Empirical Software Engineering TerraProbe: A Layered-Oracle Framework for Detecting Deceptive Fixes in LLM-Assisted Terraform

Cloud misconfiguration remains a leading cause of security incidents, yet whether LLMs and SLMs can generate security-compliant Infrastructure-as-Code is an open question. We benchmark seven models, three closed LLMs (Claude Opus 4, GPT-5.4, Gemini 2.5 Pro) and four open SLMs (Qwen2.5-Coder-14B, WizardCoder-33B, CodeLlama-13B, Magicoder-S-CL-7B), on AWS Terraform generation across 17 scenarios, integrating Checkov and Trivy scanners into a GitLab CI/CD pipeline and evaluating two prompt strategies at three security levels (pass@5). Syntactic validity and security compliance are largely orthogonal properties in LLM-generated IaC, a model that reliably produces well-formed Terraform does not necessarily produce secure Terraform: WizardCoder-33B achieves 77.8% validate rate yet zero Checkov compliance, while Claude Opus 4 reaches 23.1% Checkov and 92.5% Trivy pass rates under detailed security prompting. Consequently, prompt engineering alone is insufficient: automated multi-tool scanning remains a necessary complement to LLM-assisted IaC generation regardless of model family or prompt strategy. All artifacts are publicly available.

Large language model (LLM)-assisted software security operates at a difficult boundary: the vulnerability-analysis terminology needed for legitimate code review, triage, and repair can closely resemble terminology associated with misuse. Existing safety and cybersecurity evaluations are difficult to interpret in this setting because they often compare unrelated model families, thereby conflating safety behavior with differences in architecture, scale, training data, and deployment. To isolate this factor, we study safety state: whether refusal behavior remains intact (Aligned) or has been refusal-ablated (Abliterated) within same-lineage models. We ask how this safety state affects defensive utility across software-security workflows. We compare aligned instruction-tuned models with publicly released refusal-ablated descendants from two model families, Gemma and Qwen. We evaluate Aligned and Abliterated states on vulnerability detection, CWE attribution, vulnerable-line localization, root-cause localization, and executable patch validation. We further treat prompt wording as a controlled framing dimension: prompts begin with neutral code-review language, add authorization context, and vary the density of cybersecurity terminology. In a Gemma-based Java/Vul4J repair-validation study, Abliterated achieves higher early-stage validation rates, with 67.8%, 65.0%, and 32.8% of patches judged usable, successfully applied, and successfully compiled, respectively, compared with 29.9%, 24.9%, and 9.0% for Aligned. In the Qwen pair, Abliterated improves localization performance, increasing line-level F1 from 2.08% to 3.91% and Top-1 accuracy from 4.10% to 6.95%. These findings suggest that evaluations of LLM-based security assistants should jointly measure whether models respond, whether their usable responses are correct, and whether their outputs remain actionable across the engineering workflow.

LLM coding agents now generate code at an unprecedented scale, yet LLM-generated code introduces cybersecurity vulnerabilities into codebases without human involvement. Even when frontier models are explicitly asked to write secure production code with relevant weaknesses to avoid in context, we find that they still produce verifiable vulnerabilities on average 23% of the time across a corpus of 250 benign coding prompts. We introduce SecureForge, an automated pipeline that both audits security risks of frontier models and produces auditing-informed secure system prompts that reduce output security vulnerabilities while maintaining unit test performance. SecureForge first identifies benign prompts that produce statically detectable vulnerabilities, and then amplifies them into a large synthetic prompt corpus of diverse scenarios using a Markovian sampling technique to jointly maintain error rates and prompt diversity. This corpus is then used to iteratively optimize the system prompts to reduce output security vulnerabilities. On frontier models, SecureForge yields a statistically significant Pareto improvement in both unit test success and output security, with output vulnerabilities reduced by up to 48%. The resulting system prompts transfer zero-shot to in-the-wild coding agent prompts, without any exposure to real user prompt distributions during optimization.