Greek mythology · king · trickery, the eternal stone
The craftiest of men, who twice cheated death itself, once chaining Death, once talking his way back from the underworld. His sentence fit the crime: to roll a boulder uphill forever, watching it roll back each time from the summit.
Sisyphus chains Death himself so that no one can die, and when dragged to the underworld talks his way back into the light. Zeus and Hades get the last word: an eternity pushing a boulder uphill and watching it roll down from the summit, forever almost done.