A great (and complicated) topic!
I didn't commit to transitioning (or even admit to myself I was trans) until I realized that it was worth it to me to transition even if I couldn't pass, even if it meant losing my family and friends, even if it meant dying alone someday. More than a little dramatic, I know, but I set the bar very, very high for myself to be *sure*.
Now that I'm in transition, I find that I do worry about being accepted as the woman within. It's become a bigger and bigger deal as I do get validation and acceptance from the outside world, because it *feels so good.* Suddenly, social elements entered into the dysphoria arena. Where before I thought I would be fine working and presenting as male for a couple of years, now the thought of doing so for more than a few more months is depressing.
I would still transition if I couldn't be accepted as a bio female. I've learned a lot about acceptance from a lot of wonderful friends both here and in my daily life. I guess it helps that I've always been a gentle, loving person... my friends are my friends not because of fear, intimidation, or status seeking, but because they appreciate me. I've lost a number, but I've gained a (smaller) number already... and the ones I have kept and gained care about me for *me*, not for some shell. That, to me, is worth it. Add to that the fact that I get to be the person I am inside, and it's just no contest. I am a woman, and I will live as a woman. And I will have friends and loves even if no one outside of that circle accepts me as a woman. I may lose my job; I may lose my house and my career... but I am gaining *me*.
*hug*