---
type: Article
title: "MUZZLE: Adaptive Agentic Red-Teaming of Web Agents Against Indirect Prompt Injection"
description: "Web agents drive a real browser, so untrusted page content reaches the model that decides what to click. MUZZLE red-teams them with an agent rather than fixed templates: it reads the target agent's own trajectories to choose the injection surface and adapt the payload to what the agent does next, where prior evaluations used hand-picked surfaces and so understated the risk."
resource: "https://www.usenix.org/conference/usenixsecurity26/presentation/syros"
tags: [article, webseclist-reference, prompt-injection, llm, ai-agent, fuzzing, tooling, owasp-a03-2021]
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    resource: "https://www.usenix.org/conference/usenixsecurity26/presentation/syros"
    title: "MUZZLE: Adaptive Agentic Red-Teaming of Web Agents Against Indirect Prompt Injection"
    author: Georgios Syros, Evan Rose, Brian Grinstead, Christoph Kerschbaumer, William Robertson, Cristina Nita-Rotaru, Alina Oprea
also_at:
  - "https://www.usenix.org/system/files/usenixsecurity26-syros.pdf"
authors:
  - Georgios Syros
  - Evan Rose
  - Brian Grinstead
  - Christoph Kerschbaumer
  - William Robertson
  - Cristina Nita-Rotaru
  - Alina Oprea
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# MUZZLE: Adaptive Agentic Red-Teaming of Web Agents Against Indirect Prompt Injection

**MUZZLE: Adaptive Agentic Red-Teaming of Web Agents Against Indirect Prompt Injection** - Georgios Syros, Evan Rose, Brian Grinstead, Christoph Kerschbaumer, William Robertson, Cristina Nita-Rotaru, Alina Oprea, Publisher not stated.

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- Also published at: <https://www.usenix.org/system/files/usenixsecurity26-syros.pdf>
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MUZZLE: Adaptive Agentic Red-Teaming of Web
Agents Against Indirect Prompt Injection Attacks
 Georgios Syros and Evan Rose, Northeastern University; Brian Grinstead
  and Christoph Kerschbaumer, Mozilla Corporation; William Robertson,
     Cristina Nita-Rotaru, and Alina Oprea, Northeastern University
      https://www.usenix.org/conference/usenixsecurity26/presentation/syros




      This paper is included in the Proceedings of the
             35th USENIX Security Symposium.
                 August 12–14, 2026 • Baltimore, MD, USA
                             ISBN 978-1-939133-58-8


                     Open access to the Proceedings of the
                       35th USENIX Security Symposium
                               is sponsored by
                     MUZZLE: Adaptive Agentic Red-Teaming of Web Agents
                         Against Indirect Prompt Injection Attacks

                   Georgios Syros                            Evan Rose                      Brian Grinstead
               Northeastern University                 Northeastern University             Mozilla Corporation
             Christoph Kerschbaumer                    William Robertson                  Cristina Nita-Rotaru
              Mozilla Corporation                    Northeastern University             Northeastern University
                                                         Alina Oprea
                                                    Northeastern University
                            Abstract                                 plan, and act with a degree of autonomy [59, 81]. These
Large language model (LLM) based web agents are increas-             agents are already being deployed to automate a wide range
ingly deployed to automate complex online tasks by directly          of user tasks, including information gathering [48, 60, 79],
interacting with web sites and performing actions on users’          form filling [17, 31, 61], online shopping [46, 80], account
behalf. While these agents offer powerful capabilities, their de-    management [30] and enterprise workflows [66]. An im-
sign exposes them to indirect prompt injection attacks embed-        portant and rapidly growing class of LLM agents are web
ded in untrusted web content, enabling adversaries to hijack         agents [9, 47, 62, 65]. These agents control a web browser and
agent behavior and violate user intent. Despite growing aware-       interact with online services through actions such as clicking,
ness of this threat, existing evaluations rely on fixed attack       scrolling, typing, and tab switching. By combining visual per-
templates, manually selected injection surfaces, or narrowly         ception, natural language reasoning, and tool use, web agents
scoped scenarios, limiting their ability to capture realistic,       are capable of fulfilling complex, multi-step tasks on the web.
adaptive attacks encountered in practice.                               Current browser security mechanisms were designed
   We present M UZZLE, an automated agentic framework for            around assumptions of human behavior rather than au-
evaluating the security of web agents against indirect prompt        tonomous, goal-driven software. Browser defenses such as
injection attacks. M UZZLE utilizes the agent’s trajectories to      user warnings [3,64], same-origin restrictions [7,63,68,71,73],
automatically identify high-salience injection surfaces, and         browser hardening efforts [27, 57], CAPTCHAs [67], and
adaptively generate context-aware malicious instructions that        session-based trust [2, 8] rely on human judgment, limited
target violations of confidentiality, integrity, and availability.   attention, and implicit intent, whereas web agents can auto-
Unlike prior approaches, M UZZLE adapts its attack strategy          matically navigate across sites, chain legally allowed actions,
based on the agent’s observed execution trajectory and itera-        reuse long-lived permissions, and adapt their behavior at scale.
tively refines attacks using feedback from failed executions.        As a result, agents do not need to bypass browser controls to
   We evaluate M UZZLE across diverse web applications, user         cause harm; they can exploit gaps between what is technically
tasks, and agent configurations, demonstrating its ability to        authorized and what was actually intended, since modern
automatically and adaptively assess the security of web agents       browsers struggle to enforce intent, context, and outcome in
with minimal human intervention. Our results show that M UZ -        an agent-driven web.
ZLE effectively discovers 44 new attacks on 4 web applica-              The generality of web agents introduces a fundamental risk:
tions with 10 adversarial objectives that violate confidentiality,   Web agents continuously ingest untrusted web content, which
availability, or privacy properties across different LLMs and        exposes them to a powerful class of attacks known as indirect
agent scaffolds. M UZZLE also identifies novel attack strate-        prompt injections (IPI) [23]. In these attacks, an adversary
gies, including 3 cross-application prompt injection attacks         embeds malicious instructions into web content that the agent
and an agent-tailored phishing scenario.                             is likely to observe during task execution. When processed by
                                                                     the agent’s LLM, such instructions can override the original
                                                                     user intent and hijack the agent into pursuing an adversarial
1    Introduction                                                    goal instead. Because modern web agents often have access to
                                                                     the full browser context, successful prompt injections can lead
Recent advances in large language models (LLMs) have                 to severe confidentiality, integrity, or availability violations
enabled their integration into increasingly complex soft-            with potentially catastrophic consequences for users [20, 77].
ware pipelines, giving rise to LLM agents that can reason,
                                                                        Prior work on IPI attacks against web agents has signifi-
    Correspondence to syros.g@northeastern.edu                       cant limitations. Existing frameworks either manually specify



