Since I don't pass, I really don't have much choice about being out. As for proud ...
I'm proud of being me, and being a woman is part of that. Thinking of myself as a woman establishes me; thinking of myself as trans doesn't. I think that's because a woman is what I am; trans is just how I came to myself, and it matters less and less as time goes by. Even the things that distinguish me from cis girls tend to fade into the background; I come to respond to and deal with them on autopilot, without thinking about them.
I sometimes see myself in my mind's eye as a cis female -- not because I feel inadequate, and not wistfully; but because it's how I picture my soul, my deep self. I'm that youngish woman in her early 30's in the pleated skirt, standing in her house before the glass patio doors, drinking in the morning sun. I can't see my face, but I am beautiful; because the woman I see is a beautiful thing to be. She is my best self, my innocent and joyous self, and I am she -- at least, in my best moments.
My sister urged me to read the "Anne of Green Gables" series, so I've begun them, roughly half a century late. For some reason, they brought me to the realization that we trans people partake of a quality of innocence -- which surprised me. Why innocence? I think it's because we have been forced to face life stripped of defenses. We have faced the darkness. Like Eowyn, we have stood before the Ringwraith, tears running down our cheeks, without hope, yet knowing we can neither run nor turn aside.
I used to think of living stealth as the brass ring for a trans girl. I don't anymore. For one thing, I know at least some who do so spend a lot of time worried someone will learn their secret; I suspect this is true of many. The one undeniable positive of being able to pass 24/7 is that people wouldn't have to make a mental adjustment to deal with you as who you are, and that would be nice; but on balance I don't think it would be worth it. Besides, I recently discovered that I don't have to pass for people to see me as a woman. Just a few days ago, a customer I deal with regularly, a cis male in his 50s, at least, was leaving after I had assisted him, and said, "Thank you, darl --" and stopped himself. He was responding to me -- not what I looked like, but to me. It's terribly encouraging to realize that that can happen.