An Empirical Study of Multi-Generation Sampling for Jailbreak Detection in Large Language Models

The assessment of jailbreak attacks against large language models currently suffers from inconsistent evaluation criteria and methods, leading to unreliable estimates of attack success rates. We propose JailMeter, an evidence-based evaluation framework designed to more faithfully measure jailbreak effectiveness. Inspired by the Information Bottleneck theory, JailMeter applies dual-feedback optimization to filter jailbreak noise from model responses while preserving content relevant to the original malicious question. This process produces concise evidence for a rigorous assessment under which an attack is validated only when the response captures the malicious intent and delivers a complete answer, thereby signaling a substantive bypass of model safety alignment. We evaluate JailMeter on JailMeter-Eva, a challenging benchmark containing 330 human-labeled, non-rejected jailbreak instances. JailMeter achieves an accuracy of 97.27%, substantially outperforming existing evaluation methods. To support large-scale evaluation, we further distill JailMeter into a small language model, JailMeter\textsubscript{SLM}, which maintains comparable reliability with significantly reduced computational costs. Code and dataset are available at https://github.com/Magi2B0y/JailMeter.

Published evaluations of prompt-injection and jailbreak detectors for Large Language Models often suffer from two systematic weaknesses: per-dataset threshold tuning and undisclosed operating points. We describe an evaluation harness that addresses both. The detector under evaluation is scored across 16 public benchmarks (12,111 samples) using 5-fold cross-validation. StratifiedKFold (by row) is the headline pass; a parallel StratifiedGroupKFold pass over a composite key (parent-prompt id plus MinHash + LSH near-duplicate clusters at Jaccard $\gtrsim 0.8$) runs alongside it as a leakage-premium diagnostic. A single global operating point is selected on the held-out folds (max F1 subject to FPR $\leq 1\%$) and applied uniformly to every dataset, so per-dataset results reflect one threshold rather than per-benchmark optimisation. Generalisation is examined through a battery of diagnostics (leave-one-dataset-out cross-validation, a random-label control, adversarial validation, permutation feature importance, length-bias correlation, classifier-head agreement, cross-source near-duplicate detection, threshold transferability, train-vs-OOF agreement, and a paraphrase-invariance probe), most with a quantitative pass threshold and the remainder with a stated failure mode. For every external comparison, the detector's threshold is re-tuned to the competitor's published false-positive rate so head-to-head values are evaluated at matched operating points.

Large Language Models (LLMs) have achieved remarkable success but remain highly susceptible to jailbreak attacks, in which adversarial prompts coerce models into generating harmful, unethical, or policy-violating outputs. Such attacks pose real-world risks, eroding safety, trust, and regulatory compliance in high-stakes applications. Although a variety of attack and defense methods have been proposed, existing evaluation practices are inadequate, often relying on narrow metrics like attack success rate that fail to capture the multidimensional nature of LLM security. In this paper, we present a systematic taxonomy of jailbreak attacks and defenses and introduce Security Cube, a unified, multi-dimensional framework for comprehensive evaluation of these techniques. We provide detailed comparison tables of existing attacks and defenses, highlighting key insights and open challenges across the literature. Leveraging Security Cube, we conduct benchmark studies on 13 representative attacks and 5 defenses, establishing a clear view of the current landscape encompassing jailbreak attacks, defenses, automated judges, and LLM vulnerabilities. Based on these evaluations, we distill critical findings, identify unresolved problems, and outline promising research directions for enhancing LLM robustness against jailbreak attacks. Our analysis aims to pave the way towards more robust, interpretable, and trustworthy LLM systems. Our code is available at Code.