If you’re a jeans-and-a-tee kind of guy, you'll like the basic but casual and cool pairing of a black crew-neck t-shirt and black ripped skinny jeans. Our favorite of a countless number of ways to finish this getup is with a pair of tan suede chelsea boots. In the winter months, when warmth is essential, it can be easy to settle for a less-than-stylish look. But this look is a vivid example that you can actually stay comfortable and remain equally stylish in the winter months.