How to Wear Thigh High Boots Without Looking Trashy

How to Wear Thigh High Boots Without Looking Trashy

When we talk about thigh high boots, we can’t help but remember the famous Julia Roberts outfit from ‘Pretty Woman.’ Her outfit transformation deserves mention and all the glory.

Thigh high boots are a trend everyone should embrace. They bring every outfit to a more stylish level and are easier to style than you may think. 

These boots always appear on high fashion runways and magazines. This can make them seem daunting and only for models with legs that are longer than skyscrapers. However, this really isn’t the case! Thigh highs suit everyone. All you need to do is pick a pair that compliments your style and match them to a good outfit. Here are our best tips for rocking thigh high boots with any outfit.

However, that is also the moment where all girls considered over-the-knee boots as something provocative, trashy, and vulgar. Let’s talk about today’s boots, how they have high fashion support, makeover, how to wear thigh high boots, and how they have sneaked into ‘It’ girl’s closets.

Surprisingly, thigh-high boots are very versatile and wearable. They work perfectly with jeans, skirts, and dresses. Don’t hesitate to wear them with many every day, work, or elegant outfits. They play a double role – add coziness and make you stylish.

6 Things To Consider to Look Smart and Stylish in Thigh High Boots

Whether you are going out, on a date or you want to style your thigh-highs for the office, there are some tricks you should know if you want to look smart and stylish. We got them covered for you.

#1: Keep Your Clothes Unflattering

This doesn’t necessarily mean something wrong. You need to keep your clothes loose – so not too tight and stretchy.

Thigh-high boots add a dose of sexiness to all your outfits so it would be a smart idea to avoid all bodycon dresses. Instead, try wearing something oversized, like a sweater or jumper to make a perfect balance.

#2: Layer Them

By layering your boots with skinnies, leggings, or tights, you are making space for volumes on top.

You can always play with layers and add a few of your favorite statement items.

#3: Go Monochromatic

Blending in your thigh-high boots will not only add a high-fashion vibe to your looks, but it will make you the most fashionable person at the moment. Wearing monochromatic looks is always good if you want to draw attention away from the boots itself and transfer it to your whole look.

#4: Try Thigh-High Socks

Before even thinking about wearing over-the-knee boots, you can try yourself by wearing tights and long boots combo.

#5: Short and Long Combinations

Long winter coats will be your best associate when it comes to combining them with thigh-high boots. You can work with short skirts, without letting too much skin to be seen. Also, this combination of items will keep you warm. Well, isn’t that the most important thing?

#6: Go For Classic Materials

Forget about denim thigh-high boots that Rihanna was wearing. Instead of experimenting with different colors and materials, opt for classic – black or grey leather or suede. Make sure those suede ones fit your legs like a glove.

What Outfits Look Good Worn With Long Boots?

Actually, quite many outfits look good with thigh-high boots. There are many ways you can incorporate these lovely boots into your everyday capsule wardrobe.

Whether you choose to style your thigh-high boots with a short skirt, midi dress, or skinny jeans, you will look attractive and fashionable. However, we have to warn you about some things.

Try not to wear anything too flashy. That will bring a lot of attention to your boots, and not your outfits in general. Try to be as much classy as you can. Even if you are going out, mix and match the shades of your clothes with boots, and opt for something minimal.

A Statement Coat Can Be Your Best Friend

One of the best pieces you can pair thigh high boots with is a statement coat. Between the boots and the coat, you’ll instantly look stylish, plus with two eye-catching pieces, you have a lot of leeway to what you wear under the coat. 

While some may think a cropped coat is an excellent way to show the boots off, opting for a midi or maxi coat often compliments the boots more. Playing with layers, textures, and depth can create a really chic and expensive-looking outfit, so don’t be scared to wear a long coat. Not only that, but if you live in a colder area, this look keeps you warmer – practicality is always something to be remembered! Good options for a statement coat are trench coats, long blazers, and elongated puffer jackets. These all create interesting silhouettes that go with a sleek boot. If you opt for a bold boot, perhaps pair it with a monochrome jacket, and visa versa, pair a patterned coat with a single tone boot. Knowing combinations for outfits will make mornings easier and save you the stress of trying a thousand outfits.

