The rapid advancement of large language models (LLMs) has driven the deployment of LLM-based AI tutors on online learning platforms. This widespread adoption highlights an urgent need for systematic benchmarks to evaluate their tutoring capabilities. However, existing evaluations predominantly focus on isolated, short-term interactions, overlooking the inherently long-term nature of learning. To bridge this gap, we introduce LongTutor, a benchmark for long-term personalized tutoring grounded in formative assessment theory. Built from expert-annotated real-world learning logs, LongTutor evaluates LLMs across three progressive tasks: historical evidence acquisition, knowledge state diagnosis, and adaptive teaching action. Our experiments reveal a critical capability mismatch: while LLMs excel at evidence acquisition, they struggle to effectively leverage long-term history for accurate diagnosis and adaptive teaching. To enable scalable benchmark expansion, we further propose an automated generator–verifier pipeline, paving the way toward truly long-term AI tutoring systems.

Large Language Models (LLMs), e.g. ChatGPT, have been widely adopted in real-world dialogue applications. However, LLMs’ robustness, especially in handling long complex dialogue sessions, including frequent motivation transfer, sophisticated cross-turn dependency, is criticized all along. Nevertheless, no existing benchmarks can fully reflect these weaknesses. We present MARS-Bench, a Multi-turn Athletic Real-world Scenario Dialogue Benchmark, designed to remedy the gap. MARS-Bench is constructed from play-by-play text commentary so to feature realistic dialogues specifically designed to evaluate three critical aspects of multi-turn conversations: ultra multi-turn, interactive multi-turn, and cross-turn tasks. Extensive experiments on MARS-Bench also reveal that closed-source LLMs significantly outperform open-source alternatives, explicit reasoning significantly boosts LLMs’ robustness on handling long complex dialogue sessions, and LLMs indeed face significant challenge when handling motivation transfer and sophisticated cross-turn dependency. Moreover, we provide mechanistic interpretability on how attention sinks due to special tokens lead to LLMs’ performance degradation when handling long complex dialogue sessions based on attention visualization experiment in Qwen2.5-7B-Instruction.