This elegant combo of an overcoat and charcoal wool dress pants is a popular choice among the fashion-savvy guys. Infuse a carefree touch into this outfit by rounding off with a pair of desert boots. Planning a pulled together ensemble can be tricky on its own. Enter uncomfortably cold temps into the equation, and the whole thing becomes even more difficult. Fear not, this here is your wintry inspo. And if we're talking outfit ideas for 50-something guys, this outfit is perfect.