# Helpful to a Fault: Measuring Illicit Assistance in Multi-Turn, Multilingual LLM Agents

arXiv: https://arxiv.org/abs/2602.16346 · HTML: https://mlsanity.com/paper/2602.16346/

## Key facts

- Cited by 2 papers in the map (data through 14 Oct 2026).
- Placed in Agent threats, guardrails and governance, one of 16 directions in LLM agents and tool use.
- Builds on 23 of its 42 references that are in the map.
- First posted on arXiv 18 Feb 2026.

## Placed in

- LLM agents and tool use / [Agent threats, guardrails and governance](https://mlsanity.com/agents/agent-threats-guardrails-and-governance/)
- LLM safety and security / [Prompt injection and agent security](https://mlsanity.com/safety/prompt-injection-and-agent-security/)

## Builds on (most cited first, 23 of 23)

- [The Llama 3 Herd of Models](https://mlsanity.com/paper/2407.21783/) (2024)
- [Efficient Memory Management for Large Language Model Serving with PagedAttention](https://mlsanity.com/paper/2309.06180/) (2023)
- [Measuring Mathematical Problem Solving With the MATH Dataset](https://mlsanity.com/paper/2103.03874/) (2021)
- [SWE-bench: Can Language Models Resolve Real-World GitHub Issues?](https://mlsanity.com/paper/2310.06770/) (2023)
- [HarmBench: A Standardized Evaluation Framework for Automated Red Teaming and Robust Refusal](https://mlsanity.com/paper/2402.04249/) (2024)
- [GAIA: a benchmark for General AI Assistants](https://mlsanity.com/paper/2311.12983/) (2023)
- [DeepSeek-V3.2: Pushing the Frontier of Open Large Language Models](https://mlsanity.com/paper/2512.02556/) (2025)
- [JailbreakBench: An Open Robustness Benchmark for Jailbreaking Large Language Models](https://mlsanity.com/paper/2404.01318/) (2024)
- [Jailbreaking ChatGPT via Prompt Engineering: An Empirical Study](https://mlsanity.com/paper/2305.13860/) (2023)
- [AgentHarm: A Benchmark for Measuring Harmfulness of LLM Agents](https://mlsanity.com/paper/2410.09024/) (2024)
- [Great, Now Write an Article About That: The Crescendo Multi-Turn LLM Jailbreak Attack](https://mlsanity.com/paper/2404.01833/) (2024)
- [Multilingual E5 Text Embeddings: A Technical Report](https://mlsanity.com/paper/2402.05672/) (2024)
- [Agent Security Bench (ASB): Formalizing and Benchmarking Attacks and Defenses in LLM-based Agents](https://mlsanity.com/paper/2410.02644/) (2024)
- [Low-Resource Languages Jailbreak GPT-4](https://mlsanity.com/paper/2310.02446/) (2023)
- [Multilingual Jailbreak Challenges in Large Language Models](https://mlsanity.com/paper/2310.06474/) (2023)
- [AgentDojo: A Dynamic Environment to Evaluate Prompt Injection Attacks and Defenses for LLM Agents](https://mlsanity.com/paper/2406.13352/) (2024)
- [X-Teaming: Multi-Turn Jailbreaks and Defenses with Adaptive Multi-Agents](https://mlsanity.com/paper/2504.13203/) (2025)
- [OS-Harm: A Benchmark for Measuring Safety of Computer Use Agents](https://mlsanity.com/paper/2506.14866/) (2025)
- [DrAttack: Prompt Decomposition and Reconstruction Makes Powerful LLM Jailbreakers](https://mlsanity.com/paper/2402.16914/) (2024)
- [LLMs know their vulnerabilities: Uncover Safety Gaps through Natural Distribution Shifts](https://mlsanity.com/paper/2410.10700/) (2024)
- [Monitoring Decomposition Attacks in LLMs with Lightweight Sequential Monitors](https://mlsanity.com/paper/2506.10949/) (2025)
- [Breach By A Thousand Leaks: Unsafe Information Leakage in `Safe' AI Responses](https://mlsanity.com/paper/2407.02551/) (2024)
- [Siren: A Learning-Based Multi-Turn Attack Framework for Simulating Real-World Human Jailbreak Behaviors](https://mlsanity.com/paper/2501.14250/) (2025)

## Built on by (most cited first, 2 of 2)

- [TRACE: Task-Aware Adaptive Self-Evolving Agentic Jailbreaking](https://mlsanity.com/paper/2605.30883/) (2026)
- [Who Tests the Testers? Systematic Enumeration and Coverage Audit of LLM Agent Tool Call Safety](https://mlsanity.com/paper/2603.18245/) (2026)

## Abstract (arXiv)

LLM-based agents execute real-world workflows via tools and memory. These affordances enable ill-intended adversaries to also use these agents to carry out complex misuse scenarios. Existing agent misuse benchmarks largely test single-prompt instructions, leaving a gap in measuring how agents end up helping with harmful or illegal tasks over multiple turns. We introduce STING (Sequential Testing of Illicit N-step Goal execution), an automated red-teaming framework that constructs a step-by-step illicit plan grounded in a benign persona and iteratively probes a target agent with adaptive follow-ups, using judge agents to track phase completion. We further introduce an analysis framework that models multi-turn red-teaming as a time-to-first-jailbreak random variable, enabling analysis tools like discovery curves, hazard-ratio attribution by attack language, and a new metric: Restricted Mean Jailbreak Discovery. Across AgentHarm scenarios, STING yields substantially higher illicit-task completion than single-turn prompting and chat-oriented multi-turn baselines adapted to tool-using agents. In multilingual evaluations across six non-English settings, we find that attack success and illicit-task completion do not consistently increase in lower-resource languages, diverging from common chatbot findings. Overall, STING provides a practical way to evaluate and stress-test agent misuse in realistic deployment settings, where interactions are inherently multi-turn and often multilingual.