If you feel more confident in functional clothes, you'll love this sharp pairing of a crew-neck t-shirt and khaki chinos. Black leather desert boots are guaranteed to breathe an extra dose of class into your look. Relaxed getups for stylish 50-year-old gents aren't actually that hard, as you can see.
Why not make a crew-neck t-shirt and khaki chinos your outfit choice? As well as very comfortable, both pieces look good when paired together. This ensemble is complemented nicely with a pair of white canvas low top sneakers. This outfit shows that even well into your 50s your dressing options are still rather broad.