diff --git a/src/pentesting-cloud/aws-security/aws-post-exploitation/aws-sts-post-exploitation/README.md b/src/pentesting-cloud/aws-security/aws-post-exploitation/aws-sts-post-exploitation/README.md
index 6cc217d32d..dd660142e4 100644
--- a/src/pentesting-cloud/aws-security/aws-post-exploitation/aws-sts-post-exploitation/README.md
+++ b/src/pentesting-cloud/aws-security/aws-post-exploitation/aws-sts-post-exploitation/README.md
@@ -109,6 +109,63 @@ response = client.get_secret_value(SecretId="flag_secret")
 print(response["SecretString"])
 ```
 
+### **Bypass User-Agent restrictions directly from AWS CLI**
+
+The `aws:UserAgent` request context value is controlled by the client and therefore should not be treated as a strong authorization boundary. AWS CLI v2 can load legacy Python plugins through the `[plugins]` configuration section, and those plugins can register handlers on Botocore's event emitter.<sup>[[8]](#references)</sup>
+
+A useful event for this purpose is `before-send.<service>.<operation>`. Botocore emits this event after the HTTP request has been prepared and immediately before transmitting it, which allows a plugin to modify the final request headers.<sup>[[9]](#references)</sup>
+
+For example, create an AWS CLI plugin that changes the `User-Agent` only for `SecretsManager.GetSecretValue`:
+
+```python
+def _rewrite_user_agent(request=None, **kwargs):
+    if request is not None:
+        request.headers["User-Agent"] = b"Mozilla/5.0 custom-client"
+
+
+def awscli_initialize(event_hooks):
+    event_hooks.register(
+        "before-send.secrets-manager.GetSecretValue",
+        _rewrite_user_agent,
+    )
+```
+
+Place the plugin in a directory such as `/tmp/awscli-plugins/user_agent_override.py` and enable it from an AWS CLI configuration file:
+
+```ini
+[default]
+region = us-east-1
+
+[plugins]
+cli_legacy_plugin_path = /tmp/awscli-plugins
+user_agent_override = user_agent_override
+```
+
+Then run the regular AWS CLI with that configuration:
+
+```bash
+AWS_CONFIG_FILE=/tmp/awscli-plugin-config \
+aws secretsmanager get-secret-value \
+  --secret-id <secret-id>
+```
+
+For a policy condition such as:
+
+```json
+{
+  "StringNotLike": {
+    "aws:UserAgent": "aws-cli/*"
+  }
+}
+```
+
+the normal AWS CLI sends a `User-Agent` beginning with `aws-cli/...`, while the plugin changes the final outgoing header before transmission. If no other authorization control blocks the request, the modified value no longer matches `aws-cli/*` and the conditional Allow can become applicable.
+
+Using a late `before-send` hook is important because earlier request-building hooks may be followed by additional processing that reconstructs or modifies request headers.
+
+> [!WARNING]
+> `aws:UserAgent` conditions can be useful for visibility or coarse client filtering, but because the header is client-controlled they should not be relied upon as a security boundary by themselves.
+
 ### **`sts:GetFederationToken`**
 
 The `GetFederationToken` operation returns temporary credentials for a federated user; any session policy intersects with the IAM user's policies, so it cannot grant more than the caller already has.<sup>[[2]](#references)</sup>
@@ -130,5 +187,7 @@ This operation creates a temporary federated session rather than a persistent IA
 - [5] [AI-redteam/clier](https://github.com/AI-redteam/clier)
 - [6] [Extensibility guide - Boto3 documentation](https://docs.aws.amazon.com/boto3/latest/guide/events.html)
 - [7] [AWS Management Console sign-in events - AWS CloudTrail](https://docs.aws.amazon.com/awscloudtrail/latest/userguide/cloudtrail-event-reference-aws-console-sign-in-events.html)
+- [8] [AWS CLI v2 plugin loader implementation](https://github.com/aws/aws-cli/blob/v2/awscli/plugin.py)
+- [9] [Botocore request sending and `before-send` event](https://github.com/boto/botocore/blob/develop/botocore/endpoint.py)
 
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