This combo of a black blazer and blue jeans is a surefire option when you need to look casually smart in a flash. Dial down the casualness of your getup by wearing tan leather brogue boots. Putting together a neat combo can be a bit daunting on its own. Enter uncomfortably cold temps into the equation, and the whole thing becomes even more difficult. Fear not, this here is your winter inspo. A practical illustration for any gent who's still working out how to dress at 50 and beyond.