This combo of a black overcoat and black jeans exudes timeless elegance. Bring casualness to this outfit by rocking low top sneakers. Crafting a standout getup can be a bit difficult at times on its own. Add cold temps into the equation, and the whole thing becomes even more difficult. Fear not, this here is your winter outfit inspiration. A vivid example for any guy who's still working out how to dress at 40 plus.