Not All Boots and Trousers Go Together, But These Combinations Always Work

As we head even further into winter, it's easy to feel like you've tried every single outfit combination in your wardrobe. With a reliable rotation of the same jeans and trousers being worn with various pairs of boots throughout the last few months, day-to-day dressing can seem like a repetitive task all to often.

Thankfully, with fashion weeks in London, New York and Paris all having taken place in the last couple of months, we've got plenty of new winter style inspiration, and we won't let a little bit of inclement weather stop us from having fun with our outfits. From innovative new formulas to tried-and-tested classic combinations, some of our favourite influencers have certainly proven that you don't need to buy an entirely new wardrobe to look fresh. All you need to do is think of new ways to wear your existing pieces together.

Whether it be tucking leggings into knee-high boots or embracing the versatility of tailored trousers, several trouser-and-boot trends have cropped up among the fashion set over the last couple of seasons. Even those who likely vowed to never wear leggings outside the gym again are now using them as a staple worn with their highest knee-high boots, and casual Chelsea boots are being given a new life when paired with cropped, structured trousers. My personal favourite? Tailored trousers with chunky ankle boots. After all, nothing makes a statement quite like a high/low mix.

Keep scrolling to see all of the boot-and-trouser combinations we're wearing now and to find where you can shop the very best.

These Are the 5 Best Boot-and-Trouser Combinations:

1. Chunky Boots + Tailored Trousers

Style Notes: A cropped tailored trouser allows the shoe to show, and avoids soggy hems on damp winter days. For a more elevated ensemble, look to a chunky-sole boot.

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2. Knee-High Boots + Leggings

Style Notes: A classic combination that makes use of your perhaps forgotten leggings is the knee-high boots outfit formula. Take your comfy leggings from day to night by opting for a chic kitten-heel boot.

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3. Ankle Boots + Wide-Leg Denim

Style Notes: Ankle boots will forever be timeless and pairing them with wide-leg jeans is a combo that will never go out of style.

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4. Leather Trousers + Suede Boots

Style Notes: The only thing that could make a pair of leather trousers look even more chic is suede. Choose a pair of brown suede boots to contrast you black leather trousers if you want to score serious style points.

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5. Biker Boots + Straight Jeans

Style Notes: Jeans remains a key feature of our wardrobes all year round, but for winter 2024, we've noticed fashion people are styling them with biker boots to give them an edgier feel.

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This story was published at an earlier time and has since been updated.