>>6 Ok. So, I actually think that if he said that to you, it means that he trusts you, he wouldn't say that if he hadn't enough confidence in talking to you. You're right, it's better to not force him but if you keep supporting him, I believe that when he'll be totally lost, he'll remember how you tried to comfort him and may end up confessing all his feelings.
>>7 I'm not sure if it's related since I don't think that he watched it now but it's always a good thing to try to understand him better
>>8 I agree with S.O.R.A, especially the last paragraph but be careful about how close you are