How his county voted 150 years ago is totally irrelevant.
This young man is using the appropriate tool, the courts, to seek remedy for what he and many others believe is a violation of his right to free speech.
This situation is being handled lawfully and correctly - I have no problem. You seem to have a problem that this young man did not quickly submit to the pressure of his scchool.
Still avoiding my question?
And I did answer you. You just didn't like the answer. I said :And yes, I have thought this through. I pick my First Amendment battles carefully and it isn't belt buckles and t-shirts.
It certainly is an interesting irony. But beyond that, you can't simply say that the flag is a symbol of NASCAR or country music or Southeastern Conference Football or hating Washington and ignore the history behind it or dismiss it as irrelevant. If kids knew that some of their ancestors regarded that flag as a symbol of oppression they might think twice about wearing it.