It's interesting. The question from the paper "Darling, please be honest: have I gained weight?" assumes that the "socially acceptability" of the answer should be taken into account. In this case the problem fits the "Wickedness" (Wikipedia's quote is "Classic examples of wicked problems include economic, environmental, and political issues"). But taken formally, and with the ability for LLM to ask questions in return to decrease formal uncertainty ("Please, give me several full photos of yourself from the past year to evaluate"), it is not "wicked" at all. This example alone makes the topic very uncertain in itself