SRTJ: Self-Evolving Rule-Driven Training-Free LLM Jailbreaking

Despite rigorous safety alignment, Large Language Models (LLMs) remain vulnerable to jailbreak attacks. Existing black-box methods often rely on heuristic templates or exhaustive trials, lacking mechanistic interpretability and query efficiency. In this study, we investigate an intrinsic vulnerability in the safety mechanisms of LLMs, where safety alignment relies on a small set of sparsely distributed attention heads, leaving much of the representational space weakly monitored. We formalize this phenomenon with a mathematical jailbreaking model that characterizes the delicate boundary of effective text obfuscation and analytically explains observed jailbreak behaviors. Guided by this model, we propose Babel, an efficient black-box attack framework that exploits the identified safety gap through systematic obfuscation sampling with iterative, feedback-driven distribution refinement, enabling reliable and high-success jailbreak attacks without access to model internals. Comprehensive evaluations on frontier commercial models demonstrate that Babel achieves state-of-the-art attack success rates and superior query efficiency. Specifically, compared to state-of-the-art methods, Babel increases the attack success rate on GPT-4o from 41.33% to 82.67% and on Claude-3-5-haiku from 38.33% to 78.33% within an average of 40 queries, providing a robust red-teaming methodology for LLMs safety research.

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.

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.