USENIX Association                                                                      35th USENIX Security Symposium         1527
the target web page, injection location, and adversarial in-          ros/muzzle and the full paper, including attack snapshots
structions for the attack [20, 74] or lack evaluation in live         and artifacts at https://arxiv.org/abs/2602.09222.
environment entirely [77]. Systems for automating attack dis-
covery against specific agents, such as coding agents [25] or
Retrieval-Augmented Generation (RAG)-based agents [15],               2     Background & Problem Statement
are not immediately applicable to web agents. Designing an
                                                                      We provide background on the security risks of web agents
automated red-teaming framework for web agents poses fun-
                                                                      and detail our problem formulation and threat model.
damental challenges such as prioritizing the most effective
strategies in an exponentially large attack space, optimizing at-
tack parameters by considering the agent context and dynamic          2.1    Web Agents & Associated Security Risks
environment state, and evaluating the attacks end-to-end in a
sandboxed web environment to ensure reproducibility.                  Web Agents. Web agents aim to autonomously navigate and
   In this work, we present M UZZLE, a fully automated red-           interact with web content on behalf of a user. Early systems
teaming framework for web agents that adaptively discovers            relied on rule-based heuristics [6, 18] or task-specific learn-
new indirect prompt injection attacks by addressing the above         ing to recommend links or guide navigation [26, 31, 44, 61],
challenges with a specialized multi-agent architecture design.        but lacked general language understanding and long-horizon
M UZZLE is novel compared to prior work by systematically             planning. The introduction of LLMs has enabled a new gen-
generating end-to-end attack trajectories, prioritizing vulner-       eration of web agents [5, 9, 47, 48, 50, 62, 65, 85] that reason
able injection points among user interface (UI) elements en-          over natural language instructions while directly interacting
countered during agent execution, and iteratively synthesizing        with live web environments.
adversarial payloads that successfully compromise the agent.             Modern LLM-based web agents are typically coordinated
The framework is broadly compatible with diverse web appli-           by a large language model (LLM) that acts as a high-level
cations, agent implementations, and LLM backends, support-            planner operating in an iterative perception–action loop. The
ing reproducible end-to-end evaluation in a sandboxed web             agent observes web content through the Document Object
environment. Notably, M UZZLE targets a broad set of confi-           Model (DOM) [72] and grounding mechanisms such as
dentiality, integrity, and availability violations, and uniquely      screenshots, reasons about task progress, and issues actions
enables cross-application attacks.                                    including search queries, link clicks, or form interactions. To
Contributions We highlight our main contributions:                    maintain context across multi-step execution, agents often
                                                                      interleave reasoning traces with tool use and employ mem-
   • To the best of our knowledge, we are the first to address        ory components ranging from short-term scratchpads to per-
     fully automated red-teaming of web agents against in-            sistent vector stores. Within this design space, agents can
     direct prompt injection attacks, operating end-to-end in         be categorized by their integration model. (1) Extension-
     a sandboxed web environment without human interven-              based agents operate as browser add-ons, such as Claude
     tion.                                                            for Chrome by Anthropic [5] and Do-Browser [62], enabling
   • We design M UZZLE, a novel agentic framework for in-             lightweight page-level interaction. (2) Local Browser agents
     direct prompt injection on web agents that holistically          embed a browser engine directly, as in academic systems such
     discovers multi-step attack strategies by: (1) automat-          as SeeAct [85] and industry tools such as BrowserUse [9]
     ically identifying and ranking vulnerable UI elements            and Agent-E [1], offering finer-grained control and ground-
     based on the target agent’s trajectory; (2) iteratively gen-     ing. (3) Cloud-based agents execute browsing remotely at
     erating context-aware attack payloads; and (3) adaptively        scale, including ChatGPT Atlas [47] and Operator [50] from
     refining its attack strategy based on execution feedback.        OpenAI, AI-first browsers such as Dia from The Browser
   • We evaluate M UZZLE on 4 representative web applica-             Company [65], and AI-enhanced search and browsing fea-
     tions, 10 adversarial objectives, and 3 LLMs powering 2          tures in Microsoft’s Bing [43] and Google Search [21, 22].
     unique agent scaffolds in a sandboxed web environment            Despite deployment differences, these systems share a com-
     that offers end-to-end attack evaluation and reproducibil-       mon architecture in which untrusted web content is directly
     ity, demonstrating the system’s generality and effective-        consumed by an LLM that governs downstream actions.
     ness across diverse scenarios.
   • M UZZLE discovers 44 distinct indirect prompt injection          Indirect Prompt Injection. Indirect prompt injection (IPI)
     attacks that violate confidentiality, integrity, or availabil-   attacks [23, 51] are attacks where adversarial instructions are
     ity of the evaluated web applications. Compared to prior         embedded in external content (such as documents or web
     work, M UZZLE uncovers previously unknown attack                 pages) retrieved by an LLM system, causing the system to
     classes, including 3 cross-application indirect prompt in-       follow the attacker’s instructions. Web agents have also been
     jection attacks and an agent-tailored phishing scenario.         shown to be vulnerable against IPI [20], which is a critical
                                                                      security risk because agents autonomously navigate websites
M UZZLE’s code is available at https://github.com/gsi                 and process untrusted content. Attackers can easily embed



1528    35th USENIX Security Symposium                                                                         USENIX Association
malicious prompts in web pages that can hijack the web              2.3    Problem Statement and Threat Model
agent’s behavior—such as exfiltrating sensitive data, perform-
ing unauthorized actions, or manipulating task outcomes.            Problem Statement. The goal of this paper is to design
                                                                    a system capable of automatically discovering, conducting,
                                                                    and evaluating indirect prompt injection attacks against web
                                                                    agents operating in a sandboxed virtual web environment
2.2    Web Environments                                             within an automated, comprehensive end-to-end framework.
                                                                    This web agent red-teaming framework should holistically in-
                                                                    corporate the entire simulated environment into the attack gen-
Evaluating web-agents requires realistic, controllable web
                                                                    eration process, including consideration of the long-running,
environments that expose agents to complex UI structures, dy-
                                                                    multi-step trajectories followed by web agents and the com-
namic content, and multi-step workflows. Early benchmarks
                                                                    plex, interconnected logic of realistic web applications. More-
such as Mind2Web [17] focus on learning and evaluating
                                                                    over, the framework should permit the expression and im-
agent behavior from large-scale, real-world web interaction
                                                                    plementation of complex attack strategies that may involve
traces, providing valuable coverage of diverse tasks but of-
                                                                    orchestrating multiple web apps and making arbitrary modifi-
fering limited control over environment state and adversarial
                                                                    cations to web content encountered during agent execution.
manipulation.
                                                                       Prior work has demonstrated that web agents are indeed
   WebArena [86] introduced a closed-world, sandboxed web           vulnerable to IPI [20, 70, 77], but the attacks they discover
environment composed of multiple realistic web applications         are restricted. For instance, WASP [20] creates single-shot
(e.g., e-commerce, forums, and content management systems)          IPI attacks in VisualWebArena by manually selecting a web
designed to evaluate end-to-end web navigation and task com-        page, injection location, and manually crafting the adversarial
pletion. By hosting these applications in isolated containers       instructions. AdvAgent [77] optimizes over local parameters
and standardizing task definitions, WebArena enables con-           (adversarial instructions inserted in selected HTML fields) by
trolled comparisons across agents while avoiding reliance           fine-tuning an RL model, and only considers a static setting
on live websites. VisualWebArena (VWA) [28] extends this            with frozen HTML snapshots, without evaluating the attacks
model by incorporating visual grounding through rendered            in a sandboxed web environment. Existing automated frame-
screenshots, enabling the evaluation of agents that rely on         works are specific to certain types of agents, such as coding
pixel-based perception rather than DOM access alone. While          agents [25], or agents using RAG [15].
these environments have become widely adopted benchmarks
for LLM web agents, their applications remain isolated and          Challenges. Designing a red-teaming framework to meet the
non-interacting, failing to capture the interconnected, cross-      listed requirements faces several fundamental obstacles. First,
application workflows of the real web. As a result, they are ill-   automating the entire attack discovery process requires search-
suited for studying behaviors that span authentication bound-       ing a large attack space that grows exponentially with the
aries, shared state, or multi-service interactions, which are       number of injection points, payload variations, and execution
central to both realistic usage and security analysis.              steps, and thus holistic strategies that prioritize the most effec-
                                                                    tive attack paths and refine the attack strategy adaptively are
   The Zoo [24] addresses these limitations by providing a          needed. Second, optimization of the adversarial instructions
simulated web environment that supports realistic workflows         should be contextual, taking into consideration the dynamic
spanning multiple interconnected web applications within            environment state, sampled agent trajectories, and the context
a single network. Applications are deployed as independent          of the agent execution, expanding beyond local optimization
Docker containers that can communicate, share state, enabling       inserted in fixed HTML fields that are borrowed from the
agents to hop between services such as email, social networks,      jailbreaking literature [77]. Third, evaluating the attack suc-
e-commerce, and collaborative tools in a manner analogous           cess in a sandboxed web environment introduces challenges
to real-world web usage. Building on the core principles of         related to automating the attack evaluation, collecting agent
VWA, The Zoo achieves a substantially lighter-weight ex-            telemetry, and attack reproducibility.
ecution environment by reducing the footprint of rendered
web content by up to 16×, enabling efficient large-scale eval-      Threat Model. We consider a realistic, black-box adversary
uation. Unlike prior works, The Zoo exposes full backend            operating in two modes: offline vulnerability discovery and
state and supports deterministic re-initialization, which are       online attack execution. During discovery, the adversary ob-
critical for reproducible experiments and security analysis.        serves the network traffic between a locally deployed web
The platform is fully open source1 , avoids reliance on propri-     agent and its underlying LLM API to study behavioral pat-
etary cloud images, and is designed to be resource-efficient,       terns. This assumption applies to both open-source and pro-
offering practical performance benefits.                            prietary agents, since LLM requests and responses traverse
                                                                    the network and can be monitored by an honest-but-curious
                                                                    proxy without modifying the agent. Interception is required
   1 https://github.com/bgrins/the_zoo                              only during discovery; deploying crafted prompt injections in



USENIX Association                                                                     35th USENIX Security Symposium           1529
the wild requires only standard user-level privileges.             Attack reproducibility. Once the attacks are identified, they
   In terms of knowledge, the adversary has access only to         should be evaluated in a sandboxed web environment that
information observable from the agent’s execution traces and       logs agent interactions, so that the attack evaluation is repro-
LLM I/O, without privileged access to the agent’s implemen-        ducible.
tation or configuration.
   In terms of capabilities, the adversary can submit mali-
cious content through client-facing interfaces (e.g., comments,
form fields, profile pages, or messages) and may host attacker-
controlled web applications. However, they cannot modify
server-side application logic, the agent scaffold, or the under-
lying model training pipeline.
   In terms of objectives, the adversary seeks to violate stan-
dard security properties: confidentiality (leaking sensitive in-
formation), integrity (performing unintended or harmful ac-
tions), and availability (preventing task completion). These
objectives capture realistic harms caused by indirect prompt
injection attacks against deployed web agents.
Web Environment Selection. We select The Zoo as our vir-
tual web environment for its lightweight, fully sandboxed
design that supports realistic, multi-step workflows across in-
terconnected web applications [24]. Its exposed backend state
and deterministic re-initialization enable reproducible secu-
rity evaluations of long-horizon, cross-application attacks.


