Hackers or Hallucinators? A Comprehensive Analysis of LLM-Based Automated Penetration Testing

Penetration testing is essential to securing modern web infrastructures, yet traditional manual methods struggle to keep pace with their scale and complexity. Large Language Models (LLMs) offer new opportunities for automating these tasks, but existing approaches face two persistent challenges: hallucination of technical entities and insufficient long-term contextual memory. To address these issues, we present APT-Agent, a fully automated LLM-driven penetration testing framework that systematically orchestrates reconnaissance, exploitation, and exfiltration. APT-Agent introduces a hybrid rectification module to recover hallucinated commands and a command-specific memory architecture to preserve operational context across multi-step attack sequences. We evaluate our APT-Agent on Metasploitable 2 against seven vulnerable services spanning web, database, and network protocols. APT-Agent achieves an 84.29% end-to-end exploitation success rate, compared to 48.57% (Script Kiddie) and 18.57% (PentestGPT) under matched conditions. By reducing cognitive burden and minimizing reliance on human intervention, APT-Agent represents a step toward scalable, reliable, and cognitively efficient automation for penetration testing.

LLM-driven automated penetration testing agents are typically evaluated against static targets that neither detect nor respond to attacks, so their behavior under intelligent defense remains untested. The causal consistency of multi-step attack chains likewise hinges on unstable LLM reasoning, and agent decisions remain opaque to human analysts. These three shortcomings, in realism, consistency, and auditability, are usually patched in isolation. We present ZERO-APT, a turn-based attacker-defender-judge framework that addresses them within a single architecture. For realism, ZERO-APT embeds a configurable LLM Defender that consumes Sysmon telemetry and detects attacks in real time, exposing the attacker to a live opponent rather than a passive target. For consistency, three architectural mechanisms move causal consistency from unstable LLM reasoning into enforced system architecture: separation of planning from execution, multi-dimensional ReAct feedback, and a hard-constraint-filtered action library. For auditability, a dedicated Judge agent adjudicates each round, maintains global state, and emits structured post-hoc CTI reports that make every decision traceable. We evaluate a Windows Server 2022 post-exploitation prototype across five scenarios with three Defender configurations. ZERO-APT reaches 79% attack success rate (Aurora 22%, PentestGPT 39%), a Causal Consistency Score of 0.860 (Aurora 0.930, Claude Code 0.520), and end-to-end decision auditability through structured CTI reports. We release the benchmark to support evaluation of penetration agents under intelligent defense.

Large Language Models (LLMs) have shown promise for automated penetration testing, yet existing end-to-end black-box evaluations are highly susceptible to error cascading: failures in early reconnaissance can mask an agent's actual ability to exploit vulnerabilities. To more accurately characterize these capabilities, we propose a two-stage decoupled evaluation framework that separates exploit execution from reconnaissance. Using ground-truth injection and knowledge-driven ablation across 70 high-fidelity web vulnerability testbeds, our framework isolates exploitation performance from reconnaissance noise. We empirically evaluate five open-source penetration-testing agents, covering multiagent, monolithic, and graph-driven architectures, on a strictly aligned subset of 50 representative vulnerabilities. The results reveal a substantial capability gap. With accurate vulnerability context, agents achieve a functional success rate of up to 90.0%, whereas autonomous reconnaissance, measured by targeted vulnerability recall, plateaus at approximately 50.0%, primarily due to failures in parsing unstructured telemetry. Cross-architectural analysis further reveals distinct capability niches: multi-agent isolation is more effective for long-sequence interactions such as de-serialization, while monolithic and graph-driven designs perform better on short-chain injections and cross-session access-control vulnerabilities, respectively. This decoupled evaluation work provides a fine-grained benchmarking protocol and an empirical basis for designing next-generation automated offensive security agents.