Choke Pear (3.5e Equipment)
From D&D Wiki
This handheld, pear shaped piece of equipment is for the more sadistic of us, who prefer long, drawn out torture of prisoners as opposed to just punching them, or whatever your preferred method of interrogation.
It is constructed of four 'leaves', and is inserted into whichever bodily orifice you wish, in which it will fit, and when the handle at the top is turned, spreads out, causing more pain and damage the further along it goes.
Every round, the victim will make a Strength based Fortitude save to take half damage. The save DC starts at 1 and increases by 1 for each turn of the handle (up to 25 turns), simulating the spreading leaves. On a failed save, they take 1d4 of bludgeoning damage.