@inproceedings{yi-etal-2026-good,
title = "Too Good to be Bad: On the Failure of {LLM}s to Role-Play Villains",
author = "Yi, Zihao and
Jiang, Qingxuan and
Ma, Ruotian and
Chen, Xingyu and
Yang, Qu and
Wang, Mengru and
Ye, Fanghua and
Shen, Ying and
Tu, Zhaopeng and
Li, Xiaolong and
Bo, Liefeng",
editor = "Liakata, Maria and
Moreira, Viviane P. and
Zhang, Jiajun and
Jurgens, David",
booktitle = "Findings of the {A}ssociation for {C}omputational {L}inguistics: {ACL} 2026",
month = jul,
year = "2026",
address = "San Diego, California, United States",
publisher = "Association for Computational Linguistics",
url = "https://aclanthology.org/2026.findings-acl.282/",
pages = "5724--5734",
ISBN = "979-8-89176-395-1",
abstract = "Large Language Models (LLMs) are increasingly tasked with creative generation, including the simulation of fictional characters. However, their ability to portray non-prosocial, antagonistic personas remains largely unexamined. We hypothesize that the safety alignment of modern LLMs creates a fundamental conflict with the task of authentically role-playing morally ambiguous or villainous characters. To investigate this, we introduce the Moral RolePlay benchmark, a new dataset featuring a four-level moral alignment scale and a balanced test set for rigorous evaluation. We task state-of-the-art LLMs with role-playing characters from moral paragons to pure villains. Our large-scale evaluation reveals a consistent, monotonic decline in role-playing fidelity as character morality decreases. We find that models struggle most with traits directly antithetical to safety principles, such as ``Deceitful'' and ``Manipulative'', often substituting nuanced malevolence with superficial aggression. Furthermore, we demonstrate that general chatbot proficiency is a poor predictor of villain role-playing ability, with highly safety-aligned models performing particularly poorly. Our work provides the first systematic evidence of this critical limitation, highlighting a key tension between model safety and creative fidelity. Our benchmark and findings pave the way for developing more nuanced, context-aware alignment methods."
}<?xml version="1.0" encoding="UTF-8"?>
<modsCollection xmlns="http://www.loc.gov/mods/v3">
<mods ID="yi-etal-2026-good">
<titleInfo>
<title>Too Good to be Bad: On the Failure of LLMs to Role-Play Villains</title>
</titleInfo>
<name type="personal">
<namePart type="given">Zihao</namePart>
<namePart type="family">Yi</namePart>
<role>
<roleTerm authority="marcrelator" type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">Qingxuan</namePart>
<namePart type="family">Jiang</namePart>
<role>
<roleTerm authority="marcrelator" type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">Ruotian</namePart>
<namePart type="family">Ma</namePart>
<role>
<roleTerm authority="marcrelator" type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">Xingyu</namePart>
<namePart type="family">Chen</namePart>
<role>
<roleTerm authority="marcrelator" type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">Qu</namePart>
<namePart type="family">Yang</namePart>
<role>
<roleTerm authority="marcrelator" type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">Mengru</namePart>
<namePart type="family">Wang</namePart>
<role>
<roleTerm authority="marcrelator" type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">Fanghua</namePart>
<namePart type="family">Ye</namePart>
<role>
<roleTerm authority="marcrelator" type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">Ying</namePart>
<namePart type="family">Shen</namePart>
<role>
<roleTerm authority="marcrelator" type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">Zhaopeng</namePart>
<namePart type="family">Tu</namePart>
<role>
<roleTerm authority="marcrelator" type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">Xiaolong</namePart>
<namePart type="family">Li</namePart>
<role>
<roleTerm authority="marcrelator" type="text">author</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">Liefeng</namePart>
<namePart type="family">Bo</namePart>
<role>
<roleTerm authority="marcrelator" type="text">author</roleTerm>
</role>
</name>
<originInfo>
<dateIssued>2026-07</dateIssued>
</originInfo>
<typeOfResource>text</typeOfResource>
<relatedItem type="host">
<titleInfo>
<title>Findings of the Association for Computational Linguistics: ACL 2026</title>
</titleInfo>
<name type="personal">
<namePart type="given">Maria</namePart>
<namePart type="family">Liakata</namePart>
<role>
<roleTerm authority="marcrelator" type="text">editor</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">Viviane</namePart>
<namePart type="given">P</namePart>
<namePart type="family">Moreira</namePart>
<role>
<roleTerm authority="marcrelator" type="text">editor</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">Jiajun</namePart>
<namePart type="family">Zhang</namePart>
