How to style knee high boots

What to Wear with Knee High Boots

When the chill sets in, we all have our trusty favourites to fall back on, and knee high boots have earned their spot as a winter wardrobe essential. They're like a warming cuppa on a frosty morning - timeless, comforting, and never out of style. Whether you're dressing up for an evening do or just popping down to the shops, these boots are your faithful companions, ready to step up to any occasion.

Knee-high boots aren't just about the classic charm; they’re a versatile gem, pairing as beautifully with your work attire as they do with your cosy weekend looks. If you’ve found yourself pondering the perfect dress to accompany your knee-high boots, or the best way to rock them with your favourite pair of jeans, worry not! We’ve gathered some top-notch outfit inspirations to sprinkle a touch of magic on your autumn-winter ensemble.

When Can I Wear Knee High Boots?

Knee-high boots are a trusted style favourite, mostly worn in the autumn and winter months as they are perfect for layering with tights or trousers in the cold weather. However, long boots are so classic they can be worn into the spring months too, just slip them on under light floral print dresses for a seasonally approved look.

As winter approaches, wrapping up warm becomes our daily mantra. This is when knee-high boots become more than a stylish statement, they become your cold-weather allies. Pulling them on over woolly tights and a long-sleeved smock dress is a match made in heaven. But if dresses aren’t your cup of tea, they pair just as nicely with a pair of well-fitted jeans or a long skirt, giving you that extra layer of warmth and style.

And let’s not forget about those crisp, sunny winter days, where the cold is nipping but the sky is a glorious blue. That's when your knee-high boots can truly shine sans tights. Top it off with a chunky knit jumper or a tailored coat, and voila, you’re ready to greet those winter days with style and warmth.

Our Favourite Styles

Casual Knee-High Boots

There’s lots to consider when styling an outfit with knee high boots, it can feel like a daunting task to choose the right pair, but once you have the know-how you can put together an elegant outfit in a matter of minutes.

To make things simpler for you, we’ve pulled together a selection of our buyers’ top boots of the season.

Firstly, when deciding on the best knee-high boots for the occasion, consider the shape and colour of the boots and how they will work with your outfit. Boots with looser-fitting silhouettes and a stompier sole tend to be more suited for casual outfits, like skinny jeans or a long, cosy jumper dress.

Slouch Knee High Boots

Slouch boots, first embraced by supermodels in the 90’s, are making a grand re-entrance, and we’re here to help you style them. With their relaxed, yet refined aesthetic, these boots have the power to effortlessly elevate any outfit.

Casual Knee High Boots

Long Slouch Boots

How to Style Dresses and Knee High Boots

When wearing dresses with knee high boots consider where the top of your boots and the hemline of your dress will sit against your leg. Showing a small proportion of your knee or leg will give you a taller appearance as it breaks up the silhouette, so go for a dress that sits just above your knee.

If your hems sit on top of your boots, it can alter how your dress looks and hangs on your body, plus it can also feel pretty uncomfortable if they catch and snag as you walk. A mid-length dress is the perfect option to wear with knee high boots, not only is this a super flattering outfit, but it’s also great for layering when the chilly weather sets in. Make sure you go for a dress that nips in at the waist or go for a waist belt that matches the colour of your boots for an elegant finish. This is simple styling trick that will really help to accentuate your figure whilst breaking up any over-powering blocks of colour or prints that could give you a shorter appearance.

How to Style Knee High Boots with Jeans

Buckle Detail Smart Boots

Wearing knee high boots with jeans or trousers is another simple look that can be tailored to suit a range of smart or casual occasions. For a casual everyday look, a pair of knee-high boots with a chunky tread sole is not only super practical but comfortable too, go for a slim fitting pair of jeans for a sophisticated look.

Top Tip: When wearing your jeans with long boots, go for a pair with a wider calf fit to ensure your jeans can fit comfortably into your boots.

How to Style Brown Knee-High Boots

Metal Detail Long Boots

Brown knee high boots are extremely versatile, although they are the type of footwear that’s more likely to be worn in the winter months. From rich tan to dark chocolate brown, when it comes to finding the perfect pair of brown boots, there’s endless tones to choose from.

For an outfit that’s suited for autumn, go tonal by layering woolly textures like a plaid pinafore dress with tights in coordinating colour palettes and finish the look with a winter coat in matching tones for a sophisticated look.

Wearing brown boots over a blue pair of jeans is a classic outfit and timeless outfit option, finish the look with a white collared shirt left untucked and pull on a knitted jumper over the top an equestrian inspired look.

How to Style Black Knee-High Boots

Adelina Patent Long Boots

Likely to be the most versatile footwear option, a black pair of knee-high boots are a true wardrobe investment for every occasion and every season.

The really great thing about a pair of black boots is that you can style them with pretty much anything.

A high shine, patent pair of black boots worn with an elegant knee length skirt or a dress makes an easy (and warm) evening outfit.

Or for more causal outfit, go a flat slouchy pair of black boots to wear with your favourite pair of jeans for a comfortable everyday look.

We’ll leave you with our favourite tip for pulling off knee-high boots. If you’re still not feeling confident in your boots matching the colour of your boots with accessories such as your belt and handbag will help to pull an outfit together really quickly. If you’re wearing black boots, opt for a black belt and handbag, this will lend an elegant and sophisticated finish to jeans, dresses, and even skirts.

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