You did point out some things that I haven't thought of talking about. I will talk to him about it sometime soon.
He's a laid back kind of guy who rarely gets emotional about things. This is a situation that makes him really sad and I believe he's naturally expressing his feelings with me. Now that we know he can be expressive, maybe he can do it more often, hopefully.
Oh, and we're in our late 20s.
I hope that helps. Thank you so much for your help.