This a thousand times. Privilege is a big problem and results in many of the issues we see today. "I have mine so the world is good and I don't have to worry about others". What we should be doing is listening to others and understanding what they are saying instead of calling it political correctness. The minute you say PC, you have flagged that you are not listening to what the person is saying. You are marginalizing their opinion/experience.
Well, you don't necessarily need to step gingerly with every step you take. But if someone is speaking up and saying something is problematic, do them the service of listening instead of disregarding them by saying statements like "troublemaker" and "They are just being politically correct".
When did you decide that your opinion mattered more than someone's feelings? You can marginalize them and when they draw your attention to it, you can marginalize them some more?
I don't know what nether regions you are pulling this from, but I talk with a lot of women that know I (a TS individual) am a woman. I didn't need to explain it to them. I didn't need to ask them. I was just me and they accepted me.
By definition, crossdressers are not women. Miriam Webster has this definition: "the act or practice of wearing clothes made for the opposite sex". If you are wearing clothes of the opposite sex, you obviously can't be the opposite sex. If you wear woman's clothes and say you are a woman, you need to pick another identity. You aren't a crossdresser.
Drag Queens are many different identities. I know DQs that are gay, transsexual, and some that are female identified at birth. DQs are a rather big "box".