Most Helpful Guy
You did really well, sometimes guys can be reserved because they're not certain if they should make the move even if it's pretty obvious to do so. (Totally not taking from personal experience or anything what)
Obviously you don't want to make it - obvious - and you shouldn't have to, but try to show that you want him by wanting to spend more time, maybe talking about things friends alone don't talk about, etc.
Again, you're doing great, this guy just sounds extra cautious, possibly worried about screwing something up