Large Language Models (LLMs) offer many opportunities for scalably improving the teaching and learning process, for example, by simulating students for teacher training or lesson preparation. However, design requirements for building high-fidelity LLM-based simulations are poorly understood. This study aims to address this gap from the perspective of key stakeholders—teachers who have tutored LLM-simulated students. We use a mixed-method approach and conduct semi-structured interviews with these teachers, grounding our interview design and analysis in the Community of Inquiry and Scaffolding frameworks. Our findings indicate several challenges in LLM-simulated students, including authenticity, high language complexity, lack of emotions, unnatural attentiveness, and logical inconsistency. We end by categorizing four types of real-world student behaviors and provide guidelines for the design and development of LLM-based student simulations. These include introducing diverse personalities, modeling knowledge building, and promoting questions.

Using questions in written text is an effective strategy to enhance readability. However, what makes an active reading question good, what the linguistic role of these questions is, and what is their impact on human reading remains understudied. We introduce GuidingQ, a dataset of 10K in-text questions from textbooks and scientific articles. By analyzing the dataset, we present a comprehensive understanding of the use, distribution, and linguistic characteristics of these questions. Then, we explore various approaches to generate such questions using language models. Our results highlight the importance of capturing inter-question relationships and the challenge of question position identification in generating these questions. Finally, we conduct a human study to understand the implication of such questions on reading comprehension. We find that the generated questions are of high quality and are almost as effective as human-written questions in terms of improving readers’ memorization and comprehension.