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10 Styling Ideas To Wear Thigh High Boots In 2024

“Thigh high boots (or cuisaardes, which include thigh boots, top boots, hip-boots and waders)… are long boots that fully or partly cover the knee.” 

“Thigh-high boots, are known as thigh-length boots or simply thigh boots, are boot that extend above the knees to at least mid-thigh. Other terms include over-the-knee boots… OTK boots.

”Well, I think you have a good enough explanation as to what these thigh-high boots are. Now let’s get to know how you should style these boots to your liking.

What Are The Dos And Donts Of Wearing Thigh High Boots? 

When you are buying thigh high boots, there are certain things that you should and should not do, so here is a rundown of the dos and don’ts. 


  • You should try out block heels over stilettos. 
  • It is better to show some skin between the bottom of your outfit and the top of the boots.
  • To go the classic route, try wearing black leggings and black boots.
  • 2024 is the year for wearing slouchy boots.
  • To feel a bit more comfortable, you should wear thigh high boots, since they are warm and comfortable. 


  • If you are wearing a skirt or a dress with a shorter hemline, pair it with ankle boots or heels. 
  • With a midi skirt, you should wear thigh high boots as well. 
  • Round-toe boots are back again. 

Different Ways To Style Thigh High Boots

Thigh high boots are sexy, just like dresses that fit you well. Also, these boots are versatile and complement outfits of varying lengths. Further, when the weather starts to get a little nippy, you can always wear these boots to keep your feet warm and comfortable.

So let’s check out a few of the gorgeous pairings with thigh high boots that you can create a gorgeous outfit with. So keep on scrolling to find out. 

1. OTK + Button-Down Dress

OTK + Button-Down Dress

One of the classiest ways of pairing thigh high boots is with a simple button-down dress. The color of the dress is not a big deal as long as it is cute.

The look gives a very feminine look to you as a whole.
With the thigh high boots, the boots are gonna look even better and cuter.

With a cute button-down dress, you can try any type of thigh high boots you want, like suede or even leather boots.

2. Monochromatic Winter Outfit Idea

When it comes to wearing boots, I am all for wearing a monochromatic look with a nude undertone to it. The trend of wearing nude or neutral colors has been strong ever since 2022. 

So, if you add monochromatic colors to the mix, then you are surely gonna stand out from the crowd.

If you buy gorgeous black thigh high boots, then you can easily pair them with a black dress, pants, or skirt of similar monochromatic colors. You can play with the different shades of the color as well; that might go great with black boots.

3. Gingham Dress + OTK Boots Outfit

Gingham Dress + OTK Boots Outfit

During the fall, gingham dresses are usually out, and thigh high boots go really well with them. If you want, you can also add a belt to the dress to cinch the waist; that way, the dress won’t look slouchy on you.

In the fall or winter months, it is almost a staple to wear gingham dresses along with thigh high boots to protect yourself from the harsh winter chills.

To accessorize with the dress, you can wear a chunky belt, as I said, and jewelry to go with the dress you are wearing. 

4. Thigh High Boots + Sweater Dress

Just like with a gingham dress, you can wear gorgeous thigh high boots with a sweater dress. Pairing a sweater dress with thigh high boots is the best outfit you can wear during winter. You will feel warm and look fashionable at the same time.

Just like with a gingham dress, you can either match the color of the boot, or you can wear a thigh high boot with contrasting colors entirely. 

5. Plaid Skirt + Boots Outfit

Plaid Skirt + Boots Outfit

I think by now you can very well understand the type of dresses or outfits that go great with gorgeous thigh high boots. With skirts, if you wear thigh high boots, then the whole look is quite flirty and cute.

The whole plaid skirt and corset top situation screams the Fall and Winter months and can look better than maybe red thigh high boots or classic black thigh high boots. This is a fashion trend that is never going out of fashion, at least in the next few years.

This outfit can also be a cute look for a date night, so for a date night in the fall, you don’t have to think twice about the outfit that you are wearing. 

6. Corduroy Skirt + Boots

When it comes to skirts, you can practically pair thigh high boots with any type of skirt, whether it’s leather, plaid, or even corduroy skirts. No matter the occasion, you can always wear a corduroy skirt with thigh high boots.

