Is your H an avoider? I would think not given that he said he wanted to go to MC a few years ago. But before this, did he talk about how he was feeling?
WARNING: The following is for learning and not to add to the regret pile.
One thing that jumped out to me when I was reading your thread was when you discussed guns and such, you wrote "H rambles about guns".
Was this the way you talked to or about H? Think about this, it is important for your growth.