Seriously, in my own personal experience:
Severe Arthritis in practically every joint in your body.
Bone spurs on the spine so massive they are actually rubbing together.
I can think of a lot of very painful things, but most of those will heal or stop hurting eventually.
Arthritis never stops.
I'd imagine it would be some form of poison that inflicts maximum agony possible whilst keeping you alive and conscious. Perhaps combine it with physical torture.
I would say getting pierced all over your body 500 times tying 15 foot rope to each peircing, dropping you into a 20 foot pit filled with razorblades and concentrated habanero pepper juice.
Having holes drilled into the pulp cavity of your teeth and electrodes connected up there to the electricity, shocking you, whilst a wire-wool pipe cleaner attached to a slow-spinning drill was forced down your urethra.
THANKS, TERRIBLE POWER RANGERS FANFIC THAT SOMEONE LINKED ME TO YEARS AGO THAT FOR GOD ONLY KNOWS WHAT REASON I READ TO THE END, IN A STATE OF DISGUSTED SHOCK AND WHICH I CAN NOW NEVER FORGET
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