Disclaimer: I apologize if this belongs in a different forum! D:
As part of my final steps toward coming out publicly on September 18th, I have one last friend who I am going to tell I am a transgender woman to. Perhaps I should rephrase that... This friend sorta already knows. About 10 months ago, I told this person that I was pretty sure I was, and that I'd be changing in appearance around him, but that I'd still be the same old person. That person, who has strong muslim religious beliefs, said that he'd have to be honest with me; that it would probably be crossing the line. He heavily implied I was simply fantasizing about it, and that I should not act on it, and then said he believe it was a result of me talking to another trans friend of mine (a trans woman) who he referred to as "he." He ended by saying "Don't worry, your secret is safe with me, and this won't come up again." I promised him I would not bring it up to him again.
Now, here we are. I am most definitely sure about my transition, and am 9 months HRT. I have been hanging with that friend a couple days a month (Always in a group of one or three other friends mind you) and surely he has noticed me changing. However, when I am out with a group that includes him, I never mention it, never say anything about it. I completely acted as if it didn't exist, and disguised myself as male, until about this month where I am starting to look very androgynous. My other friends know, and accept it, and now he is the last one to officially tell. He hasn't heard me mention it since that day 10 months ago, but he has probably noticed me changing, and now it's time to officially tell him what he may already know. I'm going to text him Monday, with a long message about how this is real now, and that even though he asked I not bring it up again, it has to be. Cause I am going to look like a girl around my friends, and present as one, and they need to know that before it hits them in the face. I'm going to justify my waiting so long with the fact that he was so against it, and that he didn't want it to come up again.
I'm worried. I absolutely don't expect a kind answer (And the ramifications that will help on my other friends is a whole other friggin ball game) but moreso, I am worried about how his response will make him feel. I can be easily influenced, and I very often feel guilty about everything. And I am positive he will be very angry about the way I handled it, saying I shouldn't have lied to him, or that he feels betrayed, or any of that stuff. I guess my question is... Should I? Given all that you know about how he initially reacted ( and that is almost word for word) did I make a mistake here by doing things like never bringing it up, having my other friends talk about it when he is not around with me, making new accounts on social media and stuff, so I could present as the real me, and making sure he couldn't find them... Should I feel guilty? Brutal honestly? I am scared about what's going to happen. :/