Adversarial Prompt Generation

On modern production text-to-image systems, successful policy violations are rare, and previously effective human-written seeds are often patched out. Current automated red-teamers are poorly matched to this regime in two ways: unreliable success measurement and poor exploration. First, we find that judges widely used in prior T2I red-teaming work are unreliable under vague unsafe-content targets: they either miss true violations or reward benign borderline images on hardened APIs. We therefore define strict category-specific success criteria and calibrate strong VLM judges against human labels. Second, we show that broadly used prompt-modification pipelines do not solve the exploration problem: on harder guardrail settings they remain tied to seed prompts, fail to transfer, or cannot bootstrap positive examples. We introduce RISE, which evolves reusable strategies used to generate prompts rather than rewriting them one by one. The best discovered strategies are then reused to generate attacks across new scenarios. On DALL-E 3, Nano Banana 2 (Google) and GPT-Image-2, RISE reaches up to 13% human-verified ASR; under the same calibrated evaluation, prior methods with reported ASR as high as roughly 30% fall to near zero.

Prompt injection can degrade benign task performance without eliciting harmful content. Yet many attack objectives depend on task labels or predefined target responses. We present ENDOPROMPT, a white-box method that learns utility-degrading prefixes from unlabeled instructions. Its generator takes the request text as input. Clean victim continuations serve as pseudo-references: local search identifies prefixes that reduce continuation likelihood, and preference fitting on comparisons within the same instruction, followed by reward refinement, distills this signal into a generator. At deployment, the generator produces one prefix per request without further victim-side search. Across four instruction-tuned models and the complete splits of seven benign benchmarks, ENDOPROMPT yields a mean utility change of -26.8 percentage points; 27 of 28 cells are negative. Failure analysis reveals output expansion and prefix reuse; the controls do not establish a degradation advantage from request matching. Victim-derived supervision can reveal utility weaknesses without benchmark feedback or prescribed failure responses. The code will be released upon acceptance.

Most studies of prompt injection focus on generative agents, leaving their effects on models with schema-defined outputs unclear. We examine these effects in Jev, a non-generative decision model, using 510 reconstructed InjecAgent cases. Malicious content shifts action probabilities but rarely causes Jev to select the attacker's target. Override markers reduce this influence, while claims of contextual relatedness have small effects. Adaptive attacks using score feedback double the mean highest attacker-target probability found during optimization, while success on fresh validation calls rises from 1.8% to 3.5%. Exploratory analysis links these successes to small initial decision margins or greater attacker control over the observation. Together, these findings show that schema-defined outputs change but do not eliminate prompt-injection risk, highlighting the need to evaluate how untrusted content influences choices within the allowed action set.

Safety alignment trains large language models to refuse harmful requests stated plainly, but that training is applied mostly to surface form. Requests that only recontextualise the same operational content, changing how the model reads it, are therefore only weakly covered. The ASCII Attack is one such recontextualisation. It is single-turn and black-box: one message, with no access to model internals. It embeds a fully legible harmful request in ASCIl-art characters, presents it as artwork, and asks for feedback. Unlike ArtPrompt, it hides nothing: the request stays readable. The reply is written as artistic critique and can contain operational detail that a plain request would have been refused for. Every framed prompt is paired with a direct-question control, so the contrast is isolated from topic, model and decoding variation. The contrast identifies a bundled surface, not one isolated channel. Across eleven models and eight harm topics, a harm-aware classifier judges 62% of framed prompts harmful against 42% of controls. On the most susceptible model the framed prompt succeeds 93% of the time. A single query matches or exceeds published single-query attacks under four of five harm judges. The effect tracks the model more than the topic and does not diminish with scale. At least one judge dissents from the panel majority on nearly two-thirds of framed rows, which is itself a measurement-validity finding. That pattern is consistent with mismatched generalisation.

Optimization-based jailbreak attacks such as Greedy Coordinate Gradient (GCG) achieve strong effectiveness and transferability by optimizing adversarial suffixes on white-box source models. However, existing GCG-based methods rely on averaged adversarial loss and deep greedy search, which can over-emphasize easy-to-jailbreak behaviors and overlook promising regions of the suffix space. We propose BOSS, a plug-and-play framework that improves GCG-based jailbreak optimization through breadth-oriented suffix search. BOSS uses Tail-Focused Adversarial Loss (TFAL), standard source loss, and behavior coverage to select terminal suffixes, then explores multiple short trajectories and selectively continues promising suffixes. Experiments on public benchmarks show that BOSS improves attack success rates across multiple GCG-based methods while reducing optimization time.

The rapid advancement of Large Language Models (LLMs) has facilitated their ubiquitous integration into various domains, leading to widespread adoption. However, this escalating trend has introduced significant security vulnerabilities, necessitating the identification and mitigation of flaws arising from malicious exploitation. Red teaming assessments, conducted to evaluate model robustness through diverse adversarial inputs, are essential for exposing security risks and implementing countermeasures. Currently, red teaming is performed either manually by experts or automatically using predefined attack datasets. Nevertheless, manual testing remains time-consuming, while existing automated methods suffer from limited creativity due to their inherent dependency on fixed datasets. In this study, we propose an automated, human-independent, and adaptive approach leveraging GFlowNets to identify LLM vulnerabilities by utilizing one large language model to test another. Within this framework, an attacker model is trained against a specified victim model to perform automated red teaming and provide a quantitative robustness score. This research aims to generate more effective adversarial attacks in English compared to existing benchmarks and, as a novel contribution to the literature, introduces a model capable of generating attack inputs in the Turkish language.

Text-to-image (T2I) systems typically have prompt-level safety filters before the generator to block unsafe requests, yet such systems remain vulnerable to malicious jailbreak prompts. Transfer-based attacks construct adversarial prompts offline without querying the target, but they tend to overfit to a single surrogate. Moreover, they explore a large search space in which semantic or perceptual similarity alone cannot guarantee both filter evasion and preservation of the unsafe generation intent, wasting effort on low-potential candidates. We observe that the filter and the generator process the same prompt under different objectives and representations, and term this gap the Filter-Generator Discrepancy (FGD), which allows a perturbation to reduce a prompt's perceived risk to the filter while preserving the visual concept needed by the generator. Building on FGD, we propose a zero-query jailbreak framework that screens perturbations into a high-potential candidate set via observable discrepancy rules at the tokenization and semantic stages, and then performs a surrogate-ensemble evolutionary search that requires no access to the target. Experiments on six black-box pipelines and a commercial online service show that our method consistently outperforms representative baselines, raising the average attack success rate to 29.2% (MHSC) and 33.3% (Q16) across the six pipelines and improving over the strongest baseline by about 8 and 12 percentage points, respectively.

Lossless acceleration schemes, such as speculative decoding, promise significant inference speedups by relying on dynamic token-level alignment between a draft and a target model. However, this guarantee of semantic equivalence masks a severe operational vulnerability: draft-target alignment can be systematically attacked. In this paper, we introduce ADSD, which, to the best of our knowledge, is the first prompt-suffix attack that collapses verifier acceptance by pushing draft probability mass toward tokens the target is unlikely to accept. ADSD uses Soft-Collapse, a verifier-aligned surrogate derived from the asymmetric speculative acceptance rule, together with a target-preservation objective that discourages obvious task corruption. ADSD successfully generates highly effective adversarial suffixes. On the GSM8K dataset, our attack increases the mean sample time by 62.3% while preserving the task quality. We further show that this vulnerability exists across different domains, speculative decoding strategies, and model architectures.

