I recall my starting point as if it were yesterday, but it's been 7 years now. Whenever I suggest this, I always get shot down. F 'em....it worked for me.
I needed to get "out", but had no idea how or where to turn. I didn't know enough of gender clubs, clinic, support etc. I figured the only thing holding me back from being me, was being out there in the real world. I lacked confidence.
So I Googled makeup artists in my city, and one lady emailed me back. She said if I came to her house, she'd give me a tutorial.
She, in hindsight was a lifesaver. She is a pro, does makeup for movie sets, weddings and so on. She helped me see myself differently, that in turn allowed me to step out into the world that very day.
That day was Jun 8, 2007. Within days, brimming with confidence, I contacted a therapist, an electrologist, and came out to my friends. Was living full time by Xmas.
Within two short years, I had started and finished therapy, began hormones, tracheal shave, voice therapy, a new job and, my very first relationship.
All this happened, because of that one makeup session.
And look at me now lol
So I don't know where you're at, but getting "out" there and living, being yourself is a good first step.
Good luck!