This combo of a crew-neck t-shirt and charcoal chinos is hard proof that a safe casual ensemble can still be really interesting. Go off the beaten path and shake up your ensemble by wearing a pair of oxford shoes. In winter, when warmth is above all, it can be easy to settle for a less-than-stylish ensemble. However, this ensemble is a vivid example that you totally can stay comfortable and remain stylish at the same time in winter. This outfit shows that figuring out how to dress stylishly as a gent in his thirties is easier than one might think.