If you feel more confident wearing something functional, you'll like this sharp combo of a grey shearling coat and navy jeans. Dark green snow boots will add an easy-going feel to an otherwise all-too-safe ensemble. In the winter season, when warmth is top priority, it can be easy to surrender to a less-than-stylish look. But this look is a vivid example that you totally can stay comfy and remain stylish at the same time during the winter season. Men who wonder how to sport modern casual outfits well into your 30s, you have your answer.