Go for a blue crew-neck sweater and a dress shirt for a smart combination. Balance out this look with more laid-back footwear, like this pair of dark brown suede desert boots. In the colder months, when warmth is critical, it can be easy to surrender to a less-than-stylish look in the name of practicality. This look, however, is a stark illustration that you can actually stay warm and remain equally stylish in the colder months. So pay attention and be the sharpest dressed man among your peers.