Why not consider pairing a white crew-neck t-shirt with navy jeans? Both of these items are very comfortable and look awesome combined together. To give your look a more polished touch, why not introduce a pair of brown leather casual boots to the equation? With a look like this in your winter wardrobe, you'll manage to keep warm and look awesome despite the nasty weather. Gents who are curious how to dress fashionably as you move through your 20s, you have your answer.