Why not dress in a charcoal knit wool turtleneck and charcoal check chinos? Both of these items are very comfortable and will look good when worn together. Clueless about how to complete this outfit? Round off with a pair of tobacco leather chelsea boots to bump up the fashion factor. In the colder months, when comfort is prized, it can be easy to surrender to a less-than-stylish ensemble in the name of convenience. But this ensemble is a shining example that you can actually stay comfy and remain equally stylish in the colder months. All in all, a savvy option if we're talking fashion tips for men in their 30s.