This is irrefutable proof that a trenchcoat and a pink dress shirt look awesome when married together in an elegant look for a modern gentleman. When in doubt as to what to wear in the footwear department, complement your outfit with a pair of dark brown leather tassel loafers. Rest assured, this getup will keep you warm as well as looking sharp in this awkward fall weather. As a 30-something man, you want to start dressing more professionally. In this case, looks like this come in useful.