Half of my family wears these.

If you are a working cowboy, and the hat is lacquered straw, battered and dirty, or felt with wear spots at the crown and front brim, then fine. On some urban nitwit, it makes me want to ask them where they left the rest of the outfit they got for Christmas.

Dress in accordance with your century, please. There is no frontier and you don't need to protect your head from the elements. . .it's not the 19th century people. . .

Usually flattering if the the person wears the right size for their head. A big ole Stetson on a tiny head looks pretty sill.

I agree with Ignatius-J-Reilly. I don't like posers and people who try and be something they're not. But I'm a wanna-be cowboy just the same. I may never set foot on a horse and I'm not getting to Texas any time soon but I just think cowboy hats are cool! I spent years wishing that I could wear a Cowboy hat in New England without looking like a doltz. And last summer, I got my wish! The Red Sox came up with their moronic 'Cowboy Up' slogan and everyone and their mother was showing up with a cowboy hat. Now I, too, can wear a cowboy hat and people will simply think I'm a Sox fan.