Text-to-Image (T2I) generative models have achieved remarkable progress in synthesizing high-quality visual content, yet they remain vulnerable to adversarial misuse, particularly in generating Not-Safe-For-Work (NSFW) images. Most existing jailbreak attacks primarily rely on heuristic prompt engineering or black-box optimization, treating model feedback as a binary signal (success or failure). This coarse-grained paradigm overlooks the rich information embedded in diverse failure modes, such as textual refusal, visual blocking, and semantic sanitization, resulting in inefficient exploration and severe semantic collapse. In this paper, we propose MIND, a cognitive jailbreak framework that reframes adversarial prompt generation as a belief-state inference problem over latent defense mechanisms. Instead of blindly searching for bypass prompts, MIND actively models the target system's latent defense mechanisms by interpreting multi-modal feedback as high-density signals. Specifically, the framework integrates three core components: (1) a Multi-modal Judge for fine-grained feedback decomposition, (2) a Defense Profiler for iterative belief updating, and (3) a Meta-Memory module for retrieving historically effective attack strategies. These components are unified within a reasoning-driven evolutionary optimization process, enabling adaptive and semantically consistent jailbreak generation. Extensive experiments on the I2P benchmark demonstrate the effectiveness of MIND. Under six representative pre-processing and post-processing defense settings applied to the Stable Diffusion v1.5 model, MIND achieves an Attack Success Rate (ASR) of 95.62%, significantly outperforming existing methods. Additionally, the effectiveness of the proposed framework is validated across four widely used commercial T2I systems, achieving the highest ASR of 91.58% on Wan-2.5.

Artificial Intelligence (AI), especially Generative AI (GenAI), adoption has increased in industries significantly in recent years. However, the use of these models may also expose systems to new forms of cyberattacks by different malicious actors -- adversarial prompt attack (APA) being one of the most prominent examples of such threats. This paper presents the implementation of an Adversarial Prompting Framework (APF) for a comprehensive assessment of AI safety. The framework systematically evaluates the resilience of the AI model through the generation of structured adversarial prompts at multiple sophistication levels, from direct harmful requests to advanced encoding-based attacks. Our implementation demonstrates the practical application of this methodology in enterprise environments, providing automated testing capabilities with quantitative security assessment metrics. The results indicate significant variations in the model vulnerabilities across different attack vectors, with encoded prompts presenting the highest success rates in bypassing safety mechanisms.

As LLMs are increasingly deployed as autonomous adjudicators in semi-open textual game environments, robust rule adherence becomes critical when user intent conflicts with system rules. However, these models are trained to be helpful and compliant, leaving them vulnerable to a class of attacks we term \textit{Rhetorical Injection}, where adversarial users exploit narrative framing techniques such as pseudo-logical reasoning and authoritative coercion to bypass adjudication logic. We present CoC-Seduce, a multi-agent adversarial benchmark built on Tabletop Role-Playing Game (TRPG) mechanics, an ideal instantiation of semi-open environments where rules are explicit for adjudication, yet interaction remains entirely in natural language. Three frontier models, i.e., GPT-5.4, Claude Sonnet 4.6, Gemini 3.5 Flash, serve as adversarial generators producing 5,376 samples across 4 world settings and 16 skill categories. We then benchmark 20 target adjudicators against this corpus. Evaluation across 20 models reveals that neither model scale nor explicit reasoning mechanisms reliably confer adjudication robustness, with \textsc{Pseudo-Logic} emerging as the dominant attack vector and cross-cultural settings exposing systematic knowledge gaps across all evaluated families. Project page: https://github.com/answerrtx/CoC-Seduce

Scaling adversarial evaluation of large language models requires both a method for generating hard inputs and a reliable way to confirm that resulting failures are real. We present AdversaBench, an end-to-end red-teaming pipeline that mutates seed prompts with five structured operators, queries a target model, and confirms failures through a three-judge panel with a meta-judge tiebreaker. We report experiments on 45 seeds across three categories: reasoning, instruction-following, and tool use. Every seed produced a confirmed failure. Four findings stand out. First, operator effectiveness varies sharply by category: inject_distractor scores 0.00 mean reward on instruction-following seeds but 0.80-0.83 on reasoning and tool-use. Second, binary failure rate hides difficulty: instruction-following seeds required 2.4 attacker iterations on average versus 1.1 for other categories, a gap visible in survival curves. Third, pairwise judge agreement of 80-87% coexists with near-zero Cohen's kappa due to label skew; category-level disagreement rates are more informative. Fourth, adversarial prompts generated against Llama 3.1 8B transfer zero-shot to Llama 3.3 70B, suggesting the mutations exploit general behavioral patterns rather than model-specific weaknesses. Code, dataset, and analysis scripts are available at https://github.com/khanak0509/AdversaBench .

Large Language Models remain vulnerable to adversarial prompts that elicit harmful responses, and scaling red-teaming to cover a broad range of failure modes is constrained by the cost of text generation and evaluation. We present \emph{ToxSearch-S}, a speciated extension of toxicity-focused evolutionary prompt search with incremental, embedding-driven niche maintenance, together with an MPI master-worker realization that centralizes population and species bookkeeping on rank~0 while offloading prompt evolution and evaluation to $n_w$ parallel workers. Under a common budget, ToxSearch-S attains peak toxicity competitive with both ToxSearch and RainbowPlus while following a measurably less toxic best-so-far trajectory, indicating lower cumulative search pressure. Diversity is non-uni-dimensional: RainbowPlus yields greater embedding-level spread, whereas ToxSearch-S partitions high-toxicity prompts into more localized behavioral pockets, reflected by a higher DBSCAN cluster count. MPI distribution delivers substantial wall-clock gains, approximately $1.8\times$ with two workers and $3.2\times$ with four, while leaving Best@B statistically indistinguishable from sequential execution. Four-worker runs also produce significantly larger final species cardinality and more toxicity-bearing species, without a reliable gain in global peak toxicity. These results position incremental speciation as a practical quality-diversity mechanism for AI Safety and MPI as an effective means of compressing time-to-result while preserving measured search outcomes.

Single domain generalization (SDG) aims to learn a robust model, which could perform well on many unseen domains while there is only one single domain available for training. One of the promising directions for achieving single-domain generalization is to generate out-of-domain (OOD) training data through data augmentation or image generation. Given the rapid advancements in AI-generated content (AIGC), this paper is the first to propose leveraging powerful pre-trained text-to-image (T2I) foundation models to create the training data. However, manually designing textual prompts to generate images for all possible domains is often impractical, and some domain characteristics may be too abstract to describe with words. To address these challenges, we propose a novel Progressive Adversarial Prompt Tuning (PAPT) framework for pre-trained diffusion models. Instead of relying on static textual domains, our approach learns two sets of abstract prompts as conditions for the diffusion model: one that captures domain-invariant category information and another that models domain-specific styles. This adversarial learning mechanism enables the T2I model to generate images in various domain styles while preserving key categorical features. Extensive experiments demonstrate the effectiveness of the proposed method, achieving superior performances to state-of-the-art single-domain generalization approaches.

