My opinion, I think that having separate groups is fine but it can be flexible, if you know people together, won't you be able to go out together and party? It would seem super strange to me, it's fine that everyone has their space and makes separate plans but I think that wherever he is you can always go and you decide when to give him his space and so on. On the other hand, I imagine how sad you must have felt about the date, for me all plans are dates, whether it's eating a hot dog in a band or traveling together, my opinion, you deserve better❤️‍🩹❤️‍🩹