The go-to for off-duty style? A dark brown suede bomber jacket with white chinos. Not sure how to round off this outfit? Wear a pair of dark brown suede derby shoes to boost the wow factor. As you can see, it's very easy to look sharp and stay snug come colder weather, thanks to this getup. So if you're looking for outfit inspiration for dressing as you step into your 50s, this combination is ideal.