It is like a fall or winter essential at this point. It is a look that is hard to beat during the winter months. And to play with the colors even further, you can always try to mix and match the colors black and brown. 

7. A Simple Dress With Thigh High Boots

There are certain occasions when all you want to do is to make your thigh high boots the statement piece in your whole outfit. It is possible that you bought pink thigh high boots, then with that, wear a neutral-colored dress.

The color shades such as beige, cream, or even pastel shades are perfect to wear with pink thigh high boot. In this outfit, the statement piece is the pink boots and not the dress itself. 

8. Thigh High Boots For The Holiday 

Well, during the holidays, the color that goes great is the color red. So, if you are feeling fun and festive, then wear red thigh high boots with a cute fringe or leather skirt.

But if you think the color red is a bit too bold for your choice, then you can always wear a great pair of white thigh high boots or the classic black as well.

9. Classic Trench + Boots

Classic Trench + Boots

The classic trench coat and thigh high boot are a match made in fashion heaven. You can never go wrong with such an iconic pairing. 

Whether you put on a brown trench coat or a black trench coat, a pair of thigh high boots is the quintessential match. The look is quite chic with a certain French vibe to it; you just have to add a pair of dark sunglasses. 

10. Belted Tweed Dress Outfit

If you are going for a classy and elegant look, then what you should be wearing is a tweed dress with a belt to cinch the waistline. 

And to complete the look, you can wear the most gorgeous thigh high boots in any color you want. But normally, tweed jackets or dresses look great with black thigh-high boots as they are as classic as the tweed.

11. Wear Your Boots With Faux Leather Leggings 

If you don’t want to wear your dress for a day, you can always pick faux leather leggings and a sexy top to ace your fashion game for the day. Your high boots will look quite voguish with these leggings, and the finish of the leggings, along with the boots, will give your feet an elongated appearance.

Further, if you want, you can even tuck in your leggings inside the boots. This styling trick will help you to add a Western touch and feel to your overall appearance. 

As you are wearing leggings and matching them with your boots, it will be a great idea to go for a tunic style or a slightly longer length for your top. The longer length of the top will help you sport an elegant appearance. 

During winter or autumn, you can layer the top with a sweater or jacket to enjoy an extra dose of comfort. 

12. Try A Lethal Combination Of A Mini Skirt And Leather Boots 

It’s time to flaunt your beautiful legs with all the sass! The combination of miniskirts and high leather boots has been a favorite across various fashion eras. 

Further, with knee-high boots, you can always experiment with the length of your top and the tailoring of the skirt. From crop tops to sweaters, everything looks good in this ensemble. Is it feeling too cold outside? Wear thermal tights beneath the skirt to feel warm and comfortable. 

You can even try the over-the-knee boots this season to make a distinct fashion statement. 

13. Leather Skirts And High Boots 

Faux leather is enjoying soaring popularity in this season’s fashion scene. So, from pants and tights to skirts and jackets, you will see a lot of use of faux leather. Nevertheless, if you want to know how to stylize your knee-high boots, you can always pick a leather skirt with a high slit.

Go for a midi length or maxi length for the skirt to look elegant in this ensemble. Be as creative as you want with the choice of top for this combination. However, going for a crop style or wearing tops with a shorter length will be the ideal choice.

Do you want some layering for your top? You can wear it with a denim jacket for summer. In winter, you can choose your favorite peacoat to get ready for any casual outing. 

14. Keep It Formal With A Blazer Dress And High Boots 

Do you want to give the classic combination of a little black dress and high boots a subtle twist? You can pick a blazer dress and wear it with high boots. The structured tailoring of the blazer will flatter your silhouette. Also, the overall ensemble has a formal feel, making the combination ideal for business meetings.

Wrapping Up!

When you are looking forward to buying thigh high boots, there are a few things that you should keep in mind. The first is to decide on the material you want your boots to be. 

Secondly, consider the number of times you wanna wear the boots that you are buying. And lastly, be very careful while wearing them, since they are thigh high boots. So if you follow these suggestions, then your boot-buying experience will be much easier.

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