For dapper menswear style without the need to sacrifice on practicality, we turn to this combo of a white long sleeve shirt and tobacco chinos. To give your outfit a classier aesthetic, why not complement this ensemble with a pair of brown leather derby shoes? During the winter season, when comfort is everything, it can be easy to settle for a less-than-stylish outfit. This outfit, however, is a striking illustration that you can actually stay warm and remain equally stylish during the winter season. This outfit shows that dressing well as a guy in his 30s is quite manageable.