The game seems fairly linear, you just bash at it until the plot moves on, there doesn't seem to be any way to fail or make a 'wrong' decision. I don't mean that negatively, I love this game but I just can't imagine an 'either/or' ending. And the way it's hinting that Judy is pulling some strings I wouldn't be surprised if it ended as some kind of family harem with MC and his family all openly with each other (within the privacy of their home of course). I mean that title screen is awfully suggestive of that possibility.
Just need Bob out of the way and I think the twins may have really helped there.
...actually, maybe there is some consequence in the game then since you can 'fail' that little side quest and not get the sex, and subsequently Bob to lose a lot of money :FeelsBadMan: