I really don't know too much, sadly. I don't really want to tell too much details, since it may give up my identity and I don't really want to be involved. Point and laugh, sure, but not involved directly myself.
When I have met him, he has been very silent and drawn back, rarely speaking up and mostly just talked to his gf. (Who is a really nice, sweet person, btw.) Don't know if that is because he was shy irl or because he realized that if he sperged out, he would get even more attention as a lolcow.
There have been a couple of times at cons (where he worked as staff) that he neglected his duties because of anxiety or somerhing. Don't know any real details, since I just overheard some of the other frustrated staff, and don't know if the anxiety was legit or just lazyness/attention whoring. As I said, I don't know him that well to surtanly say what his personality is like, so take it with a grain of salt.
However, I never really have seen him even remotley try and pass as a girl/trans at all outside cons, with the exception of wanting to have a feminine pronoun.
I personally felt this a bit weird for a (so called) trans persons. I know quite a few transpeople (both ftm and mtf) and they have never made this much of a non-effort. Like they always at least try and dress like the gender they identify with, or have the mannerisms down so they at least give of that aura that they are (or want to be) the other gender. (Two of the ftm I know could even dress up in dresses, and people would instead think that they actually were male trying to pass as female. They have "managed" to get that aura of actually being the other gender)
A little hard to explain (I'm newly awake) but basicly, He doesn't put any effort into passing as a female, which I found weird since I never met any other transperson before that didn't at least try and put in the minimal effort (like a dress, skirt or some minimal make up).