So I met a girl back in my homestate last summer while I was back visiting. A "friend of a friend" type situation. We met at a bonfire, I just happened to sit next to her and just kicked the crap so to speak. I could tell she was extremely shy, she mostly just giggled at what I had to say (which is a good thing). She was the complete OPPOSITE of my normal "type". I seem to go for the loud, obnoxious, dramatic, shallow, crazy, carry a whole lot of baggage type girls. She's quiet but witty, very artsy, down to earth, SIMPLE, NON dramatic, a big smartass (which I love), and just all around a very wholesome genuine girl. Not to mention extremely cute. Well we really only spoke that night, and I flew back to Cali.
I added her on myspace back in September, and we randomly started sending messages back and forth. I was still dealing with a previous ex, who I was with for 6-7 months, and was slowly exiting the picture. I really didn't have any feelings for this new girl, I thought she was super cool, but didn't think much of her romantically. She's a fulltime art student, and one day I was looking at her pictures, and she had done an oil painting of me, from a picture off my myspace, because she said the "lighting was good" and she needed it for a class, haha. The moment I saw it, my heart beat out of my chest. Not only did it look exactly like me (stunning

) but she had took the time to paint ME. I've had girls do nice things for me before, but this was so personable. In that instant, my attraction level towards her went through the roof, and I HAD to get to know this girl more.
So I shoot her my number mid October, and it goes from an hour here and there, to 4-5 hour convos, everynight, for the next 2 months. She's very much introverted, to my extroverted, but she intrigues me like no other.
All the while, she has NO idea about my past. She knows me as Jay, and that is it. I told her once I was writing a book (about my life), and she always asked what it was about. I kept telling her, one day I'd tell her. Which I planned to do face to face. Well I was planning on going back to my homestate (where she also lives) for the Holidays, and drunk one night, randomly asked her "Hey, want to know what my books about", she of course wants to know..and I spill the beans. Her reply is "I don't care, you're still the cutest boy I know". Well, that goes well..I guess?
The next day, on the phone, I felt pretty stupid for telling her on the phone, but let it go, and it's not talked about again. I fly back over Xmas for 2 weeks, she picks me up at the airport, and we spent every single day I was there, together. Shared our first kiss Xmas eve, and I asked her to be my girl New Years Eve at a part we were at.
The only thing that's really bothering me, is that she asks me NO questions. She hasn't, at all, since I told her on the phone before I went to visit. I don't mind for the most part, other than I don't know that she truly understands who I am. The bits and pieces part of it. Even though I was drunk when I told her, I remember telling her, basically I lived the first 14 years of my life as a "girl", and that was about it.
I'm extremely self conscious about my chest, even when bound, there's about a 4-5 inch up and down rectangular area I DON'T want to be touched, and she tried a couple times when cuddling to put her hands all over, until I finally grabbed her hand and placed it for her. Then there were a few times she'd jokingly try to "titty twist" me, which we'd share an awkward stare. But I don't know if it's because she FORGOT, or that she thinks I've already had chest surgery. And the fact I wanted to have sex with her SO bad, and brought my trusty prosthetic with, but for reasons not related didn't. (I've been quite the whore the past year, and decided to get to KNOW the girl before sleeping with her would be the best). But I don't know how to bring this up to her, or get her to ask ME questions. Like I said, she's super shy, and we messed around quite a bit (she was pleased to say the least), but I want to be able to get that closeness with her that everyone else desires.
I asked her one night in the car while waiting for someone why she never asked me questions, and her reply was "You told me everything, what do I need to ask". Which is good and all, but I KNOW she has questions. How can she not? I reassured her, if she wanted to ask me anything at all, not to hold back, that I've been asked it all, and I'm cool with it. She just kinda smiled and said ok.
She's coming out here in 2 months to visit, and I want to have these things out of the way before that. How the hell do I go about bringing this up again, and getting her to open up? Sorry it's so long!