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How to Wear a Dress and Boots?

by 陈菁 27 Apr 2025

As the temperature gradually rises, dresses have become the most indispensable item again in women's wardrobes. Generally, when wearing a dress, women always prefer to match it with high heels or exquisite leather shoes to show their refinement and elegance. However, there are actually more possibilities for dresses waiting for us to explore.

For example, have you ever considered matching a pair of sneakers with a dress? Or, have you ever tried the combination of a dress with boots? Especially in winter, the combination of a dress and boots is the most suitable and perfect! To know how to wear a dress and a pair of boots, keep reading!

a lady in a black sequins dress, a red wool coat and a pair of black boots
a lady in a black knit dress, a grey wool coat and a pair of black long boots

Principles of Wearing a Dress and Boots

Pairing a dress with boots can be challenging. If you’re not experienced, it is easy for your outfit to be embarrassing. In order to reduce the probability of mistakes made by new comers of clothing collocation, please remember the following principles:

👢It is important to choose the right length. This applies not only to the dress, but also to boots. If you want to wear a pair of knee-length boots, don't choose a dress that is too long. Otherwise, your long dress will definitely cover the most design-conscious part of your boots. Instead, choose a mini dress. This combination is especially suitable for petite ladies because it visually lengthens the legs.

👢Color combination needs to be harmonious. You need to be careful when combining the same color tones or contrasting colors. If you match them well, a dress and boots in the same color tone will be more harmonious, while two garments in contrasting colors will make you look fashionable and trendy. But if you apply the wrong strategy, a dress and boots in the same color tone will be difficult to distinguish from each other, while a dress and boots in contrasting colors will look too bold and exaggerated. Therefore, for beginners, we recommend starting with the versatile neutral colors of black, white, gray, and low-saturation Morandi colors. Especially when your dress is already covered with various prints, you need to choose a pair of understated boots.

👢Their styles should be unified. This is not to say that mixing styles should be banned, but there are definitely fewer surprising mixes than laughable mixes. For example, the combination of a pair of boots decorated with lace and beads and a black leather dress must look strange. Such a pair of boots is definitely more suitable to be paired with a sweet puff sleeved dress.

👢Although you do not need to choose a dress and a pair of boots made of the same fabric to ensure uniformity, combining a light dress with heavy boots is definitely not a good choice. Most boots are made of various types of leather or artificial leather, canvas, etc., but dresses have a wider variety of fabric options, such as cotton, linen, chiffon, silk, tweed, wool, etc. Among them, the dresses with heavier textures, such as the ones made of tweed and wool, would be more suitable to be paired with common leather boots.

a lady in a sweater dress, a sweater vest, a trench coat and a pair of brown ankle boots
a lady in a black cloak and dress two-piece set and a pair of brown boots

What Types of Boots Can Be Worn with a Dress?

Although the classification of boots may not be as refined as dresses, they can still be divided into many categories in terms of lengths, fabrics and styles. Of course, it is impossible for every type of boot to be suitable to be worn with a dress. So, in this section, let's further explore what types of boots can be worn with a dress?

👢Chelsea boots. Chelsea boots are also known as Beatle boots. Some people believe that this type of boots was originally invented for horse riding, while others believe that it was Queen Victoria's shoemaker who invented this boot that is not easy to fall off. The reason why it is also called Beatle boots is that the Beatles, who were popular in the 1960s, often wore this type of boots to perform, which made this type of boots famous. Today, Chelsea boots have become a representative of business and elegant style because of their simple shape, and one of the best choices to be paired with business and commuter styled dresses.

👢Martin boots. Since the 1970s, Martin boots, which are wear-resistant, sturdy and have significant unisex characteristics, have gradually evolved into a symbol of street and punk style. These cool boots are perfect to pair with an equally cool dress, like a mini leather dress.

👢Jackboots. Among all types of boots, jackboots are undoubtedly the most effective in modifying women's leg lines. And in winter, a pair of jackboots can definitely keep you warmer than short boots made of the same fabric and of the same thickness. Moreover, a pair of jackboots is also very suitable for showing a woman's elegant temperament. Whether it is a pleated dress or an A-line dress, it can be paired with jackboots to achieve a perfect effect. However, as we mentioned earlier, don't pair it with a long dress to avoid covering up its most design-conscious part.

Can I Wear a Dress and Boots in Summer?

Generally speaking, people only wear boots in winter because the main function of boots is to keep warm. However, if you want to wear a dress and boots in the summer for the sake of style, is it possible? If so, how can we achieve it and what are the precautions?

First of all, let us give a clear answer to this question, that is, you can wear a dress with boots in summer. However, the weather is hot in summer, which conflicts with the warmth-keeping properties of most boots, so you need to spend more time choosing boots. In terms of length, try to choose ankle-length boots. In terms of fabric, choose boots that are thinner and more breathable. For example, you can choose a pair of thinner canvas boots, and it would be better if the boots have mesh surface. However, despite this, it is still inevitable that it will be a bit stuffy to a certain extent, so if your style requires you to match a dress with boots in summer, be sure to prepare a pair of sandals for replacement in advance. Or you can choose a pair of fashionable sandal boots directly. It will not make you feel hot.

Secondly, you also need to pay close attention to weather changes. Summer is the rainy season in many countries and regions, so the rain will be very dense. Many boots are made of leather, so whether leather boots can get wet and how to maintain them after getting wet need to be considered. If you want to avoid these troubles, it is best to choose a sunny day to wear a dress and boots out.

Finally, it is not worth wearing a dress with a pair of boots in the summer unless you are attending a music festival, party or art exhibition, which requires a very high sense of fashion and sophistication.

a lady in a black dress, a cropped trench coat and a pair of short black boots
a lady in a denim dress with a belt and a pair of black long boots

Dress and Boots Outfit Ideas for Different Occasions

The matching of dresses and boots also needs to be adjusted according to different occasions, because the styles suitable for different occasions are different. However, whether you want to create a delicate and elegant, sweet and nifty or a cool outfit, you can achieve it with a dress and a pair of boots.

For business occasions:

Business occasions often require more professional, capable and simple outfits. So you can choose: A white shirt dress + a pair of black Chelsea boots.

For casual occasions:

For casual occasions, there are more styles to choose from. You can choose an elegant or pastoral styled outfit such as: a floral printed dress + a pair of canvas boots.

You can also choose an outfit in unisex and handsome style with a black leather dress + a pair of Martin boots.

If you prefer sexy and hot style, choose an outfit composed of a mini dress + a pair of jackboots.

Of course, for sweet girls and ladies we also have a suggestions like a ruffle hem dress + a pair of ankle boots.

For grand occasions:

Do you think that boots don't look good with a dress when it comes to grand occasions? Well, they don't! Combine elegant boots with an evening dress and get a sophisticated and incredibly sexy outfit. On grand occasions, you may need something eye-catching and brighter. So you can consider adding some decorative elements to your dress, or wearing a pair of boots with special patterns. The following two looks can be provided for you for your reference:

A sequins mini dress + a pair of jackboots

A maxi tulle dress + a pair of ankle boots with snake patterns

For Outdoor Events in Winter:

For outdoor events in winter, in addition to being fashionable, you also need to keep as warm as possible. Therefore, the first choice are dresses and boots made of heavier fabrics. For example, a tweed dress + a pair of snow boots will be a perfect choice.

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