Huh. I don't want to make you feel any worse about this episode, but I assumed Jill took it as a sign that she SHOULD cut off ties with him.
View attachment 905991
View attachment 905992
View attachment 905993
Jill's line about not even telling the MC mirrors what she says if she chooses NOT to call the MC when practicing the piano earlier:
View attachment 905994
View attachment 905995
So my take was that Jill takes the lack of perfect unplanned schedule coordination as a sign that she should just stop seeing the MC without any explanation, the same way she does if the MC hadn't been on her path in the first place.
I'd certainly be thrilled to be wrong about this.
Far be it from me to man-whore-shame you, but I think Jill is not someone who will take the MC playing the field very well. She may accept the MC dating multiple women, but I don't think she would consider 'sex' part of simple dating.
I'd advice making a separate playthrough for her, at least following this point. Personally, I find all the different playthroughs fun. The game has enough crazy attention to detail that each one can usually find a few unique quirks to it. And it's something fun to do in the months of waiting. Just an idea, of course.