Hi. Thanks for the advice. Now There are I believe two additional things that may not have come across clearly and I want to add them.
The first is that back then we both transitioned. Actually back then I was the shy one not daring to go anywhere in that direction and my friend was the one just doing it despite some blowbacks. Back then this gave me courage to go for it and eventually overtake her despite my doubts and all that it was clear that if I really am what I am, I need to do it fully - no jumping off the OP table. The decision to not have surgery on her side was already a very emotional and confusing thing for both of us, especially as it was followed by a short time of detransitioning already. This was followed by a reversal again and transition was back on track but with the goal to not have surgery for the forseeable time. That was the state that led to the situation I described as the issues with passing and anxiety remained and there was no SRS to make some things easier and in a way irreversible.
Of course this has implications for me and my possibilities to help out. I am not dysphoric anymore - I know who I am and never had any shred of regret so I do not see my identity questioned by her or his step to detransition now (Luckily at least for now there are no attempts to justify detransitioning by trying to discredit transsexualism itself). But I feel it limits my possibilities to help as I can not only not relate to this but actually it is even beyond my comprehension in some way - I believe any woman without a trans experience would be better suited to understand this - but maybe not, I dont know.
The other is that I do not know what is right for him. What are the motivations. To me it always sounded more like it is a matter of rational choice - of going a way that is crappy by detransitioning, but that at least allows him to go out in public with less fear compared to the time before when the passing-paranoia was just too big to bear. But to me that feel like not the right motivation somehow - I cannot understand this and this is what makes it so hard for me to help and be fully supportive. I myself in that place probably would have started to work harder, eat only pasta and live in a small flat for some years until I could have bought myself some FFS or whatever else is needed to end the problem. I would never have detransitioned after SRS. Maybe this is again it - SRS - which I had and which is a milestone marking my dedication - if only for myself. After that, one KNOWS there is no turning back. FFS probably is another stone like that. Both are probably somewhat rites of passage - like jumping from child to adolescent and then to grownup. Not really reversible (well in case of transitioning they are, but that requires another step as large as the first one if not larger). So I begin to understand why therapists see SRS and transition as one indivisible package - because it is a moment of decision at which the soul takes a leap or not - a litmus test as well as a step that for most ends the constant feeling of having two options now.
Anyways that was just to add to the background and points towards the problem being at least in part within me to overcome some of my own barriers in helping. But of course there are the real unknowns as well, the major one that I do not know if my friend really WANTS to REtransition or actually feel like HAVING to DEtransition. Or does it matter? I will be supportive and for the first time feel how freaking hard it is to stick to the correct pronouns and name and all that - the burden I put on my friends and family 15 years ago. But I think I am doing better than most of them did. Another concern I have is what if the fear and depression is not actually rooted in not passing, what if the detransitioning now does not really help that, but adds to it because the second option was true and it was a detransition out of a felt external pressure, in which case the renewed denial of a female identity would cause problems later on? As of now, I do see some bits of improvement in the respect of anxiety and depression getting somehow better. But I cannot see what is going on inside.
@retransition, yes I think you are right as of part of the cause of depression is isolation. Not going outside out of fear, being more isolated, more fear, less self worth and so on. My previous attempts to break this never helped - with retransition in progress now, there there are some people related to hobbies that seem to be mostly accepting and a point to occasionally visit on good days. So maybe that is already progress and I just expected this to be stronger or faster. I wonder if I am a part of the cause of some depression or bad energy. I can only imagine that it must be harder to retransition with someone around who commited to transition and actually did not even mention it anymore until recently.
Regarding the permanence of transition or detransition I have a bit of a different opinion maybe - Yes of course we are all always transitioning in some way (usually not related to gender, but to many other things in life, job, lifestyle, music,...). But there are events, points in time, where things happen that have a strong unidirectional notion to them. Rites of passage as I like to say, transformations maybe, fixed points in time that have to happen and cannot be reversed. Of course nothing we ever do can truely be reversed, but these points are of different significance or impact on the soul. I would consider especially SRS such a thing, but probably also facial hair removal or long term HRT. Or an official name and gender change in the documents. One approaches these points with anxiety but also expectation and desires the unidirectionality of them - the knowledge that things are less insecure afterwards as a choice is taken away by making a decision. This frees the memory from the strain of thinking of the options. To step over a similar but seemingly reversed point, for example removing effects of HRT - I dont know if there is a way to actually remove the effects of SRS, but I guess if FtMs do it, it can be done - is as you said not a reversal but a new milestone, a new fixed point that again eliminates options and requires a decision. I am not sure my friend here has the determination to do that step - not as it was the first time. The paperwork for the beginning of the process is not even sent in. Because of the depression or because of uncertainty at the decision? I dont really know yet...
Thanks again for listening.
EDIT: this post was modified to remove personal information