Hafrael said:
Very jealous of your hat. My head is too big for hats
Aw. :c
I'm going to assume you mean the sombrero? If so, it's pretty damn uncomfortable on my head. It's technically too small for me, but I got it when I was much younger, and naturally with a smaller head.
The trilby is comfortable enough though. It's kind of a "one size fits all" deal.
Your head doesn't look abnormally large or anything... can you measure circumference around your eyes?
Edit: here's another pic...
http://farm4.static.flickr.com/3642/5804532326_5d35e9dda9_b.jpg