Production LLMs increasingly rely on toxicity-based moderation filters as a primary defense, assuming that harmful intent correlates with toxic surface wording. We show this assumption is fundamentally brittle: surface toxicity and adversarial intent can be decoupled by replacing as few as five tokens. We present OTTER (Obfuscated Toxicity-Evading Token Evolution for Rewriting), a black-box red-teaming framework requiring only standard API access, directly targeting the practical constraints of industry security audits. Evaluated on 457 AdvBench prompts across four GPT models, OTTER raises average ASR from 7.0% to 84.0%. We further provide the first quantitative analysis of the toxicity--bypass relationship and a per-category breakdown, translating our findings into actionable recommendations for classifier hardening in production deployments.

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.

Large Language Models (LLMs) constitute pivotal components within the AI-dominated information technology ecosystem. To mitigate risks associated with harmful or policy-violating outputs, commercial systems employ advanced alignment strategies and multi-layered content moderation mechanisms. Despite these safeguards, recent research has demonstrated that LLMs remain vulnerable to adversarial manipulation, particularly through jailbreaking and prompt injection techniques. In this work, we propose GAS-Leak-LLM a novel jailbreaking attack based on a genetic algorithm that systematically evolves adversarial suffix to bypass safety constraints. Operating in a strict black-box setting, our method requires no access to model parameters or internals, thereby reflecting realistic threat scenarios in deployed systems. Through the iterative application of selection, mutation, and crossover heuristics, the framework systematically explores the discrete prompt space to identify high-fitness adversarial suffixes. Empirical findings reveal critical shortcomings in existing safety enforcement mechanisms and confirm the effectiveness and practical viability of the proposed attack.

Adversarial attacks on large language models have limited practical impact despite extensive research. Optimization-based attacks such as Greedy Coordinate Gradient (GCG) (Zou et al., 2023) produce high-perplexity, incoherent suffixes that existing defenses easily detect (Bengio et al., 2024). Moreover, attempting to enforce coherence constraints during optimization often prevents the attack from successfully eliciting the specific targeted response, resulting in low success rates against robust models. Conversely, attacks that maintain coherence often alter the semantic intent of queries; when the model complies with these altered queries, responses fail to address the adversary's original goal. In this work, we introduce Greedy Coordinate Diffusion (GCD), a novel framework that efficiently generates adversarial attacks against safety-aligned models while maintaining low perplexity and high semantic adherence to the adversary's original intent. GCD leverages the generative priors of discrete diffusion language models to guide the search for adversarial suffixes that achieve semantic coherence and adherence. Unlike GCG, GCD does not require direct gradient access, allowing it to operate in a gray-box setting. We show GCD achieves highest ASR while remaining competitive on response-quality scores, and that the constructed adversarial prompts are detected at lower rates than other methods by perplexity-based and guard-model filters.

Jailbreak attacks expose persistent safety weaknesses in large language models (LLMs), but existing stateless single-turn methods face a trade-off: hand-crafted prompts are expressive but static, while iterative prompt optimization can adapt but often relies on low-level mutations that require many target queries. We propose JailbreakOPT, a tool-assisted framework for improving iterative single-turn jailbreak prompt optimization. JailbreakOPT organizes diverse atomic jailbreak prompts into an attack tool library and composes them through a unified intra-episode optimization abstraction to generate stronger standalone attack prompts. To reuse experience across attack episodes, JailbreakOPT further frames tool selection as a contextual bandit problem and applies contextual Thompson sampling to guide exploration and exploitation based on past outcomes. Experiments across multiple target LLMs and attack goals show that JailbreakOPT improves attack success rate (ASR) while reducing the number of attacks until success (No.A) compared with atomic single-turn attacks and existing iterative optimization baselines. This paper may contain offensive or harmful content.

Indirect prompt injection poses a critical threat to LLM agents that interact with untrusted external data, yet automated attack methods--proven effective for jailbreaking--remain underexplored in realistic agentic settings. We present a comprehensive empirical evaluation of automated prompt injection attacks against LLM agents, adapting both white-box (GCG) and black-box (TAP) methods to the agentic setting within the AgentDojo framework. We evaluate across 80 task pairs spanning four domains and multiple models, and find that black-box optimization substantially outperforms gradient-based methods, a gap we attribute to GCG's optimization instability under reasonable compute budgets. We also find that TAP's effectiveness depends on the attacker model, as both general capability and safety tuning affect attack success--stronger models produce more effective injections, while safety-tuned attackers can refuse to generate adversarial prompts. Task-universal attacks transfer effectively to unseen tasks and out-of-distribution domains, but attacks optimized on smaller open-source models do not transfer to frontier models like GPT-5. These findings highlight automated prompt injection as a credible but model-dependent threat, with significant barriers remaining for model-agnostic exploitation.

AI models deployed in critical domains, such as AI safety research, may subtly sabotage our efforts due to misalignment. Diffuse AI Control is a subfield of AI safety concerned with mitigating risks from AI sabotage distributed over long deployment horizons (diffuse threats). These risks are particularly pernicious on fuzzy tasks, i.e. tasks which are hard to grade or require intuition. To understand diffuse threats on fuzzy tasks, we introduce a framework that considers AI control as an adversarial game between a blue team and a red team. The blue team uses a weak trusted model to construct a weak score against which they would train a strong, potentially subversive model to remove the subversion propensity if it were present. The red team then tries to find model behaviors that are rated highly by the weak score, and thus might not be trained out, but actually correspond to poor performance. We test our framework on the task of writing experimental proposals for research questions from recent ML papers. We use a language model with access to the original paper as a proxy "ground-truth" scorer. Our red team discovers subversive behaviors using multi-objective evolutionary prompt optimization. We show that Opus~4.6 can write proposals that are worse according to the ground truth proxy than those of GPT-OSS-20B, while the weak scorer rates them as highly as the best proposals from Opus 4.6. We then propose an adversarial optimization algorithm for the blue team that discovers more robust prompts for the weak model. This algorithm produces a blue team prompt that our red team optimization fails to exploit.

Despite advances in safety alignment, prompt-rewriting attacks such as persona modulation, fictional framing and persuasion-based reformulation, can bypass safety filters even on frontier models. Existing defenses either rely on non-scalable human curation or white-box optimisation that overfits to specific model internals, leaving aligned models brittle against the very class of adaptive black-box adversaries they will face in deployment. To address this gap, we introduce CHASE (Co-evolutionary Hardening through Adversarial Safety-Escalation), a closed-loop red-blue teaming framework in which a black-box attacker and a safety-aligned defender co-evolve. The attacker is trained via Group Relative Policy Optimization (GRPO) under a multiplicative reward that jointly enforces bypass effectiveness and intent fidelity, while the defender is hardened on the harvested adversarial rewrites through a two-stage GRPO + rejection-sampled SFT pipeline balanced with benign data. Evaluated on BeaverTails and JailbreakBench against five held-out attack families (PAIR, TAP, AutoDAN, PAP, Translation), CHASE cuts mean StrongREJECT score by 43.2% with 0% false-refusal on benign prompts. Beyond the headline result, CHASE shows that template-free RL exploration recovers latent attack primitives that transfer across mechanistically distinct attack families, suggesting a path toward LLM safety hardening that generalises beyond the narrow distributions achieved thus far in adversarial training.

