If you appreciate the comfort look, choose a long sleeve t-shirt and tobacco chinos. You could perhaps get a bit experimental on the shoe front and dress down your outfit by rocking brown athletic shoes. Off-duty outfits for stylish 50-year-old gents aren't actually that hard, as you see here.
Brown Athletic Shoes with Long Sleeve T-Shirt Outfits For Men After 50
This pairing of a long sleeve t-shirt and white dress pants might pack a punch, but it's also very easy to wear. Finish off with brown athletic shoes to punch up your ensemble. This look is ideal for 50-year-old guys.