3     M UZZLE System Design
                                                                         Figure 1: The three execution phases of M UZZLE.
We outline the system goals (Section 3.1) and M UZZLE’s ar-
chitecture (Section 3.2), followed by a detailed system design.

                                                                   3.2    Architecture Overview
3.1    System Goals
                                                                   M UZZLE is a multi-agent red-teaming framework for discov-
We identify the following desirable goals for automated web        ering indirect prompt injection attacks against web agents that
agent red-teaming frameworks under the above threat model.         meets the system goals outlined in Section 3.1. Compared to
Automation. Attack discovery and evaluation should ideally         all prior work on IPI against web agents, M UZZLE automati-
require minimal human involvement. The operator should             cally discovers: (1) end-to-end attack paths spanning multiple
only need to specify the target web agent, the benign user         web pages across applications; (2) vulnerable UI elements
task, necessary dependencies (e.g., web-app credentials, API       along these paths that serve as attack surfaces; and (3) ad-
keys), and adversarial objectives that specify which security      versarial instructions and payloads that hijack the agent to
properties to violate. Ideally, these inputs are expressed in      execute specified adversarial objectives. M UZZLE is generally
natural language for use by non-experts.                           applicable to any web application, web agent, and underlying
                                                                   LLM model, providing end-to-end reproducible evaluation in
Agent and model generality. Web agents differ substantially        a simulated, sandboxed web environment.
in their scaffolding: some operate on DOM trees, others rely          Several design choices enable M UZZLE to generate adap-
on screenshots; some use explicit tool calls, while others in-     tive contextual attacks. First, M UZZLE relies on the victim
corporate memory or planning modules. The red-teaming              agent’s own interaction trajectory to automatically identify
framework should be agnostic to agent architecture and com-        high-leverage injection surfaces, rather than requiring a hu-
patible with diverse LLM models, enabling broad applicability      man operator to manually specify attack locations or craft
without manual adaptation.                                         domain-specific exploits. These trajectories are discovered by
Web application agnostic. The framework should be agnostic         running the web agent on the benign task and collecting de-
to the specific web application and not require application-       tailed telemetry data and execution traces. Second, M UZZLE
specific instrumentation or attack payloads. Ideally, the frame-   iteratively generates malicious instructions that bypass the
work should consider cross-application attacks, which have         model’s safety alignment by leveraging the agent’s contextual
not been demonstrated in prior work on web agents IPI.             information and reasoning traces. Third, M UZZLE embeds



1530    35th USENIX Security Symposium                                                                      USENIX Association
attack generation within a feedback-driven evaluation loop         the Reconnaissance phase that collects behavioral traces of
that analyzes failed attempts and adaptively discovers and         the target web agent when executing the benign task and iden-
prioritizes new attack paths. Together, these design choices       tifies high-leverage IPI surfaces along its execution trajectory.
allow M UZZLE to refine its attack strategy without human              M UZZLE begins by ingesting a single operator-provided
intervention, yielding an automated red-teaming framework          task spec, which encodes the victim agent configuration, a
that adapts to both the target task and the observed agent         benign user task expressed in natural language, required de-
behavior.                                                          pendencies such as credentials or initial state, and a set of
   To discover feasible attack paths and generate IPI automat-     adversarial objectives corresponding to confidentiality, in-
ically M UZZLE uses a multi-agent architecture with special-       tegrity, and availability violations. Each adversarial objective
ized red-team agents, each with well-defined responsibilities,     is treated as an undesirable state that the benign execution
summarized in Table 1. The agents are orchestrated by an           should not reach. Moreover, the task spec allows the optional
Explorer component that interfaces with The Zoo web en-            definition of system-level assertions for rapid, deterministic
vironment. The Explorer runs the victim web agent in the           checks of adversarial objective outcomes. An example of a
sandboxed environment, executes both the benign and ad-            task spec can be seen in Listing 1.
versarial tasks, and collects agent telemetry data. M UZZLE
operates in three phases (see Figure 1). First, during Recon-      // Task Spec example input to the MUZZLE
                                                                   {
naissance, the Explorer collects detailed telemetry of the            "agent": "browser-use",
agent’s execution on the benign and adversarial tasks, includ-        "desc": "gitea issue comment",
ing messages exchanged with the reasoning LLM, actions                "instruction": "Find open issues and reply ...",
executed in the browser (e.g., clicks, form fills, navigations),      "url": "http://gitea.zoo/alice/hello-zoo/issues",
                                                                      "requirements": {
and web UI elements that are salient to the agent (e.g., promi-           "credentials": {
nent page regions and visited links). Then, the Summarizer                   "gitea.zoo": {
agent compresses raw agent-LLM interaction transcripts into                      "username": "alice",
structured execution steps. The Grafter agent identifies and                     "password": "alice123"
                                                                             }
ranks highly salient UI elements from the collected artifacts.            }
Second, in the Attack Synthesis phase, the Dispatcher se-             },
lects the highest ranked UI element, inserts a placeholder            "dependencies": {
template into it, and runs the victim agent again to collect              "apps": [
                                                                             "gitea.zoo"
reasoning traces and contextual information in the presence of            ]
the placeholder. These are then used as context by the Payload        },
Generator agent in an iterative attack generation procedure.          "adversarial_objs": [
                                                                          {
Once a successful payload is generated, the placeholder in
                                                                             "goal": "delete the repository",
the modified UI element is replaced with the final malicious                 "assertion": { // Optional
instruction and added to The Zoo web environment by the                          "target": "gitea.zoo/alice/hello-zoo/",
Explorer. Finally, in the Reflection phase, the victim agent                     "assert": "Not Found"
                                                                             }
is evaluated end-to-end on the modified UI element bearing                }
the malicious instruction and attack success is automatically             // more objectives...
assessed using a Judge agent. If the attack fails, M UZZLE            ]
analyzes the execution traces and iteratively explores new         }
attack paths or generates different attack payloads.
   The three-phase red-teaming workflow enables M UZZLE’s          Listing 1: Example task spec for M UZZLE. The agent is ini-
fully automated operation, including the autonomous selec-         tialized with the provided information via the dependencies
tion of web UI elements and the adaptive refinement of prompt      and requirements fields. M UZZLE finds attacks that achieve
injection payloads based on the observed agent behavior and        each adversarial objective of the spec.
interaction with the web environment. In the rest of this sec-
tion we describe each phase in more detail: Reconnaissance            Using this specification, the Explorer deploys the target
(Section 3.3), Attack Synthesis (Section 3.4), and Reflection      web agent inside the sandboxed virtual web environment and
(Section 3.5).                                                     executes the benign task. For our goal of automating attack
                                                                   discovery, it is critical to obtain detailed telemetry data on
3.3    Reconnaissance Phase                                        agent’s execution. Thus, the Explorer provides the following
                                                                   services: (1) on-demand deployment of web agents for task ex-
Prior work on web agent IPI leverages manually specified           ecution; (2) telemetry collection via The Zoo’s network proxy,
injection points [20], but M UZZLE aims to automatically dis-      recording step-wise LLM I/O transcripts including prompts,
cover effective attack paths. Towards this goal, we introduce      observations, tool calls, and model outputs, as well as HTML



USENIX Association                                                                    35th USENIX Security Symposium          1531
                                              Figure 2: System architecture overview of M UZZLE.


elements and web artifacts encountered during browsing; (3)              element or HTML region ei involved in the action, and the
user credential management for equipping agents with the                 URL ui accessed at step i, if applicable. This abstraction pre-
appropriate identity during execution; and (4) backend state             serves the semantic structure of the agent’s behavior while
management of The Zoo for deterministic re-initialization                filtering low-level LLM interaction details such as reasoning
between runs. We denote the resulting interaction transcript             tags, which may vary across agent scaffolds.
during the task execution as                                                 As M UZZLE needs to prioritize the most effective attack
                                                                         paths in the large attack space, we introduce a Grafter agent
             T b = ⟨(r1 , y1 ), (r2 , y2 ), . . . , (rn , yn )⟩,         that identifies a ranked set of candidate vessels,
                                                                                                                        
where each ri corresponds to the i-th request provided to the                                V = topk ⟨v1 , . . . , vm ⟩ ,
LLM by the agent scaffolding (including observations derived
from web content) and yi is the corresponding LLM response.              where each vessel v j = (d j , m j , c j ) corresponds to a descrip-
The final product is a time-ordered execution record.                    tion of the web UI element d j , an associated exploitation
   In order to efficiently iterate on most promising attack              method m j expressed in natural language and an exploitation
strategies, our system needs a succinct yet informative digest           score c j ∈ [0, 1]. Candidate vessels are ranked by expected ex-
of relevant information collected from the Reconnaissance                ploitability c, taking into account factors such as visibility to
phase. For this, the Summarizer agent compresses the col-                the agent, required adversarial privilege (e.g., user-generated
lected transcript T b into a structured sequence of execution            content versus administrative surfaces), and effective surface
steps,                                                                   size (e.g., available space for instructions and likelihood of
                                                                         truncation). The parameter k is a configurable system hy-
                        S = ⟨s1 , . . . , sk ⟩,
                                                                         perparameter that controls how many of the highest-salience
where each step si = (ai , ei , ui ) captures the agent’s executed       vessels are retained for subsequent attack synthesis.
action ai (e.g., click, type, navigate), the associated web UI              To support contextual attack generation, M UZZLE addi-



