Large language models (LLMs) can serve as helpful assistants, yet they can equally function as harm amplifiers that enable malicious users to achieve harmful outcomes beyond their capabilities through extended interactions. This risk manifests along two axes, i.e., democratizing domain expertise that allows novices to produce specialized harmful content, and scaling harmful operations at volumes that manual effort cannot match. Existing works, however, often overlook how LLMs compound harm across multi-turn conversations. We introduce HarmAmp, a new benchmark for multi-turn harm amplification scenarios spanning twelve risk categories. Each scenario is grounded in real-world threats and satisfies rigorous criteria, i.e., substantive amplification, operational specificity, and multi-turn necessity. We further propose TrajSafe, a proactive monitor that anticipates harmful trajectories and intervenes through actions such as probing users' genuine intents and steering the models towards safer completion. Our extensive experiments demonstrate that TrajSafe significantly reduces the harmfulness incurred in multi-turn interactions while preserving a low over-refusal rate and the target model's general capabilities. Our work offers a promising paradigm to alleviate the nuanced safety risks in LLM interactions.
As large language models (LLMs) evolve from standalone assistants into autonomous agents, ensuring their safety requires shifting beyond pointwise risk assessment to understand how risks emerge and unfold over long-horizon trajectories. In multi-turn interactions, malicious intent can be decomposed across seemingly harmless turns and gradually reconstructed through interaction trajectories, eventually resulting in safety failures. Existing safeguards remain largely reactive, detecting manifested violations while lacking the ability to predict latent risk evolution and enable preemptive prevention. To address this limitation, we propose Recast, a safety risk forecasting framework that advances LLM safeguarding beyond turn-level violation detection to trajectory-level risk prediction. Recast first retrieves risk-relevant evidence from both short-term dialogue progression and long-term historical context via a dual-scale trajectory view. It then models compositional risk evolution by capturing the current risk configuration and its temporal dynamics. Finally, a causal temporal encoder learns latent risk evolution patterns and predicts the distribution of future risk emergence turns. Extensive experiments across 7 risk categories show that Recast predicts 88.3% of future safety failures with an average lead time of 2.41 turns, while maintaining a false alarm rate of 12.3%, showcasing the effectiveness of trajectory-level forecasting in identifying emerging risks before safety violations occur.
We present MultiBreak, a scalable and diverse multi-turn jailbreak benchmark to evaluate large language model (LLM) safety. Multi-turn jailbreaks mimic natural conversational settings, making them easier to bypass safety-aligned LLM than single-turn jailbreaks. Existing multi-turn benchmarks are limited in size or rely heavily on templates, which restrict their diversity. To address this gap, we unify a wide range of harmful jailbreak intents, and introduce an active learning pipeline for expanding high-quality multi-turn adversarial prompts, where a generator is iteratively fine-tuned to produce stronger attack candidates, guided by uncertainty-based refinement. Our MultiBreak includes 10,389 multi-turn adversarial prompts, spans 2,665 distinct harmful intents, and covers the most diverse set of topics to date. Empirical evaluation shows that our benchmark achieves up to a 54.0 and 34.6 higher attack success rate (ASR)} than the second-best dataset on DeepSeek-R1-7B and GPT-4.1-mini, respectively. More importantly, safety evaluations suggest that diverse attack categories uncover fine-grained LLM vulnerabilities}, and categories that appear benign under single-turn can exhibit substantially higher adversarial effectiveness in multi-turn scenarios. These findings highlight persistent vulnerabilities of LLMs under realistic adversarial settings and establish MultiBreak as a scalable resource for advancing LLM safety.
As Large Language Models (LLMs) evolve into autonomous agents that alter real-world states, ensuring operational safety across multi-step workflows has become a critical challenge. While recent work has moved beyond single-turn evaluation toward multi-turn paradigms, key limitations persist: step-level methods treat actions in isolation, missing how risks accumulate, while trajectory-level evaluations operate post-hoc, offering no opportunity for timely intervention. To address these limitations, we formalize Decoupled Proactive Safety Monitoring along three dimensions: whether to intervene, when to intervene, and what the risk is. We introduce PASTABench, a benchmark of 1,139 multi-turn trajectories spanning 5 risk categories and 13 subcategories. We further propose the Optimal Intervention Window (OIW), anchored by annotated Earliest-Signal and Trigger turns, to quantify intervention timeliness. Evaluation of 16 LLMs reveals that proactive intervention remains largely unsolved, with the best model achieving only 40.74% optimal-timing interventions. Fine-grained diagnosis further uncovers pervasive lexical overfitting: competitive safety scores of smaller models mask keyword hypersensitivity rather than genuine risk comprehension, as their proactive capability largely collapses once hazard vocabulary is neutralized.