I have a black one at home, and also a Panama Hat. I like the old cabby cap, as well, but I don't have one of those.
My Panama Hat is getting a bit battered, but it still is good for trips to the beach. My fedora, however... I don't have the right-shaped face to pull it off... I end up looking like the guy in that photo. I got it for a 1930s/40s themed New Year's Eve Party a few years back. I'd like to be able to do it, but I know I can't manage it.
For some strange reason, here fedoras became a basic hipster attirement in the last few years. Once nobody used hats since the late 50's (except for sport ones), I thought It was one of those imported trends, but for what you talking, I guess It isn't that way, is It?
I, too, have seen this trend. They're cheap ones, though - not especially good quality material.