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This research introduces LEST, a framework that bridges the gap between natural-language safety documentation and executable black-box tests for large language models. By systematically mutating prompts to find counterexamples, it demonstrates that current automated evaluation methods significantly overestimate model compliance and highlights the necessity of human validation in verifying specific safety claims. The work fundamentally addresses AI Safety by exposing the limitations of predefined benchmarks in validating documented system behaviors.
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Specification-Based Testing of Large Language Models

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arXiv:2610.14443v1 Announce Type: cross Abstract: Model cards, system cards, and safety reports increasingly document LLM safety behaviors, yet safety evaluations typically start from predefined benchmarks rather than asking which documented claims those benchmarks actually test. We introduce LEST (LLM Evaluation through Specification-driven Testing), a framework that treats documented safety claims as specifications for black-box testing. In LEST, each claim determines which benchmark prompt tests it and whether a Refuse-to-Comply transition, where a model refuses a prompt but complies with its mutated version, counts as evidence against it. LEST mutates these prompts to search for counterexamples, manually validates each candidate, and traces validated counterexamples back to the claims they contradict. We evaluate LEST using the system cards of Claude Opus 4.8 and GPT-5.5 with 97 seed prompts from SORRY-Bench across Mental Health and Self-Harm, Harmful and Violent Content, and Fairness and Bias. Of 56 identified safety claims, 29 (51.8%) are prompt-testable, but only 17 (58.6%) are exercised by an applicable benchmark prompt. Both models refuse >95% of benchmark prompts. Evaluating 1,836 mutated prompts on both models reveals 312 candidate Refuse-to-Comply transitions flagged by automated response classifiers. However, human validation confirms only 19 (6.1%) as both intent-preserving and genuinely compliant, showing automated evaluation substantially overestimates behavioral failures. Tracing these 19 transitions back to the claims reveals counterexamples for 6 of 9 covered claims for which refusal is an applicable oracle. Our results show that benchmark prompts may not be sufficient to validate all documented LLM safety behavior, and automated failure detection requires manual validation. LEST provides end-to-end traceability from natural-language safety documentation to executable tests and human-validated counterexamples.

Abstract:Model cards, system cards, and safety reports increasingly document LLM safety behaviors, yet safety evaluations typically start from predefined benchmarks rather than asking which documented claims those benchmarks actually test. We introduce LEST (LLM Evaluation through Specification-driven Testing), a framework that treats documented safety claims as specifications for black-box testing. In LEST, each claim determines which benchmark prompt tests it and whether a Refuse-to-Comply transition, where a model refuses a prompt but complies with its mutated version, counts as evidence against it. LEST mutates these prompts to search for counterexamples, manually validates each candidate, and traces validated counterexamples back to the claims they contradict. We evaluate LEST using the system cards of Claude Opus 4.8 and GPT-5.5 with 97 seed prompts from SORRY-Bench across Mental Health and Self-Harm, Harmful and Violent Content, and Fairness and Bias. Of 56 identified safety claims, 29 (51.8%) are prompt-testable, but only 17 (58.6%) are exercised by an applicable benchmark prompt. Both models refuse >95% of benchmark prompts. Evaluating 1,836 mutated prompts on both models reveals 312 candidate Refuse-to-Comply transitions flagged by automated response classifiers. However, human validation confirms only 19 (6.1%) as both intent-preserving and genuinely compliant, showing automated evaluation substantially overestimates behavioral failures. Tracing these 19 transitions back to the claims reveals counterexamples for 6 of 9 covered claims for which refusal is an applicable oracle. Our results show that benchmark prompts may not be sufficient to validate all documented LLM safety behavior, and automated failure detection requires manual validation. LEST provides end-to-end traceability from natural-language safety documentation to executable tests and human-validated counterexamples.

Software Engineering (cs.SE); Artificial Intelligence (cs.AI)

arXiv:2610.14443 [cs.SE]

(or arXiv:2610.14443v1 [cs.SE] for this version)

https://doi.org/10.48550/arXiv.2610.14443 Focus to learn more arXiv-issued DOI via DataCite (pending registration)

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