Why not consider teaming a white crew-neck t-shirt with navy jeans? Both of these items are very comfortable and will look nice when matched together. To infuse a more relaxed feel into this look, introduce black leather high top sneakers to this ensemble. During winter, when functionality is above all, it can be easy to settle for a less-than-stylish ensemble in the name of functionality. This ensemble, however, is a striking example that you can actually stay snug and remain equally stylish during winter. This outfit is a big inspo to anyone who had doubts about wearing casual outfits as a 40-something gent.