Winter boots are the piece of footwear that British weather makes genuinely necessary rather than optional and yet the number of men we see navigating genuinely awful conditions in shoes that weren’t remotely designed for the purpose suggests that actually accepting this necessity is harder than it should be. A proper winter boot solves a specific set of problems. Waterproofing that actually works rather than technically claiming to be water resistant. A sole with grip that handles wet pavements and the occasional bit of ice without incident. Enough warmth that your feet aren’t miserable after an hour outside. Style wise we prefer something that looks like an actual boot rather than a technical piece of equipment because it integrates into your wardrobe more naturally and you’ll actually wear it rather than leaving it in the hall for emergencies.