A complete stranger on a site called InterPals when I was 11. She was 14. I don't know how it came up, my heart was in my throat when I did it. She was fine about it, and said that I was brave. She probably has no idea, but I will always remember her.
My older brother. He then hugged me and said "we'd love you even if you told us you were an alligator~"
I went around telling lots of folks I was a girl and sometimes even confessing "I WISH I was a girl" on sites like ****** for a while. But the first time I ever told anyone honestly in real life was with two of my close college friends about a month and a half ago. I really had to force the words out of my mouth, it was so hard to say. It was like, "yeah ... remember that one time I said I felt 'androgynous?' That was kind of not totally true. It's more like ... if I had to quantify it, I'm 80% ... no, 90% female."
A close friend/best friend of mine. Several of her friends and family are LGBT, so it made it easier on me.
I came out to one of my closest female friends. She ended up coming out to me that day too. Ironically, she thought I was going to say I liked her or something.
My close friend, I remember that we were chat over Facebook and he cried about his crush on a girl and asked me if I understand his feeling (he's kind of drama queen and I give him a shoulder to cry on all the time) then suddenly he asked me why can I stay single for a long time like that and I told him everything cause I'm suffering depression at that moment. He said he fine with it and we still being friend up to now because I attend for another school.