Looks like you didn't go further with Josy in ep2 on the date with her. If you skip Maya in ep3 (gone to Quinn) but you still have CHICK\Neutral affinity and got scene with Josy relationship with them still go on. But it gonna fuck up for sure cuz of Quinn.
I have played the game about 6 times now and i know pretty well Josy's route, so this time i did everything rigth with her, but i neglected a bit Maya for Quinn and the first DIK's party because you can't do both each time. Either you stay with Maya or you do the other option, so as Maya and Josy are bound, if you loose one you loose the other unfortunately.
And the points system doesn't matter most of the time, the script just don't care, i don't even know why DPC installed such a feature because he almost never use it.
You can cheat by setting the points to the max or the minimum and it doesn't change anything, i tried it many times just to see, but no difference noticed.
The dik-chick system is used just a little more but no so often.