Can You Wear Ankle Boots With Dresses?

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Wear It Now and Later Ankle Boots Putting Me Together


One of the biggest fashion trends in recent years has been pairing ankle boots with dresses. This combination brings a unique and stylish touch to any outfit, but many people are still unsure if it’s a fashion do or don’t. In this article, we will answer some frequently asked questions about wearing ankle boots with dresses and provide some tips and ideas to help you rock this trend in 2023.


1. Can you wear ankle boots with a dress?

Absolutely! Ankle boots can be a great addition to any dress ensemble. They add an edgy and modern vibe to your outfit, and depending on the style of the boots, can be dressed up or down. Whether you’re going for a casual or more formal look, ankle boots can elevate your dress game.

2. What types of dresses can be paired with ankle boots?

Almost any type of dress can be paired with ankle boots. However, some styles work better than others. For a boho-chic look, try pairing ankle boots with a flowy maxi dress. If you’re going for a more casual outfit, a t-shirt dress or a denim dress can look great with ankle boots. Experiment with different dress styles to find what works best for you.

3. Do ankle boots work with all body types?

Yes, ankle boots can work with all body types. The key is to find the right pair of boots that flatter your legs and ankles. If you have shorter legs, opt for ankle boots with a slightly higher heel to elongate your silhouette. If you have wider calves, look for boots with stretchy material or adjustable straps for a comfortable fit.

4. Are there any rules for wearing ankle boots with dresses?

While fashion has become more relaxed in recent years, there are still some guidelines to keep in mind when pairing ankle boots with dresses. Generally, it’s best to avoid ankle boots with very long dresses, as they can visually shorten your legs. Also, consider the color and style of the boots to ensure they complement your dress and overall look.

5. Can ankle boots be worn in all seasons?

Ankle boots are versatile and can be worn in almost every season. In warmer months, opt for ankle boots made of lighter materials, such as suede or perforated leather. Pair them with flowy summer dresses or skirts for a breezy and stylish look. In colder months, choose ankle boots with insulation or lining to keep your feet warm and cozy.

Tips for Wearing Ankle Boots with Dresses

1. Play with proportions

Experiment with different dress lengths and boot heights to find the right balance for your body type. For example, pairing a midi dress with ankle boots can create a flattering and trendy look.

2. Try different styles

Don’t be afraid to try different styles of ankle boots, such as Western-inspired boots, Chelsea boots, or chunky combat boots. Each style can bring a unique touch to your dress ensemble.

3. Add layers

In colder weather, layer your dress with tights, leggings, or even knee-high socks. This not only keeps you warm but also adds an extra element of style to your outfit.

4. Accessorize

Complete your ankle boot and dress look with accessories such as a statement belt, a chunky necklace, or a stylish handbag. These accessories can elevate your outfit and make it more personalized.


In 2023, wearing ankle boots with dresses is definitely a fashion-forward choice. With the right pair of boots, dress style, and some confident styling, you can create trendy and stylish outfits for any occasion. So go ahead and experiment with this combination to add a touch of edge and flair to your wardrobe.