For an ensemble that's worthy of a modern stylish gentleman and casually neat, go for a black trenchcoat and navy jeans. When it comes to footwear, go for something on the smarter end of the spectrum by finishing off with a pair of tobacco leather derby shoes. This one is a viable pick when it comes to piecing together a neat outfit for weird transition weather. If you're worried about dressing appropriately for your age, this combo is ideal.