Oh wow.. after looking at the new walktrouough that came with 0.12.06 i think i see the problem.
This small addendum to it was missing in the old walktrough i still had open for some reason. "
Looks like i need to grind affection for jenny than.. is there another way aside form the pool, house or the resturant scenes? The one walking around the house seem to not give any affection at all, tbh i stopped doing them aside form being a major pain in the backside they also feel like a complete waste of effort after you seen them once.