Why not consider wearing a black crew-neck t-shirt and jeans? Both of these pieces are very functional and look great married together. Introduce black leather loafers to the equation for an extra touch of elegance. So if it's a boiling hot summertime day and you want to look stylish without putting in too much work, this look will do the job in no time flat. This combo should prompt anyone who had doubts about sporting casual outfits as a gentleman over 50.