Black Knee-High Boots Are My Holy Grail—Here Are 8 New Ways I'm Wearing Them

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When I say black knee-high boots are my holy grail, there is no exaggeration in my bold statement. Surviving colder weather while also looking cute starts with this exact shoe style. I think I've worn my favorite pair a billion times, and they're still as good as new. One of my surprisingly favorite ways to wear mine is tucked into a wide-leg pair of blue jeans. This is a genius hack to keep your legs warm and also alludes to longer legs. When you find a pair that you can walk for miles in, you will be just as enamored.

I'll get you there today with a quick browse of my picks that—I must say—are pretty darn good. In some ways, you can never truly have enough pairs because there's always something new to love on the horizon. Whether it's Western-inspired boots, rubber stompers, or the elegant stiletto staple, each serves a completely different purpose. I, for one, alternate between my forever classic and exciting cowboy boots, depending on the occasion. Scroll on to discover your new favorite pair of black knee-high boots and outfit ideas that will help you make the most of them. 

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Classic Blazer + Midi Dress + Knee-High Boots
(Image credit: @_sierramayhew)

Speaking of my favorite pair, they're so good I have to show them off on every corner. Oh, and they were under $250.

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Cream Coat + Black Knit Dress + Knee-High Boots
(Image credit: @sylviemus_)

Something about this outfit perfects the cool-girl aesthetic. All you need are the below pieces, a slicked-back bun, and morning coffee to capture the same energy.

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Oversize Knit + Miniskirt + Knee-High Boots
(Image credit: @emmaleger)

If you want to channel the preppy look without overdoing it, this is exactly where to begin. An oversize knit with a fun miniskirt does just that.

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Athleisure Onesie + Standout Blazer + Knee-High Boots
(Image credit: @simplytandya)

An unexpected combination of items sometimes just makes sense. In the case of this tailored blazer and athletic attire, this is true.

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Bright Coat + Iconic Basics + Knee-High Boots
(Image credit: @scoutthecity)

Every season, I love to stake my claim on a statement coat to bring a bit of excitement to winter days. A hot-pink one will do just the trick.

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Sultry Slip + Classic Bag + Knee-High Boots
(Image credit: @meccajw)

The ultimate night-out look has arrived. It's the definition of 2022 elegance.

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Leather Blazer + Fun Mini + Knee-High Boots
(Image credit: @gracecarolinelarcade)

I loved experimenting with fun dresses this summer, and it's exciting to know that we can just keep on wearing them. This is how I'd do it.

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Baseball Hat + Tweed Jacket + Knee-High Boots
(Image credit: @styleheroine)

An unexpected combination always gets people talking. If you love compliments, try copying this fun look.

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Up Next: The Coolest Boots Right Now Are All Coming From These 10 Brands

Sierra Mayhew
Fashion Editor

Sierra Mayhew is a fashion editor at Who What Wear, bringing a decade of experience in the fashion industry to the editorial team. Since joining Who What Wear in 2021, Sierra has made her mark by expertly blending luxury and accessible fashion content. Whether she's decoding the latest runway presentations or crafting a perfectly curated shopping list, Sierra's keen eye and relatable approach have solidified her as a trusted voice in the fashion space. She's also reported on major industry events like Paris Fashion Week and lent her expertise to red carpet coverage, ensuring her audience gets an insider's view of the most glamorous moments in style. Before joining Who What Wear, Sierra sharpened her skills at Harper's Bazaar and Elle, with bylines in Bazaar.com and collaborated with iconic brands such as Gucci and Ferragamo. Her ability to translate editorial expertise into viral social media content sets her apart, seamlessly bringing her articles and personality to life for a new generation of readers and followers. A graduate of the University of Notre Dame, Sierra brings a unique perspective to the fashion industry that is informed by her love for travel, music, and discovering the hidden gems that make New York City a constant source of inspiration.