I am curious why you are spending so much time and energy analysing this guy's situation. He might not be a closeted gay. He may be pansexual etc. He clearly doesn't feel comfortable being put in a box and labelled. I don't understand your involvement and focus in trying to figure out the 'why' re this guy's orientation, lifestyle and his choices in life?! That is his stuff.

What is more relevant is whether you want to continue engaging with him or not.

His choices are his to make. His issues are his to disclose, or not. Let him figure his life out and not be so overly focused on analysing him. Likewise, you don't have to answer any of his personal questions if you do not wish to.