I would say, this T is not your responsibility. If you are already worrying about his $#!+ to the extent that you are already posting about it, go with your gut and get the heck out. I think he disclosed WAY too much, and I assume that disclosure was more or less planned, not in the heat of the moment, as this incident was. (obviously I am confused here, but still think it's too much!)

You SAY he doesn't expect you to take care of him, but methinks the lady doth protest too much.

And no, T's are NOT necessarily "well supervised" - they may be entirely on their own, answering to no one. (again, this was specific to a T, but my stmt stands.)

I know something about my T's personal history, so I am not one who believes in absolute strict boundaries, but this situation would make me uncomfortable, is all I'm sayin'. Best wishes which ever way you decide to go.

P.s. I think we're discovering a pattern of me being very cranky on Sunday nights...