Marrying a dark brown plaid blazer with a white and brown vertical striped dress shirt is an on-point option for an effortlessly sophisticated look. Rounding off with a pair of dark brown suede oxford shoes is a surefire way to breathe an added dose of style into this ensemble. You know this ensemble is ideal to keep you equal parts warm and stylish all season long. An outfit like this will help any guy over 40 outdo his younger fellows.