I'm like 30 mins in and I can see the writing on the wall. Just don't write trans characters like this, just calling them a crossdresser. Yes cross dressers exist, they don't act like this though.
When you do the whole surprise reveal, 'they aren't who they say they are' you are feeding into the stereotype of trans people being deceptive about who it are. Never mind that the uncertainty you are introducing around their gender, acting like it's some kind of game to figure out who someone is.
I don't like being screwed with like this, you should have done better. The rest of the writing is fine, I enjoyed that just fine.