I could not bare waiting any longer so today I came out to the last person that really matters to me. My little sister (She is 26) and while I figured she would be okay with it she just absolutely blew me away.
I was sitting across the room sobbing when she spun around in her chair, walked over, and gave me the biggest hug! She said how proud she was of me for doing something so hard. That she would support and help me with anything I needed going forward. *Beams brightly* That of course made me start sobbing even worse but they were tears of relief mostly.
I feel free for the first time ever! *Takes a deep breath then just twirls happily*

Edit: Oh, and that she wished my hair would hurry and grow out so that she could fix it up for me. =D
Double Edit: I let her read this thread and then she had a few questions but all and all that was soooo much easier that I had excepted.