6 Dos and Don’ts Of Wearing Long Boots

DO:

  • Wear clothing that is at least partly covered – high neckline, midi or maxi length, etc. In that way, you will secure your looks to be sophisticated and not overdone.
  • Pick a hemline that covers the top of your boots – midi lengths should be your best friend when wearing thigh-high boots.
  • Drape a coat over your shoulder for a super bold look.

DONT’T:

  • Let the skin showing off between your skirt hemline and boots exceed 12 centimeters.
  • Let the boots overshadow the rest of your outfit – no vibrant colors, shiny details, and other unnecessary things.
  • Wear your boots either too tight or too loose. You should try to find a perfect fit, no matter what material the shoes are made of.

How to Wear Knee-High Boots on a Night Out

If it is a simple drink and a chat, you can base your look on some chic and casual items, along with thigh-highs. This mix will provide you with both comfort and style – there is no better combination than that!

The sporty way of dressing has taken the hearts of many girls from the fashion industry. They are seen combining sweatshirts and patent-leather skirts or track pants and thigh-high boots. A night out is an excellent chance for you to experiment. You will look attractive, but also very trendy.

If there is something special going on, then it is best to opt for an elegant dress and thigh-highs. In wintertime, the dress can be knitted, while for warmer weather you can select something like a blazer dress.

How to Wear Knee High Boots With Dresses

Long boots also pair very well with casual dresses. They’re especially helpful again for staying warm. Tights can be swapped for a pair of thigh highs in winter, but they can also provide an extra warm layer on top of tights too.

When pairing boots and dresses, a heeled thigh high is a good option – this compliments the femininity of the dress. Yet, if the dress is casual, it keeps you from being ‘overdressed.’ A great daywear look is to combine a floaty boho dress with a pair of leather thigh high boots, mixing two opposing aesthetics together for a stylish street style outfit.

Wearing dresses in winter is challenging, but also very chic.

Girls usually tend not to wear dresses in winter, because it is easier for them to pull some classic jeans-sweater combinations. However, with thigh-high boots, everything gets more sense.

Whether you own a wrap dress and you want to style it for work, or you would like to try that ruffled one that you adore to wear – over the knee boots are here to make your stylish and cozy.

Always pay attention to your hemlines. It is the best when hemlines of both dress and boots touch, so you can be sure you look sophisticated. These outfits are perfect for the office, business meetings, and dinners with your family.

Whether you are a fan of short, midi or wrap dresses, don’t worry, we have covered them all! Get ready for some super fashionable dose of inspiration.

How to Wear Over The Knee Boots to Work

Even though thigh-high boots can be intimidating, don’t be afraid to style them to work. However, there are some things you should know.

If you wear them with a skirt, make sure skirts have midi length. Wear something basic, and upgrade your outfit with details. If you wear them with a dress, then try to find something classic and sophisticated.

We hope that jeans are allowed at your workplace. If the answer is positive, then you can rock blazer-jeans combinations, with an impressive detail – thigh-high boots. Incorporated into these work-wears, thigh-highs get a whole new look.

If you are not a fan of experimenting with prints, materials, and colors, then keep it low and casual. Black is always a good idea, as well as monochrome looks. You can always add some statement detail, like a stylish bag or pair of earrings.

How To Embrace Patterned Thigh High Boots

While matching boots to clothes often focuses on trying to compliment the outfits, if you have a pair of patterned boots, you need to look at making the clothes compliment the shoes!

A very popular trend is printed boots. More and more frequently retailers offer boots in fun and colorful colorways.

Good options for patterned boots are animal print colorways, think snakeskin or leopard print. These are good choices as while they’re bold, they tend to include muted beige or green colors, which are easier to match to more outfits as from a distance the colors, aren’t intense.  If you love bold prints and purposeful clashes, bright floral boots are also popular.

These bring more of a fun element to the thigh-high game, and you can use them to create a pop of color to an outfit and make sure the focus is on the boots.

Wearing Knee High Boots With Jeans

Thigh high boots lend themselves perfectly to street and day wear. They take a simple everyday outfit and elevate it, whether through layering boots on jeans or pairing them with a casual dress. 

