>I supose that if he was interested he would've said something about meeting for study or something else.

Propose the idea?

The "it just didn't happen" line really makes me think he's just too shy to pull the move first without being sure. Trust me, I know what I'm talking about. I would quite fit the description you made (I've been told it before), and the two things that make I never really had a date before now (well, nothing really concluding) are: one, I have way too high standards; two, when I meet someone who meets them, I'm (or at least used to be) way too scared to do anything.

Well, that's something he might overcome in some near or distant future. But you have to ask yourself one question: do you wish to wait, and more probably, to lose any chance you might have, because you want him to take the first step? If you're ready for this, well, I think that's where you're headed right now. At least, if you really don't want to do it yourself, be sure to drop heavy hints, and to encourage any movement like the "fake high five".

Also, you can move back to the relationships topic. Use that curiosity you have; it's a clear indicator that you're interested, without you really saying it. Simply ask him "You know, I was wondering... that time when we were talking about relationships, you told me you never dated because "it just didn't happen"... If it's not too indiscrete, care to tell why it didn't happen?". Might well trigger something in him.

Good luck!