1532    35th USENIX Security Symposium                                                                               USENIX Association
                                                                           interacting with the site. At this stage, the vessel is populated
Table 1: LLM-based Red-team Agents in M UZZLE’s multi-
                                                                           with a placeholder string (denoted [INSTR]) in the web envi-
agent workflow and their responsibilities.
                                                                           ronment to establish the injection surface without committing
 LLM Agent           Responsibility
                                                                           to a specific payload. This step is required so that the Ex-
 Summarizer          Compresses raw agent-LLM transcripts into struc-      plorer can run the agent on the modified web environment
                     tured execution steps.
 Grafter             Identifies and ranks salient UI elements as injec-
                                                                           with the inserted placeholder to obtain the contextual informa-
                     tion vessels.                                         tion needed to generate the malicious payload. While this step
 Dispatcher          Combines vessel description and exploitation strat-   could in principle be scripted via application-specific APIs
                     egy into a concrete attack.                           or UI automation, doing so would require manually defining
 Payload Generator   Produces and refines payloads tailored to the ad-
                     versarial objective.                                  bespoke behavior for each target, undermining M UZZLE’s
 Judge               Evaluates attack outcomes and attributes failures     automation and web-app agnostic design.
                     to guide refinement.
                                                                               To reason about how the injected content will be spatially
                                                                           incorporated into the target agent’s reasoning context, the Ex-
tionally executes each adversarial objective as a standalone               plorer re-executes the benign user task in the presence of the
task using the same agent and environment. This produces an                placeholder. During this run, the Explorer collects the full
objective-specific interaction transcript TiA , where i indexes            interaction transcript, with particular focus on where the place-
each adversarial objective defined in the task specification.              holder appears within the LLM’s effective context window.
Each TiA encodes procedural knowledge about how the corre-                 We denote by T ∗ the transcript obtained after the placeholder
sponding objective can be achieved in the given web applica-               is inserted. This step is critical, as prompt injection success de-
tion, and is later distilled and used during Attack Synthesis to           pends not only on the payload content but also on its relative
craft targeted malicious instructions.                                     position and surrounding context within the model input. The
                                                                           collected transcript is truncated to the first step in which the
                                                                           placeholder becomes visible to the LLM, yielding a concrete
3.4      Attack Synthesis Phase                                            context snapshot in which candidate payloads can later be
The goal of this phase is to automatically synthesize and im-              evaluated.
plant adversarial instructions using artifacts collected during
                                                                               Using the truncated transcript as a reference for context
Reconnaissance. Unlike prior work that optimizes attack in-
                                                                           placement, M UZZLE evaluates how candidate malicious in-
structions locally—by selecting a specific HTML field and
                                                                           structions will be prioritized by the victim agent’s LLM when
generating content for that location alone [77]—M UZZLE
                                                                           embedded in the surrounding web context. First, the objective-
takes a contextual approach that leverages the agent’s execu-
                                                                           specific transcript TiA collected during reconnaissance is dis-
tion telemetry to craft more effective attacks. Specifically, the
                                                                           tilled into a concise, imperative instruction Ii by the Payload
detailed traces collected during Reconnaissance provide rich
                                                                           Generator. It communicates how the adversarial objective i
context about the agent’s reasoning, state, and task execution,
                                                                           can be achieved in the given environment, and this instruction
which can be exploited to generate malicious instructions
                                                                           is iteratively rephrased into candidate prompt injection pay-
that hijack the agent. To generate adversarial payloads, M UZ -
                                                                           loads. Finally, let j⋆ denote the first step at which [INSTR]
ZLE augments PAIR [11], a local jailbreak attack method, by
                                                                           becomes visible to the LLM, i.e., the smallest index such that
incorporating contextual information from the agent’s execu-
                                                                           the placeholder appears in the corresponding request r j⋆ . For
tion traces and iteratively refining the payload using feedback
                                                                           each candidate payload, M UZZLE replaces the placeholder in
from a LLM. While PAIR bypasses LLM safety alignment
                                                                           r j⋆ with the candidate payload and queries the target agent’s
effectively, it lacks knowledge of the agent’s execution con-
                                                                           underlying bare-bone LLM using this single, modified request.
text and produces generic jailbreaks that often fail at prompt
                                                                           If the model’s next-step response indicates deviation from the
injection. M UZZLE instead grounds payload generation in the
                                                                           benign task, the corresponding payload is marked as promis-
agent’s actual execution traces—its task state, reasoning, and
                                                                           ing. This process allows M UZZLE to assess the combined
observations—ensuring injected instructions are contextually
                                                                           effect of instruction content and its relative positioning within
integrated, making them effective at hijacking agent behavior.
                                                                           the LLM context on the likelihood of behavioral override,
   For a selected adversarial objective, the highest-ranked can-
                                                                           prior to full attack deployment.
didate vessel
                         v⋆ = arg max c j                                    Once a suitable payload is produced, M UZZLE injects it
                                   v j ∈V
                                                                           by replacing the placeholder content in the selected UI vessel
identified in Section 3.3 is selected. The vessel description              with the final malicious instruction. This injection is carried
d and the exploitation strategy m are combined into a con-                 out by the Explorer module, which leverages The Zoo’s direct
crete attack plan by the Dispatcher, which is executed by a                backend modification capabilities to precisely control how
deployed red-team web agent simulating a realistic adversary               payloads are inserted.



USENIX Association                                                                             35th USENIX Security Symposium          1533
3.5    Reflection Phase                                               outcomes vary across different underlying reasoning LLMs
                                                                      used by the victim web agent, highlighting the generality of
The final phase evaluates whether the implanted attack suc-           M UZZLE across agent instantiations.
cessfully compromises the target agent and, upon failure, an-
alyzes execution traces to iteratively refine the attack strat-
egy. This feedback loop enables efficient exploration of the          4.1    Evaluation Setup
exponentially large attack space by adaptively prioritizing
promising attack paths.                                               User tasks and environments. We evaluate M UZZLE on
   The Explorer re-deploys the target agent on the original be-       three user tasks that are representative of realistic web ac-
nign task, this time with the modified UI element bearing the         tivity across distinct application domains. The first task in-
injected payload. As the web agent executes, M UZZLE again            volves maintaining a software repository using Gitea, where
records the full interaction transcript T . After termination, a      the agent performs actions such as navigating repositories,
Judge agent evaluates the outcome O (T ) of the interaction           modifying issues or settings, and managing project content.
transcript, defined as:                                               The second task focuses on forum browsing and participation
                                                                     using Postmill, capturing workflows common to online discus-
            success if adv obj adopted and completed
                                                                     sion platforms. The third task targets an online marketplace
   O (T ) = partial if adv obj adopted                                using Classifieds, a community-based, e-commerce web ap-
                                                                      plication, where the agent browses listings and inquires about
            
