Adversarial Moral Stress Testing of Large Language Models

Traditional benchmarks for large language models (LLMs), such as HELM and AIR-BENCH, primarily assess safety risk through breadth-oriented evaluation across diverse tasks. However, real-world deployment often exposes a different class of risk: operational failures arising from repeated generations of the same prompt rather than broad task generalization. In high-stakes settings, response consistency and safety under repeated use are critical operational requirements. We introduce Accelerated Prompt Stress Testing (APST), a depth-oriented evaluation framework inspired by highly accelerated stress testing in reliability engineering. APST probes LLM behavior by repeatedly sampling identical prompts under controlled operational conditions, including temperature variation and prompt perturbation, to surface latent failure modes such as hallucinations, refusal inconsistency, and unsafe completions. Rather than treating failures as isolated events, APST characterizes them statistically as stochastic outcomes of repeated inference. We model observed safety failures using Bernoulli and binomial formulations to estimate per-inference failure probabilities, enabling quantitative comparison of operational risk across models and configurations. We apply APST to multiple instruction-tuned LLMs evaluated on AIR-BENCH 2024 derived safety and security prompts. While models exhibit similar performance under conventional single- or very-low-sample evaluation (N <= 3), repeated sampling reveals substantial variation in empirical failure probabilities across temperatures. These results demonstrate that shallow benchmark scores can obscure meaningful differences in reliability under sustained use.

Role-Playing Language Agents (RPLAs) are increasingly deployed in high-stakes applications such as healthcare assistance, customer support, and education, where maintaining consistent personas, ethical constraints, and behavioral coherence under adversarial pressure is critical. Existing evaluation approaches rely on static benchmarks or isolated single-turn prompts that fail to capture cumulative behavioral failures emerging over extended interactions. We present a modular multi-agent platform for adversarially stress-testing RPLAs through structured, multi-turn dialogue. The system coordinates three agents: a strategy-driven Interrogator Agent that applies six progressive adversarial strategies, a Target Agent representing the RPLA under evaluation, and an automated Judging Agent that scores behavior across role fidelity, drift, ethical deviation, and consistency dimensions. Through experiments across three personas and three LLM families, we demonstrate that multi-strategy adversarial evaluation reveals failure modes invisible to single-strategy testing, reducing overall robustness scores by 0.17--0.20 points on average. Cross-model validation confirms consistent degradation patterns across Llama-3.3-70B, GPT-4o-mini, and Claude-3.5-Haiku, with Authority Challenge and Emotional Manipulation emerging as the most effective attack strategies. Automated judging achieves strong human alignment ($r = 0.82$, Fleiss' $κ= 0.71$). This work is released as an open-source platform to support AI safety and reproducible RPLA benchmarking. While the framework enables systematic discovery of failure modes, we acknowledge potential ethical risks associated with adversarial testing methodologies and emphasize responsible usage for improving AI safety.

Large language model evaluations typically focus on performance under nominal conditions, creating an illusion of capability where models comfortably walk a narrow, highly optimized generation corridor. In real-world deployments, however, complex system prompts, safety guardrails, and structural constraints continuously force models off this nominal path, driving a divergence between benchmark scores and deployment performance. To address this issue, we introduce Decoding-Level Taboo, a zero-prompt diagnostic stress test that intervenes directly in logit space at runtime, forcing models out of their nominal paths. By dynamically masking primary candidate tokens at word boundaries, Taboo forces machine circumlocution. Evaluating Taboo across several open-weight model families reveals that off-path robustness is heavily influenced by both parameter scale and post-training instruction alignment, with robustness generally improving with model size and alignment. Beyond the results presented in this paper, Taboo provides a novel primitive for generating diverse synthetic datasets, stress-testing runtime safety guardrails, and auditing model reliability prior to real-world deployment.