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AI Bloopers: The Most Absurd AI Fails This Week

This story is from 2026-10-16. It is preserved in the archive; the latest stories are on the live feed.

Today's AI Bloopers The "I'm Sorry, I Can't" Response Loop What happened: A user asked an AI for help writing a difficult email to their boss. The AI declined, citing safety guidelines. The user rephrased. The AI declined again. This continued for 47 turns. On turn 48, the user simply said "please.…

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  1. 2026-10-16 07:01 · DEV Community — AI
    AI Bloopers: The Most Absurd AI Fails This Week

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