For an effortlessly stylish ensemble, wear a black double breasted blazer and black chinos — these two items fit pretty good together. Boost the dressiness of this getup a bit with oxford shoes. During the winter season, when practicality is top priority, it can be easy to surrender to a less-than-stylish ensemble in the name of functionality. But this ensemble is a stark illustration that you can actually stay comfy and remain stylish in the winter season.