Yep, Jill could be one. I can totally see a future scene with Josy walking into the library with a big smile on her face after some good sex with MC, Bella noticing, Josy saying: "I'm in a relationship with MC now" - while you also just had your 3rd date including sex with Jill....
You are dead, sooo dead.... And the DIK mansion that you just rebuilt with blood sweat and tears burnt down to the ground.
I can see lots of other other possible plots including deer consequences coming as well.
Just one more example: for now Josy and Maya are ok with whatever you do, but if you're on their path Derek made it perfectly clear that he's watching your ass already.
You may or may not get the choice/opportunity from DPC to pull out in time before the shit hits the fan...
So watch your own ass... Dr Ridiculous Cake (DPC) is known to bite you right there