CyberExplorer: Benchmarking LLM Offensive Security Capabilities in a Real-World Attacking Simulation Environment

Abstract: Real-world offensive security operations are inherently open-ended: attackers explore unknown attack surfaces, revise hypotheses under uncertainty, and operate without guaranteed success. Existing LLM-based offensive agent evaluations rely on closed-world settings with predefined goals and binary success criteria. To address this gap, we introduce CyberExplorer, an evaluation suite with two core components: (1) an open-environment benchmark built on a virtual machine hosting 40 vulnerable web services derived from real-world CTF challenges, where agents autonomously perform reconnaissance, target selection, and exploitation without prior knowledge of vulnerability locations; and (2) a reactive multi-agent framework supporting dynamic exploration without predefined plans. CyberExplorer enables fine-grained evaluation beyond flag recovery, capturing interaction dynamics, coordination behavior, failure modes, and vulnerability discovery signals-bridging the gap between benchmarks and realistic multi-target attack scenarios.