If you don't like trying too hard combos, team a white crew-neck t-shirt with blue jeans. To inject a more casual touch into your outfit, add white and navy leather high top sneakers to the mix. While it can be a bit of a conundrum to dress stylish on extra cold days, it's ensembles like this that prove it's actually possible. Rest assured this combo is something you can totally wear as a gent in his 40s.