Have you ever made the big bad of your campaign cry? Have you

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Have you ever made the big bad of your campaign cry? Have you or your players been able to say or do something that either connects with them on a level deep enough or sensitive enough for them to either fall to their knees, give up the fight, see things your way, or be brought to tears? Or have you done something so horrendous that they had no choice but to surrender to you? Or maybe you did make them cry, but that only pushed them to be even more ruthless when trying to destroy the party?