I'm a Scottish American and I usually wear a hat to compensate for follicular insufficiency on my pate.

I often, meaning almost always, wear a baseball cap. When I was in college I even wore a baseball cap with a tweed jacket. (It made sense at the time and, no, I wouldn't do that now.)

I remember being at Scottish Games before we had children of our own and seeing the teenaged pipers swap out their uniform hats for baseball caps and hang out sipping on sneaked cups of beer and thinking, "these are just regular American teenagers, who don't care a lick about wearing a kilt, and I'd like my son to be as comfortable." Now, I was probably still wearing my baseball cap with my tweed at the time, so there's that.

Fast forward to me now, I'm in my forties and I'm getting comfortable with kilting myself, and so is my son, who is now ten. We're going to the NYC Tartan day and I'll be in a kilt with a sweater - not too matchy, matchy, but put together enough.

I know I'll want to wear a hat. I just don't think I'm interested in a "Scottish" hat. Glengarry and balmoral are a step over the line I'm walking. If I went in jeans and a sweater I'd wear a baseball cap as a reflex.

I have a tweed flat cap. I know the discourse on that. I have come to mildly agree that it's not the best hat with a kilt, but I almost feel that an American in a kilt can pull off a baseball cap with a rampant lion/Scotland insignia. Almost.

Anyone from the USA got an opinion about our little continent and the nuances of hats and caps (not bonnets)?

I may just wear a knit cap due to the cold and I think that's probably the answer, but thought it'd be worth another go around, particularly because of the casual nature of dress in the USA - including various hats and baseball caps with casual kilt wearing.

Have at it!