When pairing thigh high boots with jeans, think about color. Do you want them to match the jeans or contrast them? A good go-to combination is a black or beige pair and classic indigo denim. This isn’t an over the top look yet still stands out from standard day looks.

Maybe the easiest way to wear knee-high or over the knee boots is with skinny jeans. That is why many girls tend to wear this combo everywhere. From going to the supermarket to the night out.

All that you need to achieve a perfect look is a long trench, cashmere sweater, or something else that you find comfy, and voila! It is a tested and proved combo which many girls adore to wear!

You need to make sure your jeans are skinny ones. Otherwise, your boots can’t fit or would be loose and looking bit sloppy. Since you are wearing your over-the-knee boots with jeans, you need to pay attention to fit. You should opt for suede or leather. Make sure they are not too tight or too loose.

The combinations with thigh high boots and jeans are perfect for everyday wear. You can work with these outfits from day to night events and still feel amazing. Check a couple of outfits yourself.

Perfect Sunday Look

With the first signs of fall, jump in your favorite over the knee boots, add a chunky sweater, and a hat. They are comfortable with a flat heel and made of perfect black suede. This look is ideal for leisure Sundays, strolls in the park or coffee break in your favorite cafeteria.

Emerald and Beige Combo

Did you know that emerald and beige make one perfect combination? You can wear this lovely combination during the fall and winter months. You can style this outfit as every day or working attire.

Casual and Effortless

Are you looking for a perfect everyday combination? Well, I present you one. Skinny jeans, a cashmere sweater, black leather jacket, and suede over-the-knee boots are perfect items to wear for all events during the day. From casual city stroll or shopping to the dinner with your friends – I can assure you, no matter where you go, you will look fantastic.

Scandinavian Chic

Neutral colors such as grey, white or black are perfect to achieve a chic Scandinavian style. Nothing can beat right monochrome outfit that can be worn for many different occasions. You can even try this look as your workwear.

How to Wear Over The Knee Boots If You’re Short

Tall boots are always tricky to style if you are petite. However, it is not impossible. If you find your perfect pair of over-the-knee boots, and you style them right, you got nothing to worry about.

3 Tips on Wearing Over The Knee Boots For Short Girls

1. Choose Dark Colors

Not only dark colors are slimming, but they are also lengthening. This is one of many reasons why all-black outfits are timeless. Wearing black will make your legs visually longer, so you can almost feel like a runway model.

2. Proper Hemlines

Like tall girls, short girls should also pay attention to hemlines. You should either show off some skin or let your hemline below your boot edge.

The only thing you shouldn’t do is to have your hems and boots meet at the same point. It creates a harsh line that can make your legs look even shorter than they really are.

3. Good Fit

Short girls should pick boots that are snug around calf and knee, instead of choosing the slouchy ones. The slouchy boots can drag the attention to your legs, and that is not always what you need.

Remember – whether you style them with jeans, or shorts, pay attention to details and accessories.

Don’t pick slouchy or bulky over the knee boots. Try working with lighter shades rather than black. Black is the perfect color for combining, but on petites, it can make your legs look small.


As you could see, thigh-high boots are an excellent choice for many different occasions. They will make you stylish, upgrade your outfits, and make you special wherever you go. Even though they could be intimidating, these boots are very fashionable. They add a perfect dose of sex appeal to all your outfits while keeping them sophisticated.

We have shared many tips, tricks, do’s, and don’ts that should serve you well when choosing your new favorite pair. Hopefully, they will help you to find a perfect fit, color, and heel to wear them not only for one season. If you are a beginner, monochrome outfits are a great place to start.

When choosing the right pair of thigh highs for yourself, keep one very important fashion rule in mind: ‘wear what you feel comfortable in.’

This means that you need to go for the ones you feel best in when choosing a pair of thigh highs. When you feel confident, you glow!  A good way to choose the right pair for you is to examine your wardrobe and look at the color, pattern, and what types of clothes you wear the most. If you love color and print, then a pair of boots that either compliment prints or clash with them is a good option.

If you wear autumnal tones, opt for a darker pair of boots. If you love leather jackets and sleek blazers, go for a suede pair of thigh highs. Think about where you will wear the boots most – street or evening? This can help you decide which boots will fit your dress style best.

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