Wear an overcoat with olive chinos for a proper polished getup. Here's how to level up this outfit: brown suede chelsea boots. We know it's hard to stay on-trend in the dead of winter, but this outfit is hard proof that it's totally possible. As you're transitioning from your 20s to your 30s, you probably want to start dressing more like a mature gentleman. In this case, ensembles like this become a great source of inspiration.