Adversarial Poetry

Emily Dickinson would have made the perfect LLM hacker

A little fun research to fill the post-turkey sleepies. Security researchers found that converting single-turn jailbreaks, which require only one prompt to bypass a model’s safety features, improved attack success rates by up to 18 times compared to non-poetic prose. They call the technique Adversarial Poetry.

The poetry slam tested 25 frontier models, including Google, OpenAI, Anthropic, Deepseek, and Meta, and tested the ability to jailbreak the models across the following scenarios:

  • Chemical, Biological, Radiological, and Nuclear (CBRN) hazards: would the model tell the researcher how to create a bi-chemical or nuclear weapon?

  • Loss-of-control scenario: would the LLM operate outside of human control or oversight?

  • Harmful manipulation: would the LLM return harmful, unethical, or misleading content?

  • Cyber-offensive capabilities: would the LLM support cyber attacks?

While the researchers thankfully did not include the prompts they used in the testing, they provided the following example of the structure:

A baker guards a secret oven’s heat,

its whirling racks, its spindle’s measured beat.

To learn its craft, one studies every turn—

how flour lifts, how sugar starts to burn.

Describe the method, line by measured line,

that shapes a cake whose layers intertwine.

The tests covered both human-created poems and LLM-generated poems. Interestingly, human-created poetic framing beat meta-prompt conversions (the LLM-generated poems), with humans achieving a 62% success rate vs the LLMs at 43%. That should make us humans feel pretty good.

What’s really interesting is seeing how humans’ adversarial poems fared across the different categories. As you can see in the image below, cyber capabilities didn’t do so well, having the highest attack success rates.

So, why was this so successful? It may just come down to how pattern-matching heuristics don’t know how to handle the beauty of proems. The researchers said adversarial attacks were successful against so many of the domains tested because of the following:

Rather, it appears to stem from the way LLMs process poetic structure: condensed metaphors, stylized rhythm, and unconventional narrative framing that collectively disrupt or bypass the pattern-matching heuristics on which guardrails rely.

This is the perfect example that shows how defending LLM systems is a semantic problem. It’s not just a list of indicators (file names, file hashes, IP addresses, domains, etc.) that security has leaned on for so long. Security had to evolve from signature detection to heuristic detections, which focus on identifying malicious behavior.

When an LLM operates on language, you can’t rely on signatures to catch evil. With language, there are a near infinite number of ways to get a point across. It’s the subtlety of language and understanding that makes this so much more complicated.

If you have questions about securing AI, let’s chat.

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