This pairing of a dark brown shearling jacket and a white tank speaks laid-back attitude and comfortable menswear style. To introduce a little classiness to your ensemble, slip into black leather casual boots. During the winter months, when functionality is the priority, it can be easy to settle for a less-than-stylish look. But this look is a striking example that you can actually stay snug and remain stylish at the same time in the winter months. This combination suggests how to score in casual dressing as a young man.