# PsychJail: Exploring Psychological Jailbreaks via Multi-Turn Persuasion of LLM Policies

arXiv: https://arxiv.org/abs/2608.23028 · HTML: https://mlsanity.com/paper/2608.23028/

## Key facts

- Cited by 1 papers in the map (data through 14 Oct 2026).
- Placed in Jailbreaking, one of 12 directions in LLM safety and security.
- Builds on 31 of its 46 references that are in the map.
- First posted on arXiv 24 Aug 2026.

## Placed in

- LLM safety and security / [Jailbreaking](https://mlsanity.com/safety/jailbreaking/)

## Builds on (most cited first, 30 of 31)

- [Training language models to follow instructions with human feedback](https://mlsanity.com/paper/2203.02155/) (2022)
- [The Llama 3 Herd of Models](https://mlsanity.com/paper/2407.21783/) (2024)
- [DeepSeekMath: Pushing the Limits of Mathematical Reasoning in Open Language Models](https://mlsanity.com/paper/2402.03300/) (2024)
- [Qwen2.5 Technical Report](https://mlsanity.com/paper/2412.15115/) (2024)
- [Universal and Transferable Adversarial Attacks on Aligned Language Models](https://mlsanity.com/paper/2307.15043/) (2023)
- [Gemma 2: Improving Open Language Models at a Practical Size](https://mlsanity.com/paper/2408.00118/) (2024)
- [HarmBench: A Standardized Evaluation Framework for Automated Red Teaming and Robust Refusal](https://mlsanity.com/paper/2402.04249/) (2024)
- [Jailbreaking Black Box Large Language Models in Twenty Queries](https://mlsanity.com/paper/2310.08419/) (2023)
- [Llama Guard: LLM-based Input-Output Safeguard for Human-AI Conversations](https://mlsanity.com/paper/2312.06674/) (2023)
- [BeaverTails: Towards Improved Safety Alignment of LLM via a Human-Preference Dataset](https://mlsanity.com/paper/2307.04657/) (2023)
- [Baseline Defenses for Adversarial Attacks Against Aligned Language Models](https://mlsanity.com/paper/2309.00614/) (2023)
- [How Johnny Can Persuade LLMs to Jailbreak Them: Rethinking Persuasion to Challenge AI Safety by Humanizing LLMs](https://mlsanity.com/paper/2401.06373/) (2024)
- ["Do Anything Now": Characterizing and Evaluating In-The-Wild Jailbreak Prompts on Large Language Models](https://mlsanity.com/paper/2308.03825/) (2023)
- [Great, Now Write an Article About That: The Crescendo Multi-Turn LLM Jailbreak Attack](https://mlsanity.com/paper/2404.01833/) (2024)
- [A Wolf in Sheep's Clothing: Generalized Nested Jailbreak Prompts can Fool Large Language Models Easily](https://mlsanity.com/paper/2311.08268/) (2023)
- [SafeDecoding: Defending against Jailbreak Attacks via Safety-Aware Decoding](https://mlsanity.com/paper/2402.08983/) (2024)
- [Jailbreak Attacks and Defenses Against Large Language Models: A Survey](https://mlsanity.com/paper/2407.04295/) (2024)
- [SALAD-Bench: A Hierarchical and Comprehensive Safety Benchmark for Large Language Models](https://mlsanity.com/paper/2402.05044/) (2024)
- [Red-Teaming Large Language Models using Chain of Utterances for Safety-Alignment](https://mlsanity.com/paper/2308.09662/) (2023)
- [WildTeaming at Scale: From In-the-Wild Jailbreaks to (Adversarially) Safer Language Models](https://mlsanity.com/paper/2406.18510/) (2024)
- [ArtPrompt: ASCII Art-based Jailbreak Attacks against Aligned LLMs](https://mlsanity.com/paper/2402.11753/) (2024)
- [AutoDAN-Turbo: A Lifelong Agent for Strategy Self-Exploration to Jailbreak LLMs](https://mlsanity.com/paper/2410.05295/) (2024)
- [AmpleGCG: Learning a Universal and Transferable Generative Model of Adversarial Suffixes for Jailbreaking Both Open and Closed LLMs](https://mlsanity.com/paper/2404.07921/) (2024)
- [X-Teaming: Multi-Turn Jailbreaks and Defenses with Adaptive Multi-Agents](https://mlsanity.com/paper/2504.13203/) (2025)
- [Improved Techniques for Optimization-Based Jailbreaking on Large Language Models](https://mlsanity.com/paper/2405.21018/) (2024)
- [LLMs know their vulnerabilities: Uncover Safety Gaps through Natural Distribution Shifts](https://mlsanity.com/paper/2410.10700/) (2024)
- [Foot-In-The-Door: A Multi-turn Jailbreak for LLMs](https://mlsanity.com/paper/2502.19820/) (2025)
- [MTSA: Multi-turn Safety Alignment for LLMs through Multi-round Red-teaming](https://mlsanity.com/paper/2505.17147/) (2025)
- [TROJail: Trajectory-Level Optimization for Multi-Turn Large Language Model Jailbreaks with Process Rewards](https://mlsanity.com/paper/2512.07761/) (2025)
- [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, 1 of 1)

- [Door-in-the-Face Requests and Refusal Behaviour in Large Language Models](https://mlsanity.com/paper/2609.02707/) (2026)

## Abstract (arXiv)

Large language models (LLMs) are increasingly deployed in education, healthcare, policy advising, and other interactive settings, where users engage them as sustained social interlocutors rather than one-shot query engines. This shift makes jailbreaks a growing safety threat, yet most research emphasizes single-turn prompt optimization or iterative attack refinement, leaving psychologically grounded multi-turn vulnerabilities underexplored. We present PsychJail, a psychology-guided framework for red teaming aligned LLMs through theory-grounded, multi-turn persuasion. PsychJail maps established social-psychological persuasion techniques into a tactic-conditioned attack policy. It factorizes each attacker action into a Change-of-Meaning analysis, tactic selection, and victim-visible message, operationalizing the Persuasion Knowledge Model (PKM). The policy is refined with trajectory-level reinforcement learning using a PKM-gated reward that credits early jailbreak success only when every turn contains a well-formed Change-of-Meaning analysis. Across four aligned victim models, PsychJail achieves the highest average attack success rate (87.3%) and outperforms strong single-turn and multi-turn baselines on every model. We also measure susceptibility at the action that breaks each victim, revealing four distinct model-level fingerprints that identify which persuasion levers affect each model and how broadly. These fingerprints help explain cross-model transfer asymmetry. We interpret them as four candidate psychological profiles-rationalist, credibility-driven, narrative-monoculture, and broadly persuadable-while treating this interpretation as a conjecture requiring future validation. Our findings establish psychological jailbreaks as a distinct red-teaming frontier for increasingly interactive LLMs.