Most men’s underwear drawers tell the same story. A few greys that have lost their shape, some novelty pairs someone bought as a gift, and maybe one or two decent options that get worn constantly because everything else is quietly terrible. Black underwear tends to be the thing that fixes this without requiring much thought. It works under anything, photographs well on the rare occasions that matters, and when the fabric and cut are right it just looks considered without trying to be. We’ve been looking specifically at options where the waistband sits properly and doesn’t roll, the fabric has enough weight to hold its shape through regular washing, and the fit doesn’t bunch or ride. Those three things sound basic but most brands get at least one of them wrong. The ones here get all three right, across briefs, trunks, and boxers, depending on what you actually wear. A well organised underwear drawer is a small thing that makes a real difference.