As you can see, it doesn't take that much effort for a man to look casually smart. Pair a tan blazer with white chinos and you'll look amazing. Not sure how to round off your getup? Finish off with derby shoes to smarten it up. You can bet this combination is the answer to all of your transitional style woes. A great getup to make you a well-dressed man over 50, rather than just a man over 50.