It's things like this that are making me feel more and more despondent with this game; character contradictions and forced drama to seemingly start pidgeon-holing people into particular routes way earlier than are perhaps necessary. As has been pointed out, Jill stood up to Tybalt on Rooster in defense of the MC, so why not here? Also, Jill said that she didn't mind the MC dating others and that it was only when people are in proper relationship that they shouldn't, so why does he suddenly decide not to do anything with Nicole and Sandy after their date? For those on the M&J path, he also laments afterwards about his relationship with them as another reason why he didn't fool around with Nicole and Sandy, but he was given a "free pass".
Everthing's just happened so quickly in this game and it seems to be getting sped up at a fair rate of knots. I know we have a lot of speculation about episode numbers, but there a post here a while ago about something said on Discord by DPC that sounded like 10 episodes could be what we're getting. If that's the case, then this would explain why things are starting to seem very sudden and rushed, but even so, it's still feels like too much too soon.