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I had a fun one a few months ago (internet or bank or some other normal culprit for requiring customer service). Mildly paraphrasing:

LLM> Hi, thank you for reaching out. My name is <some bullshit>, how may I help you?

ME> <my request>

LLM> That's easy. I just need <seemingly irrelevant information>.

ME> <that irrelevant information>

LLM> I'm sorry, I can't continue without <the information I just provided>.

ME> <copy-pasta of the same information>

...repeated that copy-pasta loop 3x in the off chance that a human somehow made that blunder

ME> Your responses are peculiar. Are you ChatGPT?

LLM> Hold on one moment while I find an agent to help you with your request.

...seemingly normal customer service interaction thereafter (maybe just resetting the prompt? IDK; they seemed human)



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