Aside: Yes, I meant THEY. We have been using "you" for singular and plural for how long? (Except for "y'all", which is also blessedly neutral.) So IMHO, a neutral third person is long overdue.
People should wear skirts -- and/or trousers -- when they need or want to wear them. I am a trousers-in-cold-weather, skirts-in-hot-weather sort of person. I do break that rule, of course, because it is NOT A RULE, just a pattern.
The next question should be whether or not everyone who wears a skirt needs to shave their legs. (I vote no.)