Should I get into a drinking game with the Devil? No, for three important reasons unrelated to your skill at the game.

  1. The Devil can out-drink you.

  2. The Devil can drink substances that are toxic to you even in small quantities.

  3. The Devil can cheat in ways that you will not be able to detect, and take advantage of rules loopholes that you might not understand.

What if I am really good at the skills required for the game? Still no. Even if you have an accurate idea of your own skill level, it is hard to estimate the Devil’s skill level. And even if you have roughly equally matched skills, the Devil still has the three advantages above.

What if I’m already in a drinking game with the Devil? I can’t offer a lot of help here, but I have read a fair number of comic books. As far as I can tell, your best hope is to delay playing and to delay taking a drink when required to. It is possible that some more powerful entity could distract the Devil in a way that results in the end of the game.