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How to Style Boots with Skirts and Dresses

Written by Katy Smith
How to Style Boots with Skirts and Dresses
How to Style Boots with Skirts and Dresses
Home DuoBoots Blog How to Style Boots with Skirts and Dresses

As the temperature continues to drop, it might feel tempting to put your much-loved dresses and skirts into hibernation until spring. But what if we told you that the right pair of boots can give these wardrobe favourites a new (and seasonally appropriate) lease of life? With so many styles of boots to choose from, we’ve highlighted some of our favourites to mix and match with all manner of dresses and skirts. Next time you find yourself automatically reaching for that trusty pair of jeans again, why not try changing it up with one of these chic pairings…


Styling Leather Boots with Dresses and Skirts

Finding a dress to wear with leather boots needn’t be difficult. For the cooler months, think about styling your leather boots with a cashmere jumper dress or an A-line wool skirt. Ours are designed in London and crafted in Portugal in a variety of classic colours such as black, brown, and tan. The Dalia Knee High boots in black leather would make a versatile addition to any wardrobe. A sleek, mid-heel style, Dalia exudes easy elegance and is available in petite, standard, or tall heights so you can find your perfect fit.


Styling Suede Boots with Dresses and Skirts

Suede boots have a lightness about them that works well with dresses and skirts made from fabrics such as silk or cotton. Complement swishy, floral-print designs with western-inspired boots – we suggest Saffron or Gwen – for a bohemian-inspired aesthetic that works throughout the year. Elsewhere, styles such as Easton and Dalia offer a sophisticated partner to office-ready, mid-length shirt dresses. Dresses to wear with suede boots? The opportunities are endless.


Styling Block Heel Boots with Dresses and Skirts

A sturdy, block heel boot will work with any number of dresses or skirts. Perfect for day or night, office or bar, these silhouettes will take you anywhere and everywhere. Our knee-high boots with block heels are all made with timeless appeal in mind. Look out for memory foam insoles and elasticated panels for the ultimate in comfort, too. Choose a mini dress to go with block heel boots for a ‘60s-inspired aesthetic.


Styling Chelsea Boots with Dresses and Skirts

Chelsea boots are a fashion staple for a reason. Defined by their elasticated side panels, choose between chunky and sleek silhouettes depending on your personal preference. A great way to ground shorter dresses and skirts, flat Chelsea boots hold day-to-night appeal. Meanwhile, heeled versions tend to be just as versatile. The takeaway: mini dresses with tights and Chelsea boots = a failsafe formula.


Styling Knee-High boots with Dresses and Skirts

Whether you prefer mini, midi, or maxi silhouettes, we think that knee-high boots work with all dress and skirt lengths. All our boots are available in eight different calf sizes to accommodate narrow, standard, and wide fits. Explore a vast offering of knee-high boots to wear throughout the seasons here. A current favourite, the Harper Knee High boots are made from stretch suede that comfortably hugs the leg. Their sleek silhouette makes them ideal for wearing beneath longer dresses or skirts if that’s your thing. 


Styling Ankle Boots with Dresses and Skirts

Ankle boots are always a safe choice. But safe doesn’t have to mean boring. Choose between heeled and flat, lace-up and western-inspired silhouettes in our collection. Wide or narrow ankles? As the only brand in the world to offer a diverse range of fits, we have you covered. If you’re wondering how to wear ankle boots with skirts, a brief masterclass… Show off Balla with a voluminous midi or team Gwen with a streamlined maxi. It couldn’t be easier.   


In Conclusion

So, there you have it, our comprehensive guide to how to wear boots with dresses and skirts. No matter your personal style, be inspired to give these combinations a go. If in doubt, a pair of knee-length heeled boots and a midi dress will always look chic. As will flat boots and shorter skirts. Discover our full range of boots here.

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