This pairing of a charcoal turtleneck and grey plaid wool dress pants is on the line between classic and casual. When in doubt about the footwear, complement your look with grey suede chelsea boots. In the colder months, when warmth is imperative, it can be easy to surrender to a less-than-stylish outfit. This outfit, however, is a bright example that you can actually stay warm and remain equally stylish in the colder months. As a 30-something gentleman, you probably want to start dressing more maturely. If that's the case, ensembles like this prove useful as a source of inspiration.