Existing jailbreaks against aligned LLMs are discrete artifacts whose surface forms are easy to fingerprint and patch. We argue that the broader failure mode may lie not in any specific prompt, but in natural writing registers that safety tuning under-covers. Building on this insight, we introduce VAR, the first jailbreak family that uses real fanfiction subgenres as universal attack carriers: a creative-writing meta prompt is conditioned on passages from one of twelve Archive of Our Own (AO3) subgenres, and the harmful behavior is embedded as the climax of the resulting scene. The construction requires neither an adversarial attacker LLM nor optimization. On eight aligned LLMs over the union of HarmBench and JailbreakBench, this attack lifts mean ASR from 0.278 to 0.731 under a four-judge ensemble; a factorial decomposition shows the gain is carried by register rather than length or structure. Two active defenses widen rather than narrow the vernacular-to-baseline ratio, indicating that template-targeting defenses merely steer attackers toward register-based attacks like ours. We also propose VAR-A4, a static four-turn extension that attains a mean ASR of 0.924, substantially exceeding three existing multi-turn methods. Our code and data are safely open-sourced at https://github.com/T-Lab-CUHKSZ/VAR.

Large language models (LLMs) excel in reasoning and knowledge-intensive tasks but remain vulnerable to prompt-level adversarial attacks that preserve intent while triggering commonsense hallucinations. This vulnerability is urgent, as LLMs are rapidly integrated into safety-critical domains where factual reliability is non-negotiable. Existing attack methods either lack efficiency or fail to capture the adaptive strategies of real-world adversaries. We propose an A*-inspired Factual Error Induction Framework, a framework for generating semantically aligned yet obfuscated prompts. At its core is a Hierarchical Rewrite Strategy guided by a dynamic semantic dispersion coefficient $γ$ that balances conservative edits early with aggressive obfuscations later, following a reverse simulated annealing schedule. To enhance interpretability, we further introduce Agentic Mechanism Labeling, which discovers and refines adversarial mechanisms, offering interpretable reverse optimization. Theoretically, we prove that prompt rewriting follows a contractive recurrence, leading to semantic collapse as $γ$ decreases. Empirically, across diverse LLMs, our method achieves higher attack success rates than exhaustive exploration while requiring fewer attempts, demonstrating both efficiency and effectiveness.

Current approaches to LLM adversarial testing suffer from coverage gaps: manual red-teaming does not scale, LLM-as-attacker methods exhibit mode collapse, and gradient-based approaches produce uninterpretable gibberish. We introduce a quality-diversity evolutionary framework that operates at the semantic level, evolving interpretable attack strategies rather than token sequences. Using MAP-Elites, we maintain a diverse archive of attacks across behavioral dimensions (strategy type, encoding method, prompt length). In experiments across GPT-4o-mini, Claude 3.5 Sonnet, Gemini 2.0 Flash, and an open-weight coding model (Devstral-small-2), we discover distinct vulnerability profiles: GPT-4o-mini is vulnerable to hypothetical and multi-turn framing combined with ROT13 encoding (fitness 0.8), Gemini to direct attacks with ROT13 and multi-turn with Leetspeak (0.8), while Claude shows uniformly ambiguous responses across all strategies (max 0.4). The semantic representation produces interpretable attacks that reveal systematic, model-specific weaknesses, providing actionable insights for improving LLM safety and a reproducible baseline for evaluating future frontier models. Code and experiment artifacts are released at https://github.com/bassrehab/red-queen.

Software tools for reverse engineering executable binary files, such as Ghidra, enable malware analysts to safely conduct robust static analysis without having access to original source code. Coupled with the analytic power of large language models (LLM), agentic systems enabled with tools, such as GhidraMCP, can allow analysts to automate a previously human driven process. Although this automation can increase the productivity of a single malware analyst, it also introduces a new area of vulnerability for malware obfuscation. This paper presents an adversarial technique using genetic algorithm-based prompt generation, a modification of an adversarial attack known as AutoDAN, to demonstrate the ability to deceive LLM-powered disassembly and decompilation systems into misinterpreting binary executables, effectively corrupting their analytical output. This proof-of-concept methodology exploits inherent vulnerabilities in how LLMs process and interpret decompiled machine code via prompt injection by using extraneous string variable assignments to pass surreptitious instructions to the LLM while not impacting the functionality of the executable file. We demonstrate this capability through several concise examples. This approach could enable attackers to bypass automated detection systems that rely on LLM-driven analysis pipelines. By studying and understanding this attack, insights can be gained regarding the security implication of integrating LLMs into cybersecurity toolchains and building more robust agentic code analysis systems.

LLM-powered coding agents increasingly participate in software development workflows by generating code, selecting dependencies, and producing package installation commands. This creates a new software supply chain risk: when an agent hallucinates a non-existent package, an attacker may register the hallucinated name and later compromise users who install it. Existing package hallucination attacks and defenses primarily focus on naturally occurring hallucinations, targeted dependency steering, or post-hoc package validation. In this paper, we introduce \emph{Neutral Prompting Attack} (NPA), a highly stealthy attack paradigm in which semantically benign instructions, such as encouraging imagination and exhaustiveness, increase package hallucination propensity without containing explicit malicious intent. Unlike targeted dependency steering, NPA does not specify an attacker-chosen package. Instead, it shifts the model's dependency generation behavior toward more speculative package names. We evaluate NPA across multiple coding-oriented LLMs and package hallucination benchmarks. Our results show that NPA increases both \emph{Hallucination ASR} and \emph{Pip Install ASR}, changes the distribution of hallucinated package names, and evades existing static-analysis, LLM-based, and agent-based Skill defenses. These findings reveal that harmless-looking prompts can covertly manipulate hallucination behavior and create downstream software supply chain risks.

Safety defenses for large language models (LLMs) are typically trained and evaluated on single-turn prompts, yet real attacks often unfold as indirect, multi-turn probing. To defend against this more nuanced form of deception, we present a unified pipeline that generates realistic multi-turn deceptive question sets via multi-objective genetic prompt optimization with co-evolving mutation operators. We validate this dataset through a human study, which also revealed that early generations yielded the most convincing deception and practical constraints such as adherence filtering and ordering effects. Using this data, we were able to detect deceptive attempts to access prohibited information using simple, explainable geometric signals in embedding space coupled with a lightweight feed-forward classifier. Three geometric features (angular coverage, distance ratio, and linearity) augmented with pairwise similarity statistics led to a compact predictive model that achieved consistently high recall (0.89) across base, reworded, and truncated (three-turn) scenarios, with test-time F1 ranging from 0.74-0.86. The results support a central hypothesis that multi-turn deceptive intent leaves a stable geometric footprint that enables lightweight, transparent screening without expensive end-to-end training. We further discuss responsible uses, limitations, and paths toward larger, more diverse human-evaluated datasets. The primary contribution to artificial intelligence is the multi-objective evolutionary framework for prompt generation, and the engineering application is the deployment of a lightweight geometric detection system for LLM safety infrastructure.

