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How To Wear The Right Boots With Your Dresses: Do’s & Don’ts


How To Wear The Right Boots With Your Dresses - Blog Banner

Are you tired of struggling to find the perfect pair of boots to wear with your dresses? Look no further! In this blog post, we will guide you through the do’s and don’ts of wearing the right boots with your dresses. We understand that it can be a challenge to strike the right balance between style and comfort. But fear not, as we are here to help you navigate this fashion conundrum. With our expert tips and advice, you’ll be rocking the perfect boot-dress combination in no time. So, let’s dive in and discover how to effortlessly pair your dresses with the right boots for a flawless and fashionable look.

Pairing the right boots with your dresses can be a game-changer when it comes to your style. It’s not just about looking good; it’s about achieving a look that’s both fashionable and comfortable.

Table of Contents

What Boots Look Good With Different Styles Of Dresses?

When it comes to fashion, pairing the right boots with your dresses can elevate your style and make a statement. The key is to find the perfect balance between dress length, silhouette, and boot style. In this section, we will explore different types of dresses and provide a comprehensive guide on what boots to wear with each style. From A-line dresses to sweater dresses, we’ve got you covered!

A-Line Dresses

A-line dresses are flirty and feminine, flowing gently away from the body in the shape of an “A”. These dresses are versatile and look great with a variety of boots. Opt for ankle boots or knee-high boots with a slight heel to elongate your legs and create a balanced look.

The boots can be either chunky or slim, depending on the volume of the bottom area of the dress. If its a simple A line dress, go for lug sole style, but if there is volume, simple structured boots will look great.

Consider adding some texture with suede or leather boots for an extra touch of sophistication.

For A line midi dresses: If you want to go for ankle boots, adding pointed toe or square toe ones will elongate your legs compares to round toe. And need to make sure that you adding some heel. Otherwise you will look short. 

If you want to wear tall boots, pick knee high boots not over the knee boots. A little bit skin showing will elevate your outfit. But you still need a little bit of heel.

For A line short dresses: If you are wearing a line dress that is above the knee or short, you can wear longer ankle boots than traditional ankle boots. Just make sure it’s not too wide in the calf area. 

You can also wear knee high boots as well lug sole tall boots. But depends on the style of the A line dress. If it’s casual go for tall lug sole boots, otherwise go for regular tall boots. 

Bodycon Dresses

Bodycon dresses hug your curves and create a sleek silhouette. To complement this form-fitting style, opt for ankle booties with a slim heel. These boots will add height and balance out the tightness of the dress.

Consider wearing boots in neutral tones such as black, nude, or brown to keep the focus on the dress. Alternatively, you can experiment with bold colors or patterns for a more adventurous look.

If you are wearing a short body con dress, you can also pick lug sole boots that would add a bit of volume at the bottom balancing the proportion of the entire outfit. 

Boots to Wear With Body Con dresses

Midi Dresses

Midi dresses are a popular choice for their elegant and versatile appeal. To create a stylish ensemble, pair them with knee-high boots. These boots not only keep you warm during cooler months but also add sophistication to your outfit.

Choose boots with a slight heel for a more polished look. If you prefer a casual vibe, opt for flat or chunky heeled boots.

Midi dress are the easiest dresses to pair boots with. The only style of boots you should avoid are lug sole or chunky style of boots. These boots will make your legs look bulky and overall make you larger.

Ankle Boots with Midi Dress
Knee High Boots with Midi Dress

Wrap Dresses

Wrap dresses are a popular style of dress that gives you an hour glass shape instantly. But if you want to keep that silhouette consistent, opt for tall boots. 

And if you can match the shade of the tall boots with the dress or at least closer to it, you will easily elevate your outfit. 

This way there is no other distraction in your outfit and it looks chic and gives you the flattering body shape you are looking for. 

Knee high Boots with Knitted Wrap Dress

Maxi Dresses

Maxi dresses exude femininity and elegance, creating an instant wow factor.  And the beauty of the maxi length is that whether you are wearing ankle boots or knee high boots, both look seamless. 

So, instead of looking what length of boots, decide based on weather. If it’s too cold and you need to keep your legs warm go for tall boots. Otherwise you can wear ankle boots. 

The only boots to avoid are really bulky boots that will make you look heavier. Maxi dresses already add volume to your outfit, so you dont want to add more with boots. 

Shirt Dresses

Shirt dresses are versatile and can be styled in various ways. To add a touch of edge and modernity, pair them with tall boots. This purely practical purposes because shirt dresses are always lightweight. And they also look summery. 

So pairing them with tall boots will keep you cozy and will give you the winter vibe. So, if you want to wear shirt dress to work even in winter, this is a great way to wear it.

Satin Dresses

Satin or polyester dresses that have a shine are perfect for holiday outfits. They look fancy and party ready. But if it’s cold, you also want to wear boots with them. Here are some ways to look perfect pairing boots with satin dresses.

Since satin dresses are shiny patent leather boots are outfit of question. You should opt for leather and suede boots.  But don’t match them. In fact this is the perfect opportunity for you to wear contrasting boots with satin dresses. 

Depending on your occasion, you can either pick tall boots or ankle boots. If you are going to go to a house party, it’s easier to get out of ankle boots. 

But if you are going to a venue for celebration where you don’t need to take your footwear off, go for tall boots.

Boots with satin dress

Sweater Dresses

Sweater dresses offer cozy comfort without compromising style. When it comes to pairing boots with sweater dresses, knee-high boots are a perfect match. Choose boots in a complementary color to create a cohesive and put-together look. Consider boots in suede or knit material for a seamless blend with the cozy texture of the dress. 

The only catch is again, not to match black sweater dress with black tall boots. If you want to wear black boots go for ankle boots instead. All black can look a bot intense, so breaking up the shade is important.

