This combination of a black overcoat and charcoal wool dress pants is incredibly dapper and creates instant appeal. When this outfit is too much, dial it down by slipping into a pair of grey athletic shoes. During winter, when warmth is above all, it can be easy to settle for a less-than-stylish ensemble in the name of practicality. This ensemble, however, is a clear example that you totally can stay toasty and remain stylish in winter. Combinations like this go a long way towards developing your style as a gent in his 30s.