Here's How You Should Be Wearing Over The Knee Boots This Winter

by Austen Tosone
A woman walking the street in burgundy over the knee boots, a denim mini skirt and a checked coat

When you're building a winter footwear wardrobe, it's important to ask the right questions — can sneakers survive snow? How many pairs of boots are too many, really? More than anything else in your closet, shoes have to be able to weather the elements; snow, sleet or otherwise. But, just because your shoes have to be practical, doesn't mean they can't be cute, which is exactly why you need to invest in a pair of tall boots this season. While figuring out how to wear over-the-knee boots may seem intimidating at first (they cover a lot of leg after all), the reality is that they're surprisingly versatile, not to mention the fact that they keep your legs plenty warm.

The most notable example of knee-high boots from the SS19 season was at Jeremy Scott, who designed shoes in his signature neon, club-kid style. But, knowing such high-saturation footwear isn't for everyone, there are plenty of more classic options in leather, suede, and even snakeskin worth giving a go.

The ultimate key to styling these boots is to find the right proportions. For some that might mean a short hemline with a tall boot, and for others that might mean a chiffon midi skirt with a knee-high style. Whatever your personal style, there is a tall boot out there for you this winter and the outfit inspiration you've been searching for is all below.

Pair Them With A Midi Dress

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Don't fret if your hemline lands below the top of your boots. An asymmetrical cut means you can still see a flash of your over-the-knee boots. To maximize coverage in the cold, layer a camel coat or wool blazer on top of the printed dress.

Play With Mixed Textures


If you want to stay within the same color family, vary the textures of each piece you choose to add a bit of extra visual interest. Try boots in a soft suede and contrast them with rich velvet, leather, or a chunky knit.

Stand Out With A Fun Pattern


Find a patterned skirt to pair with over-the-knee boots to add a playful edge to sleeker footwear styles. Keep the rest of the outfit simple to let the pairing shine.

Dive Into Monochrome


A pair of over-the-knee boots in an emerald green would pair well with grey sweaters, black coats, and any white knitwear. But to break from subdued winter dressing, go for something a bit more colorful. A rich jewel-tone shade won't let you down.

Match Bold Boots With An Equally Bold Coat


You can create a unique silhouette by pairing a slightly cropped jacket in a bright color on top of a pair of boots that come up far over your knee. The result is a cool girl outfit that will have people doing double-takes trying to determine whether you're wearing pants or boots.

Get Inspired By a Statement Piece


One easy way to wear more color is to select a bold statement coat and then add in accessories that coordinate. Red over-the-knee boots, denim skirt, and black bag all refer back to a multi-color topper like the one above and pull the look together.

Fall In Love With Neutrals


If creams and browns are the way to your heart, know that you can still stand out when sticking to neutrals. A shearling or teddy long coat in white paired with tall snakeskin boots may feel like a lot, but the toned-down color palette makes it wearable for everyday.