Transient Turn Injection: Exposing Stateless Multi-Turn Vulnerabilities in Large Language Models
Authors: Naheed Rayhan, Sohely Jahan
Organizations: Jagannath University · University of Barishal
Abstract
Large language models (LLMs) are increasingly integrated into sensitive workflows, raising the stakes for adversarial robustness and safety. This paper introduces Transient Turn Injection(TTI), a new multi-turn attack technique that systematically exploits stateless moderation by distributing adversarial intent across isolated interactions. TTI leverages automated attacker agents powered by large language models to iteratively test and evade policy enforcement in both commercial and open-source LLMs, marking a departure from conventional jailbreak approaches that typically depend on maintaining persistent conversational context. Our extensive evaluation across state-of-the-art models-including those from OpenAI, Anthropic, Google Gemini, Meta, and prominent open-source alternatives-uncovers significant variations in resilience to TTI attacks, with only select architectures exhibiting substantial inherent robustness. Our automated blackbox evaluation framework also uncovers previously unknown model specific vulnerabilities and attack surface patterns, especially within medical and high stakes domains. We further compare TTI against established adversarial prompting methods and detail practical mitigation strategies, such as session level context aggregation and deep alignment approaches. Our study underscores the urgent need for holistic, context aware defenses and continuous adversarial testing to future proof LLM deployments against evolving multi-turn threats.
Multi-turn prompt injection follows a known attack path -- trust-building, pivoting, escalation but text-level defenses miss covert attacks where individual turns appear benign. We show this attack path leaves an activation-level signature in the model's residual stream: each phase shift moves the activation, producing a total path length far exceeding benign conversations. We call this adversarial restlessness. Five scalar trajectory features capturing this signal lift conversation-level detection from 76.2% to 93.8% on synthetic held-out data. The signal replicates across four model families (24B-70B); probes are model-specific and do not transfer across architectures. Generalization is source-dependent: leave-one-source-out evaluation shows each of synthetic, LMSYS-Chat-1M, and SafeDialBench captures distinct attack distributions, with detection on real-world LMSYS reaching 47-71% when its distribution is represented in training. Combined three-source training achieves 89.4% detection at 2.4% false positive rate on a held-out mixed set. We further show that three-phase turn-level labels(benign/pivoting/adversarial) unique to our synthetic dataset are essential: binary conversation-level labels produce 50-59% false positives. These results establish adversarial restlessness as a reliable activation-level signal and characterize the data requirements for practical deployment.
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.
Large language models (LLMs) have demonstrated remarkable capabilities across a wide range of tasks. However, their safety remains a critical concern due to their susceptibility to adversarial prompt-based attacks. In this paper, we present UNIATTACK, an adversarial testing framework designed from a defense-oriented perspective to systematically construct effective black-box attack prompts. Unlike prior approaches that rely on static templates or iterative model-specific tuning, UNIATTACK extracts minimal but high-impact attack features from diverse existing attacks, optimizes them via a specialized attacker LLM, and composes them into flexible templates through automated refinement process. This feature-centric construction enables one-shot attacks that generalize across multiple models and safety categories, providing a practical tool for assessing LLM robustness. Our evaluation results shows that compared to the baselines, UNIATTACK achieves an average attack success rate (ASR) improvement of 64.63%-248.82% on models deployed with multi-layered defense mechanisms and it only takes 0.03%-4.96% cost of the baselines. UNIATTACK artifact is available at https://anonymous.4open.science/r/UniAttack-Artifact-30F1.