I'll accept a brutal course of treatment or poor treatment at the hands of medical professionals for this question.

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Ear syringe when I was a kid. Nurse must've thought jabbing this metal tube into my already-inflamed eardrum once wasn't good enough, because she did it again.

Worst pain in general, though, was cluster headache. And if I'd been near a tall building at the time, I'd have gone to the roof and jumped off to stop it. Literally. Like five migraines at different points in my head at the same time. Nausea. Flashing lights. Dizziness. Sweating. Chills. Fun stuff.

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