Nas.. I can tell you that I have always kept the convo with my W friendly. I want her to still trust me emotionally. But I define my boundaries with her; I don't want to hear or talk about OM. I don't do most of the talking. I let her expound on any other subject.
Guess what I'm trying to say is that if the communication lines are going to stay somewhat open; keep it brief, let him do most of the talking and you validate. If he crosses a boundary in the convo, make sure he's aware. Define your boundaries up front and on the fly as necessary. Be aware of any talk that can be considered pursuit. I would try to let him initiate the convos. And as you already know, end them first.
Rambling is no problem; I think we all do it here.