ClarifyMT-Bench: Benchmarking and Improving Multi-Turn Clarification for Conversational Large Language Models

Large language models (LLMs) are increasingly deployed as conversational assistants in open-domain, multi-turn settings, where users often provide incomplete or ambiguous information. However, existing LLM-focused clarification benchmarks primarily assume single-turn interactions or cooperative users, limiting their ability to evaluate clarification behavior in realistic settings. We introduce ClarifyMT-Bench, a benchmark for multi-turn clarification grounded in a five-dimensional ambiguity taxonomy and a set of six behaviorally diverse simulated user personas. Through a hybrid LLM-human pipeline, we construct 6,120 multi-turn dialogues capturing diverse ambiguity sources and interaction patterns. Evaluating ten representative LLMs uncovers a consistent under-clarification bias: LLMs tend to answer prematurely, and performance degrades as dialogue depth increases. To mitigate this, we propose ClarifyAgent, an agentic approach that decomposes clarification into perception, forecasting, tracking, and planning, substantially improving robustness across ambiguity conditions. ClarifyMT-Bench establishes a reproducible foundation for studying when LLMs should ask, when they should answer, and how to navigate ambiguity in real-world human-LLM interactions.