I'm hoping I don't end up like your friends as I approach my own transition, this is the sort of situation that's going to be difficult for anyone who partakes in it.
There's a reason so many people don't even try to transition and more or less give up in various ways (whether it be hopefully.... just learning to like, or at least accept who they are on the outside to some degree.. or in much more tragic cases suicide)
I wouldn't wish my worst enemy to be trans, now that's there's anything wrong with it... just because it is so difficult.. even in the most ideal of circumstances.
Having said all that, I do tend to get jealous.....envious, however one chooses to put it from time to time... thus the reason for stating that I hopefully don't end up like your friends.
It's an unhealthy and honestly quite ugly trait, but my current envy is directed at those who have been lucky enough to start HRT... but that's mainly just because I want it so badly for myself and I keep having to jump through hoop after hoop, in spite of having a letter.
It's something I need to work on and I need to keep that in mind when I start to transition, count the blessings that I do have. I haven't lost my family, heck haven't even lost any friends... and pretty much everyone knows by now.
That's not to say that I won't lose family and friends once I get closer to something resembling an actual transition, but I honestly don't foresee that being the case.
We all tend to be our own worst enemies in a lot of cases and I would venture to guess that at least some of the people who claim to be having so much trouble passing, likely aren't having as much trouble as they think.
I know in my own case I've gotten a lot of positive feedback in terms of pictures I've shared with people, especially post makeover pics from when a friend helped me out... but when I look at myself in the mirror, most of the time I don't think I will pass, though I do in the interest of full disclosure have fleeting moments of thinking I will.
I've been way too long winded, really bad about that.. sorry... but in the end we are all in this together.