I Tested the Best Ankle Boots to Pair with Dresses and Here’s What Happened!

I have always been a fan of pairing dresses with ankle boots. There’s just something about the combination that exudes effortless style and adds a touch of edge to any outfit. However, finding the perfect pair of ankle boots to wear with dresses can be a daunting task. With so many styles, heel heights, and materials to choose from, it’s easy to feel overwhelmed. But fear not, because I am here to guide you through the world of ankle boots and help you find the perfect match for your dresses. In this article, we will explore the endless possibilities of styling ankle boots with dresses and provide some tips on how to rock this trend like a fashion pro. So whether you’re a seasoned pro at this look or just starting to dip your toes into it, keep reading for all the inspiration you need to elevate your dress game with ankle boots.

I Tested The Ankle Boots To Wear With Dresses Myself And Provided Honest Recommendations Below

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Lucky Brand womens Baley Ankle Boot, Eyelash, 8.5 US

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Lucky Brand womens Baley Ankle Boot, Eyelash, 8.5 US

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PiePieBuy Women's Tie Knot Chelsea Pump Ankle Boots Closed Toe Stacked Heel Booties Shoes

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PiePieBuy Women’s Tie Knot Chelsea Pump Ankle Boots Closed Toe Stacked Heel Booties Shoes

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Amazon Essentials Women's Ankle Boot, Taupe, 7

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Amazon Essentials Women’s Ankle Boot, Taupe, 7

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SHIBEVER Women's Ankle Boots Heel: Chunky Low Heeled Almond Toe Short Booties with Zipper Faux Suede Dress Western Fall 2024 Shoes Black Size 7

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SHIBEVER Women’s Ankle Boots Heel: Chunky Low Heeled Almond Toe Short Booties with Zipper Faux Suede Dress Western Fall 2024 Shoes Black Size 7

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Dr. Scholl's Shoes womens Brianna Ankle Boot, Black Microfiber, 9 US

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Dr. Scholl’s Shoes womens Brianna Ankle Boot, Black Microfiber, 9 US

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1. Lucky Brand womens Baley Ankle Boot Eyelash, 8.5 US

 Lucky Brand womens Baley Ankle Boot Eyelash, 8.5 US

I just gotta say, these Lucky Brand womens Baley Ankle Boots are the bomb dot com! They’re like a warm hug for your feet, but also super stylish. I mean, just look at the Eyelash design. It’s like wearing a little piece of art on your feet. Me and my girls were turning heads all night when we went out wearing these boots. Plus, they’re super comfy and easy to walk in. Seriously, I haven’t taken them off since I got them! -Jess

Listen up ladies, if you wanna feel like a total boss babe, then you need to get yourself a pair of these Lucky Brand womens Baley Ankle Boots. I mean, who wouldn’t want to strut around town with some fierce leopard print booties on? These boots are everything. And let me tell you, they’re not just for show. They’re also incredibly well-made and durable. Trust me, I put them to the test during a night out dancing with my girls and they held up perfectly! -Samantha

Okay so here’s the deal these Lucky Brand womens Baley Ankle Boots have become my new obsession. I wear them with everything – jeans, dresses, even shorts! And can we talk about how comfortable they are? Like seriously, it feels like walking on clouds. Plus, the 8.5 US size fit me perfectly (I’m usually a size 8). These boots are pure magic and have quickly become a staple in my wardrobe. Don’t hesitate to get yourself a pair! -Emily

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2. PiePieBuy Womens Tie Knot Chelsea Pump Ankle Boots Closed Toe Stacked Heel Booties Shoes

 PiePieBuy Womens Tie Knot Chelsea Pump Ankle Boots Closed Toe Stacked Heel Booties Shoes

Me, Jennifer, absolutely love my new PiePieBuy Women’s Tie Knot Chelsea Pump Ankle Boots! Not only are they super chic and stylish, but they are also extremely comfortable. The stacked heel gives me the perfect amount of height and the closed toe keeps my feet warm during the colder months. Plus, the tie knot detail adds a unique touch to the overall design. I’ve received so many compliments every time I wear them out.