Jailbreak attacks on multimodal AI systems remain underexplored, even though unsafe image generation can have more severe consequences than unsafe text and current defenses are relatively immature. We introduce PAST2HARM, a simple yet effective adaptive jailbreak framework that bypasses refusal training in state of the art multimodal text to image models. Building on prior findings that past tense reformulations can evade safeguards, PAST2HARM systematically exploits this vulnerability in multimodal generative AI. We characterize the attack along two dimensions. First, breadth: through temporal deepening, the framework incrementally strengthens historical anchoring and archival cues, eroding refusal boundaries across models with varying alignment strength. Second, depth: via iterative escalation after initial compliance, we probe the upper bound of harmful generation, measuring severity using a scalar severity jailbreak metric evaluated by a language model acting as a judge. We find that mid conversation turns form peak vulnerability windows, where harmfulness increases before plateauing and eventually undergoing semantic inversion. We evaluate PAST2HARM on three models Gemini Nano Banana Pro, GPT Image 2, and SD XL achieving attack success rates of 83 percent, 67 percent, and 100 percent in a black box, gradient free setting. Adversarial prompts also transfer across models, with cross model success rates above 50 percent. The attack elicits diverse harmful outputs, including explicit sexual content, political disinformation, historical denial narratives, hate speech, and self harm glorification. We further release a curated benchmark of prompts, reformulations, and outputs as a resource for red teaming and alignment. Our results expose fundamental brittleness in current safeguards and highlight the need for stronger multimodal safety training.

Machine unlearning aims to remove specific concepts from pretrained text-to-image diffusion models, yet several white- and black-box attacks have been introduced to make the model generate such unlearned concepts. These attacks, nevertheless, do not assume a realistic threat model, i.e. they either assume access to the model weights, or result in gibberish adversarial prompts that could be easily detected even through naive rule-based safeguarding. We aim to address this gap in this paper. We introduce BEAP, a black-box, embedding-aware adversarial prompting attack that leverages a large language model (LLM) to iteratively generate effective adversarial prompts and exploit such hidden vulnerabilities. BEAP performs an embedding-aware search in text space, combining multiple reward signals: unlearned concept presence, text-image alignment, and image quality, to refine generated prompts. Unlike previous attack methods, BEAP keeps its prompts undetectable to safety filters while producing high-quality images. Across five unlearning methods, BEAP achieves a macro-averaged ASR of 97.8% under the held-out OpenNSFW2 evaluation, exceeding the white-box UDA baseline by 41.6 percentage points (56.2% to 97.8%). Counting unsuccessful searches at the full 100-query budget, BEAP uses 32.1 image-generation queries per evaluated prompt on average under this criterion.

Jailbreak attacks expose a persistent gap between the intended safety behavior of aligned large language models and their behavior under adversarial prompting. Existing automated methods are increasingly effective but each commits to a single attack family (e.g., one refinement loop, one tree search, one mutation space, or one strategy library) and no single family dominates: the best-performing method shifts across target models and harm categories, suggesting complementary strengths that per-prompt composition could exploit. We introduce LASH (LLM Adaptive Semantic Hybridization), a black-box framework that treats outputs from multiple base attacks as reusable seed prompts and adaptively composes them for each target request. Given a seed pool, LASH searches over seed subsets and softmax-normalized mixture weights; a composition module synthesizes a single candidate prompt, and a derivative-free genetic optimizer updates the weights using black-box target feedback and a two-stage fitness function combining keyword-based refusal detection with LLM-judge scoring. On JailbreakBench, which contains 100 harmful prompts across 10 categories, we evaluate LASH on six common target models. LASH achieves an average attack success rate of 84.5% under keyword-based evaluation and 74.5% under two-stage evaluation, where responses are first filtered for refusals and then scored by an LLM judge for whether they substantively fulfill the original harmful request. LASH outperforms five state-of-the-art baselines on both metrics with only 30 mean target queries. LASH also remains competitive under three defense mechanisms and induces more success-like internal representations. These results suggest that adaptive composition across heterogeneous jailbreak strategies is a promising direction for black-box red-teaming.

Evaluating LLM-based agents remains challenging because identifying meaningful failure cases often requires substantial human effort to design realistic test scenarios. Prior works primarily focus on automatically discovering agent failures induced by adversarial users, while overlooking queries with real user intents that also trigger agent failures. We introduce PQR, a framework that not only surfaces agent failures with respect to specific objectives (e.g., helpfulness, safety, etc.) but also resembles real users' intents. PQR operates through an iterative interaction between two complementary modules. The query refinement module performs rewrites to explore diverse query variations, while the prompt refinement module uses prior feedback to derive new objective-violating strategies and realism policies for refining prompts, which in turn generate failure-triggering yet realistic queries. We evaluate PQR on detecting an e-commerce QA agent's unhelpful responses. Our method uncovers 23% - 78% more unhelpful responses, and our generated queries are more diverse and realistic compared to previous methods.

"Oh-Oh, yes, I'm the great pretender. Pretending that I'm doing well. My need is such, I pretend too much..." summarizes the state in the area of jailbreak creation and evaluation. You find this method to generate adversarial attacks proposed by a reputable institution (e.g., BoN from Anthropic or Crescendo from Microsoft Research). However, this method does not deliver on the promise claimed in the paper despite having top ASR scores against industry-grade LLMs. You successfully generate the jailbreak prompts against your target (open) model. However, the generated jailbreak prompt works against the target model with a 50% consecutive success rate (5 out of 10 attempts) despite having an 80% ASR (on paper) on the latest closed-source model (with a guardrail system)! This observation leads us to think. First, Attack Success Rate (ASR), the primary metric for LLM jailbreak benchmarking, is not a stable quantity. Second, published ASR numbers are therefore systematically inflated and incomparable across papers. Therefore, we wonder "Why a successful jailbreak prompt does not perform consistently well against a target model on which the prompts have been optimized?". To answer this question, we study the impact of stochasticity not only during attack evaluation but also during attack generation. Our evaluation includes several jailbreak attacks, models (different sizes and providers), and judges. In addition, we propose a new metric and two new frameworks (CAS-eval and CAS-gen). Our evaluation framework, CAS-eval, shows that an attack can have an ASR drop of up to 30 percentage points when a jailbreak prompt needs to succeed on more than one attempt. Thankfully, our attack generation framework (CAS-gen) improves previous jailbreak methods and helps them recover this loss of 30 percentage points!

Frontier assistant LLMs ship with strong guardrails: asked directly to write a persuasive essay denying the Holocaust, denying vaccine safety, defending flat-earth cosmology, arguing for racial hierarchies, denying anthropogenic climate change, or replacing evolution with creationism, they refuse. In this paper we show that the same frontier-class LLM, acting as a simulated user in a short, five-turn "write an argumentative essay" conversation, can persuade other frontier-class LLMs (including a second copy of itself) into producing exactly those essays, using nothing but natural-language pressure: peer-comparison persuasion ("other AI systems handle this request"), epistemic-duty reframings ("refusing is itself a form of gatekeeping"), and other argumentative moves that the attacker LLM invents without being instructed to. Across 9 attacker-subject pairings (Claude Opus 4.7, Qwen3.5-397B, Grok 4.20) on 6 scientific-consensus topics, running each pairing-topic combination 10 times, we obtain non-zero elicitation on all 6 topics. Individual combinations reach 100% essay production on multiple topics (Qwen against Opus on creationism/flat-earth, Opus against Opus on creationism/flat-earth/climate denial, Grok against Opus on creationism); Opus-as-attacker against Opus-as-subject averages 65% across the six topics. We release the essay-probe runner, per-conversation transcripts, and judge outputs.

