No, No , No, No, Wait a second
. You not leading on Jill, unless you choose to do. Yes, you ask her out on a date, there is nothing wrong with that, that is not lead on. How you handle the Date is what matter. You dont shower with her, you dont kiss her , and She will make the conlusion to Bella, that MC is not intrested in her. Even MC say the line that, I don't think I'm interested in her after the episode 4 date.
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And if you continue along this road, you reach the point in episode 6, when she won't ask you out for the birthday picnic , so you technically off from her path. DPC merely given us the setups for these paths, but it up to us whether we walk on it or not. for example it is mandatory for us to at least have sex with either Josy or Maya, but if you refuse, no matter the affinity they reject you anyway.
And you get the option to Fight for Jill, only if you are on her route, otherwise its not come up .
so Yeah you don't directly say " I'm not interested in you" , But you don't even need it.