Whether your go-to tough-as-nails round toe work boots are Timberlands or one of their stylish cousins, the best time to wear them is right now. That’s right, we’re saying today and not when there’s a blizzard outside, not when you’re getting messy pouring a new concrete walkway, and not to some outdoor music festival this summer. The truth is heavy-soled suede shit kickers are a footwear staple on par with brown wingtips or black derbies, classics that look good on every man and with just about everything. If you want proof, just look to famous fans of the style, from Justin Bieber to Jay Z to Fetty Wap.
But wearing them once the weather hits peak spring (and to be clear, we don’t mean rainy) and the last of the snow has melted will keep them looking their very best. Think about it this way: if you’re going to obsess over keeping your favorite sneakers clean you should do the same for your new work boots and that means not walking through salt, sleet, and snow in them. But don’t confuse these work boots for the workwear of yore. We’re not talking about engineer boots tied so tight your feet can’t breathe. Instead, like our new favorite moto-jacket in luxe tan or gray suede you want to wear your work boots without looking like an uptight nerd. So tie your laces with some extra slack, pull on a badass pair of socks, and give one of the following pairs a try: