I really think it is a very interesting topic, from the point of view that you are showing, because it seems totally sensible, equality, I think that there should not be a distinction of dress in a school, so it does not less value people with sexual difference . But I think, that the main thing of all is to respect the ideology of each one, I think that schools should establish rules that do not bother any of the genders, because on my part I am a man and I am not at all agree that I have to use skirt, although in the past others have used it, it is really a matter of comfort, that of acceptance by communal criteria, I think that as long as it is optional, there should not be any problem.
and answering your questions;
what do you think about it? Would you feel comfortable with a set that is popularly used by a different genre?
I already gave this answer with the comment that I just gave you.
Would you feel comfortable wearing any outfit that appeals to you?
I think that if an outfit attracts me and if I try it and feel comfortable, I would definitely use it.
Did you find the strict uniform offensive rules of school authority in your childhood?
I did not see this kind of things in my childhood, it was a little simpler, the children wore pants and the girls dressed and skirts, it was part of the religious doctrines of my locality, I never felt offended by that.
Thanks for your post it was very good.
Yes, I agree to you that what we wear should always be optional. Not even gender or society should dictate it. Unfortunately, our choices today, are guided by social acceptance and society has an established notion of clothes on the basis of gender of the person wearing it. That needs to be changed.