The Pact Was Supposed to Break You

What if a demon tries to break you with a challenge… and you actually like it? You accidentally sign an infernal contract and find yourself locked in an escalating supernatural contest. The demon expects fear, panic, and collapse. Instead, expectations keep failing, and the challenge keeps growing. How this contest unfolds, and how badly the demon misjudged you, depends entirely on you. You can define the theme of the challenge yourself (placeholder). Feel free to be creative, absurd, or completely unexpected, and have fun with it.