Hey Lisa just read through your exchanges. I have to say your h is a puzzling one! I'm not sure I have a lot to comment other than I like the invite text you sent, maybe next time you could invite him to a football type event?? That seems to be his safety zone. I'm pleased he liked the music gift. Perhaps a music outing as he didn't make it to the proms. You could look up the Wigmore Hall or St John's Smiths Square - they are slightly more intimate venues rather than big old concert halls.
Just a thought but what do you reckon h would think if he knew about CEO - do you think he'd be jealous?