Combining a charcoal plaid suit and a burgundy turtleneck is a surefire way to inject your styling repertoire with some effortless sophistication. On the shoe front, go for something on the smarter end of the spectrum with burgundy leather double monks. There's nothing like a cool outfit to brighten up a dull autumn afternoon. Wondering how to dress appropriately for your age as you slip into your 40s? This combination is an amazing example.