If you're looking for a casual and at the same time stylish ensemble, consider wearing a grey crew-neck sweater and navy jeans. Don't know how to round off this ensemble? Finish with black leather chelsea boots to class it up. During the winter season, when warmth is above all, it can be easy to surrender to a less-than-stylish ensemble. This ensemble, however, is hard proof that you totally can stay comfy and remain stylish in the winter season. An ideal pairing to make you a well-dressed guy over 20, rather than just a guy over 20.