how to wear ankle boots with dresses pictures

Best Boots to Wear With Dresses and Skirts (Can You Wear Ankle Boots with Dresses)

Have you ever wanted to dress in a boot but you are unsure what kind of boot you should buy that wills the best boots to wear with dresses and skirts?

Or maybe you have thought about the kind of dresses to wear with boots and leggings? If you have, this post is for you.

In this article we are going to consider the following topics:

  • Can you wear ankle boots with dresses? And what kind of boots do you wear with dresses?
  • How to wear ankle boots with dresses pictures or how do you wear booties with skirts and dresses
  • And finally, the 3 best boots to wear with dresses and skirts  you can get at an affordable price on Amazon

When going for an evening out in dresses, there are different ways you can wear your dresses with shoes. 16 Casual First Date Outfit To Wear On A Casual First Date Female

Most women will rather wear regular high heels or block heels shoes because not all know how to style their dresses with boots.

Boots are more comfortable to work in than heels and can give your dress that stylish edge heels won’t. It does not matter whether you are putting on a long or mini dress, with the right pair of boots, you are good to go.

There are various dress and boot combinations you can try out if you are going to a date, party, or just for casual hang out with friends.

Wearing the right combo of boots and dress can be tricky. This is because there are so many options and so many ways you can go wrong with your choice of boot.

There is a whole world of fashion you can explore with the right combination and if you follow the guidelines in this post, you will be good to go. 7 Most Popular New Balance Workout Shoes Women’s Fit( New Balance Running Shoes)

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Can You Wear Ankle Boots With Dresses?

The answer to this is YES! If you find the right type of ankle boot, then you can pair it with a dress. The dress you are putting on will also determine whether you can wear an ankle boot or not with it.

If you love showing off your legs, then it is not a bad idea to wear a mini dress with ankle boots. You can match your black ankle boots with a printed mini dress for a casual look or you can pair the ankle boot with a midi dress. See image below of what in am talking about here.

Pairing a midi dress with an ankle book will lengthen your legs and make you look chic.

Take a look these lovely hands pick block heel and high heel boots I picked for you. You can click image to see more details for each ankle boots

Gone are the days when you have to pair an evening dress with heels. The best dress you can pair with an ankle boot is one that stops on the knee.

Now, you can go on your date wearing a pair of boots. Not only do you stand out but it is quite comfortable.

You do not have to worry much about discomforting your feet. There are lots of stylish combinations you can try by wearing ankle boots with dresses.

As long as you consider pairing the right color of ankle boots with dresses, you are good to go.

Here are some of my best high ankle heel boots I picked for you. You can click image to see more details for each ankle boots

What kind of boots do you wear with dresses?

There are different kinds of boots to go for when wearing a dress, you need to pair your dress or skirt with the right kind of boot else you will look ridiculous. Really wearing the right type of boots with a dress can be tricky and it is totally dependent on the dress you’re wearing.

For instance, a knee boot will never go well with long dress, but contrary, an ankle boot will fit very nicely.  So you just have a knee boot, then you want stick to short dress or gown.

You do not want to look funny while trying to be stylish. Here are some of the best kinds of boots you can wear with a dress.

How to wear knee-high boots with dresses

  • Ankle boots/booties: These boots come up to the ankle and are designed with slip-on, zip-closure, and lace-up. There are different types of ankle boots and paired with the right dress, you are good to go.
  • Wedge or Block Heel Boots: Here is another type of boot you can rock to an event paired with a dress. Wedge boots are more comfortable because they have wedge at the heel. They are a great choice and will go well with a dress, skirt and also jeans.
  • Combat boots: These are leather boots which are mostly worn by soldiers. They were quite popular in the 90s and are trendy at the moment. With the right floral print dress, you can give yourself that rocky look.
  • Tall boots: Tall boots are boots that reach the knee. If you want to give yourself a polished and stylish look, they can be paired with a mini dress. Tall boots are great kind of boots for women with wild calves.
  • High heel boots: This is the perfect kind of boots for women that love strutting. They can come with block heels or wedges. They make the right fashion statement paired with a dress.

