I love hats so much. I have loads of baseball caps, a bowler hat (courtesy of Terminus), a flat cap that I just got for Christmas, a sombrero, a couple cowboy hats. I just really like hats. I also have a military helmet too.
In the winter I wear my hand knitted owl hat or my cupcake hat every day to work so my ears don't freeze.
Course, last time I wore the owl hat around lots of inmates, they laughed at me...then the lone ones would tell me they liked it. XD Not sure what to think of that.
I don't like wearing hats because it messes up my hair and that's annoying. I think fedoras look nice. Too bad duebros ruined them. But I'm not really a hat person.