Men’s Regular-Fit Ankle Boots

Browse our men’s regular-fit ankle boots for smart designs that feel comfortable from the outset, and hardy footwear from your favourite brands like Crew Clothing and Skechers. Men’s regular-fit boots offer a bit more room through the forefoot than slimmer styles, which makes a difference over a full day, particularly if you’re on your feet or wearing thicker socks. Within the wider men’s ankle boots selection, regular-fit options tend to suit a wider variety of foot shapes, and the look says less about current trends and more about getting the basics spot on.

For natural materials and breathable uppers, our men’s leather boots have a smart, polished look that works well with tailoring, while men’s suede boots feel softer and slightly more relaxed for your off-duty days. When choosing the colours of your regular-fit ankle boots for men, follow the rest of your wardrobe and match the shade to the occasion. Men’s black boots read as more formal for the office, while men’s brown boots bring in a warmer tone that works easily with denim or heavier fabrics. Men’s regular-fit Chelsea boots offer a straightforward pull-on option, while men’s regular-fit chukka boots introduce laces and a slightly more casual shape.

Now you know what to wear on your feet, what about the rest of you? For casual dressing, a pair of our men’s jeans are an obvious choice to go with ankle boots. Don’t forget to pick out a comfy pair of men’s socks, as these can make a noticeable difference to how you feel throughout the day.