How to Wear Ankle Boots

How to Wear Ankle Boots

If there’s a type of shoe that you can rely on through autumn and winter, it has got to be a pair of ankle boots. Cosy, comfortable and stylish there’s plenty of ways to wear ankle boots, from classic Chelsea boots for casual occasions to block heeled boots for smarter looks, there’s a pair to suit every moment and every outfit.

Ankle boots can be worn pretty much all year round and will work with almost everything you already have in your wardrobe. As it’s officially boot season, we’ve put together a guide on the ultimate ankle boots to buy for autumn and what to wear with them.

Lace Up Ankle Boots

Before we get into the how, it’s important to understand the which. As in, ‘which ankle boots will suit me?’ Once you’ve nailed this, it’ll be so much easier to put outfits together, because you’ll know exactly what styles to go for, and which to avoid.

Looking to step up your ankle boot game? The height of the boot can either be a flattering encore or a fashion misstep. We like to aim for a height that accentuates the slimmest part of your leg.

Now, let’s chat heels. For the those of us with a fuller lower half, a chunky heel can be your best mate, offering a balanced, graceful look. For those who are more slender legged, a slim heel can add that dash of elegance, avoiding the clunky feel.

And don’t forget about the width of the boot shaft and toe shape! A snug fit can make those legs look as long as a summer’s day, but it’s always best to avoid too tight a squeeze. A pointed toe is your ticket to an elongated look, while round and square toes offer a more classic style.

Now let’s get into the types of ankle boots, there’s a lot to choose from. It’s important you pick a pair that will work with you, to make the most out of your wardrobe

Best for everyday casual and smart occasions.

Women's Chelsea boots

Chunky Platform Chelsea Boots

Chelsea boots are perhaps the most traditional of all ankle boots, originally worn by Queen Victoria, the Chelsea has grown to become a favourite modern style. These boots are the secret ingredient to elevating your everyday look, pairing perfectly with your favourite jeans or a swishy midi-skirt. Pop a leather biker jacket on to channel an iconic easy-chic look.

And for those after-work drinks, these boots will step you effortlessly from the boardroom to the bar, offering a sharp, sleek look when teamed with a tailored suit or a classic black wool coat.

Lace Up Boots

Lace-up boots are the most versatile style to wear in the colder months, whether with flat soles or block heels there are plenty of options. The charm of Victorian lace-up boots, with their slender toe, are a match made in heaven for breezy floral dresses paired, of course, with a chunky cardi. And as the seasons turn, swap that cardi for a classy duster coat, add a cosy pair of tights, and you’re winter-ready in a jiffy. Aiming for a more sophisticated ensemble? Team a pair of lace-up boots with sleek cigarette trousers, a chic long-sleeved blouse and a statement coat. Voila! It’s a look as comfy as it is smart.

Of course, lace-up boots have a more practical benefit to them. They make a comfortable option for those ladies who suffer with swollen feet, offering a fully adjustable fit.

Heeled Ankle Boots

Want to know a secret? You don’t need to touch the sky to look fabulous in heeled boots. For a supportive style, pick a pair with a mid-block heel, as this will help to spread the weight evenly across your feet, reducing the chance of sore spots. We’re all about that perfect middle ground, heels that are high enough to add a dash of elegance, but still low enough to wear all day long. Think mid-heeled boots, paired with tailored trousers or sleek midi dress. It’s the ultimate combo of style and comfort.

Best for smart-casual looks and everyday comfort

Men’s Ankle Boot Styles

Casual Leather Chelsea Boots

Listen up gents, we haven’t forgotten you! Or, maybe your other half could pass on the message?

A pair of classic Chelsea boots are a real investment. Smart, stylish and (most importantly) easy to pull on, they look great with a range of trousers. Keeping things casual? Pair tan boots with blue denim. Searching for something smarter? Team black leather Chelsea boots with tailored trousers for a more formal finish.


Wide Fit Lace-Up Ankle Boots

Perhaps the most popular ankle boots for men, lace-up boots provide a lot of support at the ankle making them both practical and comfortable to wear.

Let’s talk chukka boots, you can dress them up for pretty much every occasion. From casual weekend days or refined and smart occasions, they’re a really classic way to style up your outfits, they’re lightweight and flexible so they’re great for keeping you comfortable. For a casual look, slip them on with a pair of jeans it’s a match made in heaven for a laid-back look. Picture yourself stepping out in stylish suede chukkas teamed up with classic blue denim. Pop on a crisp white polo and drape a cosy jumper across your shoulders. You’re not just warm; you’re looking sharp!

Walking Boots

If you’re heading out for a walk, you need the right pair of boots to suit the terrain. Just like lace-up boots, walking boots are designed to support your ankles while protecting you from rain and snow, while providing cushioned comfort that supports your feet on uneven ground.For advice on finding your perfect pair of walking boots, take a look at our previous blog. It’s best to opt for a lightweight pair to keep you nimble on your feet, and of course walking socks are the best way to keep you comfortable, just remember to accommodate for the thickness of the socks with a slightly wider or larger size of boot.

And there you have it, the ins and outs of ankle boots! Whether you’re slipping into a classic leather pair for a touch of everyday elegance, or lacing up some bold, chunky boots to make a statement, remember to experiment and, most importantly, enjoy every step!

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