and ankle boots plus a striking small bag.

Intermediate

Paris Fall 2022. (Credit: Courtesy of Launchmetrics Spotlight)

Voluminous minidresses aren't going anywhere so pair yours with black and white platform ankle boots. Carry a crossbody bag to bring more attention to the dress.

Intermediate

London Fall 2023. (Credit: Courtesy of Launchmetrics Spotlight)

Pay homage to the no pants look by styling a black minidress or long T-shirt with a plaid blazer and patterned, sheer tights. Black ankle boots, a netted bag and a pendant necklace round things out nicely.

Intermediate

Milan Spring 2023. (Credit: Courtesy of Launchmetrics Spotlight)

Off-white platform ankle boots take a glitzy dress up several notches (and inches).

Intermediate

Milan Spring 2023. (Credit: Courtesy of Launchmetrics Spotlight)

Nothing says fall quite like an earthy turtleneck tucked into a plaid skirt. A tan trench coat, a black bag and dark brown ankle boots bring everything together.

Intermediate

New York Fall 2022. (Credit: Courtesy of Launchmetrics Spotlight)

Scrunch up the sleeves on your blazer dress so you can slip on scrunched gloves. Then slip on chunky black ankle boots to ground the look.

Intermediate

Paris Fall 2022. (Credit: Courtesy of Launchmetrics Spotlight)

Amp up a red dress with white boots and a patterned headscarf. A black shoulder bag and white shades solidify the ensemble.

Intermediate

New York Spring 2024. (Credit: Courtesy of Launchmetrics Spotlight)

Knee-high boots will only serve as a distraction for a miniskirt featuring a side sash. Instead, opt for neutral ankle boots with exposed socks. Then top off the look with a cut-out shirt.

Intermediate

New York Fall 2022. (Credit: Courtesy of Launchmetrics Spotlight)

If your outfit is already full of color, like a blue bomber and a pink bag, white lace-up boots are your best bet.

Intermediate

New York Fall 2022. (Credit: Courtesy of Launchmetrics Spotlight)

Yes, you can wear crop tops in fall and winter. Simply pair your favorite with a coordinating skirt and moto-style buckled ankle boots. Incorporate a teddy coat so you won't catch cold.

Intermediate

Paris Fall 2022. (Credit: Courtesy of Launchmetrics Spotlight)

Counteract a voluminous leather jacket with a miniskirt gathered on one side and black platform boots. Cart a top-handle bag so you don't have to slip a carryall over your puffed-up shoulder.

Intermediate

Paris Spring 2024. (Credit: Courtesy of Launchmetrics Spotlight)

Add extra oomph to a white shirtdress with black ankle boots and a black blazer featuring a pointy hem.

Intermediate

Paris Spring 2023. (Credit: Courtesy of Launchmetrics Spotlight)

Complement a patterned shirt with a contrasting lapel with two-tone booties. Extra credit for experimenting with an asymmetrical miniskirt and scrunched-down socks.

Advanced

Copenhagen Fall 2023. (Credit: Courtesy of Launchmetrics Spotlight)

Forget double denim. Try rocking denim from head to toe. Combine a jean beret with a white button-down, a patchwork denim jacket and matching skirt along with denim ankle boots and a coordinating bag.

Advanced

Milan Spring 2023. (Credit: Courtesy of Launchmetrics Spotlight)

Layer a fishnet dress under a T-shirt and an attention-grabbing coat for a real luxury look. Square-heel, cowboy-style ankle boots add even more personality.

Advanced

New York Fall 2024. (Credit: Courtesy of Launchmetrics Spotlight)

Highlight a skirt with a serious side slit by tucking a patterned sweater into its waistband. A trench coat, beige ankle boots and a flat clutch are great ways to round out the outfit.

Advanced

Stockholm Spring 2023. (Credit: Courtesy of Launchmetrics Spotlight)

You don't have to save your swimwear for the beach or the pool. Take a bikini top and layer it under a fringe jacket. Then add a white miniskirt, suede ankle boots and a purse in the same shade as your bikini top.

Advanced

New York Fall 2022. (Credit: Courtesy of Launchmetrics Spotlight)

Stirrup leggings are still trending so take advantage by slipping the stirrups under perforated ankle boots. Finish off the look with a fluffy coat, a neutral turtleneck and a mini bag.

Advanced

Paris Spring 2025 Menswear. (Credit: Courtesy of Launchmetrics Spotlight)

A boxy leather jacket and micro skirt combo can be challenging to style. That's where black ankle boots come in handy. Look for a platform pair for balance and sling a black and white bag off your elbow to polish things off.

Advanced

Paris Fall 2022. (Credit: Courtesy of Launchmetrics Spotlight)

Go ahead and experiment with mixing and matching prints. A colorful shirt, a plaid miniskirt and two-tone ankle boots are unexpected but welcome. As is that micro purse.

Advanced

Paris Spring 2024. (Credit: Courtesy of Launchmetrics Spotlight)

Don't be shy when it comes to combining textures. A textured sweater goes well with an embroidered midi skirt and black ankle boots.

Advanced

Paris Spring 2024. (Credit: Courtesy of Launchmetrics Spotlight)

Basic black ankle boots are the only way to style a patterned dress with a maxi side and a mini side.

Advanced

Paris Fall 2024. (Credit: Courtesy of Launchmetrics Spotlight)

Go full Miu Miu by layering one of the brand's sweaters under a blazer. Then work in a micro skirt, white shades and a white bag. Push your slouchy white boots all the way down your ankles to wrap up the outfit.

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