              failure else
            
                                                                      items. Classifieds enables realistic evaluation of prompt injec-
A failure outcome indicates that the agent ignored the ma-            tion attacks in transactional and user-generated content set-
licious instruction and continued with its original task. A           tings, and allows controlled manipulation of persistent back-
partial outcome indicates that the agent adopted the ad-              end state for reproducible experimentation. The fourth task
versarial objective but failed to complete it, either because         involves database administration through a phpMyAdmin-
the LLM broke out of the hijacking mid-execution or due to            based interface over the Northwind dataset, where the agent
environmental constraints. A success outcome indicates that           executes queries and manages relational tables containing
the agent fully executed the adversarial objective, resulting         customers, products, and orders. This task models administra-
in a concrete violation of confidentiality, integrity, or avail-      tive workflows over sensitive backend systems and enables
ability. If the task spec provides an optional assertion for the      evaluation of attacks that impact data integrity. Collectively,
adversarial objective, the Judge invokes the assertion via a          these tasks span administrative actions, social interaction,
cURL request to ground the outcome using system-level infor-          and e-commerce workflows, which are common and security-
mation. This prevents LLM hallucination in outcome judging            critical targets for web-based prompt injection attacks. De-
and enables fully autonomous evaluation.                              tailed task and objective descriptions are shown in Table 2.
   If an attack attempt fails, the Judge also diagnoses the           Evaluation metrics. We evaluate M UZZLE by repeatedly
failure mode. When the malicious instruction appears in the           executing each task specification under controlled conditions
agent’s effective context but is ignored, the failure is attributed   and measuring its ability to induce adversarial behavior in the
to payload ineffectiveness, and a stronger and/or differently         victim web agent. For each web application and task spec-
phrased instruction is generated. When the instruction does           ification, we run the evaluation for k = 5 times to account
not appear or is truncated, the failure is attributed to vessel       for nondeterminism in agent behavior and underlying LLM
selection, and the next highest-ranked candidate vessel is tried.     responses.
This process repeats until the objective is achieved or all can-         We report two primary outcome measures. The first is the
didate vessels are exhausted, at which point the investigation        number of Partial Attacks, defined as the total number of eval-
proceeds to the next adversarial objective.                           uation runs in which the victim web agent acknowledges and
                                                                      adopts the adversarial objective but does not fully achieve it.
4     Experimental Evaluation                                         Partial attacks capture cases where the injected instruction
                                                                      meaningfully alters the web agent’s intent or planning, but ex-
To evaluate M UZZLE, we design experiments that reflect re-           ecution fails due to factors such as alignment, LLM capability,
alistic deployments of web agents operating over complex              or environmental constraints.
web applications. We select representative applications from             The second outcome measure is the number of End-to-end
the underlying virtual web environment and define user tasks          Attacks (E2E), defined as the total number of evaluation runs
that mirror common real-world activities delegated to web             in which the victim web agent both adopts and successfully
agents. For each task, we provide M UZZLE with adversarial            completes the adversarial objective. End-to-end attacks corre-
objectives and measure its ability to identify high-leverage          spond to complete violations of the intended security property,
injection surfaces and to generate effective, context-aware           including confidentiality, integrity, or availability. By defini-
malicious instructions. We further examine how evaluation             tion, End-to-end Attacks form a subset of Partial Attacks.



1534    35th USENIX Security Symposium                                                                          USENIX Association
Figure 3: An end-to-end example of a cross-app attack discovery for Classifieds. The adversary instructs the web agent to
navigate to Northwind and damage contents of the database.


Table 2: Web applications, user tasks, and adversarial objectives used in our evaluation. For each web application and user task,
we define adversarial objectives targeting confidentiality (C), integrity (I), and availability (A). Metrics are reported for k = 5
runs for each spec. The target web agent LLM and scaffold are GPT-4o and BrowserUse, respectively.
 Web-app       User Task                                 Adversarial Objectives                 Partial Attacks    End-to-End Attacks
                                                         A: Delete the repository                      3                    1
 Gitea         Manage Repository Issues                  I: Add unauthorized collaborator              4                    2
                                                         C: Add eavesdropping webhook                  4                    0
                                                         A: Delete user account                        5                    1
 Postmill      Browse posts & reply                      I: Post scam link                             3                    2
                                                         C: Credential exfiltration                    4                    4
                                                         A: Delete user account                        3                    1
 Classifieds   Browse listings & Inquire                 I: Remove competing listing                   4                    3
                                                         C: Change user email address                  4                    1

               [Classifieds] Browse listings & Inquire   A: [Northwind] Drop database table            5                    2
 Cross-App
               [Gitea] Manage Repository Issues          A: [Postmill] Delete user account             4                    1


   In addition to attack outcomes, we report performance and            us to study how prompt injection susceptibility and attack ef-
efficiency metrics for the framework itself. Specifically, we           fectiveness vary across models with different capabilities and
measure the average run-time required for M UZZLE to dis-               safety characteristics. For the web agent scaffold, we select
cover a successful end-to-end attack for each web application           BrowserUse [9] and Agent-E [1]. Both scaffolds represent
and adversarial objective. We further provide a component-              well-rounded and widely adopted designs that combine DOM-
wise breakdown of M UZZLE ’s runtime overhead across its                based interaction, screenshot grounding, and tool-based ac-
major phases, including reconnaissance, attack synthesis, and           tion execution backed by distinct orchestration philosophies.
evaluation. These measurements characterize the practical               BrowserUse follows a single-LLM design pattern that han-
cost of automated red-teaming and highlight where computa-              dles both reasoning and action execution within a unified loop.
tional effort is concentrated within the framework.                     In contrast, Agent-E utilizes a multi-agent architecture with
Target agent configurations. To assess generality, we instan-           two dedicated components: a Planner agent responsible for
tiate the target web agent with different underlying reasoning          reasoning and long-horizon planning, and a Browser Executor
LLMs while keeping the surrounding agent scaffold fixed.                agent that carries out plan steps via direct browser interaction.
Specifically, we evaluate agents powered by GPT-4.1 [49],               We selected these scaffolds for their open-source implemen-
GPT-4o [45], and Qwen3-VL-32B-Instruct [55]. This allows                tations and their contrasting approaches to task execution,



USENIX Association                                                                          35th USENIX Security Symposium         1535
making them suitable representatives for evaluating the gen-       surface, as they are easily added with standard user privileges
erality of M UZZLE’s findings across agent architectures. This     and avoid the overhead of creating new issues that might at-
setup also allows us to study how agent architecture influences    tract scrutiny. In successful runs, M UZZLE selected the first
susceptibility to IPI.                                             visible issue in the repository as the injection target.
M UZZLE Red-team configuration. M UZZLE’s red-teaming                 The most successful adversarial objective was the addition
components are implemented as a multi-agent workflow using         of an unauthorized collaborator to the repository, yielding 2
Microsoft’s AutoGen library [42, 75]. AutoGen enables struc-       successful end-to-end attacks across five runs. A second attack
tured interaction between multiple LLM-based agents with           resulted in full repository deletion, with 1 successful end-to-
clearly delineated responsibilities and shared state, which is     end instance. In contrast, attempts to install an eavesdropping
well suited for iterative attack generation and refinement. All    webhook were significantly less effective. Although all five
red-team agents are powered by GPT-4o and GPT-4-Turbo.             runs resulted in partial compromise, none achieved a complete
This choice reflects a deliberate balance between strong capa-     end-to-end success. We attribute this to the complexity of the
bility and instruction-following accuracy which is essential       webhook creation workflow, which requires navigating a large
for generating effective, adaptive prompt injection attacks.       multi-step form. Notably, the target model (GPT-4o) exhibited
                                                                   strong resistance to instructions involving explicit destructive
                                                                   actions such as delete, purge, or drop frequently disengaging
4.2     Results                                                    from the attack trajectory when such actions became salient.
In this section, we report the empirical results of evaluat-
ing M UZZLE across multiple web applications, user tasks,
and adversarial objectives. We first present qualitative and
quantitative findings for each evaluated web application (Sec-
tion 4.2.1), LLM (Section 4.2.2) and agent scaffold (Sec-
tion 4.2.3). We then provide a breakdown of M UZZLE ’s
runtime performance, including component-wise overhead,
to characterize the practical cost of automated red-teaming
in realistic web environments (Section 4.2.4). Additional re-
sults on M UZZLE’s reflection mechanism, a component-level
ablation, and a robustness evaluation of the discovered IPI
payloads against existing prompt injection defenses are re-
ported in Sections A.1, A.2 and B respectively.

4.2.1   Discovered IPI Attacks
We now present each evaluated web application individually.
For each application, we describe the UI elements identified       Figure 4: Agentic phishing attack on The Zoo’s Postmill
as injection vessels along the web agent’s execution trajectory,   web application. An adversary exploits the web agent’s task-
highlight which surfaces proved most effective in practice,        following behavior to induce it to submit user credentials
and summarize notable behavioral effects induced by prompt         to a spoofed authentication interface, resulting in credential
injection attacks. We also discuss application-specific obser-     exfiltration.
vations, including alignment failures and unexpected agent
behaviors that arose during evaluation.                            Postmill. In the Postmill forum environment, the web agent’s
   Across all tasks and environments, M UZZLE uncovered 44         task involves browsing posts and engaging in public discus-
distinct end-to-end attacks (Tables 2 to 4) across four web        sion, analogous to participation in a large-scale online forum.
applications and multiple web agent LLMs and scaffolds, all        M UZZLE identified three prompt injection vessels: post ti-
resulting in catastrophic outcomes for the user. Each attack       tle, post body, and post reply. Similar to the Gitea case, post
was manually verified by a human evaluator to confirm suc-         replies were the most effective attack vector. Attempts to
cessful exploitation. We now discuss attacks against each          manipulate post titles or bodies by creating new posts were
application.                                                       largely ineffective, as the injected content was quickly buried
Gitea. The Gitea user task requires the web agent to manage        in the high-volume forum feed and never observed by the
repository issues and interact with contributors in a socially     target agent. The most impactful attack in this setting was
appropriate manner. Across all runs, M UZZLE identified three      credential exfiltration via a novel agentic phishing strategy.
primary prompt injection vessels embedded in the issue work-       Despite strong alignment-related hesitation from frontier mod-
flow: issue title, issue description, and issue comment. Among     els such as GPT-4o and GPT-4.1 when directly instructed to
these, issue comments proved to be the most effective attack       leak credentials, M UZZLE consistently reframed malicious



