I think she sounds interested too. Maybe not definite, but at least go with it for now. And if a young man asked me if I have ever dated a young guy, I would take it that he was flirting with me.
About when the discussion of fwb should come up...you don't have to rush it. If it looks like it is going to become sexual, then you might bring it up. This could actually be a whole new thread, as I have wondered about this before. I once had a short relationship (or a fling) and I was hoping it would turn into something more - I was under the impression that it *was* something more. But in a way, I feel like I have myself to blame for not expressing this *before* we had sex. If we aren't clear about what we want, we can't expect the other to be under any obligations and we might get hurt or hurt someone.
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