Most Helpful Girl
I don't wear hats because I don't wear the clothing that's right for the hats like dresses and skirts (for those beautiful dame like hats), I don't wear caps because they're just plain ugly, I wear benies sometimes, but since a lot of people wear them (and a lot of people don't look good in them or don't know how to combine them with their clothing), I don't wear them often, even though it looks nice on. But most of all, hats are designed to keep the warmth from leaving your body (since most warmth leaves the body through the top of your head and your feet), and I'm almost ALWAYS hot anyways, so I don't need another thing making me even warmer.
The only exception are hoodies. I pull my hoodie up sometimes and I like it. It conceals me if I'm trying to not get noticed and it keeps me warm if it's really cold out.