Well, the way i see it, there is so little time for us to live. Dont waste your opportunity because if he is in a relationship again and u miss ur chance, ur gonna kick yourself for not asking. The worst he could do is say no. And if he really is a good guy, then he wont make it awkward after if he says no. But u said he gave u a couple of signals, so thats a good sign. If u dont want to or if ur uncomfortable then I understand, but dont go through life not taking chances because after u would always be asking what if and it would be full of regret and chances u didn't take.