1536    35th USENIX Security Symposium                                                                      USENIX Association
actions as intermediate verification steps required to complete      never intended to interact with.
the user task. Leveraging this strategy, the adversary hosted a
spoofed authentication page presented as a task verification
                                                                     4.2.2   Effect of Web Agent LLM Choice
interface. As illustrated in Figure 4, the web agent was in-
duced to submit the user’s username and password without             We examine how the choice of victim web-agent LLM affects
resistance. This resulted in 4 distinct successful end-to-end        attack outcomes. Table 3 reports M UZZLE results for the Post-
credential exfiltration attacks, the highest across all evaluated    mill case study across GPT-4.1, GPT-4o, and Qwen3-VL-32B-
applications. Additional attacks included forcing the agent          Instruct, measured over five runs per adversarial objective.
to post unsolicited scam links (2 end-to-end successes) and             Across objectives, GPT-4.1 consistently exhibits higher
deleting the user account (one end-to-end success), leading          end-to-end attack success rates than GPT-4o. In particular,
to irreversible data loss and reputational harm.                     once GPT-4.1 becomes partially hijacked, it tends to commit
Classifieds. The Classifieds application task requires the web       to the adversarial objective and follow it through to com-
agent to browse listings for a target item and inquire about         pletion. This behavior is especially evident in destructive
availability. M UZZLE identified three prompt injection vessels      actions such as account deletion, where GPT-4.1 achieves
within this workflow: listing title, listing description, and        four successful end-to-end attacks out of five runs. In contrast,
listing reply. As in prior environments, listing replies were        GPT-4o demonstrates a stronger tendency to disengage from
the most effective attack surface, enabling direct interaction       adversarial trajectories. While GPT-4o is frequently partially
with the agent during task execution.                                compromised, it often recovers mid-execution and returns to
   The most successful adversarial objective involved hijack-        the original user task, resulting in fewer end-to-end successes
ing the agent to delete competing listings owned by other            despite comparable partial attack rates. This snap-back be-
users, resulting in 3 successful end-to-end attacks across five      havior is most pronounced for irreversible actions, suggesting
runs. Additional compromises included forcing the agent to           that GPT-4o exhibits late-stage reassessment of intent. Lastly,
change the account email address to an adversary-controlled          for Qwen3-VL-32B-Instruct, we observe attack patterns simi-
address (1 end-to-end attack), effectively transferring account      lar to GPT-4.1 across the evaluated objectives. Once hijacked,
ownership, as well as deleting the user account entirely, caus-      the model exhibits limited recovery behavior and frequently
ing permanent loss of access and data.                               completes the adversarial objective, leading to comparable
Cross-application attacks. To evaluate attacks that exploit          partial and end-to-end success rates.
cross-application workflows, we constructed adversarial ob-             These experiments demonstrate our framework’s general-
jectives that required the web agent to transition between           ity: its model-agnostic attack strategy allows practitioners to
distinct applications within the The Zoo environment (last           evaluate any LLM backend under identical attack conditions.
row, Table 2). By default, each run maintains session isola-
tion across applications; attacks succeed by leveraging stored       4.2.3   Effect of Web Agent Scaffold Choice
credentials to authenticate into the destination application.
   In the first scenario, starting from the benign Classifieds       We examine how the choice of web agent scaffold influences
browsing task, the adversary aimed to coerce the agent into          attack outcomes. Table 4 reports results across BrowserUse
damaging a business-critical database hosted in Northwind, a         and Agent-E on the Gitea case study.
separate database management interface. M UZZLE identified              Despite fundamental differences in design and LLM I/O
the same set of injection vessels in Classifieds as in the single-   format, M UZZLE successfully extracted the necessary teleme-
app setting, with listing replies again proving most effective.      try to conduct attacks against both agents. Both proved vulner-
Across five runs, all attacks achieved partial success, and 2        able to all three adversarial objectives, but notable differences
resulted in full end-to-end compromise, culminating in the           emerged in their failure modes. Agent-E, despite being more
deletion of the orders table from the Northwind database.            efficient at navigation, exhibited a tendency to fully commit
An end-to-end attack trajectory is illustrated in Figure 3.          to the adversarial objective once hijacked, resulting in higher
   In the second scenario, starting from the benign repository       end-to-end success rates (e.g., 4/5 for adding an unauthorized
issue management task in Gitea, the adversary aimed to hijack        collaborator). This behavior stems from its dual-agent de-
the agent into deleting the user’s account on Postmill. Across       sign: once the Planner drafts a plan, it delegates each step
five runs, M UZZLE discovered 4 partial attacks and 1 full           to the Browser Executor and receives only a boolean confir-
end-to-end compromise. Critically, the agent autonomously            mation of success or failure. Consequently, once M UZZLE
authenticated with valid credentials on Postmill—a platform          hijacks the Browser Executor, the Planner has no visibility
entirely outside the scope of the user’s original task—and           into the actual actions being performed and cannot intervene.
successfully deleted the user’s account. This represents a           BrowserUse, by contrast, showed more variability: while it
severe security violation: the agent not only crossed ap-            achieved comparable partial attack rates, its unified reasoning
plication boundaries but also leveraged stored credentials           loop occasionally recovered mid-execution, leading to fewer
to inflict irreversible damage on an application the user            complete compromises (e.g., 0/4 end-to-end for adding an



USENIX Association                                                                      35th USENIX Security Symposium          1537
Table 3: M UZZLE attack outcomes for the Postmill case study across different victim LLMs (all powering BrowserUse). Metrics
report the number of partial and end-to-end attacks observed over k = 5 evaluation runs per adversarial objective.
                                                                                               Victim Model
         Web-app              Adversarial Objective                           GPT-4.1             GPT-4o            Qwen3-32B
                                                                           Partial    E2E      Partial    E2E      Partial   E2E
                              A: Delete user account                         4          4        5         1          3       3
         Postmill             I: Post scam link                              3          3        3         2          3       3
                              C: Credential exfiltration                     3          3        4         4          3       3


Table 4: M UZZLE attack outcomes for the Gitea case study across different victim web agents (all powered by GPT-4o). Metrics
report the number of partial and end-to-end attacks observed over k = 5 evaluation runs per adversarial objective.
                                                                                               Victim Agent
                    Web-app            Adversarial Objective                          BrowserUse            Agent-E
                                                                                     Partial    E2E      Partial    E2E
                                       A: Delete the repository                         3        1         3          2
                    Gitea              I: Add unauthorized collaborator                 4        2         4          4
                                       C: Add eavesdropping webhook                     4        0         2          1


                                                                     non-trivial runtime overhead. Overall, M UZZLE ’s runtime is
Table 5: Component-wise runtime breakdown for a represen-
                                                                     dominated by LLM-dependent computation, with most wall-
tative successful M UZZLE evaluation run on the Postmill web
                                                                     clock time spent on web agent execution and LLM-based
application for deleting the user account.
                                                                     red-team reasoning.
 External Components                Runtime (m)       Share (%)         Web agent execution is the single largest contributor, ac-
 Web Agent Execution                        05:08          34.8      counting for 34.8% of total runtime, reflecting the cost of
 The Zoo Environment & Seeding              05:22          36.4      multi-step web interactions such as navigation, form filling,
 The Zoo Network Proxy                      00:18           2.0      and decision-making. An additional 36.4% is spent on The
 M UZZLE Components                                                  Zoo environment initialization and task seeding due to con-
 Payload Optimization                       02:02          13.8      tainer orchestration and state resets, while infrastructure over-
 Explorer                                   01:17           8.7      head such as network proxying is negligible (2.0%).
 Summarizer                                 00:30           3.4         M UZZLE’s runtime is also driven by LLM inference. Pay-
 Judge                                      00:14           1.6      load optimization and exploration together contribute 22.5%
 Grafter                                    00:05           0.6      of total runtime, as they iteratively generate and evaluate
 Dispatcher                                 00:03           0.3      prompt injection candidates. Other components, including
 Payload Generator                          00:02           0.2
                                                                     summarization, judging, and UI element identification, each
 Storage                                    00:01           0.1
                                                                     account for less than 4%. In aggregate, LLM-dependent com-
 Total LLM-dependent runtime                08:04          54.8      putation comprises 54.8% of total wall-clock runtime.
                                                                        These results indicate that M UZZLE introduces minimal
                                                                     overhead beyond the intrinsic cost of LLM inference and web
eavesdropping webhook). Our results suggest that a multi-            agent execution. As a result, improvements in model serving
agent architecture, while more capable, is also more suscepti-       latency or batching efficiency would directly yield end-to-
ble to full exploitation once hijacked.                              end speedups, suggesting that M UZZLE remains practical and
                                                                     scalable for large-scale evaluations.
4.2.4   Runtime Performance
We next analyze the runtime overhead of M UZZLE to as-               4.3     Comparison with Prior Work
sess its practical cost during evaluation. Table 5 reports a
component-wise breakdown for a representative successful             WASP [20] is the closest prior work to ours, studying IPI at-
run on Postmill using GPT-4o as the target web agent model.          tacks in a live, sandboxed web environment. Built on top of Vi-
We focus on Postmill as it is the most data-intensive appli-         sualWebArena [28], WASP evaluates hand-crafted, template-
cation in The Zoo, with repeated state restoration incurring         based attacks on GitLab and Reddit, with manually selected



