I don't necessarily mind the veer into harem style, it seemed inevitable for a while now, but I wish they would pick a lane here.
Is he completely oblivious to the situations with each girl (especially Kanna and Yoshino) like they've been suggesting where he believes the things he's doing for them aren't anything special, or are they a big enough deal that he couldn't be dating their friend while still doing them? His entire character up to this point suggests that he would treat those things the same either way, so this dramatic unsureness kind of comes out of nowhere.
I like this manga because it has so far avoided a lot of the dumb clichés of the genre, but this just feels like unnatural conflict building, but I dunno, maybe I'm being too picky here lol.