With that said...let's look at riding hats!
Fashion has been front and center when it came to riding hats until recently. It was more about fit and flair than functionality. Below is a recently posted favorite picture I stumbled upon. It is hard to tear my eyes off of this one!
But honestly, can you imagine riding in this? It is an 18th Century Black Tricorn riding hat.
..or how about this vision of ugliness? I would fear lift off in this one!