I like that you can prompt "longer and with with more tangents".
You would probably enjoy Bureaucrats and How to Annoy Them[1] by R.T. Fishall, a nom de plume of Patrick Moore (of xylophone fame [2], maybe some astronomy too).
A few days ago, in anger, I asked ChatGPT for an email to Apple and I must admit that I finished the prompt with "The aim of the mail is to waste as much of reader's time as possible."
It was quite good, especially after a followup prompt "Not confusing enough. Make it more confusing.". But of course I didn't send it in the end.
You would probably enjoy Bureaucrats and How to Annoy Them[1] by R.T. Fishall, a nom de plume of Patrick Moore (of xylophone fame [2], maybe some astronomy too).
[1]: https://www.goodreads.com/en/book/show/4416489-bureaucrats-h...
[2] https://youtube.com/watch?v=oO_Ckg5ott8