Inasmuch as these are collaborative document generators at their core, "minimally ambiguous prompt and conforming reply" is a strongly represented document structure and so we benefit by setting them up to complete one.
Likewise, "tragi-comic dialog between increasingly frustrated instructor and bumbling pupil" is also a widely represented document structure that we benefit by trying to avoid.
Chatbot training works to minimize the chance of an LLM engaging in the latter, because dialog is a intuitive interface that users enjoy, but we can avoid the problem more successfully by just providing a new and less ambiguous prompt in a new session, as you suggest.