Anonymous wrote:I think him being an orphan is probably the biggest factor to this drama, and as you said, his strong reaction to perceived rejection.
I would talk about that directly with him and see if you can find a way to improve your communication so that if/when you have a disagreement, it doesn't trigger is his fears of abandonment. It is understandable for someone who lost both of their parents young to struggle with that and I would offer some forgiveness for that behavior and see if you can work together to help him work past it.
Also, it may be worth it to examine your own behavior. Sometimes when people are in relationships with people they perceive as "needy", it can trigger the impulse to push them away. So you wind up in a cycle where the more he pushes for closeness, the more you withdraw. This is a two-person tango. Solving it requires both of you to recognize the pattern and work to address your behavior.
Why do we always encourage women to do all the emotional work and be understanding or find fault with themselves. Men do not do this. The friend is an azz, drop him. Stop trying to understand and rationalize it.