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 Copenhagen, 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, fashion editors and street style stalwarts 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 tailored suit trousers into mid-calf boots or embracing the versatility of skinny jeans, several trouser-and-boot trends have cropped up among the street style set over the last couple of seasons. Even those who likely vowed to never wear skinnies 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 mid-calf boots. After all, nothing makes a statement quite like a high/low mix. 

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

Next Up: It's Boot Season, and These Are the Trends That Will Dominate