This combination of a navy overcoat and a navy crew-neck t-shirt is surely jaw-dropping, but it's also extremely easy to wear. A pair of black leather derby shoes will add a different twist to an otherwise all-too-common look. If you feel uninspired by your transitional weather style options, this look just might be the inspiration you need. This outfit illustrates that as a middle-aged man, you still have a vast array of outfit options.