Thigh high boots are a fashion staple that can instantly add a touch of glamour to any outfit. Pairing these sexy boots with a dress is a great way to create an eye-catching look. If you want to know how to rock thigh high boots with dresses, you’ve come to the right place.

Here’s a quick answer: The key to styling thigh high boots with dresses is choosing the right boot height and dress length for your body type. Over-the-knee boots work best with short, mini dresses, while mid-thigh boots pair well with knee-length or midi dresses.

Go for a monochromatic look or choose boots in a complementing color. Finish the outfit with stylish accessories like belts, jewelry and handbags.

In this comprehensive guide, we’ll cover everything you need to know about wearing thigh high boots with dresses, including:

1. The different thigh high boot heights and which dresses they pair best with

2. Matching boot and dress colors

3. Accessorizing your look

4. Styling for different body types

5. Do’s and don’ts

Thigh High Boot Heights

Over-the-Knee Boots

Over-the-knee boots are a popular choice for those looking to make a statement with their outfit. These boots typically extend just above the knee, creating a dramatic and eye-catching look. They can be worn with a variety of dress lengths, from mini to midi, and can instantly elevate any outfit.

One great way to wear over-the-knee boots is to pair them with a short dress or skirt. This creates a balanced and visually appealing look, with the boots adding a touch of edge and sophistication. The contrast between the shorter hemline and the tall boots creates a visually interesting silhouette.

For a more casual look, over-the-knee boots can also be paired with jeans or leggings. This creates a stylish and effortless outfit that is perfect for everyday wear. Whether you’re running errands or meeting friends for brunch, over-the-knee boots are a versatile choice that will keep you looking chic and on-trend.

Looking for more style inspiration? Check out Vogue or Elle for the latest fashion trends and tips.

Mid-Thigh Boots

Mid-thigh boots, also known as thigh-high boots or over-the-thigh boots, are a slightly shorter option compared to over-the-knee boots. These boots typically reach just below the mid-thigh, creating a sleek and sexy look.

When it comes to styling mid-thigh boots with dresses, there are a few key factors to consider. The length of the dress is crucial, as it should ideally fall just above or below the top of the boots. This creates a seamless and cohesive look, with the boots acting as an extension of the leg.

Another great way to wear mid-thigh boots is to opt for a dress with a high slit. This allows the boots to peek through, adding a hint of sexiness and intrigue to the outfit. Pairing the boots with a flowy maxi dress can create a bohemian-inspired look that is perfect for festivals or outdoor events.

For a more polished and sophisticated look, try pairing mid-thigh boots with a tailored dress or a pencil skirt. This creates a sleek and powerful outfit that is perfect for the office or a night out on the town.

For more fashion inspiration and guidance, be sure to visit Harper’s Bazaar or InStyle. These websites offer expert advice and tips on how to style thigh-high boots with dresses for a stylish and fashionable look.

Dress Lengths

When it comes to wearing thigh high boots with dresses, the length of the dress plays a crucial role in achieving a stylish look. Here are some tips on how to pair thigh high boots with different dress lengths:

Mini Dresses

Mini dresses are a fun and flirty option that can be perfectly paired with thigh high boots. The shorter length of the dress allows the boots to take center stage and elongate your legs. Whether you opt for a bodycon mini dress or a flowy A-line style, make sure to choose a pair of thigh high boots that complements the dress.

For a night out on the town, pair a black mini dress with black suede thigh high boots for a sleek and chic look. Don’t be afraid to experiment with colors and patterns to add some excitement to your outfit.

Knee-Length/Midi Dresses

Knee-length or midi dresses are a versatile choice that can be dressed up or down with thigh high boots. These dresses typically fall just below the knee or at mid-calf, offering a more modest yet stylish look.

Pairing knee-length or midi dresses with thigh high boots creates a balanced and fashionable ensemble. For a casual daytime look, try pairing a floral midi dress with brown leather thigh high boots. To dress up the outfit for a night out, opt for a sleek black knee-length dress paired with black leather or suede thigh high boots.

