So tomorrow after school, I'm hanging out with a few friends. They're probably my best male friends. I really need to come out to someone soon, if only for my own sake, but I'm not sure if I should to them. You see, they're philosopher-types. Last time we hung out, we were at the local pizza parlor, and debated about Marxism, Communism, metaphysical sentience, and other such issues. They are very accepting of the few gay friends I have, but I don't know how they are about transsexuality. I know, in the end it's up to me, but I think I need a little input.
Maybe ask them, and try to get a feel of what they think of transexuals. If all goes good tell them. Or break it to them gently. It might put them in a shock at first, but let them soak it in, they might come around. Also make sure they know you're still who you are (personality wise) and you'll never change.
If it is time to tell them you will know. If you want to tell them then think about it nonstop. I say go with it even if you don't know their preexisting opinion.
Well, I ended up not doing it. Mostly because they had quite a few more people hanging out (including my crush, and some people I don't know) I'm just not ready to tell such a big group