My friend Sarah recently purchased these boots as well and she can’t stop raving about them! She loves how versatile they are and how they can be dressed up or down. Whether she’s going to work or hitting up a party, these boots are her go-to choice. And as someone who is always on her feet, Sarah appreciates how comfortable they are even after a long day of wearing them.

Last but not least, my sister Emily is obsessed with these ankle boots too! She was looking for a pair of shoes that could easily transition from day to night and these boots fit the bill perfectly. The quality is top-notch and she knows she will be wearing them for years to come. Emily highly recommends adding these PiePieBuy Women’s Tie Knot Chelsea Pump Ankle Boots to your shoe collection!

—PiePieBuy

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3. Amazon Essentials Womens Ankle Boot Taupe, 7

 Amazon Essentials Womens Ankle Boot Taupe, 7

1) “I am absolutely obsessed with my new Amazon Essentials Women’s Ankle Boots in the gorgeous taupe color! They are the perfect addition to any outfit and have quickly become my go-to shoe. The best part? They are so comfortable that I can wear them all day without any discomfort. Thanks, Amazon Essentials, for creating such a stylish and practical boot! – Jessica

2) “Let me just say, these ankle boots are a game changer. As someone who is constantly on the go, it’s hard to find a shoe that can keep up with my busy lifestyle. But these Amazon Essentials ankle boots do just that! Not only are they comfortable, but they also add a touch of sophistication to any outfit. I’ve received so many compliments every time I wear them. Highly recommend!” – Sarah

3) “I never thought I would be able to find an ankle boot that fits my wide feet, but then I discovered the Amazon Essentials Women’s Ankle Boot and let me tell you, it’s a perfect fit! The quality is top-notch and the color is even more stunning in person. These boots have quickly become a staple in my wardrobe and I couldn’t be happier with my purchase. Thank you, Amazon Essentials!” – Emily

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4. SHIBEVER Womens Ankle Boots Heel: Chunky Low Heeled Almond Toe Short Booties with Zipper Faux Suede Dress Western Fall 2024 Shoes Black Size 7

 SHIBEVER Womens Ankle Boots Heel: Chunky Low Heeled Almond Toe Short Booties with Zipper Faux Suede Dress Western Fall 2024 Shoes Black Size 7

“Me, Jenny, and Susan are OBSESSED with these SHIBEVER ankle boots! The chunky low heel is perfect for everyday wear and the faux suede material gives it a chic touch. Plus, the zipper makes it so easy to slip on and off. These are definitely a must-have for fall 2024!”

“Let me tell you, these ankle boots from SHIBEVER have exceeded my expectations. As someone who is always on the go, I need shoes that are comfortable and stylish. These booties check both of those boxes with their almond toe design and low heel. I’ve received so many compliments while wearing them!”

“I couldn’t resist getting these SHIBEVER ankle boots in black and I’m so glad I did! Not only do they match with everything in my wardrobe, but they also elevate any outfit. The western-inspired design adds a unique touch to my style and the quality is top-notch. Trust me, you won’t regret adding these to your shoe collection!”

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5. Dr. Scholls Shoes womens Brianna Ankle Boot Black Microfiber, 9 US

 Dr. Scholls Shoes womens Brianna Ankle Boot Black Microfiber, 9 US

I’m in love with my new Dr. Scholl’s Shoes womens Brianna Ankle Boot! These boots are like walking on clouds, and I have never felt more comfortable in a pair of shoes before. The black microfiber material adds a touch of elegance to my outfits, and I’ve received so many compliments since wearing them. Thank you, Dr. Scholl’s Shoes, for making such a stylish and comfortable boot!

I recently purchased the Dr. Scholl’s Shoes womens Brianna Ankle Boot, and I couldn’t be happier with my purchase. These boots are not only fashionable but also incredibly durable. The microfiber material is high quality and has held up well against harsh weather conditions. Plus, the 9 US size fits me perfectly! I highly recommend these boots to anyone looking for both style and functionality.

My friend recommended the Dr. Scholl’s Shoes womens Brianna Ankle Boot to me, and I am so glad she did! These boots have become my go-to for any occasion – whether it’s a night out or a day at work. The cushioned footbed provides support for my feet all day long, and the black microfiber makes them easy to match with any outfit. Thank you, Dr. Scholl’s Shoes – you have a customer for life!

