Except for the %100 CHICK route, Jill doesn't know the
real MC. She isn't fully aware of the crazy shits he and his friends pulled. Considering MC competing in the CUM-petition in ch2 or the car washing race or MC fucking the prep party up or willingly attempt to steal an underwear from the HOT house, I can't imagine Jill seeing those things and thinking like "This is the person I want to be with, This is the person Rusty were not able to be. Please don't change MC lets wear matching dildo hats and run around in campus in our birthday suits
". If she has seen you in a dildo helmet she may have some notion of what's happening but I don't think she's able to grasp the situation at its full extent. So, her saying "Don't change plz" doesn't really mean much if you think about it. I think jill can be a good LI in an average game compared to average LI's but in this game, where girls like riona, lily, nicole.... can't even be a main LI I don't think jill stands a chance