What is A Cunt's Errand?
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A task/situation that has little or no chance of a satisfactory outcome, yet must be completed/endured in any case.
Setting out to use a telephone to speak to a member of staff in the local branch of your bank rather than being content with an automated call system or an overseas-based call centre that doesn't even understand what it is that you are enquiring after. Now that IS a cunt's errand.
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A long time ago (I believe the 80s) there was a game show in Japan called Takehashi's Castle. 100 people would try to take over a c..