diff --git a/litellm/proxy/guardrails/_content_utils.py b/litellm/proxy/guardrails/_content_utils.py
index 1d31e33c77c..3bdb6a93ee8 100644
--- a/litellm/proxy/guardrails/_content_utils.py
+++ b/litellm/proxy/guardrails/_content_utils.py
@@ -25,6 +25,15 @@ from typing import Any, Callable, Dict, FrozenSet, Iterator, List
 # guardrails on those paths are a separate scope.
 TEXT_CONTENT_CALL_TYPES: FrozenSet[str] = frozenset({"completion", "acompletion", "aresponses"})
 
+# Roles that only make sense alongside tool-call metadata (``tool_call_id``,
+# ``name``, …). ``build_inspection_messages`` flattens each message down to a
+# plain ``{role, content}`` pair, dropping that metadata, so emitting these
+# roles produces payloads that remote guardrail APIs reject (e.g. AIM returns
+# 422 "Tool Call ID required on tool calls"). Their content is intermediate
+# tool plumbing, not user input or model output, so it is excluded from
+# guardrail inspection.
+INSPECTION_EXCLUDED_ROLES: FrozenSet[str] = frozenset({"tool", "function"})
+
 
 def is_text_content_call_type(call_type: str) -> bool:
     """Return True if ``call_type`` carries free-form text that text
@@ -207,7 +216,9 @@ def build_inspection_messages(data: Dict[str, Any]) -> List[Dict[str, str]]:
 
     Each returned message has a plain-string ``content`` — multimodal text
     parts are joined with newlines and Responses-API ``input`` is lifted
-    into synthetic messages. Messages with no inspectable text are dropped.
+    into synthetic messages. Messages with no inspectable text are dropped,
+    as are ``tool``/``function`` role messages (see
+    :data:`INSPECTION_EXCLUDED_ROLES`).
 
     Hooks that POST ``{"messages": [...]}`` to an external service should
     call this instead of ``data.get("messages", [])`` so the Responses API
@@ -217,9 +228,11 @@ def build_inspection_messages(data: Dict[str, Any]) -> List[Dict[str, str]]:
     for message in _iter_inspection_messages(data):
         if not isinstance(message, dict):
             continue
+        role = message.get("role", "user") or "user"
+        if role in INSPECTION_EXCLUDED_ROLES:
+            continue
         text = "\n".join(_iter_text_parts_in_content(message.get("content")))
         if not text:
             continue
-        role = message.get("role", "user") or "user"
         flattened.append({"role": role, "content": text})
     return flattened
diff --git a/tests/test_litellm/proxy/guardrails/test_content_utils.py b/tests/test_litellm/proxy/guardrails/test_content_utils.py
index 099fca78a62..e9c733a73ae 100644
--- a/tests/test_litellm/proxy/guardrails/test_content_utils.py
+++ b/tests/test_litellm/proxy/guardrails/test_content_utils.py
@@ -239,6 +239,41 @@ def test_build_inspection_messages_empty_data():
     assert build_inspection_messages({"input": ""}) == []
 
 
+def test_build_inspection_messages_drops_tool_and_function_roles():
+    """AIM (and other remote guardrail APIs) validate against an
+    OpenAI-compatible schema that requires ``tool_call_id`` on ``tool`` role
+    messages. ``build_inspection_messages`` flattens messages to plain
+    ``{role, content}`` and discards that metadata, so passing tool/function
+    role messages through produced a 422 "Tool Call ID required on tool calls"
+    and made AIM non-functional for any conversation with tool calls. They
+    must be filtered out entirely."""
+    data = {
+        "messages": [
+            {"role": "system", "content": "be helpful"},
+            {"role": "user", "content": "show me milk"},
+            {
+                "role": "assistant",
+                "content": "",
+                "tool_calls": [
+                    {
+                        "id": "call_1",
+                        "type": "function",
+                        "function": {"name": "search_products", "arguments": "{}"},
+                    }
+                ],
+            },
+            {"role": "tool", "tool_call_id": "call_1", "content": "milk $3.99"},
+            {"role": "function", "name": "search_products", "content": "eggs $2.50"},
+            {"role": "assistant", "content": "Here is the milk you asked for"},
+        ]
+    }
+    assert build_inspection_messages(data) == [
+        {"role": "system", "content": "be helpful"},
+        {"role": "user", "content": "show me milk"},
+        {"role": "assistant", "content": "Here is the milk you asked for"},
+    ]
+
+
 # ── has_non_string_content ────────────────────────────────────────────────────