How I came this far, let's see...
I was such a coward during my childhood and adolescent years, for everything. I almost came out when I heard of the concept of a "sex change" and I think I even told them I wanted one and my parents laughed it off. Even if I came out, they'd never pay for it. The most prominent trans person from my country is Jowelle De Souza, and everyone pretty much scorned her. It's only now that LGBT rights are more mainstream that people respect her.
But I always acted girlish. I would play girls' games like hopscotch (which was predominantly a girls' game where I grew up). My kid pictures were always in girlish poses, hips to one side etc. My hair was long too. My mom even bought me a girl's outfit (with pants, but it was pink and had a crop top) for one of my birthday parties. Maybe she didn't know it was, but I was thrilled. My dad was furious. I think it was when mom and dad split and I lived with my dad that I repressed my fem side because my dad was a pretty rough, unpolished male stereotype. I also never really dated in high school, apart from going to an all boys school I was always afraid of rejection, and I had this stupid notion in my head that a girl would ask ME out. Eventually in 5th and 6th form I made a lot of friends who were girls, I think I had maybe one or two guy friends out of about 20 girls. I just got along much better with them.
Oh yeah, my dad used to write short stories, and once he wrote one about our family but changed the oldest child (me) to a girl, a little older. I liked that too, but was confused as to why he did it.
Anyway, in my early 20s I met wife #1 over the internet, and I emigrated to the US and married her. I figured I'd have a family with her. She was very beautiful, spunky and a little crazy. Turned out that was for the worse, and after a year or so we split and divorced. Wife #1 was slightly older than me (7 months). We never really had sex because apparently she was so crazy she'd cry when we wanted to take it further than 3rd base.
After that I picked up wife #2 who was a few years older than me, but I found myself compatible with her. Eventually through the years we got married and had a few kids. It just happened because I was in a hurry to "beat" my siblings to produce offspring. I still love her and she is my best friend and all, but truth be told there isn't much of any "spark" in the bedroom anymore. We hug and cuddle but that's about it. Sex has become a chore and I often imagine it the other way round. However we are pretty much the same size so her clothes fit me and I crossdress, quite a lot.
What's keeping me from fully coming out now? Fear of rocking the boat. I really do want to be a woman (even if I'm the ugliest woman in the world) but I love my kids and my wife. I really don't want my kids removed from my life at all. I love them and they need me around. So it's tough. I am going to see a therapist soon to sort out my gender issues but my wife won't know about it yet. I want to slowly "come out" to her but I realize that some things are just inevitable. I'm thinking of gradually adjusting my presentation to androgynous and then proceeding from there.