I'd have to make only two comments.

Wrong colors. If you are going to do a cowboy hat, it seems to me, though I am far from being an expert, that a weathered or brownish kilt would work better -saffron, weathered Robertson hunting or weathered lamont (not an ancient Red by any means).

Secondly, I think that the boots would have to be work boots. Cowboy boots are not meant to be worn outside the boot cuff of the pantleg. Otherwise they just look like I did when I was about 4 wearing them with every pair of shorts I owned, and every other 4 year old who does the same thing.

All in all, it would be possible to make it work, but you'd have to think carefully, and the blue thing just doesn't work...for me.

Just a thought. Wear what you like !