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They didn't work in "Rock Never Dies".
===[[13.22 Exodus]]===
To keep Lucifer in check, Castiel forces him to wear angel cuffs to keep his power bound. Lucifer agrees, but when the group comes across a contingent of angels, Lucifer smites them with a snap, revealing that the cuffs do not work on him while in the apocalypse world as they melt off his wrists.
===[[14.10 Nihilism]]===