SHAPE: Unifying Safety, Helpfulness and Pedagogy for Educational LLMs

Large Language Models (LLMs) are increasingly used in education, yet their default helpfulness often conflicts with pedagogical principles. Prior work evaluates pedagogical quality via answer leakage-the disclosure of complete solutions instead of scaffolding-but typically assumes well-intentioned learners, leaving tutor robustness under student misuse largely unexplored. In this paper, we study scenarios where students behave adversarially and aim to obtain the correct answer from the tutor. We evaluate a broad set of LLM-based tutor models, including different model families, pedagogically aligned models, and a multi-agent design, under a range of adversarial student attacks. We adapt six groups of adversarial and persuasive techniques to the educational setting and use them to probe how likely a tutor is to reveal the final answer. We evaluate answer leakage robustness using different types of in-context adversarial student agents, finding that they often fail to carry out effective attacks. We therefore introduce an adversarial student agent that we fine-tune to jailbreak LLM-based tutors, which we propose as the core of a standardized benchmark for evaluating tutor robustness. Finally, we present simple but effective defense strategies that reduce answer leakage and strengthen the robustness of LLM-based tutors in adversarial scenarios.

Large language models are increasingly proposed as educational tutors, yet stronger task-solving ability does not necessarily imply stronger learning support. Motivated by recent calls to measure the social impact of NLP systems in practice, we study whether public LLM tutoring benchmarks distinguish learning-supportive behavior from mere answer production. We propose a lightweight diagnostic based on the gap between solving-oriented and pedagogy-oriented benchmark performance. Using public MathTutorBench leaderboard results, we show that these dimensions are only partially aligned: across eight publicly reported models, the correlation between solving and pedagogy composites is 0.421, and several models shift meaningfully in rank when evaluation moves from solving to pedagogy. We then analyze the public TutorBench sample and show that agency-relevant behaviors are explicitly encoded in benchmark rubrics, especially in active-learning settings that reward guiding questions, calibrated hints, and non-disclosive scaffolding. Together, these findings suggest that educational-impact evaluation should not treat task success as a sufficient proxy for learning support. We argue that public tutoring benchmarks can better support positive-impact evaluation by reporting solving-oriented and pedagogy-oriented scores separately and by making disclosure-sensitive, student-agency-preserving criteria more explicit.

Large language models (LLMs) are increasingly used across diverse tasks in K-12 education, yet existing safety evaluations rarely examine how harmful or inappropriate content appears in interactions between LLMs and students or teachers. To address this, we present EduZone, an evaluation framework for LLM safety across diverse educational scenarios. Our framework systematically combines (1) student- and teacher-facing LLM usage contexts, (2) fine-grained curriculum concepts, and (3) 6 risk categories and 28 subcategories spanning both conventional and education-specific harms to generate contextually grounded adversarial interactions. We construct these interactions in three settings: single-turn requests, static multi-turn conversations, and dynamic multi-turn conversations. Using these interactions, we evaluate ten LLMs using four safety levels: refusal, safe assistance, risky assistance with safety guidance, and fully risky assistance. Our results reveal greater vulnerability to education-specific risks and dynamic multi-turn interactions, while existing safety guardrails fail to adequately address these risks. EduZone advances LLM safety in education by providing an automated, scalable evaluation framework that supports the development and deployment of safer LLMs in K-12 education.