For relaxed dressing with a modernized spin, you can rely on a white crew-neck t-shirt and navy jeans. Unimpressed with this getup? Invite white and black leather high top sneakers to change things up a bit. During the winter months, when comfort is prized, it can be easy to settle for a less-than-stylish look. However, this look is a shining example that you totally can stay snug and remain equally stylish in the winter months. An obvious option for a guy in his forties!