As you have probably noticed, I am a girl who likes to wear hats! It has become a kind of obsession, an addiction... I may need help. My closet has nails driven in the walls to produce multiple hat hangers - each one holding at least two or three hats. I don't know what it is, but for me a hat adds a little zing to an outfit - it's the icing on the cake!
Now, wearing a hat is not for the weak at heart - it takes some guts, but if you can muster up the courage its worth the risk. Some would say, "You have to be a hat person", but I disagree - you just have to embrace and be confident in the fuzzy thing on top of your head.
If you are one of those who stays away from the extra accessory - my suggestion is to start with something simple. A beanie is always the easiest choice (maybe because cold weather demands it), but I would suggest something with a little more style like a beret - choose black if you want to be safe.
Don't be afraid! The moment you walk out the door you will get some looks - except all they will be thinking is , "I wish I were a 'hat-girl' like her!"