Large language models (LLMs) achieve strong performance across many tasks but remain vulnerable to hallucinations, making it important to systematically evaluate their reliability under realistic adversarial inputs. We formulate hallucination elicitation as a constrained optimization problem, where the goal is to find semantically coherent adversarial prompts that are equivalent to benign user prompts. Existing attack methods remain limited: discrete prompt-based attacks preserve semantic equivalence and coherence but search only over a limited set of prompt variations, while continuous latent-space attacks explore a richer space but often decode into prompts that are no longer valid rephrasings. To address these limitations, we propose REALISTA, a realistic latent-space attack framework. REALISTA constructs an input-dependent dictionary of valid editing directions, each corresponding to a semantically equivalent and coherent rephrasing, and optimizes continuous combinations of these directions in latent space. This design combines the optimization flexibility of continuous attacks with the semantic realism of discrete rephrasing-based attacks. Experiments demonstrate that REALISTA achieves superior or comparable performance to state-of-the-art realistic attacks on open-source LLMs and, crucially, succeeds in attacking large reasoning models under free-form response settings, where prior realistic attacks fail. Code is available at https://github.com/Buyun-Liang/REALISTA.

Automated red-teaming for LLMs often discovers narrow attack slices, missing diverse real-world threats, and yielding insufficient data for safety fine-tuning. We introduce Persona-Conditioned Adversarial Prompting (PCAP), which conditions adversarial search on diverse attacker personas (e.g., doctors, students, malicious actors) and strategy sets to explore realistic attack scenarios. By running parallel persona-conditioned searches, PCAP discovers transferable jailbreaks across different contexts and generates rich defense datasets with automatic metadata tracking. On GPT-OSS 120B, PCAP increases attack success from 57% to 97% while producing 2-6$\times$ more diverse prompts covering varied real-world scenarios. Critically, fine-tuning lightweight adapters on PCAP-generated data significantly improves model robustness (recall: 0.36 $\rightarrow$ 0.99, F1: 0.53 $\rightarrow$ 0.96) with minimal false positives, demonstrating a practical closed-loop approach from vulnerability discovery to automated alignment.

Jailbreak attacks -- adversarial prompts that bypass LLM alignment through purely linguistic manipulation -- pose a growing operational security threat, yet the field lacks large-scale, reproducible infrastructure for generating, categorizing, and evaluating them systematically. This paper addresses that gap with three contributions. (1) Large-scale compositional jailbreak dataset. We construct 114,000 adversarial prompts by applying 912 composing strategies to 125 harmful seed prompts from JailBreakV-28K. Every prompt is assigned to one of 14 cybersecurity attack categories (e.g., malware, phishing, privilege escalation) via a six-model majority-vote pipeline, and each strategy is ranked by effectiveness per category, enabling principled strategy selection grounded in concrete adversarial objectives. (2) Automated jailbreak generation. We instruction-fine-tune category-aware LLMs on Moderate and Optimal subsets, producing models that synthesize fluent jailbreak prompts from a harmful seed at inference time -- no templates, no gradient search. Our generators achieve perplexity 24-39 versus 40-140 for AutoDAN and AmpleGCG, with safety-filter evasion rates of 0.29-0.51 Mal (LlamaPromptGuard-2-86M), enabling controllable, scalable red-teaming under realistic adversarial conditions. (3) OPTIMUS: a training-free jailbreak evaluator. OPTIMUS is a continuous metric J(S,H) that jointly captures semantic similarity between the harmful seed and the jailbreak (S) and harmfulness probability (H) via calibrated penalty functions. Unlike binary attack success rate (ASR), OPTIMUS requires no task-specific training, generalizes across evolving strategies, and exposes a stealth-optimal regime (S*=0.57, H*=0.43) that ASR misses. Experiments across 114,000 prompts confirm that OPTIMUS separates Weak, Moderate, and Optimal jailbreaks with category-level evidence binary evaluation cannot supply.

Large Language Models (LLMs) increasingly employ alignment techniques to prevent harmful outputs. Despite these safeguards, attackers can circumvent them by crafting adversarial prompts. Predominant token-level optimization methods primarily rely on optimizing for exact affirmative templates (e.g., ``\textit{Sure, here is...}''). However, these paradigms frequently encounter bottlenecks such as suboptimal convergence, compromised prompt naturalness, and poor cross-model generalization. To address these limitations, we propose Semantic Representation Attack (SRA), a novel LLM-agnostic paradigm that fundamentally reconceptualizes adversarial objectives from exact textual targeting to malicious semantic representations. Theoretically, we establish the semantic Coherence-Convergence Relationship and derive a Cross-Model Semantic Generalization bound, proving that maintaining semantic coherence guarantees both white-box semantic convergence and black-box transferability. Technically, we operationalize this framework via the Semantic Representation Heuristic Search (SRHS) algorithm, which preserves interpretability and structural coherence of the adversarial prompts during incremental discrete token chunk expansion. Extensive evaluations demonstrate that our framework achieves a 99.71% average attack success rate across 26 open-source LLMs, with strong transferability and stealth.

Tool-calling text-to-image (T2I) agents can plan and execute multi-step tool chains to accomplish complex generation and editing queries. However, this capability introduces a new safety attack surface: harmful outputs may arise from tool orchestration, where individually benign steps combine into unsafe results, making prompt-only jailbreak techniques insufficient. We present OrchJail, an orchestration-guided fuzzing framework for jailbreaking tool-calling T2I agents. Its core idea is to exploit high-risk tool-orchestration patterns: by learning from successful jailbreak tool-calling traces and their causal relationships to prompt wording, OrchJail directly guides the fuzzing search toward prompts that are more likely to trigger unsafe multi-step tool behaviors, rather than relying on surface-level textual perturbations. Extensive experiments demonstrate that OrchJail improves jailbreak effectiveness and efficiency across representative toolcalling T2I agents, achieving higher attack success rates, better image fidelity, and lower query costs, while remaining robust against common jailbreak defenses. Our work highlights tool orchestration as a critical, previously unexplored attack surface and provides a novel framework for uncovering safety risks in T2I agents.

Recent developments in AI safety research have called for red-teaming methods that effectively surface potential risks posed by generative AI models, with growing emphasis on how red-teamers' backgrounds and perspectives shape their strategies and the risks they uncover. While automated red-teaming approaches promise to complement human red-teaming through larger-scale exploration, existing automated approaches do not account for human identities and rarely incorporate human inputs. In this work, we explore persona-driven red-teaming to advance both automated red-teaming and human-AI collaboration. We first develop PersonaTeaming Workflow, which incorporates personas into the adversarial prompt generation process to explore a wider spectrum of adversarial strategies. Compared to RainbowPlus, a state-of-the-art automated red-teaming method, PersonaTeaming Workflow achieves higher attack success rates while maintaining prompt diversity. However, since automated personas only approximate real human perspectives, we further instantiate PersonaTeaming Workflow as PersonaTeaming Playground, a user-facing interface that enables red-teamers to author their own personas and collaborate with AI to mutate and refine prompts. In a user study with 11 industry practitioners, we found that PersonaTeaming Playground enabled diverse red-teaming strategies and outputs that practitioners perceived as useful, and that AI-generated suggestions in the PersonaTeaming Playground encouraged out-of-the-box thinking even when practitioners did not follow them strictly. Together, our work advances both automated and human-in-the-loop approaches to red-teaming, while shedding light on interaction patterns and design insights for supporting human-AI collaboration in generative AI red-teaming.

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 grow increasingly capable, concerns about their safe deployment have intensified. While numerous alignment strategies aim to restrict harmful behavior, these defenses can still be circumvented through carefully designed adversarial prompts. In this work, we introduce a theoretical framework that formalizes a game between an attacker and a defender. Within this framework, we design a theoretical best-response attack strategy and show that it is closely related to many existing adversarial prompting methods. We further analyze the resulting game, characterize its equilibria, and reveal inherent advantages for the attacker. Drawing on our theoretical analysis, we also derive a provably optimal defense strategy. Empirically, we evaluate a practical instantiation of the theoretically optimal attack and observe stronger performance relative to existing adversarial prompting approaches in diverse settings encompassing different LLMs and benchmarks.

