H just texted me to say that he'd talked to S and they'd made plans to go to the movies next week. He wanted to double check that was okay with me.
He gave me the details and I said again that it was fine and then said I'm glad you guys are hanging out. (not sure if that was too much)
How lovely of him to do this! I don't think what you said (quoted above) was too much. I would also suggest throwing in something more from S's point of view ("I'm sure S would really enjoy that, you are important to him / he likes spending time with you / other truthful statement") so that his actions are less about pleasing you and more about pleasing S. Afterward you could mention how happy it made you to see S so happy, or something like that. Just a thought