This pairing of a navy plaid overcoat and a navy and white vertical striped suit is a fail-safe option when you need to look classy and truly smart. Rounding off with a pair of brown leather oxford shoes is a simple way to bring an added dose of style to this outfit. It's is a great pick when it comes to a killer summer-to-fall ensemble. Rock this outfit to assemble a more conservative look as a 30-something Millennial gentleman.