Large (vision-)language models exhibit remarkable capability but remain highly susceptible to jailbreaking. Existing safety training approaches aim to have the model learn a refusal boundary between safe and unsafe, based on the user's intent. It has been found that this binary training regime often leads to brittleness, since the user intent cannot reliably be evaluated, especially if the attacker obfuscates their intent, and also makes the system seem unhelpful. In response, frontier models, such as GPT-5, have shifted from refusal-based safeguards to safe completion, that aims to maximize helpfulness while obeying safety constraints. However, safe completion could be exploited when a user pretends their intention is benign. Specifically, this intent inversion would be effective in multi-turn conversation, where the attacker has multiple opportunities to reinforce their deceptively benign intent. In this work, we introduce a novel multi-turn jailbreaking method that exploits this vulnerability. Our approach gradually builds conversational trust by simulating benign-seeming intentions and by exploiting the consistency property of the model, ultimately guiding the target model toward harmful, detailed outputs. Most crucially, our approach also uncovered an additional class of model vulnerability that we call para-jailbreaking that has been unnoticed up to now. Para-jailbreaking describes the situation where the model may not reveal harmful direct reply to the attack query, however the information that it reveals is nevertheless harmful. Our contributions are threefold. First, it achieves high success rates against frontier models including GPT-5-thinking and Claude-Sonnet-4.5. Second, our approach revealed and addressed para-jailbreaking harmful output. Third, experiments on multimodal VLM models showed that our approach outperformed state-of-the-art models.
As language model safeguards become more robust, attackers are pushed toward developing increasingly complex jailbreaks. Prior work has found that this complexity imposes a "jailbreak tax" that degrades the target model's task performance. We show that this tax scales inversely with model capability and that the most advanced jailbreaks effectively yield no reduction in model capabilities. Evaluating 28 jailbreaks on five benchmarks across Claude models ranging in capability from Haiku 4.5 to Opus 4.6, we find Haiku 4.5 loses an average of 33.1% on benchmark performance when jailbroken, while Opus 4.6 at max thinking effort loses only 7.7%. We also observe that across all models, reasoning-heavy tasks display considerably more degradation than knowledge-recall tasks. Finally, Boundary Point Jailbreaking, currently the strongest jailbreak against deployed classifiers, achieves near-perfect classifier evasion with near-zero degradation across safeguarded models. We recommend that safety cases for frontier models should not rely on a meaningful capability degradation from jailbreaks.
Multi-turn jailbreak attacks progressively erode LLM safety alignment across seemingly innocuous conversation turns, achieving success rates exceeding 90% against state-of-the-art models. Existing alignment-based and guardrail methods suffer from three key limitations: they require costly weight modification, evaluate each turn independently without modeling cumulative safety erosion, and detect attacks only after harmful content has been generated. To address these limitations, we first formulate the proactive early jailbreak detection problem with a new metric, detection lead, that measures how early an attack can be detected before the LLM complies. We then propose SAFEDREAM, a lightweight world-model-based framework that operates as an external module without modifying the LLM's weights. SAFEDREAM introduces three components: (1) a safety state world model that encodes LLM hidden states into a compact safety representation and predicts how it evolves across turns, (2) CUSUM detection that accumulates weak per-turn risk signals into reliable evidence, and (3) contrastive imagination that simultaneously rolls out attack and benign futures in latent space to issue early alarms before jailbreaks occur. On three multi-turn jailbreak benchmarks (XGuard-Train, SafeDialBench, SafeMTData) against 8 baselines, SAFEDREAM achieves the best detection timeliness across all benchmarks (1.06-1.20 turns before compliance) while maintaining competitive false positive rates and outperforming baselines in detection quality.
Large language model safety and security research is preoccupied with, among other things, detecting and preventing jailbreak attacks: alignment bypasses that allow an adversarial user to elicit unwanted or harmful outputs from models. Arbitrary cipher, or covert communication, attacks are one such type of jailbreak and have previously been demonstrated against the fine-tuning APIs of commercial models. In these attacks, target models are trained on a corpus of encrypted harmful questions and responses and subsequently respond to harmful requests through the learned encryption scheme. In this paper, we show that newer frontier models do not require fine-tuning to acquire cipher-based communication skills. Instead, they can learn these skills through prompting and, when necessary, through in-context learning. Furthermore, model alignment is significantly weakened or entirely bypassed when communication occurs through the learned cipher. To the best of our knowledge, this constitutes a novel attack vector against commercial black-box large language models. We demonstrate successful jailbreaks against frontier models developed by Anthropic, Google, and OpenAI. Our attack bypasses commercial harmfulness classifiers because harmful content is encrypted and therefore appears as nonsensical text or gibberish.