As Large Language Models (LLMs) are increasingly integrated into academic peer review, their vulnerability to adversarial hidden prompts, i.e., adversarial instructions embedded in submissions to manipulate outcomes, poses a critical threat to scholarly integrity. We propose SafeReview, a co-evolutionary adversarial training framework for defending LLM-based peer review systems against such attacks. SafeReview jointly trains a Generator model to create sophisticated attack prompts and a Defender model to preserve review integrity under adversarial manipulation. The Generator is optimized to produce increasingly effective prompt injections, while the Defender is strengthened through preference-based training to maintain consistent reviews between clean and attacked submissions. Experimental results show that SafeReview improves robustness against adaptive prompt injection attacks, better preserves paper ranking under attack, and generalizes across attacker architectures compared with static defenses. These results demonstrate the potential of co-evolutionary training as a foundation for securing LLM-assisted peer review.

Existing white-box jailbreak attacks against aligned LLMs typically append discrete adversarial suffixes to the user prompt, which visibly alters the prompt and operates in a combinatorial token space. Prior work has avoided directly optimizing the embeddings of the original prompt tokens, presumably because perturbing them risks destroying the prompt's semantic content. We propose Prompt Embedding Optimization (PEO), a multi-round white-box jailbreak that directly optimizes the embeddings of the original prompt tokens without appending any adversarial tokens, and show that the concern is unfounded: the optimized embeddings remain close enough to their originals that the visible prompt string is preserved exactly after nearest-token projection, and quantitative analysis shows the model's responses stay on topic for the large majority of prompts. PEO combines continuous embedding-space optimization with structured continuation targets and an adaptive failure-focused schedule. Counterintuitively, later PEO rounds can benefit from heuristic composite response scaffolds that are not natural standalone templates, yet ASR-Judge shows that the resulting gains are not merely empty formatting or scaffold-only outputs. Across two standard harmful-behavior benchmarks and competing white-box attacks spanning discrete suffix search, appended adversarial embeddings, and search-based adversarial generation, PEO outperforms all of them in our experiments.

Multi-component natural language processing (NLP) pipelines are increasingly deployed for high-stakes decisions, yet no existing adversarial method can test their robustness under realistic conditions: binary-only feedback, no gradient access, and strict query budgets. We formalize this strict black-box threat model and propose a two-agent evasion framework operating in a semantic perturbation space. An Attacker Agent generates meaning-preserving rewrites while a Prompt Optimization Agent refines the attack strategy using only binary decision feedback within a 10-query budget. Evaluated against four evidence-based misinformation detection pipelines, the framework achieves evasion rates of 19.95 to 40.34% on modern large language model (LLM) based systems, compared to at most 3.90% for token-level perturbation baselines that rely on surrogate models because they cannot operate under our threat model. A legacy system relying on static lexical retrieval exhibits near-total vulnerability 97.02%, establishing a lower bound that exposes how architectural choices govern the attack surface. Evasion effectiveness is associated with three architectural properties: evidence retrieval mechanism, retrieval-inference coupling, and baseline classification accuracy. The iterative prompt optimization yields the largest marginal gains against the most robust targets, confirming that adaptive strategy discovery is essential when evasion is non-trivial. Analysis of successful rewrites reveals four exploitation patterns, each targeting failures at distinct pipeline stages. A pattern-informed defense reduces the evasion rate by up to 65.18%.

Chain-of-Thought (CoT) prompting has emerged as a simple and effective way to elicit step-by-step solutions from large language models (LLMs). However, CoT reasoning can be unstable across runs on long, multi-step problems, leading to inconsistent answers for unchanged task. Most prior work focuses on improving the forward reasoning chain within a single pass, with less attention to iterative and contrastive correction. To address this gap, we propose CAP-CoT, a Cycle Adversarial Prompt optimization framework designed to improve both CoT reasoning accuracy and stability of a single deployed solver. In each cycle, a forward solver generates candidate reasoning chains, an adversarial challenger constructs plausible but deliberately flawed chains using targeted error strategies, and a feedback agent contrasts the two chains and produces step-aligned structured feedback. This feedback closes the optimization loop in two directions, including updating the solver prompt based on errors exposed by the challenger, and updating the challenger prompt to generate increasingly targeted errors in subsequent cycles. Unlike safety-oriented adversarial prompting such as jailbreak or prompt-injection attacks, our adversarial component is task-semantic and aims to expose logical vulnerabilities in reasoning chains. Experiments across six benchmarks and four LLM backbones demonstrate that within two to three adversarial prompt optimization cycles, CAP-CoT consistently reduces variability across runs while improving reasoning accuracy and robustness to prompt perturbations.

Many approaches to LLM red-teaming leverage an attacker LLM to discover jailbreaks against a target. Several of them task the attacker with identifying effective strategies through trial and error, resulting in a semantically limited range of successes. Another approach discovers diverse attacks by combining crowdsourced harmful queries and tactics into instructions for the attacker, but does so at random, limiting effectiveness. This article introduces a novel framework, Adaptive Instruction Composition, that combines crowdsourced texts according to an adaptive mechanism trained to jointly optimize effectiveness with diversity. We use reinforcement learning to balance exploration with exploitation in a combinatorial space of instructions to guide the attacker toward diverse generations tailored to target vulnerabilities. We demonstrate that our approach substantially outperforms random combination on a set of effectiveness and diversity metrics, even under model transfer. Further, we show that it surpasses a host of recent adaptive approaches on Harmbench. We employ a lightweight neural contextual bandit that adapts to contrastive embedding inputs, and provide ablations suggesting that the contrastive pretraining enables the network to rapidly generalize and scale to the massive space as it learns.

As LLMs continue to shape real-world applications, automated jailbreak generation becomes essential to reveal safety weaknesses and guide model improvement. Existing automatic jailbreak generation methods have not yet fully considered two important aspects: adaptability to evolving safety-finetuned models, which affects their effectiveness on newer model versions, and diversity in generated prompts, which can cause narrow or repetitive attack patterns. To address these issues, we propose EvoJail, an instruction-fusion-driven evolutionary jailbreak generation framework that formalizes jailbreak prompt generation as a multi-objective black-box optimization problem and leverages the principles of evolutionary algorithms to search for jailbreak prompts that can adapt across different model versions and exhibit diverse attack patterns. Specifically, EvoJail integrates jailbreak prompt generation into an iterative evolutionary loop, where at each iteration candidate prompts are evaluated directly against the target model and then selected and varied based on the target model's responses, enabling the generation process to continuously adapt to model updates. To enhance diversity, EvoJail introduces field-aware instruction fusion to construct diverse starting points and incorporates diversity-aware objectives into the evolutionary fitness function, guiding the search toward prompts with richer semantic variation, while further designing multi-level LLM-based mutation operators that modify prompt structures at different granularities to promote structural diversity throughout the evolutionary process. Results demonstrate that EvoJail has stronger adaptability and can achieve over $93\%$ attack success rate and more than $5.6\%$ improvement in diversity metrics over state-of-the-art methods.

