OMG! He's actually shared how he's felt/feeling w/you. No wonder he's in crisis and acting the way he has been. He's dealing w/abandonment issues and questioning himself and about love. He is definitely depressed and he's questioning himself about why he can't love....this is so sad, but good in a way because he is looking at his life in its entirety.
Did he ask you to comment?
Sit quietly, the answers will reveal themselves when you least expect them to. The past is gone, the present is a gift and you need to focus on today, allow the future to reveal itself when it is ready.