QP, he may be suffering, but it isn't because of anything you are doing. It is his own fears that are causing it and I think you may be finally getting somewhere with him.
Encourage him to ask questions. Keep answering them as best you can. Keep being honest with him.
I think the question about why a male is two-fold. One the insecurity of you opening up to another male. The other touches on his previously stated fear of the counselor taking sides. He appears to believe that a counselor takes sides. He is learning that belief is not correct.
Stick to your plans. Keep them open to him. Keep the invitation to go to counseling with you open. Let him come around at his own pace.
To be honest, what you are describing of his actions sounds like a scared puppy trying to get out of going to the vet. Be firm. Don't encourage the manipulation. Reward the positive. That does sound like training a puppy, doesn't it? :D
