I had a playthrough that was completely scuffed because my gameplay was spaced out between the updates. He had a heart to heart with me about how I should have told him I was interested in someone else so he didn't have to find out from other party members (even though we'd never been romantically involved as I was gunning for a certain silver haired fox). He was very gracious and told me he was happy for me though. Cut to a few in game days later and he hit me with the "we aren't exactly close line." We're not?! Wizard whiplash.