Some phenomena demonstrating that moral good and bad can form productive coalitions on a moral middle ground are presented in this chapter: healthy selfishness, Machiavellianism, the case of Oskar Schindler, black humor, grey hat hackers, transgressive art, the combination of the pure and impure in the tradition of Émile Durkheim, and the repositioning of the “wrong” other-in-the-self. Three practical implications are outlined: a guideline to evaluating transgressive art beyond one’s first emotional response and the existence of grey areas in the abortion discussion and in the #MeToo debate.