If you like the newsboy or flat cap hats, then you're looking at what is often referred to as old man hats. This hat style is synonymous with the newspaper sellers who use to stand on street corners selling this printed media. They later became popular with men all over the world, with many men wearing them in their golden years. It is quite likely your grandfather or elderly uncle had one of these hats, which is why they are associated with older gentlemen.\r