Loving how this combo of a suit and a grey dress shirt immediately makes you look polished and dapper. For something more on the daring side to complete your getup, complete your ensemble with brown leather derby shoes. As you can see, this getup is a really great option, especially for summer-to-fall weather, when the temperatures are dropping. Outfits like this have a sophisticated air that befit 60-year-old gentlemen very well.