[ He doesn't know all that outright, no. He knows that Henry sincerely considers (considered?) her a friend. Given what he knows about Henry, he's assumed that must mean they have something in common.

A lot in common, apparently. ]

You don't? And you were so close to doing it, too. Look, if you're gonna tell me that this always happens to you, that everything you want always slips out of your fingers, I don't give a fuck. That moment should have never been about you in the first place.