Responses
He just dresses as a woman, that doesn't have to mean he's transsexual. In fact, I think it's rude to just assume he is because he does.
And I'm guessing they mean "watashi", which can be used by both girls and boys, so that doesn't prove anything. And even if it was it still doesn't prove anything, since he might just be using it because it fits his appearance. Sometimes tomboys use the the masculine form of "I" too, but that doesn't mean they're transsexual.
I'm not saying there's no way he can be trans or anything, but don't just say he is when you don't know.
So beautiful story! I don't like hetero sex but that transwoman deserved have a good sexual experience. And find a good guy.