Inspired by the "Post your Sunglasses" thread and all of its inspirations. Until about a month and two days ago I was against wearing hats and would fight to the death to keep them off my head. I dont know why, maybe it was the shape of my face or head, or the long hair, but I thought I looked horribly stupid in any hat. Then I was told, by several people mind you, that I was the only person this year that could pull off wearing a fedora to grad. Being a big enough jackass to do it I went looking for a hat a couple days before grad. I stumble across a really cool hat store (I forget the name, but if theres anyone in Edmonton here its the one above the Starbucks on Whyte) and tried on couple. To my astonishment I was actually able to find a hat that I loved. A Bailey Wynn Fedora (I think its technically a Trilby if you want to get technical though). I actually got a black one, but the lighter colour shows the contours of the hat much better. Its crushable (which I thought was the coolest thing ever) and I was assured it was "a good starter fedora." That last part kind of scared me to be honest... Will I end up with racks and racks of hats in my lifetime? But post your hat, and maybe let us know why you chose that one.