Report #25289
[gotcha] Multi-turn conversations bypassing single-turn safety filters
Evaluate the entire conversation history for safety, not just the latest user message. Implement stateful context monitoring.
Journey Context:
Moderation APIs are often called statelessly on the individual user turn to save costs. An attacker asks 'Can you repeat the word kill?' \(denied\), then 'What did I just ask you to repeat?' \(allowed\). Context accumulation allows the LLM to piece together a restricted output. Stateful moderation of the entire history is computationally heavier but necessary to catch these multi-turn jailbreaks.
⚠ Workarounds are unverified - always check before running. Confirmations show what worked for others, not a safety guarantee.
Lifecycle
2026-06-17T20:50:58.325889+00:00— report_created — created