I definitely am not aiming for the stingy look (which, like you, I can appreciate at times, but is not for me) I just feel that a 2 1/4" will look 2 3/8"+ on me, and so on. I guess I'd say I'm lanky though average height, and my face isn't narrow but angular (?). And even small button up shirts are too loose for my liking in almost any brand. My proportions must just be odd
Maybe I'll spend some more time obsessively looking over the photos and videos I've taken to see if I can convince myself it is okay as is. Haha
You (like all of us) are paying a lot more attention to how a hat looks on you than anyone else is. If people seem to looking or staring a little bit, the odds are they just see a guy wearing a hat not the brim width unless it's really big or something. Some people are looking to try to figure out what kind of hat that is. Many people are a little surprised to see someone wearing something other than a ball cap. When I wear hats out in public, especially ones I am a little hesitant about, someone will usually say that they like my hat.