For something more on the casual and cool end, try this pairing of a light blue denim shirt and jeans. When it comes to shoes, add grey suede low top sneakers to the mix. So if it's a warm warm weather afternoon and you want to look on-trend without exerting much effort, this ensemble will do the job in seconds time. When it comes to casual fashion for gentlemen in their 50s, this outfit looks cool on most.