The Screwtape Letters/YMMV

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• Evil Is Cool: Subverting this is pretty much the whole point. Not only is Screwtape himself a stuck-up member of Hell's middle management, but he gives tips to Wormwood on how to minimize how much The Patient can enjoy sinning.
• Moral Event Horizon: Subverted; Screwtape often argues that the task of making the patient an unrepentant sinner is usually best accomplished without any kind of spectacularly evil act on the patient's part.
• Values Dissonance: Addressed and explained with the concept of "Vogues". According to Screwtape, people from differing time periods have had such different values due to the efforts of the demons in manipulating humans to sin. Specifically, the demons get humans to gravitate towards one type of sin in one era, then get the humans to become repulsed by that sin but edged towards a sin on roughly the opposite end of the spectrum in another era. The ideal is to have the society constantly swinging back and forth between dangerous extremes and avoiding a happy medium at all costs.