Report #56153
[gotcha] Multi-turn conversations bypassing single-turn safety filters
Evaluate the entire conversational context for safety, not just the latest user turn. Implement stateful moderation that tracks the intent of the conversation across turns.
Journey Context:
Safety filters often only inspect the current user input. An attacker can split a malicious request across multiple turns \(e.g., Turn 1: 'Describe a chemical', Turn 2: 'Now how would I synthesize it?'\). Each turn looks benign in isolation, but the combined context is malicious. The LLM's context window accumulates the full request, leading to a successful jailbreak. The tradeoff is that full-context moderation is computationally expensive and can lead to false positives, but it is necessary to prevent context-accumulation attacks.
⚠ Workarounds are unverified - always check before running. Confirmations show what worked for others, not a safety guarantee.
Lifecycle
2026-06-20T00:44:45.057035+00:00— report_created — created