Maxi Dresses

Maxi dresses are long and flowy, making them a great choice for a boho-inspired look when paired with thigh high boots. The contrast between the long dress and the high boots creates a visually interesting outfit that is both trendy and chic.

When wearing a maxi dress with thigh high boots, make sure the dress is slightly shorter in the front to showcase the boots. For a bohemian vibe, pair a floral maxi dress with tan suede thigh high boots. Add some accessories like a wide-brimmed hat and a statement belt to complete the look.

Remember, these are just guidelines to help you get started. Feel free to experiment and find what works best for you. The most important thing is to feel confident and comfortable in your outfit!

Matching Colors

When it comes to wearing thigh high boots with dresses, matching colors is key to achieving a stylish look. By coordinating the colors of your boots and dress, you can create a cohesive and put-together outfit. Here are two popular ways to match colors:

Monochromatic Look

One stylish option is to go for a monochromatic look by wearing boots and a dress in the same color family. For example, if you’re wearing a black dress, pair it with black thigh high boots. This creates a sleek and sophisticated look that elongates your legs.

The monochromatic look is a timeless choice that exudes elegance.

For those who want to add a pop of color to their outfit, consider opting for a vibrant shade like red or burgundy. Pair a red dress with red thigh high boots for a bold and eye-catching ensemble. This monochromatic look is sure to make a statement and turn heads wherever you go.

Complementary Colors

If you prefer a more contrasting look, try pairing your thigh high boots with a dress in a complementary color. Complementary colors are those that are opposite each other on the color wheel. For instance, if you have a pair of brown thigh high boots, pair them with a dress in a shade of blue, as brown and blue are complementary colors.

When combining complementary colors, it’s important to ensure that one color dominates while the other acts as an accent. This creates a visually appealing and balanced look. For example, if you have a bold pair of red thigh high boots, pair them with a dress in a neutral color like black or white to let the boots take center stage.

Remember, fashion is all about expressing yourself and experimenting with different styles. Don’t be afraid to mix and match colors to create your own unique look. Trust your instincts and have fun with your outfit choices!

Accessorizing Your Look


Adding a belt to your outfit can instantly elevate your style when wearing thigh-high boots with dresses. Not only does it cinch in your waist, creating a flattering silhouette, but it also adds a touch of sophistication to your overall look.

A wide belt can create a defined waistline, while a skinny belt can add a subtle and delicate touch. Experiment with different colors and textures to create a unique and personalized look.

Tights and Socks

When wearing thigh-high boots with dresses, consider pairing them with tights or socks for added warmth and style. Opt for opaque or patterned tights to add a pop of color or texture to your outfit. Alternatively, you can choose thigh-high socks to create a chic and playful look.

Coordinate the color of your tights or socks with your dress or boots to create a cohesive and put-together ensemble.


Accessorizing with jewelry is another great way to enhance your look when wearing thigh-high boots with dresses. Statement necklaces, dainty earrings, and stacked bracelets can all add a touch of glamour and personality to your outfit.

Consider the neckline of your dress when choosing jewelry – a deep V-neck dress pairs well with a statement necklace, while a high-neck dress can be complemented by delicate earrings. Don’t be afraid to mix and match different pieces to create a unique and eye-catching look.


Choosing the right handbag can complete your stylish look when wearing thigh-high boots with dresses. Opt for a medium-sized or oversized bag to balance out the proportions of your outfit. Crossbody bags and tote bags are versatile options that can hold your essentials while still looking fashionable.

Consider the color and texture of your handbag to coordinate with your boots and dress – a neutral-colored handbag can complement a bold dress, while a textured bag can add interest to a monochromatic look.

Styling for Body Types


For those with an hourglass figure, thigh-high boots can be a great way to accentuate your curves. Opt for a dress that cinches at the waist to highlight your narrowest point. A fitted or bodycon dress can help showcase your figure, while the boots add a touch of elegance and sophistication.

Pairing them with a dress that has a V-neckline can draw attention to your d├ęcolletage, creating a balanced and flattering look.


