PIArena: A Platform for Prompt Injection Evaluation

Prompt injection poses serious security risks to real-world LLM applications, particularly autonomous agents. Although many defenses have been proposed, their robustness against adaptive attacks remains insufficiently evaluated, potentially creating a false sense of security. In this work, we propose PISmith, a reinforcement learning (RL)-based red-teaming framework that systematically assesses existing prompt-injection defenses by training an attack LLM to optimize injected prompts in a practical black-box setting, where the attacker can only query the defended LLM and observe its outputs. We find that directly applying standard GRPO to attack strong defenses leads to sub-optimal performance due to extreme reward sparsity -- most generated injected prompts are blocked by the defense, causing the policy's entropy to collapse before discovering effective attack strategies, while the rare successes cannot be learned effectively. In response, we introduce adaptive entropy regularization and dynamic advantage weighting to sustain exploration and amplify learning from scarce successes. Extensive evaluation on 13 benchmarks demonstrates that state-of-the-art prompt injection defenses remain vulnerable to adaptive attacks. We also compare PISmith with 7 baselines across static, search-based, and RL-based attack categories, showing that PISmith consistently achieves the highest attack success rates. Furthermore, PISmith achieves strong performance in agentic settings on InjecAgent and AgentDojo against both open-source and closed-source LLMs (e.g., GPT-4o-mini and GPT-5-nano). Our code is available at https://github.com/albert-y1n/PISmith.

Prompt-injection detectors are typically evaluated using aggregate F1 on in-distribution test data, which offers limited insight into behavior under distribution shift, particularly on the benign side of the decision boundary, where false positives impose direct operational cost yet are seldom measured. We present PIDS-Bench, a frozen multi-axis benchmark that jointly evaluates attack detection and benign false-positive behavior at fixed thresholds, spanning in-distribution inputs, hard-benign prompts that mimic injection structure without malicious intent, obfuscated attacks, and domain and structural distribution shifts. We evaluate seven detectors (learned baselines, external prompt-injection classifiers, and broad-safety comparators) alongside a rule-based lower-bound reference. Multi-axis evaluation exposes a failure mode that aggregate F1 conceals. A detector exceeding F1 = 0.98 on the held-out split still misclassifies roughly one-third of an externally-sourced benign subset drawn from public corpora and restricted to security-adjacent content. Across a full threshold sweep and five training seeds, no internal detector reaches an operating point satisfying F1 >= 0.95 and hard-benign FPR <= 0.10 together on this stress distribution. Decomposing by provenance, we find that hard-negative augmentation nearly eliminates over-defense on curated stress inputs but leaves it substantially intact on externally-sourced prompts, a pattern we term provenance-sensitive over-defense. The asymmetry holds across both fine-tuned architectures and does not diminish as the augmentation pool grows, with the externally-sourced FPR remaining far above the 0.10 target. Whether augmentation matched to the externally-sourced distribution would close this gap is untested; threshold calibration and curated-style augmentation alone do not.

Prompt injection attacks pose a serious security risk to large language models in real-world applications. However, existing prompt injection benchmarks primarily focus on short-context inputs, leaving the attacks and defenses in long-context settings largely unexplored. This gap leads to a substantial overestimation of the effectiveness of current defenses. In this paper, we bridge the gap by introducing LongPIBench, a long-context benchmark for prompt injection covering 4 realistic application scenarios: paper peer review, resume screening, code review, and email summary. For each scenario, we construct a synthetic dataset and a real-world dataset, with context lengths ranging from thousands to tens of thousands of tokens. The evaluation results on LongPIBench reveal significant vulnerabilities of prompt injection defenses under long-context settings: even simple heuristic prompt injection attacks achieve high success rates and frequently bypass state-of-the-art defenses. We hope LongPIBench can serve as a practical benchmark for systematically evaluating prompt injection defenses in realistic long-context scenarios.