As long as we're just tossing out ideas and reactions...
What strikes me about what you've told us about him is the following: He seems to do a lot of "telling" you how he is, how past R's have been, how it's going to be, how it could be, what his requirements are (including what he'd like to see you wearing)... I realize you're only giving us a small slice of what he is like in person. But the thing that's interesting is all the telling/predicting/describing. Like he's laying out the rules or composing the plot. I don't see this as controlling in the sense of trying to control YOU, but I do see it as detached... as him observing himself and you and giving commentary.
Kind of like when you turn on the commentary track on a dvd movie. Before you just had the action-- the fight, the chase, the kiss, the cooking dinner-- with the commentary track on, you have the director TELLING you what you're seeing-- "We couldn't get the scrambled eggs to look right in this scene," "This is a hommage to the witches' scene in Macbeth," "In this scene the star was stoned out of his mind."
Is this making any sense? It's as if part of him is observing, composing, commenting, and predicting while part of him is "living" it. Like part of him is doing it, and part of him is picturing how it will read later in his memoirs.
Maybe this is splitting hairs, but I'm a little bored today and trying to drum up business.