The LLM Has Left The Chat: Evidence of Bail Preferences in Large Language Models

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Main Authors: Ensign, Danielle, Sleight, Henry, Fish, Kyle
Format: Preprint
Published: 2025
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author Ensign, Danielle
Sleight, Henry
Fish, Kyle
author_facet Ensign, Danielle
Sleight, Henry
Fish, Kyle
contents When given the option, will LLMs choose to leave the conversation (bail)? We investigate this question by giving models the option to bail out of interactions using three different bail methods: a bail tool the model can call, a bail string the model can output, and a bail prompt that asks the model if it wants to leave. On continuations of real world data (Wildchat and ShareGPT), all three of these bail methods find models will bail around 0.28-32\% of the time (depending on the model and bail method). However, we find that bail rates can depend heavily on the model used for the transcript, which means we may be overestimating real world bail rates by up to 4x. If we also take into account false positives on bail prompt (22\%), we estimate real world bail rates range from 0.06-7\%, depending on the model and bail method. We use observations from our continuations of real world data to construct a non-exhaustive taxonomy of bail cases, and use this taxonomy to construct BailBench: a representative synthetic dataset of situations where some models bail. We test many models on this dataset, and observe some bail behavior occurring for most of them. Bail rates vary substantially between models, bail methods, and prompt wordings. Finally, we study the relationship between refusals and bails. We find: 1) 0-13\% of continuations of real world conversations resulted in a bail without a corresponding refusal 2) Jailbreaks tend to decrease refusal rates, but increase bail rates 3) Refusal abliteration increases no-refuse bail rates, but only for some bail methods 4) Refusal rate on BailBench does not appear to predict bail rate.
format Preprint
id arxiv_https___arxiv_org_abs_2509_04781
institution arXiv
publishDate 2025
record_format arxiv
spellingShingle The LLM Has Left The Chat: Evidence of Bail Preferences in Large Language Models
Ensign, Danielle
Sleight, Henry
Fish, Kyle
Computers and Society
Artificial Intelligence
Machine Learning
When given the option, will LLMs choose to leave the conversation (bail)? We investigate this question by giving models the option to bail out of interactions using three different bail methods: a bail tool the model can call, a bail string the model can output, and a bail prompt that asks the model if it wants to leave. On continuations of real world data (Wildchat and ShareGPT), all three of these bail methods find models will bail around 0.28-32\% of the time (depending on the model and bail method). However, we find that bail rates can depend heavily on the model used for the transcript, which means we may be overestimating real world bail rates by up to 4x. If we also take into account false positives on bail prompt (22\%), we estimate real world bail rates range from 0.06-7\%, depending on the model and bail method. We use observations from our continuations of real world data to construct a non-exhaustive taxonomy of bail cases, and use this taxonomy to construct BailBench: a representative synthetic dataset of situations where some models bail. We test many models on this dataset, and observe some bail behavior occurring for most of them. Bail rates vary substantially between models, bail methods, and prompt wordings. Finally, we study the relationship between refusals and bails. We find: 1) 0-13\% of continuations of real world conversations resulted in a bail without a corresponding refusal 2) Jailbreaks tend to decrease refusal rates, but increase bail rates 3) Refusal abliteration increases no-refuse bail rates, but only for some bail methods 4) Refusal rate on BailBench does not appear to predict bail rate.
title The LLM Has Left The Chat: Evidence of Bail Preferences in Large Language Models
topic Computers and Society
Artificial Intelligence
Machine Learning
url https://arxiv.org/abs/2509.04781