It's no secret, I don't like villains. Which doesn't mean that I don't appreciate characters doing rotten things, it just means that if we label them as villains, then we tend to see them as evil people, rather than as people who do evil things.
So this game would be about taking a villain and transforming them into a person. It would be a game for two, a Lead and a Fifth Business.
The first step would be to find your villain. The Lead should pick a villain in some kind of cliché situation: from the bottom of the ranks, Random Thug with Gun #7, or all the way to the top, Evil Mastermind. Get them at the end of their story, which could be, thrown out the window by the hero, blowing up with their hidden lair, or even conquering the world.
The second step would be to write down what we know about this character. It could be as simple as, works for the bad guys and has a gun, or as complex as has a hidden lair and an evil plan.
The third step would be to, through the power of flashbacks, answer how and why the villain has those elements. Each flashback will likely introduce new elements as well. In which case you now play through flashbacks to answer those how and whys as well.
The last flashback is played out when the villain is no longer an evil person, but has become someone you appreciate who does evil things.
This idea was inspired by a Story-Games post by Micah Bauer.
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