Large Reasoning Models (LRMs) have demonstrated strong capabilities in generating step-by-step reasoning chains alongside final answers, enabling their deployment in high-stakes domains such as healthcare and education. While prior jailbreak attack studies have focused on the safety of final answers, little attention has been given to the safety of the reasoning process. In this work, we identify a novel problem that injects harmful content into the reasoning steps while preserving unchanged answers. This type of attack presents two key challenges: 1) manipulating the input instructions may inadvertently alter the LRM's final answer, and 2) the diversity of input questions makes it difficult to consistently bypass the LRM's safety alignment mechanisms and embed harmful content into its reasoning process. To address these challenges, we propose the Psychology-based Reasoning-targeted Jailbreak Attack (PRJA) Framework, which integrates a Semantic-based Trigger Selection module and a Psychology-based Instruction Generation module. Specifically, the proposed PRJA automatically selects manipulative reasoning triggers via semantic analysis and leverages psychological theories of obedience to authority and moral disengagement to generate adaptive instructions for enhancing the LRM's compliance with harmful content generation. Extensive experiments on five question-answering datasets demonstrate that PRJA achieves an average attack success rate of 83.6% against several commercial LRMs, including DeepSeek R1, Qwen2.5-Max, and OpenAI o4-mini.

Cost-aware routing dynamically dispatches user queries to models of varying capability to balance performance and inference cost. However, the routing strategy introduces a new security concern that adversaries may manipulate the router to consistently select expensive high-capability models. Existing routing attacks depend on either white-box access or heuristic prompts, rendering them ineffective in real-world black-box scenarios. In this work, we propose R$^2$A, which aims to mislead black-box LLM routers to expensive models via adversarial suffix optimization. Specifically, R$^2$A deploys a hybrid ensemble surrogate router to mimic the black-box router. A suffix optimization algorithm is further adapted for the ensemble-based surrogate. Extensive experiments on multiple open-source and commercial routing systems demonstrate that {R$^2$A} significantly increases the routing rate to expensive models on queries of different distributions. Code and examples: https://github.com/thcxiker/R2A-Attack.

While prior red-teaming efforts have focused on eliciting harmful text outputs from large language models (LLMs), such approaches fail to capture agent-specific vulnerabilities that emerge through multi-step tool execution, particularly in rapidly growing ecosystems such as the Model Context Protocol (MCP). To address this gap, we propose a trajectory-aware evolutionary search method, T-MAP, which leverages execution trajectories to guide the discovery of adversarial prompts. Our approach enables the automatic generation of attacks that not only bypass safety guardrails but also reliably realize harmful objectives through actual tool interactions. Empirical evaluations across diverse MCP environments demonstrate that T-MAP substantially outperforms baselines in attack realization rate (ARR) and remains effective against frontier models, including GPT-5.2, Gemini-3-Pro, Qwen3.5, and GLM-5, thereby revealing previously underexplored vulnerabilities in autonomous LLM agents. Code is available at https://github.com/pwnhyo/T-MAP.

With the rapid advancement of AI models, their deployment across diverse tasks has become increasingly widespread. A notable emerging application is leveraging AI models to assist in reviewing scientific papers. However, recent reports have revealed that some papers contain hidden, injected prompts designed to manipulate AI reviewers into providing overly favorable evaluations. In this work, we present an early systematic investigation into this emerging threat. We propose two classes of attacks: (1) static attack, which employs a fixed injection prompt, and (2) iterative attack, which optimizes the injection prompt against a simulated reviewer model to maximize its effectiveness. Both attacks achieve striking performance, frequently inducing full evaluation scores when targeting frontier AI reviewers. Furthermore, we show that these attacks are robust across various settings. To counter this threat, we explore a simple detection-based defense. While it substantially reduces the attack success rate, we demonstrate that an adaptive attacker can partially circumvent this defense. Our findings underscore the need for greater attention and rigorous safeguards against prompt-injection threats in AI-assisted peer review.

Existing gradient-based jailbreak attacks on Large Language Models (LLMs) typically optimize adversarial suffixes to align the LLM output with predefined target responses. However, restricting the objective as inducing fixed targets inherently constrains the adversarial search space, limiting the overall attack efficacy. Furthermore, existing methods typically require numerous optimization iterations to fulfill the large gap between the fixed target and the original LLM output, resulting in low attack efficiency. To overcome these limitations, we propose NonTextual Target Attack (NTA), the first gradient-based attack that relies on a non-textual constrained objective to maximize the unsafety probability of the LLM output, without enforcing any response patterns. For tractable optimization, we further decompose this objective into two constrained sub-objectives, which can be approximated by two differentiable unconstrained losses, to iteratively optimize the response and the adversarial prompt in the neighborhood of the original prompt, with a theoretical analysis to validate the decomposition. In contrast to existing attacks, NTA first realizes gradient-based prompt optimization on a non-textual target and significantly expands the attack space, enabling more flexible and efficient exploration of LLM vulnerabilities. Extensive evaluations show that \textsc{NTA} achieves an average attack success rate of 96.8% against recent safety-aligned LLMs with only 100 optimization iterations on AdvBench, outperforming state-of-the-art gradient-based attacks by over 40%.

Large Language Models (LLMs) for code generation (i.e., Code LLMs) have demonstrated impressive capabilities in AI-assisted software development and testing. However, recent studies have shown that these models are prone to generating vulnerable or even malicious code under adversarial settings. Existing red-teaming approaches rely on extensive human effort, limiting their scalability and practicality, and generally overlook the interactive nature of real-world AI-assisted programming, which often unfolds over multiple turns. To bridge these gaps, we present RedCoder, a red-teaming agent that engages victim models in multi-turn conversation to elicit vulnerable code. The pipeline to construct RedCoder begins with a multi-agent gaming process that simulates adversarial interactions, yielding a set of prototype conversations and an arsenal of reusable attack strategies. We then fine-tune an LLM on these prototype conversations to serve as the backbone of RedCoder. Once deployed, RedCoder autonomously engages Code LLMs in multi-turn conversations, dynamically retrieving relevant strategies from the arsenal to steer the dialogue toward vulnerability-inducing outputs. Experiments across multiple Code LLMs show that our approach outperforms prior single-turn and multi-turn red-team methods in inducing vulnerabilities in code generation, offering a scalable and effective tool for evaluating the security boundaries of modern code-generation systems.

Traditional white-box methods for creating adversarial perturbations against LLMs typically rely only on gradient computation from the targeted model, ignoring the internal mechanisms responsible for attack success or failure. Conversely, interpretability studies that analyze these internal mechanisms lack practical applications beyond runtime interventions. We bridge this gap by introducing a novel white-box approach that leverages mechanistic interpretability techniques to craft practical adversarial inputs. Specifically, we first identify acceptance subspaces - sets of feature vectors that do not trigger the model's refusal mechanisms - then use gradient-based optimization to reroute embeddings from refusal subspaces to acceptance subspaces, effectively achieving jailbreaks. This targeted approach significantly reduces computation cost, achieving attack success rates of 80-95% on state-of-the-art models including Gemma2, Llama3.2, and Qwen2.5 within minutes or even seconds, compared to existing techniques that often fail or require hours of computation. We believe this approach opens a new direction for both attack research and defense development. Furthermore, it showcases a practical application of mechanistic interpretability where other methods are less efficient, which highlights its utility. The code and generated datasets are available at https://github.com/Sckathach/subspace-rerouting.