There is a girl at school that I have been interested in for a long time. We have never really talked much but she seems like a lot of fun, and she isn’t bad to look at either. My problem is that I seem to be caught in an awkward middle-zone where I’m having trouble figuring out how to proceed. I’ll explain.
I don’t know her well enough to ask her out based on a pre-built relationship the two of us have. We’ve talked a few times, but never much. At the same time, we’ve been in each others’ vicinity for almost three years now without anything ever happening, so I can’t really take the “introduction and ask out” approach.
I’ve been thinking about this for a while now and I just don’t see the opportunity to make it happen, but I’d really like it to. I know some will say “just go for it” which I am willing to do, but it does come off pretty weird from someone that’s been nearby for a while but never approached you before. I’d love to go for a more tactful strategy. Any advice is appreciated!