With the achievements I think once you get them the first time they don’t trigger again.
As for that message. At that point you are meant to get a romance scene that message is coded after the romance scene so I’d the romance doesn’t trigger properly that pops up so it doesn’t crash the game.
EDIT: I’ve found the issue for the romance scene not triggering and have done something that should fix it for now. You will have to start from the beginning of the game for the fix to work.