<role>
<roleTerm authority="marcrelator" type="text">editor</roleTerm>
</role>
</name>
<name type="personal">
<namePart type="given">David</namePart>
<namePart type="family">Jurgens</namePart>
<role>
<roleTerm authority="marcrelator" type="text">editor</roleTerm>
</role>
</name>
<originInfo>
<publisher>Association for Computational Linguistics</publisher>
<place>
<placeTerm type="text">San Diego, California, United States</placeTerm>
</place>
</originInfo>
<genre authority="marcgt">conference publication</genre>
<identifier type="isbn">979-8-89176-395-1</identifier>
</relatedItem>
<abstract>Large Language Models (LLMs) are increasingly tasked with creative generation, including the simulation of fictional characters. However, their ability to portray non-prosocial, antagonistic personas remains largely unexamined. We hypothesize that the safety alignment of modern LLMs creates a fundamental conflict with the task of authentically role-playing morally ambiguous or villainous characters. To investigate this, we introduce the Moral RolePlay benchmark, a new dataset featuring a four-level moral alignment scale and a balanced test set for rigorous evaluation. We task state-of-the-art LLMs with role-playing characters from moral paragons to pure villains. Our large-scale evaluation reveals a consistent, monotonic decline in role-playing fidelity as character morality decreases. We find that models struggle most with traits directly antithetical to safety principles, such as “Deceitful” and “Manipulative”, often substituting nuanced malevolence with superficial aggression. Furthermore, we demonstrate that general chatbot proficiency is a poor predictor of villain role-playing ability, with highly safety-aligned models performing particularly poorly. Our work provides the first systematic evidence of this critical limitation, highlighting a key tension between model safety and creative fidelity. Our benchmark and findings pave the way for developing more nuanced, context-aware alignment methods.</abstract>
<identifier type="citekey">yi-etal-2026-good</identifier>
<location>
<url>https://aclanthology.org/2026.findings-acl.282/</url>
</location>
<part>
<date>2026-07</date>
<extent unit="page">
<start>5724</start>
<end>5734</end>
</extent>
</part>
</mods>
</modsCollection>
%0 Conference Proceedings
%T Too Good to be Bad: On the Failure of LLMs to Role-Play Villains
%A Yi, Zihao
%A Jiang, Qingxuan
%A Ma, Ruotian
%A Chen, Xingyu
%A Yang, Qu
%A Wang, Mengru
%A Ye, Fanghua
%A Shen, Ying
%A Tu, Zhaopeng
%A Li, Xiaolong
%A Bo, Liefeng
%Y Liakata, Maria
%Y Moreira, Viviane P.
%Y Zhang, Jiajun
%Y Jurgens, David
%S Findings of the Association for Computational Linguistics: ACL 2026
%D 2026
%8 July
%I Association for Computational Linguistics
%C San Diego, California, United States
%@ 979-8-89176-395-1
%F yi-etal-2026-good
%X Large Language Models (LLMs) are increasingly tasked with creative generation, including the simulation of fictional characters. However, their ability to portray non-prosocial, antagonistic personas remains largely unexamined. We hypothesize that the safety alignment of modern LLMs creates a fundamental conflict with the task of authentically role-playing morally ambiguous or villainous characters. To investigate this, we introduce the Moral RolePlay benchmark, a new dataset featuring a four-level moral alignment scale and a balanced test set for rigorous evaluation. We task state-of-the-art LLMs with role-playing characters from moral paragons to pure villains. Our large-scale evaluation reveals a consistent, monotonic decline in role-playing fidelity as character morality decreases. We find that models struggle most with traits directly antithetical to safety principles, such as “Deceitful” and “Manipulative”, often substituting nuanced malevolence with superficial aggression. Furthermore, we demonstrate that general chatbot proficiency is a poor predictor of villain role-playing ability, with highly safety-aligned models performing particularly poorly. Our work provides the first systematic evidence of this critical limitation, highlighting a key tension between model safety and creative fidelity. Our benchmark and findings pave the way for developing more nuanced, context-aware alignment methods.
%U https://aclanthology.org/2026.findings-acl.282/
%P 5724-5734
Markdown (Informal)
[Too Good to be Bad: On the Failure of LLMs to Role-Play Villains](https://aclanthology.org/2026.findings-acl.282/) (Yi et al., Findings 2026)
ACL
- Zihao Yi, Qingxuan Jiang, Ruotian Ma, Xingyu Chen, Qu Yang, Mengru Wang, Fanghua Ye, Ying Shen, Zhaopeng Tu, Xiaolong Li, and Liefeng Bo. 2026. Too Good to be Bad: On the Failure of LLMs to Role-Play Villains. In Findings of the Association for Computational Linguistics: ACL 2026, pages 5724–5734, San Diego, California, United States. Association for Computational Linguistics.