He's not really asking for people to tell him what to do. He's just reveling in the attention he's getting from a new girl. His whole "turn it into a philosophical cornucopia" is just his odd way of giggling like a school girl when some boy passes her a note saying he likes her.
E Y, I was gonna wait before I piled on and see if you were gonna turn this thread to what you wanted, but that opportunity has passed now. 70% of what we do here is bitch. It's not like you had much of a chance any how.
Floofin's original advice was right on. When I used to date a lot, it seemed a pretty common attitude that at some point, if it's not going anywhere, if you're not gonna marry them, you just move on. But, as when you're not busy blushing hysterically you know, it all just depends on what you wanna do. Nobody's gonna be able to tell you that.