Once it crosses a certain line that you've determined as inappropriate, I'd then step in and get them apart and say "okay, that's enough" or "all done" or even just "no". Help him learn that he can assert himself, but not endlessly.
Mike gave some great advice!
__________________ ~ A friend told me I was delusional. I nearly fell off my unicorn. ~
°¨¨¨°ºOº°¨¨¨° Ann | Pfeiffer | Marcel Verdel Purcell | Wylie | Artie °¨¨¨°ºOº°¨¨¨° |