Consider wearing a black vertical striped suit and a black overcoat if you're going for a proper, dapper look. As for footwear, complement your ensemble with a pair of black leather loafers.
Black Vertical Striped Suit with Black Leather Loafers Dressy Chill Weather Outfits
Pairing a black vertical striped suit with a red plaid overcoat is a good option for a stylish and elegant look. Complement your look with a pair of black leather loafers and you're all set looking killer.