This polished pairing of a dress shirt and brown dress pants is a common choice among the dapper chaps. Complement your ensemble with a pair of dark brown suede casual boots to make the ensemble more functional. In the colder months, when warmth is essential, it can be easy to settle for a less-than-stylish ensemble. But this ensemble is a bright example that you totally can stay comfortable and remain equally stylish in the colder months. More polished combos like this look well on 30-somethings.