See these photos below for some of my best pick of affordable high heel and tall boots you can choose from.

How to wear ankle boots with dresses

Ankle boots are the best boots you can wear with a dress. If you want your feet to stand out, then you need to purchase the right color of ankle boots to pair with your dress.

Booties come in different designs. They can have zip closures, slip-ons, or lace-ups. What matters is the type of dress you wear it with and the boot styles that is trending.

You can wear a sling back, peep toe or caged ankle boots with your dress for a formal or informal meeting. Whether it is a date, or a casual hang out with friends, ankle boots are more than suitable.

If you are putting on the dress during the day, then low heeled ankle boots are great. For a night outing or party, high heeled ankle boots are great.

You can show off your legs with an ankle boot in a mini dress or also rock it with a midi dress. You can flaunt your legs and also look stylish at the same time. 

Ankle boots can also be worn with a long dress but you have to be careful of your choice so you do not end up looking like a clown.

If you are in the market to get booties, it is advisable to go for one with a neutral colour. This is so that you can pair them with various dresses.

How do you wear booties with skirts and dresses

Booties are great choice for almost all kind of clothes. They are great with pants, skirts, and dresses.

You can rock them with almost every type of jeans but you need to make conscious decision when pairing them with skirts or dresses.

Booties are great choice with a pencil skirt or a flowing midi skirt. Whether you are putting on a short or long skirt, you can rock them with a nice ankle boot.

A high heel ankle boot will be great with a shorter skirt. It makes the leg appear longer and gives a stylish look.

Ankle boots is easy to pair with the right dress. All you have to do is to consider your occasion, dress and the style of the booties.  Once you do all this, you can rock your ankle boots to parties or hangouts.

Check these Additional Bboots to wear with dresses and skirts

1Sorel Women’s Joan of Arctic Wedge Boots

This is a wedge shoe that women can wear with skirts or dresses. It has zipper detail and waterproof full grain leather. This wedge boot is super comfortable and you can wear it all day. Irrespective of the weather, you are good to go.

This boot is retailed for about Bottom of Form

$164.99 as of the writing of this article. But you can look the current price  with link  below.

2Women’s Boots Mid-Calf Booties Reverse Buckle High Heels

This is a high heel boot with 2.5 inches. It is a wrapped platform heel with fur lining and pee toe.

This women booties can be beautifully paired with a dress or a skirt. If you are comfortable with heels, you can comfortably strut in this boot for as long as you want.

The last I checked this high heel ankle boots to wear with dresses and skirts is retailed for just $39 which makes this boot so affordable. You can look up the current details with the link below.

3Mysoft Women’s Zipper Bootie Chunky Stacked Heel Ankle Boots Buckle Strap Ankle

This is yet another great ankle boot that can be worn with a dress or skirt. It is made with synthetic leather and a block heel.

Its clear heel is about 3 1/3 inches and has a pointed toe. You can rock it for Halloween, Christmas, parties, and also during the rainy seasons.

The last time I checked, this ankle boot is sold for around $39 dollars, however, you can look up the current price details with the link below.

how to wear ankle boots with dresses pictures

Here are some dress and boot combo outfit ideas for you.


In summary, heels are not the only shoes you can wear with dresses and skirts. There are various designs of boots that you can pair with your dresses.

You will be able to rock them to hang out or for any occasion. In this post, I have shown you how to wear ankle boots with dresses pictures and also showed you my top 3 picks of boots to wear with dresses and skirts.

I only can hope that the article helps you out. You may also want to read this article on how to buy the right jean to make your booty appear bigger.

What to Read Next: 11 Best Skirts & Jeans for Inverted Triangle Body Shape and this Most Stylish Workout Shoes for Active Women

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