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The way I look at it, is that what marks an interesting story as different from normal history are those improbable events. These coincidences do occur in real life and it's those 1 in a 1000 events that are interesting enough to be remembered and retold. It's not so much that you need it to be artificial to make a good story, but that it's the improbable stories that we care about the most.
Therefore I might approach it from this angle: generate 1000 sets of events, and pick out the most unusual or interesting 1 or 2 as candidates for a story.
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