I'm a bit *fashion challenged* and this site has been a real help. So far, I've got a grey Stetson Chatham. I want to get a Montecristi straw hat for the summer months and I'm also considering getting a brown hat soon, but I don't want to wear it with the wrong color. Most of my everyday clothes are either jeans, khakis, or black or navy and maybe olive green dress pants. Would color hat would go with navy clothes? What color hat would go with olive green? I would think the grey hat would go with just about anything. Maybe a better question is what would you not wear a brown or grey hat with?