Okay ngl, personally I don't rlly see the issue with the black haired and younder sister dating?? Like yeah he views MC has a sister because eof the time they spent tgt and he got rlly emotionally connected as fam to Tilly and her parents. But loina was a baby so like, younger him views her as someone important to Tilly and thus important to him at that point of time, but not enough to emotionally connect I guess??
But since they didn't watch each other grow up and only met when they're older, then I low-key guess that's why they ended up liking each other huhu. And also probs thru the power of destiny/fate