I usually only wear hats when it's really cold outside. I only have two or three hats, and they're all meant for winter weather. I just don't really like hats that much because they make my hair all flat when I take them off. :I Not to mention they can be itchy sometimes....
I do like wearing hats...Depends on the weather as well but I love my hats!
I tend to wear more in the Winter like beanie's and stuff but sometimes hats are a real pain as they make my hair look awful when I take them off, so if i do wear one i'll prob wear it for the rest of the day
I freaking love hats. My usual attire is a black Zelda baseball cap, fitted. But I like hats of all kinds, from fedoras to beanies to bowlers to straw hats to parkas to bucket hats to sombreros to fezzes to berets to Phrygian caps to my personal favorite, a leather top hat. It's so stylish.
Though I don't like cowboy hats, I see them way too damn much around my place.
I hate hats because mainly I think they're ridiculous. I'll only wear hats if I really have to -- like helmets and whatnot. But particular hats, such as cowboy hats, kill my brain cells if I wear them.