For GPT at least, a lot of it is because "DO NOT ASK A CLARIFYING QUESTION OR ASK FOR CONFIRMATION" is in the system prompt. Twice.
https://github.com/Wyattwalls/system_prompts/blob/main/OpenA...
It's interesting how much focus there is on 'playing along' with any riddle or joke. This gives me some ideas for my personal context prompt to assure the LLM that I'm not trying to trick it or probe its ability to infer missing context.
Out of curiosity: when you add custom instructions client-side, does it change this behavior?
So this system prompt is always there, no matter if i'm using chatgpt or azure openai with my own provisioned gpt? This explains why chatgpt is a joke for professionals where asking clarifying questions is the core of professional work.