Hi there!
I'm an 18-year-old male, but for the past few months, I've been struggling with transgender feelings. A disclaimer: Sometimes I use the improper terminology, so please don't be irked by that, and let me know if I'm using a term incorrectly!

Anyway, what I mean by that is that my "transgender feelings" originally stemmed from a new-found desire to crossdress. It's not only limited to dressing, however. I'd like to actually look like a girl, not simply a man in girl's clothes. And I'd like to go out in public looking like a girl--so, it has some sort of exhibitionist quality to it. Anyway, this all came right out of nowhere just a few months ago.
I had a rough childhood, and as a result (or so I suspect), I suffer from depression and anxiety to this day. In the past few months, I've been doing a lot of introspection, and I feel that if I had been born a girl, things would be different and perhaps better for me. People have always told me I look somewhat feminine and use feminine gestures / talk in a feminine way. So, I wonder if I would have been more comfortable in my own skin if I'd been born a female, and maybe then I wouldn't have had a terrible childhood and wouldn't be faced with some of the psychological problems I have today. Furthermore, maybe the future would look a little brighter. Maybe I'd feel more comfortable and enjoy living life a little bit more, if only I'd been born a girl.
I don't really know if this is transsexualism. From what I understand, transsexualism is the feeling that one is the opposite gender from their genetic/chromosomal gender (i.e., a girl trapped in a boy's body or vice versa). I don't think I feel like I'm a girl deep down inside. Truthfully, I feel genderless inside, but of course, I am a male on the outside, so that is how I identify. For me, it's all societal in nature.
So, I'm not sure where I stand, if I am a transsexual, a transgender, or a crossdresser. Maybe I'm a combination of the two. I'm not sure I'd ever pursue hormonal therapy and SRS, but I have to admit, if I knew that I could convincingly pass as a girl, it does sound like an appealing idea. Of course, I'd cut off ties with my family and any friends (I'm not particularly close to anyone in my life, so I don't see this as a problem), and perhaps I'd move somewhere else. This would be after I graduate from college and have worked for a few years and saved money. So, the idea of hormonal therapy and SRS, and therefore actually living life as a woman someday, is appealing to me, but I don't know if I'd ever actually go through with it. And if I were asked "Do you feel like you are a woman?" I'd say no, I feel genderless. But if I were asked, "Do you feel like you should've been born a girl?" I think I would answer with yes.
Does this make sense?