diff --git a/litellm/integrations/custom_guardrail.py b/litellm/integrations/custom_guardrail.py
index a1c55390db2..2a6ff7f2241 100644
--- a/litellm/integrations/custom_guardrail.py
+++ b/litellm/integrations/custom_guardrail.py
@@ -923,8 +923,7 @@ class CustomGuardrail(CustomLogger):
             policy_state[PRE_CALL_EXECUTED_GUARDRAILS_KEY] = [marker]
         elif marker not in recorded:
             cast("list[object]", recorded).append(marker)  # cast-ok: markers are only compared as strings
-        requested: Final = next((bucket.get("guardrails") for bucket in buckets if "guardrails" in bucket), None)
-        if name not in _str_collection(requested):
+        if not any(name in _str_collection(bucket.get("guardrails")) for bucket in buckets):
             return
         named_lists: Final = tuple(
             cast("list[object]", bucket["applied_guardrails"])  # cast-ok: entries are only compared with names
diff --git a/tests/unit/proxy/utils/proxy_logging/test_guardrail_pipeline.py b/tests/unit/proxy/utils/proxy_logging/test_guardrail_pipeline.py
index 95a5eb0392b..cf873c6e111 100644
--- a/tests/unit/proxy/utils/proxy_logging/test_guardrail_pipeline.py
+++ b/tests/unit/proxy/utils/proxy_logging/test_guardrail_pipeline.py
@@ -1846,6 +1846,27 @@ async def test_deployment_hook_names_a_pipeline_step_it_ran_before_any_guardrail
     assert metadata["applied_guardrails"] == ["second"]
 
 
+@pytest.mark.asyncio
+async def test_deployment_hook_names_a_pipeline_step_requested_only_in_the_other_metadata_bucket() -> None:
+    guardrail: Final = _PipelineStepGuardrail("second", "pre_call")
+    kwargs: Final[dict[str, object]] = {
+        "model": "m",
+        "messages": [{"role": "user", "content": "hi"}],
+        "guardrails": ["second"],
+        "metadata": {
+            "guardrails": ["first"],
+            "applied_guardrails": ["first"],
+            "_pipeline_managed_guardrails": frozenset({"first", "second"}),
+        },
+        "litellm_metadata": {"guardrails": ["second"]},
+    }
+
+    await guardrail.async_pre_call_deployment_hook(kwargs=kwargs, call_type=CallTypes.completion)
+
+    assert guardrail.calls == 1
+    assert sorted(get_logging_caching_headers(kwargs)["x-litellm-applied-guardrails"].split(",")) == ["first", "second"]
+
+
 @pytest.mark.asyncio
 @pytest.mark.parametrize("named_bucket", ["metadata", "litellm_metadata"])
 async def test_deployment_hook_names_a_pipeline_step_next_to_the_steps_already_named_when_both_buckets_exist(