This combo of a multi colored plaid long sleeve shirt and a white crew-neck t-shirt combines comfort and confidence and helps you keep it clean yet current. Let's make a bit more effort with shoes and complement this ensemble with navy suede loafers. This one is a great choice if you're searching for a knockout look that will take you from summer to fall. This getup demonstrates that even well into your 50s you still have a wide array of outfit options.