Boots with sweater dresses

Choosing the Right Boot Color

When it comes to pairing boots with dresses, finding the right color can make or break your outfit. The color of your boots can either complement or clash with your dress, so it’s important to choose wisely. In this section, we will explore different boot colors and provide you with some do’s and don’ts to help you make the right decision.

Neutral Boots

Neutral-colored boots are a versatile option that can go well with almost any dress in your wardrobe. Shades like beige, taupe, or nude offer a subtle and understated look that effortlessly blends in with different dress colors. Whether you’re wearing a bold printed dress or a simple solid-colored one, neutral boots can be your go-to choice.

Do: Opt for neutral boots when you want your dress to be the focal point of your outfit. These boots will seamlessly complement a wide range of dress colors without overpowering them.

Don’t: Pair neutral boots with a dress that already lacks contrast or doesn’t have any other elements to tie the look together. This may result in a dull or washed-out appearance.

Black Boots

Black boots are a classic and timeless option that can add a touch of sophistication to your dress ensemble. Whether you prefer ankle boots, knee-high boots, or over-the-knee boots, black is a safe bet that works well with various dress styles.

Do: Consider black boots when you want to create a sleek and polished look. They are particularly great for adding a hint of edginess to floral dresses or providing a chic contrast to bright and vibrant colors.

Don’t: Overlook the importance of maintaining the right balance between your dress and black boots. Avoid pairing them with dresses that already have a strong black element or opting for a black-on-black combination, as it may appear too monotonous or overwhelming.

Black Boots with dress

Brown Boots

Brown boots offer a warm and earthy vibe, making them an excellent choice for creating a boho or rustic-inspired outfit. With shades ranging from light tan to rich chocolate, brown boots can add a touch of natural charm to your dress ensemble.

Do: Experiment with brown boots when you want to achieve a more relaxed and casual look. They pair well with autumnal colors, earthy tones, and dresses with rustic or bohemian prints.

Don’t: Use brown boots as the primary choice for dresses that have predominantly cool or pastel colors. The contrast might not work as well, and the overall effect may feel mismatched.

Brown boots with dress

Colored Boots

If you’re feeling adventurous and want to make a fashion statement, colored boots are the way to go. Whether it’s a vibrant red, a bold blue, or an unexpected metallic shade, colored boots can add a pop of personality to your dress ensemble.

Do: Embrace the opportunity to play with different colors and experiment with your style. Colored boots can be a fun accessory that adds excitement to your overall look, especially when paired with a neutral or monochromatic dress.

Don’t: Go overboard with colored boots by pairing them with a dress that already has a multitude of colors or patterns. Let your boots be the standout element in your outfit without overwhelming the overall look.

Colored boots with dresses

How To Stay Warm Wearing Dresses and Boots

Tights are an obvious choice which will keep you warm in the cold weather wearing dresses. Whether you are wearing sweater dress or other fabrics, if it’s too cold, fleece tights will come in handy. But here are some do’s and don’ts.

  • Don’t wear opaque black tights with black dress. This will ruin the whole purpose of rocking a cute dress with your outfit. Instead go for patterned or skin colored fleece lined tights. 
  • Don’t wear patterned tights with printed dresses. your outfit will look too busy and will ruin your look.  Instead go for fleece lined or sheer tights depending on the weather conditions.
  • You can wear colored tights with black dress. It’s a fun way to add some brightness to your outfit. This could be an casual holiday outfit idea as well.

Patterned Fleece Lined Sheer Tights

Fleece Lined Tights

Fleece Lined Sheer Looking Tights

Do's and Don'ts of Styling Boots with Dresses

By following these guidelines, you can create stylish and cohesive outfits that showcase your personal style. Let’s take a look at the key do’s and don’ts of boot and dress pairing:

Do: Choose the Right Length

When wearing boots with dresses, it’s important to pay attention to the length of the dress. Opt for dresses that fall above the knee or reach mid-thigh. This length works well with ankle boots, allowing them to take center stage and elongate your legs. Midi or maxi dresses can also be paired with knee-high or over-the-knee boots for a chic and trendy look.

Do: Play with Proportions

Mixing different proportions can create visually interesting outfits. If you’re wearing a flowy, bohemian dress, pair it with sleek and slim-fitting boots to add balance. On the other hand, if you’re sporting a form-fitting dress, chunky or slouchy boots can provide a stylish contrast. Experimenting with proportions can elevate your outfit and make a fashion statement.

Do: Coordinate Colors and Textures

To ensure a harmonious and put-together look, consider coordinating the colors and textures of your boots and dress. Matching the colors or choosing complementary shades can create a cohesive and polished appearance. Similarly, combining different textures, such as pairing a suede dress with suede ankle boots, adds depth and visual interest to your outfit.

Don't: Overwhelm with Patterns

While patterns can be playful and fun, it’s important to exercise caution when mixing patterns between your dress and boots. If your dress already features a bold pattern, opt for simple and solid-colored boots to avoid overwhelming the overall look. Conversely, if your boots have intricate details or patterns, pair them with a dress in a more subdued or solid color to balance the outfit.

Don't: Forget about Proportions

When it comes to boot and dress pairing, paying attention to proportions is essential. Avoid wearing overly bulky boots with overly voluminous dresses, as this can create a shapeless and unflattering silhouette. Similarly, avoid pairing delicate, strappy dresses with heavy, clunky boots, as the contrast can be jarring. Strive for a balanced look by considering the proportions of both the dress and boots.

Checkout our best boots roundup:


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About Suchi

A Techie turned Fashion blogger, I have been in your shoes. I have gone from looking like I was trying to fit into my teen clothes, to now a stylist and blogger known to be classy and elevated style. I can help you look your best without spending too much time, effort and money into your wardrobe. 

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