I think perhaps H is looking for signs that I'm interested in him. Sort of along the lines of what you're saying vossy. I think he wants me to ask more about things, be more interested. I've been trying to give him space and not be too nosy lest it be seen as controlling and pursuing but I'm going to go with my gut on this one more and ask about things in a conversational way (as opposed to a confrontational or aggressive way of course). Let him know I'm interested in what is going on in his life, how he feels about it, etc.
Yes, this is exactly what I meant, and you actually put it better than I put it myself. (Maybe that's why I haven't picked up any new writing jobs!) You have mentioned before that his self-esteem seems low, and so I imagine he doesn't feel comfortable putting himself "out there" for fear of.. whatever. But he does *seem* to be wanting more interaction, IMO.
