If you're looking for a casual but also dapper getup, dress in a dark brown polo and chinos. If you're on the fence about how to round off, a pair of brown low top sneakers is a smart idea. Gentlemen who wonder how to dress well in your fifties, you have your answer.
This combination of an olive knit crew-neck t-shirt and chinos is beyond stylish and provides instant off-duty cool. A pair of brown low top sneakers acts as the glue that brings your getup together. Casual looks for stylish 50-year-old gentlemen aren't actually that hard, as you see here.