Looking back, I think Damon only turned his humanity off once and that was in 1958 when he turned it off because he couldn't save Enzo and in order to leave him he had to turn off his humanity so he couldn't care. His humanity remained off until we see him in Mystic falls at the start of the show where we see a Damon with his humanity dialled right down but slowly returning as the show progresses.
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Never argue with stupid people,they will drag you down to their level then beat you with experience.
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