Correct me if I'm wrong but here's how I choose hose for a Highland outfit.

I lay my kilt aside. I don't even look at it.

I choose a shirt.

I choose any other garment (tie, jumper, et cetera).

I choose my leathers.

That's it. Not much fuss. Not much trouble.

Think of how jeans are worn. Usually they are in the blue (or black) spectrum. Do we usually match to our Levis?