This classy combo of a grey overcoat and grey dress pants is a frequent choice among the dapper chaps. Feeling experimental today? Switch things up by rounding off with a pair of loafers. Piecing together a killer outfit can be a bit of a challenge on its own. Enter cold temperatures into the equation, and the whole thing becomes even more difficult. Don't despair, this here is your winter outfit inspiration. This is a modern and age-appropriate pairing for gentlemen in their forties.