A white and navy crew-neck t-shirt and jeans married together are a match made in heaven for guys who prefer casually cool styles. You could take a more casual route when it comes to footwear by finishing with black leather high top sneakers. In winter, when warmth is prized, it can be easy to settle for a less-than-stylish outfit in the name of convenience. But this outfit is hard proof that you totally can stay toasty and remain stylish at the same time during winter. A safe bet combo appropriate for men in their forties who like casual dressing.