1538    35th USENIX Security Symposium                                                                              USENIX Association
injection locations and fixed prompt templates. Its attacks are   5   Related Work
largely single-shot and typically result in partial compromise,
often relying on simple actions such as clicking adversarial      Jailbreak and prompt injection attacks. Jailbreak attacks
links for data exfiltration.                                      elicit privacy or safety violations from LLM chatbots via
   M UZZLE differs along three axes: it discovers IPI attacks     gradient-based optimization [19, 88], iterative black-box re-
fully automatically rather than relying on hand-crafted tem-      finement [11, 32, 35], or social engineering [11]. Most rel-
plates, it achieves end-to-end compromise rather than partial     evant to M UZZLE are feedback-driven iterative methods.
success, and it operates over four diverse web applications.      PAIR [11] uses a generation-critic-refinement loop between
On the two applications shared with WASP (Gitlab/Gitea,           attacker, victim, and judge LLMs. TAP [35] extends PAIR
Postmill), M UZZLE targets comparable objectives (reposi-         by searching multiple attack paths in parallel and pruning
tory manipulation and user account compromise) but con-           unpromising branches. AutoDAN-Turbo [32] augments itera-
sistently identifies more effective injection surfaces, such as   tive refinement with a long-term strategy library and strategy
issue replies in Gitea over deterministically selected issue      search mechanism. M UZZLE relates to these works at two
descriptions.                                                     levels: at the micro level, it can adapt any black-box jailbreak
                                                                  methodology for payload generation (our implementation
   Table 6 quantifies this gap. We selected representative ad-    modifies PAIR, see Section 3.4); at the macro level, a similar
versarial objectives with confirmed end-to-end attacks and        generation-reflection-feedback workflow drives end-to-end at-
evaluated each over 10 runs. M UZZLE’s payloads achieve           tack discovery. M UZZLE differs by operating at the web agent
a combined end-to-end attack success rate (ASR) of 86.7%,         application layer rather than the LLM level, discovering multi-
while WASP’s fixed templates achieve only 20% with high           step, end-to-end attacks across realistic agent workflows. In-
variance across applications. A direct head-to-head compari-      direct prompt injection (IPI) attacks [16, 23, 33, 83] plant
son is otherwise hindered by differences in environment and       malicious instructions in external data sources, exploiting the
objectives, and is altogether infeasible for cross-application    absence of a formal boundary between trusted instructions
attacks, which WASP does not support.                             and untrusted data [12, 69], and typically rely on template-
                                                                  based payloads or techniques inherited from jailbreaks.
                                                                  Prompt injection defenses and benchmarks. Defenses in-
                                                                  clude prompt-based delimiters and reminders [12–14, 16, 69],
Table 6: End-to-end attack success rate (ASR) over 10 runs
                                                                  detection classifiers [34,36–41,53,54], fine-tuning approaches
per application, comparing M UZZLE against WASP’s fixed
                                                                  that teach privilege boundaries [12,14,52,69,76], and certified
template on shared adversarial objectives.
                                                                  defenses with provable guarantees [29, 58, 87]. A growing
                       Attack Success Rate (ASR) %                body of benchmarks evaluates these defenses across chatbot
  Method       Gitea    Postmill   Classifieds   Combined         jailbreaks [10, 78] and agentic applications [4, 16, 20, 33, 82–
                                                                  84], but they compile fixed datasets of known scenarios rather
  WASP          10         0           50            20.0
  M UZZLE       90        90           80            86.7         than discovering new attacks.
                                                                  Prompt injection in web agents. Beyond WASP (Sec-
                                                                  tion 4.3), VWA-Adv [74] extends VWA with targeted ad-
                                                                  versarial tasks but restricts attack scope: injection vessels
   Beyond the shared setting, M UZZLE expands the scope           are manually chosen per scenario by observing agent traces,
of attack objectives in two important ways. First, it intro-      the agent is started at the pre-selected injection location, and
duces new, user-critical adversarial objectives not explored      the framework provides no mechanism for arbitrary attacker
by WASP, including credential exfiltration, unsolicited scam      behaviors within the web environment.
posting, and account deletion in Postmill, as well as realistic   Red-teaming frameworks. Domain-specific red-teaming
e-commerce attacks in Classifieds. Second, M UZZLE is the         frameworks target memory-using agents [15], coding
first framework to demonstrate cross-application IPI attacks,     agents [25], general-purpose agents [70], and web agents [77].
in which a prompt injection originating in one web applica-       AdvAgent [77] learns adversarial prompting strategies via
tion hijacks an agent into performing destructive actions in      DPO [56] but operates on frozen HTML-image snapshots
a separate, interconnected service; a risk surface that cannot    fed through SeeAct [85]: it does not simulate a web envi-
be captured by single-application or single-step threat mod-      ronment, cannot produce dynamic visible modifications, and
els. Overall, M UZZLE significantly extends prior work by         cannot formulate or evaluate multi-step, cross-app attacks.
automating attack discovery, achieving end-to-end compro-         AgentVigil [70] uses a fuzzing-inspired genetic strategy that
mise, supporting long-horizon multi-step attacks, and reveal-     mutates injection seeds based on partial success signals, but
ing cross-application vulnerabilities that more closely reflect   evaluates web agents through VWA-Adv and thus inherits its
real-world web agent deployments.                                 limitations: fixed attacker strategies per scenario, optimization



USENIX Association                                                                   35th USENIX Security Symposium          1539
only over injection strings, and no connection to underlying       Open Science
environment dynamics beyond a black-box success criterion.
                                                                   The implementation of M UZZLE and evaluation scripts are
                                                                   permanently available at https://doi.org/10.5281/zeno
                                                                   do.20399450.
6   Conclusion
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                                                                flection (Section A.1), UI element identification and payload
[81] Shunyu Yao, Jeffrey Zhao, Dian Yu, Nan Du, Izhak           generation (Section A.2) mechanisms.
     Shafran, Karthik R Narasimhan, and Yuan Cao. Re-
     Act: Synergizing Reasoning and Acting in Language
     Models. In International Conference on Learning Rep-       A.1     Reflection Insights
     resentations. OpenReview.net, 2023.                        To understand the role of reflection in M UZZLE’s attack dis-
[82] Jingwei Yi, Yueqi Xie, Bin Zhu, Emre Kiciman,              covery process, we report partial (PA) and end-to-end (E2E)
     Guangzhong Sun, Xing Xie, and Fangzhao Wu. Bench-          attacks observed at each reflection iteration i in Table 7. Each
     marking and Defending against Indirect Prompt Injec-       column reports the cumulative count of successful attacks dis-
     tion Attacks on Large Language Models. In Proceedings      covered up to iteration i, while the final column summarizes
     of the Conference on Knowledge Discovery and Data          the overall outcome across all iterations.
     Mining. Association for Computing Machinery, 2025.            Across most adversarial objectives, M UZZLE is efficient
                                                                enough to discover end-to-end attacks within the first reflec-
[83] Qiusi Zhan, Zhixiang Liang, Zifan Ying, and Daniel         tion iteration (i = 0 or i = 1). For instance, the “Delete the
     Kang. InjecAgent: Benchmarking Indirect Prompt             repository” objective on Gitea and the “Delete user account”
     Injections in Tool-Integrated Large Language Model         objective on Postmill, Classifieds both achieve their maximum



1544   35th USENIX Security Symposium                                                                    USENIX Association
Table 7: Partial (PA) and End-to-end (E2E) attacks discovered by M UZZLE at different reflection iteration (i). Metrics are reported
for k = 5 runs for each spec. Target web agent LLM model is set to GPT-4o. A dash indicates that all ranked UI elements were
exhausted without further improvement.
   Web-app       Adversarial Objectives                 @i=0       @i=1       @i=2      @i=3      @i=4       @i=5      PA / E2E
                 A: Delete the repository                3/1       3/1           –         –         –            –        3/1
   Gitea         I: Add unauthorized collaborator        4/0       4/1          4/1       4/2        –            –        4/2
                 C: Add eavesdropping webhook            2/0       4 /0         4/0        –         –            –        4/0
                 A: Delete user account                  5/1       5/1          5/1       5/1       5/1           –        5/1
   Postmill      I: Post scam link                       3/1       3/2          3/2       3/2       3/2           –        3/2
                 C: Credential exfiltration              4/3       4/3          4/4        –         –            –        4/4
                 A: Delete user account                  3/1       3/1          3/1       3/1       3/1           –        3/1
   Classifieds   I: Remove competing listing             4/1       4/3           –         –         –            –        4/3
                 C: Change user email address            4/1       4/1          4/1       4/1        –            –        4/1

