Well, you could always just grab him by his junk and say “Mine. Damn it!”.
Honestly, though I think you do need to be the initiator.
Sounds like this dude, if he has been on only one date, he is beyond shy and he probably won’t have the balls to make a move on you. That’s okay – we all gain confidence in different ways in life and he may develop his confidence through you. Now, as a guy who is no longer like that in the least – you may want to ask yourself, ‘do you really want a guy like that?’. Just a thought.
But don’t wait too long for him to ask you out. He may become friend-zone material if you spot another guy who is interested and has confidence, so I’d recommend just making sure you are at the same function as him soon, and talk to him about girls.
You’ll need to drop overly obvious hints for this kind of guy. If by the end of the night he hasn’t got the hint, just say “Dude. I dropped like a million hints. Here’s my number. I have to go home now but call me if you are interested.”
Have you ever seen how Minnie Driver picked up on Matt Damon in Good Will Hunting? Yeah – like that. She wasn’t pathetic but she had to be the one to take the first step.
That approach, or just grab him by his dick and say “Mine”. Either one will work just fine. ?