If you have a pear-shaped body, thigh-high boots can help create a more balanced silhouette. Look for A-line or fit-and-flare dresses that flare out from the waist down, as they can help create the illusion of wider hips.

Pairing these dresses with thigh-high boots can elongate your legs and draw attention upwards, helping to balance out your proportions. Avoid dresses that are too tight around the hips, as they may emphasize this area.


For those with a rectangular body shape, thigh-high boots can add some curves and dimension. Opt for dresses with ruffles, drapes, or other embellishments that add volume to your figure. This can create the illusion of curves and give you a more feminine look.

Pairing these dresses with thigh-high boots can also help elongate your legs and create a more balanced overall appearance.

Inverted Triangle

If you have an inverted triangle body shape, thigh-high boots can help create a more proportional look by adding volume to your lower body. Look for dresses with A-line skirts or flared bottoms to balance out your broader shoulders.

Avoid dresses with shoulder pads or other details that draw attention to your upper body. Pairing these dresses with thigh-high boots can help create a visually appealing hourglass shape.

Remember, these are just suggestions, and personal style is key. Embrace your body type and experiment with different dress and boot combinations to find the look that makes you feel confident and stylish.

Do’s and Don’ts


  • Do choose the right dress length: When wearing thigh-high boots with a dress, it’s important to consider the length of the dress. Opt for dresses that are shorter in length to show off the boots and create a balanced and stylish look.

    Mini dresses, above-the-knee dresses, and even midi dresses can work well with thigh-high boots.

  • Do experiment with different styles: Thigh-high boots come in various styles, such as stiletto heels, block heels, flat soles, or even lace-up designs. Experiment with different styles to find the one that complements your dress the best.

    For a more casual look, you can try pairing flat thigh-high boots with a flowy dress, while for a more elegant look, a pair of stiletto thigh-high boots can add a touch of sophistication.

  • Do consider the color palette: When styling thigh-high boots with dresses, consider the color palette of both the boots and the dress. Opt for complementary colors or go for a monochromatic look for a sleek and coordinated outfit.

    For example, a black dress paired with black thigh-high boots can create a chic and streamlined appearance.

  • Do accessorize: To elevate your look, don’t forget to accessorize. Add a belt to cinch in your waist, layer on some necklaces or bracelets, or throw on a stylish hat or scarf. Accessories can add a personal touch and complete your overall outfit.


  • Don’t wear dresses that are too long: Avoid wearing dresses that are too long or reach below your thigh-high boots. This can create an unflattering and bulky silhouette, making your legs appear shorter. Stick to dresses that hit above the knee or mid-thigh to maintain a balanced and stylish look.
  • Don’t choose boots that are too tight: Ensure that your thigh-high boots fit comfortably and are not too tight. Ill-fitting boots can not only be uncomfortable but can also make your legs appear squeezed and unflattering. Look for boots with adjustable straps or stretchy materials for a better fit.
  • Don’t overdo the accessories: While accessories can enhance your outfit, avoid going overboard with them. Too many accessories can overwhelm the look and take away from the focal point, which is the combination of the thigh-high boots and the dress.

    Keep it simple and let the boots be the star of the show.

  • Don’t be afraid to experiment: Fashion is all about expressing yourself and trying new things. Don’t be afraid to step out of your comfort zone and experiment with different dress and boot combinations. Mix and match patterns, textures, and colors to create unique and eye-catching outfits.

Remember, these are just guidelines to help you style thigh-high boots with dresses. Ultimately, fashion is about personal preference, so feel free to adapt these tips to suit your own style and taste. Happy styling!


Thigh high boots and dresses make for an effortlessly chic combination. With the right boot height, dress length and stylish accessories, you can create an eye-catching outfit that shows off your legs and your personal flair.

The most important tip is to choose silhouettes that accentuate your body shape. Have fun mixing and matching colors to find a look that suits your personal style. Strut your stuff in thigh high boots and a dress for cocktails, parties, date nights or nights out with friends!

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