@dropbear42 hehe, your instance has 500 char limits. I have the freedom of a 10000 char limit!
Just to clarify a few things (my numbering does not correspond to yours 😉):
1. The de-medicalization push has not been to discourage medical transition, but rather to allow more options and to at least attempt to not divide the community along the lines who have had what surgery or medical procedure.
2. With regards to "transsexual", part of the problem is that for many people, they are mainly used to hearing that term used by some particularly toxic individuals who seek to invalidate trans people who aren't like them. I think most reasonable people don't have any problem with people calling themselves transsexual, especially if they transitioned at a different time, but at least for me, when I hear that term, it makes me want to check that i'm not dealing with one of the aforementioned toxic individuals (which you do not at all seem to be).
3. I think that the usage of the term transfem is not particularly correlated with a desire or not to get bottom surgery. For me personally, my desire for it varies between "it would be nice" to "I really want to have a vagina". We'll see how things go in the future.
4. I'd say that for me, womanhood was definitely my objective when I first came out. Right now, it's more of a "I want to be perceived as anything but a man", which pretty much means in general society to be perceived as a woman, but in queer spaces can be a lot more flexible. Also, this is just me, and there are plenty of people who call themselves transfem who identify much more strongly with womanhood.