A light blue long sleeve shirt and grey wool chinos will convey this relaxed and dapper vibe. On the shoe front, go for something on the classier end of the spectrum and round off this ensemble with brown leather casual boots. Planning a standout getup can be a bit challenging on its own. Enter cold temperatures into the equation, and the whole thing becomes all the more difficult. Don't despair, this here is your winter outfit inspo. Interested in outfit ideas for 30-year-old gentlemen? This outfit is great inspiration.