Did besiegers ever come up through the latrine?

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Accepted answer

Short answer: Yes.

One example:

The protruding shaft of masonry that made up the toilet was buttressed from below or might nestle in the junction between a tower and wall. Some waste shafts were short while others reached almost to the ground. In the latter case, that might prove a dangerous design feature if there were a siege of the castle. Indeed, besiegers used just such a latrine shaft in 1203-4 CE to gain entry to Chateau Gaillard on the River Seine in France, built by Richard I (r. 1189-99 CE) at the end of the 12th century CE. After the siege, to ensure no repeat of the trick, a masonry wall was built around the shaft exit.

https://www.worldhistory.org/article/1239/toilets-in-a-medieval-castle/

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