You can't nice him back! You're being way too chummy with him. Try to keep it business-like. I know that doesn't "feel" right but the idea is to make him miss you. Make him think he's really losing you.
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H: Hey hope you guys are having fun. I still feel like [censored] but better than yesterday. I should wait to see her until tomorrow I think. What are your thoughts?
Me: Yikes! You must be really sick. It’s totally your call. Of course she misses you. You know how you feel though, so I’m sure you’re making the right call Yes that would be fine.
H: I wouldn’t wish it on anyone. If you guys got sick I’d feel horrible. Can I come tomorrow? I’d probably be past the contagious phase. I feel like I fell down a flight of stairs and I could barely swallow anything yesterday even water. It’s awful
Me: Omg! That sounds seriously horrible. Are you ok? Do you need anything? When you figure out when you want to come over let me know and I will confirm if it works with my schedule.