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May the Ray

A lifestyle blog for the dream chasers

Style · October 27, 2021

21 Stylish Ways to Slay in Knee High Boots

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This post may contain affiliate links, meaning if you make a purchase after clicking on a link I may earn a small commission at no extra cost to you. Read my privacy policy for more.

Knee length boots are honestly are closet must-have, they add style and chicness to any outfit! And the best part? They’re super comfy to wear! Here’s the best knee-high boots styling guide!

It’s boots season and it couldn’t be more exciting!

You would think that knee length boots would be such an awkward length for boots (compared to thigh highs and ankle boot) but they are holding their own in the ring!

Honestly the beauty about knee high boots is the fact that they’re not as awkward as thigh high boots, which can be a pain sometimes to keep up. You know the struggle of keeping thigh high boots up were they’re supposed to be?

Knee length boots (obviously) fall right on the knee or below and so because of this they are usually super comfy, easy to wear and most importantly they add chicness to any outfit! Knee high boots are literally such a great way to style up any outfit!

This post is all about the best way to style up knee high boots. You might also enjoy this post about the stylish sweater outfit ideas, check it out!

21 STYLISH WAYS TO SLAY IN KNEE HIGH BOOTS

With Cardigan + Leather Shorts Combo

knee high boots
ig: sandraimiela

These tie-up leather shorts have been super trendy lately and paired with a cute cardigan, this outfit would be cute for fall or winter (even spring to be honest!). And for some reason the combination of shorts (especially the leather ones) and boots is super hot!

With Oversize Puffer Jacket

Knee High Boots Outfit
ig: christina.alexia

Oversized puffer jackets are super in right now (is that what they’re even called??) and the for such good reason, they’re super stylish! And paired with some chunky wellies and you’ll have a super hot and trendy outfit!

With Printed Tee and Shorts + Oversize Jacket

Knee High Boots Outfit
ig: anneutrals

Lets face it, knee high boots always make things hotter by a few degrees. You can take an outfit like a simple graphic tee and some shorts and style it up with a pair of knee highs. And there is just something about the combo of an oversize jacket and chunky boots!

With Oversize Button Down Sherpa Shirt

ig: kateehutchins

There is just something about the combination of t-shirt dresses (or t-shirts as dresses) and boots that’s just super hot and young and trendy… And if you’re dressing the knee high boot for fall/winter, sticking to the neutral and earthy tones is always the right option!

With Fleece Lined Jacket and Sweater Dress

Fleece Lined Jacket and Sweater Dress
ig: sophiadorena

Basically the perfect fall/winter outfit! I mean the turtleneck sweater dress, the fleece lined leather jacket, the chunky wellington boots! And of course the sunglasses to tie it all together for an effortlessly chic outfit…

With Oversize Blazer

Knee High Boots Outfits
ig: basicstouch

We’ve already talked about how obsessed we are with the oversized jacket and knee-high boot combo! A little color matching with outfit pieces can also take the outfit to a whole other level!

With Blazer, Turtleneck Sweater and Leggings

Blazer, Turtleneck Sweater and Leggings
ig: lilyisabellaclark

If you’re into preppy vibes, try pairing your favorite chunky boots with a pair of legging and a turtleneck sweater and of course the blazer can’t be forgotten!

With T-Shirt Dress + Leather Jacket

Knee High Boots Outfit
ig: christina.alexia

T-shirt dresses with long boots always make for such effortlessly chic outfits, And then you can throw on any oversized jacket over the outfit to kick the outfits hotness factor up a notch!

With Oversize Brown Jacket and Two Piece Dress

ig: itsyuyann

I think we all love a good brown leather jacket, they’re classic! Now think of that cute oversize leather jacket paired with a cute two piece LBD and the popular wellies. Cute right?

