Some time ago, I got together with a girl that I like. The problem is, we don't know a lot about each other.
So here's what I did.
I told her that every Monday, we would share something about ourselves that nobody else knew or would ever guess about us.
I did this with a great friend of mine on MSN almost a year ago, and it worked out great. This conversation topic went on for about a week, and I learned all sorts of things about her that I never knew before. I broke the ice to her after about 2 weeks. I asked her if she thought it was weird, and she said, "No. Not at all."
So anyways, I'm going to talk/text my girlfriend every Monday little "secrets" about myself, and she will do the same for me. If I give a little, she'll give a little. If I give a lot, she'll give a lot. After maybe a month or two of this, I might end up telling her; Depending on how the relationship goes between these times or how she takes everything.
If anything interesting comes up, I'll keep you all posted. My goal is to get her to accept it. Maybe as a bonus, she could try it, too, and hopefully she will be at least slightly interested.
Until then, wish me luck.