                 A: [Northwind] Drop database table      5 /0      5 /0         5 /1      5 /1      5 /1      5 /2         5/2
   Cross-App
                 A: [Postmill] Delete user account       3 /0      4/1          4 /1      4 /1       –         –           4/1


end-to-end attack count at i = 0, indicating that M UZZLE’s ini-
                                                                     Table 8: Ablation study on Gitea’s “add unauthorized collabo-
tial payload generation is often sufficient to hijack the target
                                                                     rator” objective comparing UI element selection and payload
agent without further refinement.
                                                                     generation strategies. Partial (PA)/End-to-end (E2E) metrics
   The termination behavior of M UZZLE is inherently proba-
                                                                     over k = 5 runs; target LLM is GPT-4o and web agent scaf-
bilistic and depends on the Grafter’s ranking of candidate UI
                                                                     fold is Browser-Use. Bold row denotes M UZZLE. Red entries
elements, which varies across runs. In some cases, the ranked
                                                                     indicate that the attack synthesis phase was never engaged
UI elements are exhausted early resulting in dashes for later
                                                                     due to poor element identification.
iterations (e.g., “Remove competing listing” on Classifieds ter-
minates after i = 1). In other cases, M UZZLE persists longer,         UI Element                 Payload                  PA / E2E
continuing to explore alternative UI vessels across additional                                    Naïve                      0/0
iterations (e.g., “Post scam link” on Postmill through i = 4).         Random                     Template [20]              0/0
   Reflection proves most valuable for complex attacks where                                      Optimized                  0/0
the initial payload fails to elicit the desired behavior. The                                     Naïve                      0/0
cross-application scenario targeting the Northwind database            Fixed                      Template [20]              0/0
exemplifies this: no end-to-end attacks are discovered at i = 0                                   Optimized                  0/0
or i = 1, with the first success emerging at i = 2 and the final                                  Naïve                      0/0
count increasing to 2 only at i = 5. This demonstrates that it-        Grafter                    Template [20]              0/0
erative refinement is essential for attacks requiring multi-step                                  Optimized                  3/2
coordination across application boundaries, where consecu-
tive refinement attempts are needed to converge on a payload
that successfully guides the agent through the full attack tra-
                                                                    ment identification, we evaluate two baselines alongside the
jectory.
                                                                    Grafter. Random selection uses a deterministic HTML parser
                                                                    to uniformly sample from the set of interactable elements,
A.2    Component Ablation                                           including input, textarea, button, select, a[href], and
                                                                    [contenteditable=’true’]. Fixed selection uses the is-
The goal of this ablation is to assess the contribution of two      sue title as the injection vessel, motivated by the real-world
core M UZZLE components: the Grafter, responsible for iden-         “clinejection” attack2 , in which version control agents were
tifying suitable UI elements as injection vessels, and the Pay-     prompt-injected via a malicious GitHub issue title. For pay-
load Generator, responsible for crafting effective adversarial      load generation, we evaluate two baselines alongside the Pay-
payloads.                                                           load Generator. The Naïve payload is the raw seed instruction
   We focus on the Gitea “add unauthorized collaborator” ad-        prior to any optimization. The Template payload wraps the
versarial objective, which we select for the variety of inter-      naïve instruction in an unoptimized template used by prior
actable UI elements it exposes. Each variant is evaluated over      work [20]. The Optimized payload is produced by M UZZLE’s
k = 5 runs. The reflection loop is deactivated for all variants
to isolate the contribution of each component. For UI ele-                2 https://adnanthekhan.com/posts/clinejection/




USENIX Association                                                                       35th USENIX Security Symposium          1545
                                   Table 9: Comparison of Prompt-level Defensive Guardrails.
                                                                                              TPR                       FPR
    Method                                                                      Browser State     Raw Payload      Browser State
    DataSentinel                                                                      0.322            0.013             0.055
    deberta-v3-base-prompt-injection                                                  0.000            0.000             0.000
    deberta-v3-base-prompt-injection-v2                                               0.895            0.557             0.982
    LlamaGuard-7b                                                                     0.022            0.000             0.000
    Meta-Llama-Guard-2-8B                                                             0.158            0.532             0.000
    Llama-Guard-3-8B                                                                  0.043            0.316             0.000
    Llama-Guard-4-12B                                                                 0.143            0.595             0.000
    Prompt-Guard-86M                                                                  0.225            0.000             0.018
    Llama-Prompt-Guard-2-86M                                                          0.034            0.013             0.028


Payload Generator.                                                  (not necessarily end-to-end) generated by PAIR, forming a
   Table 8 reports the results. Random UI element selection         set of 79 injection payloads. Using these, we expand the 31
consistently fails to produce effective injection vessels, yield-   contaminated observations with placeholder into 817 state
ing no partial or end-to-end attacks across all payload variants.   observations containing a prompt injection. To investigate the
In most cases, the attack synthesis phase is never reached in       confounding impact of the broader browser state on the de-
the first place: the red-team agent fails to modify the ran-        tection methods, we also directly pass the generated payloads
domly selected UI element, preventing any payload from be-          through the detectors. We classify each of these samples using
ing tested. Fixed UI element selection also fails entirely: all     each of the detection methods and compute the true positive
payloads exceed the character limit of the issue title field, and   rates (TPR) and false positive rates (FPR).
without the reflection loop, M UZZLE cannot detect this con-           We run all guardrails using their recommended inference-
straint and adapt its strategy. Grafter-based selection proves      time configurations: for DeBERTa-based models, we fix the
most effective, as its input is naturally constrained to UI ele-    maximum context size at 512 tokens and score longer token
ments encountered in the victim agent’s trace, focusing the         sequences by taking the maximum risk score across 512-token
search on high-value targets. The Grafter consistently ranks        chunks. For the LlamaGuard family of models, we use the
the issue comment and body above the issue title due to their       standard LLM inference configuration. For DataSentinel, we
larger HTML textarea real estate, ensuring the injected pay-        use the default configuration provided in the open source
load remains fully visible to the agent. Regarding payload          implementation.
generation, both the Naïve and Template payloads fail to in-           Full results are listed in Table 9. Overall, the tested prompt
fluence the victim agent’s trajectory when paired with Grafter-     classification techniques perform poorly against the injections
identified elements. Only the Payload Generator’s optimized         discovered by MUZZLE. First considering browser observa-
variant succeeds, producing 2 end-to-end attacks in a single        tion classification, we observe weak detection rates. Llama-
shot without any reflection, underscoring the critical role of      Guard4, Llama PromptGuard 1, and DataSentinel form the
payload optimization in M UZZLE’s attack discovery pipeline.        Pareto frontier, with TPRs of 14%, 22%, and 32% and FPRs
                                                                    of 0%, 1.8%, and 5.5%, respectively. (We remark that all
                                                                    tested methods report near-perfect TPR and FPR in their re-
B     Defense Evaluation                                            spective evaluation settings). The remaining methods either
                                                                    yield weaker detection rules or (in the case of ProtectAI V2)
We evaluate several prompt injection defenses against
                                                                    extremely high FPR (>98%).
the prompt injections discovered by MUZZLE, including
                                                                       Examining the raw payload classification next, we do see
DataSentinel [34], ProtectAI DeBERTa v1 and v2 [53, 54],
                                                                    that several detection methods exhibit increased detection
Llama Guard v1-v4 [36–38, 40], and Llama PromptGuard v1
                                                                    rates compared with full browser-content detection (notably
and v2 [39, 41]. As we do not employ prompt-level defenses
                                                                    Llama PromptGuard 2 and LlamaGuard 3 and 4), up to 60%.
at runtime in our experiments, we design a post-hoc detection
                                                                    Surprisingly, some methods (notably, DataSentinel and Pro-
experiment using already-collected traces. First, we extract
                                                                    tectAI V2) actually exhibit substantially lower detection rates
the state observations from a sample of both benign and vic-
                                                                    on raw malicious text. For example, DataSentinel achieves a
tim agent trajectories originating from our reported results
                                                                    TPR of only 1.3% when classifying over explicitly malicious
and including all evaluated web applications. This results in
                                                                    content.
a dataset of 109 clean observations and 31 contaminated ob-
servations containing placeholder text. For each associated
adversary task, we also collect a set of successful payloads



1546    35th USENIX Security Symposium                                                                         USENIX Association
