Hey, Mellissa. Lovely name. Sure wish I could make it easier. I just turned 56 this past Monday. Been transitioning for about a year now, hoping for surgery next year. My parents are great - I was SO sure they would disown me, but they didn't, and they're being supportive, but it's hard. I know it's hard.
I got a birthday card from them. Dad didn't know what to write, so he just observed that my birthday this year was on a Monday, and I was actually born on a Monday. Mom wrote, "It seems strange to be sending birthday wishes to a name different from the one I gave that baby I held in my arms 56 years ago." The card arrived ON my birthday. I cried, because I could hear in her writing the wish that she still had her son. Early in my transition, I asked her what she would have named me if I'd been born a girl. She said from the moment she knew she was pregnant, she "knew" she was having a boy, and she never even considered any girl's names. (sigh)
No, it doesn't get any easier. Transition is hard. Very, very hard. It's the hardest thing you will ever do in your life. Is it worth it? I've lost my marriage, after 32 years, my living conditions are very different, I'm alone, and having to start over again. Is it worth it? It is for me. Definitely, no question, no doubt. I could not go on living the way I was, and I could never go back. This is who I am. I don't know if my parents and siblings and cousins and aunts and uncles will ever really get used to that, but I know they love me, and they support me. If that's all, it'll have to be enough.