If more boys were seen on the streets wearing dresses and skirts ect would school principals allow it in schools

I can only hope not. Yeah, they wore togas, etc in days gone by, but there is a reason it has 'gone by'.
We need to keep it separate between male & female. You say it does not matter?
If that is so, then it is no wonder no one ''knows'' who they are, what they are (as far sexual preference) .