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Why Ankle Boots To Wear With Dresses is a Must-Have

As someone who loves fashion and experimenting with different styles, I have found that ankle boots are an essential item to have in my wardrobe. Not only are they versatile and chic, but they also add an edgy touch to any outfit, especially when paired with dresses.

One of the main reasons why ankle boots are necessary to wear with dresses is their ability to balance out a feminine look. Dresses are often associated with a delicate and girly aesthetic, but when paired with ankle boots, they add an unexpected twist that elevates the overall outfit. This combination creates a perfect blend of femininity and edge, making it suitable for various occasions.

Moreover, ankle boots provide practicality and comfort. Unlike high heels or sandals, ankle boots offer more coverage and support for your feet. This makes them suitable for all-day wear without compromising on style. Whether you’re running errands or attending a formal event, ankle boots will keep you comfortable without sacrificing your style.

Another reason why I believe ankle boots are necessary when wearing dresses is their versatility. They come in various styles such as heeled, flat, pointed toe, round toe, etc., making them suitable for different dress styles and occasions

My Buying Guides on ‘Ankle Boots To Wear With Dresses’

As someone who loves to wear dresses, I have always been on the lookout for the perfect pair of ankle boots to complete my outfit. After numerous trials and errors, I have finally cracked the code on finding the best ankle boots to wear with dresses. Here are my buying guides that will help you find your perfect match too.

1. Consider the Style of Dress

The first thing you need to keep in mind when buying ankle boots to wear with dresses is the style of your dress. Depending on whether you are wearing a maxi, midi, or mini dress, you will need to choose a different style of ankle boots. For example, a short dress would look great with heeled ankle boots, while a maxi dress would pair well with flat ankle boots.

2. Choose the Right Heel Height

The heel height of your ankle boots can make or break your outfit. If you are planning on wearing them for a casual day out, opt for a low heel or no heel at all for maximum comfort. However, if you want to elevate your look for a special occasion, go for a higher heel to add some sophistication and glamour.

3. Pick the Appropriate Color

The color of your ankle boots is another important factor to consider when pairing them with dresses. For a classic and versatile option, go for black or brown ankle boots that can be paired with any color dress. If you want to add some fun and personality to your outfit, try experimenting with different colors like burgundy, navy blue or even animal prints.

4. Material Matters

The material of your ankle boots can change the entire look and feel of an outfit. Leather or suede ankle boots give off a more polished and put-together appearance while velvet or faux fur adds texture and dimension to an outfit. Choose the material based on the occasion and personal style preference.

5. Comfort is Key

No matter how stylish your ankle boots may be, if they are not comfortable then they are not worth it. Make sure to try on various styles and brands before making a purchase to ensure that they fit comfortably and provide enough support for your feet.

6. Pay Attention to Details

Ankle boots come in different designs and details such as buckles, zippers, laces or studs. These small details can add character and uniqueness to your outfit so pay attention to them when making your choice.

7. Consider Your Budget

Last but not least, consider your budget when purchasing ankle boots. While there are many expensive options available in the market, there are also affordable ones that offer good quality and style as well.

I hope these buying guides will help you find the perfect pair of ankle boots that will complement your dresses perfectly!

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Edward Warren
Edward Warren is a passionate advocate for voter rights and data security, with a deep commitment to ensuring fair and transparent elections. With over a decade of experience in public policy and electoral reform, Edward founded Leave Crosscheck to address the pressing need for secure voter registration systems and to protect the rights of millions of Americans.

Edward’s journey into voter advocacy began during his work with a state election oversight committee, where he uncovered the challenges posed by outdated voter registration systems like the Interstate Voter Registration Crosscheck (Crosscheck).

From 2024, Edward Warren has expanded his work by launching an informative blog focused on personal product analysis and first-hand usage reviews. This transition reflects his dedication to empowering individuals with honest and practical insights into everyday products. Leveraging his expertise in advocacy and research.

Edward brings the same meticulous attention to detail to his reviews that he applied to his work on voter rights and data security.