With Loose Belted Sweater Dress and Blazer

Loose Belted Sweater Dress and Blazer
ig: lilyisabellaclark

I’m obsessed with pairing oversize elements. If you do it right you always end up with such a super stylish outfit. When you have a sweater dress just loose enough to border on oversize and then add a belt to cinch the waist, you have a cute outfit but throw in the boots and large jacket and you have perfection!

With Oversize Button Down Sherpa Jacket

Oversize Button Down Sherpa Jacket
ig: alexxcoll

I think we’ve already covered how hot a “shacket” can be as an outfit paired with some killer knee high boots. But another way you can style up the already cool and trendy outfit is to add a belt! It’ll cinch everything in such a stylish way and take the outfit to the next level!

With Belted Sweater Dress + Leather Jacket

ig: leylaell_

One of the most stylish ways to style a pair of thigh-high boots is to pair it with a stunning jersey dress (side note: do you say sweater or jersey?) and if you add a belt to the dress, you take the outfit to the next level!

With Long Puffer Jacket and Tights

Long Puffer Jacket and Tights
ig: alexxcoll

Need a casual chic outfit idea? Especially for chilly winter days? Pick up one of those uber trendy long puffer jackets and pair with a pair of tights and chunky knee high boots to style up the outfit….

With Black Blazer and Mini Skirt Outfit

Black Blazer and Mini Skirt Outfit
ig: deirdre_phelan

If you’re on the lookout for a stunningly chic outfit option. Just put together an all black (nothing better than a good all black outfit!) outfit. All you need is a little vest layered under a cute mini skirt. Throw over a blazer to maximize chicness, and top it all off with some cute knee length boots!

With Belted Sweater Dress and Blazer Outfit

Belted Sweater Dress and Blazer Outfit
ig: _katiepeake

Want to dress up a jersey dress? It’s super easy to do! You need your favorite tights, a belt and a blazer (and of course some hot boots)!

With a Little Black Dress

Knee High Boots Outfits
ig: deirdre_phelan

We love the little black dress because it goes with literally anything! And because of how easy it is to style up and to style down… And you can easily style up an LBD with some good boots.

With Turtleneck Cardigan and Shorts

ig: kateehutchins

Literally obsessed with leather shorts and they just go so well with chunky boots. The combo gives off such an effortlessly chic look…

With Flannel Coat, Turtleneck and Shorts Outfit

Flannel Coat, Turtleneck and Shorts Outfit
ig: fleurraffan

If you’re a rocker of the casual chic aesthetic then flannel jackets should be like a second skin. A good flannel jacket is honestly a closet must have, I don’t care what anybody says! Throw on a pair of boots and you have a casual, super chic outfit…

With Cardigan and Leggings

ig: whatemwore

A simple everyday outfit idea for knee length boots is to put on your comfiest pair of leggings together with a cardigan or a sweater that is just as comfy…

With Little White Dress and Cropped Leather Jacket

Little White Dress and Cropped Leather Jacket
ig: ab61e

I know oversized jackets are super in right now but the cropped ones will always have a special place too! Also a little white dress is a wardrobe essential just as much as the black one it! You just never know when you need a good white dress!

With Pleated Skirt and Hoodie

Pleated Skirt and Hoodie
ig: mildagud

A pleated skirt together with a lettered hoodie is such a classic combo usually with sneakers. But then throw in some chunky wellington boots and you have an outfit that is unexpectedly chic!

With Large Sweater and Shorts

Knee High Boots Outfit

Large sweater outfits are already super chic and trendy on their own but then if you add a pair of beautiful knee highs to the outfit?

Posted By: ngozamay · In: Style

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About Me

Ngoza May is a twenty-something year old lifestyle blogger who likes travel, food and spends inordinate amounts of time reading. Her life motto is "try everything at least once!" Read More…

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Hi there! I'm Ngoza May and welcome to May the Ray, a young adult lifestyle blog where I share tips about lifestyle, food, fashion (+ so much more!), and where I try to inspire people to live life to the fullest!

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