That's terrible rationale for why the decision worked the way it did. So, there would be no other time for the MC or Jill to express thoughts or feelings? Also, it would be just a simple comment like "I just need a couple hours, do you mind waiting a bit?". It was a bad game decision the way it was coded and it isn't the only one. The panties in the car was another. The reality is that they are just "gotcha" moments to screw over the player, no other reason. Without prior knowledge someone playing a honorable or good playthrough would make the Sage choice. Poorly done imo.