diff --git a/litellm/proxy/guardrails/guardrail_hooks/bedrock_guardrails.py b/litellm/proxy/guardrails/guardrail_hooks/bedrock_guardrails.py
index 44ae57f81db..a61f516cf57 100644
--- a/litellm/proxy/guardrails/guardrail_hooks/bedrock_guardrails.py
+++ b/litellm/proxy/guardrails/guardrail_hooks/bedrock_guardrails.py
@@ -19,6 +19,7 @@ from typing import (
     Dict,
     List,
     Literal,
+    Mapping,
     NamedTuple,
     Optional,
     Tuple,
@@ -103,6 +104,28 @@ class GuardrailMessageFilterResult(NamedTuple):
     target_indices: Optional[List[int]]
 
 
+def _tool_result_texts(tool_result_content: object) -> list[str]:
+    """Ordered scannable text carried by an Anthropic ``tool_result`` block.
+
+    A ``tool_result`` stores its text one level deeper than an ordinary content
+    block: under ``content``, which is either a string or a list of blocks whose
+    ``text`` field holds the string (images/documents carry no text). Returning
+    the strings in document order lets the scan payload and the masking write-back
+    agree on how many text units the block contributes and in what sequence.
+    """
+    if isinstance(tool_result_content, str):
+        return [tool_result_content]
+    if isinstance(tool_result_content, list):
+        return [
+            text
+            for block in tool_result_content
+            if isinstance(block, dict)
+            for text in (block.get("text"),)
+            if isinstance(text, str)
+        ]
+    return []
+
+
 class ApplyGuardrailMessageSelection(NamedTuple):
     """Messages selected for an apply_guardrail scan + write-back metadata."""
 
@@ -294,11 +317,18 @@ class BedrockGuardrail(CustomGuardrail, BaseAWSLLM):
             blocks.append(QualifiedTextBlock(text=content, qualifier=None))
         elif isinstance(content, list):
             for item in content:
-                if isinstance(item, dict) and "text" in item:
+                if isinstance(item, str):
+                    blocks.append(QualifiedTextBlock(text=item, qualifier=None))
+                elif isinstance(item, dict) and "text" in item:
                     qualifier = _CONTENT_TYPE_TO_QUALIFIER.get(item.get("type", ""))
                     blocks.append(QualifiedTextBlock(text=item["text"], qualifier=qualifier))
-                elif isinstance(item, str):
-                    blocks.append(QualifiedTextBlock(text=item, qualifier=None))
+                elif isinstance(item, dict):
+                    tool_result = cast(Mapping[str, object], item)  # cast-ok: dynamic Anthropic tool_result JSON
+                    if tool_result.get("type") == "tool_result":
+                        blocks.extend(
+                            QualifiedTextBlock(text=text, qualifier=None)
+                            for text in _tool_result_texts(tool_result.get("content"))
+                        )
         return blocks
 
     def _build_content_item(self, block: QualifiedTextBlock) -> BedrockContentItem:
@@ -1566,6 +1596,11 @@ class BedrockGuardrail(CustomGuardrail, BaseAWSLLM):
                     new_item["text"] = masked_texts[masking_index]
                     masking_index += 1
                 new_content.append(new_item)
+            elif isinstance(item, dict) and item.get("type") == "tool_result":
+                masked_item, masking_index = self._mask_tool_result_item(
+                    tool_result=item, masked_texts=masked_texts, masking_index=masking_index
+                )
+                new_content.append(masked_item)
             elif isinstance(item, str):
                 if masking_index < len(masked_texts):
                     item = masked_texts[masking_index]
@@ -1575,6 +1610,38 @@ class BedrockGuardrail(CustomGuardrail, BaseAWSLLM):
 
         return new_content, masking_index
 
+    def _mask_tool_result_item(
+        self, tool_result: dict, masked_texts: list[str], masking_index: int
+    ) -> tuple[dict, int]:
+        """Write masked text back into an Anthropic ``tool_result`` block.
+
+        Mirrors :func:`_tool_result_texts`: the block's scannable text lives under
+        ``content`` as either a string or a list of ``text`` blocks, so the same
+        units are consumed here in the same order the scan payload sent them. This
+        keeps ``masking_index`` aligned with Bedrock's per-block masked outputs and
+        anonymizes the tool output itself.
+        """
+        new_item = tool_result.copy()
+        tool_content = new_item.get("content")
+        if isinstance(tool_content, str):
+            if masking_index < len(masked_texts):
+                new_item["content"] = masked_texts[masking_index]
+                masking_index += 1
+            return new_item, masking_index
+        if isinstance(tool_content, list):
+            new_blocks: list[Any] = []
+            for block in tool_content:
+                if isinstance(block, dict) and isinstance(block.get("text"), str):
+                    new_block = block.copy()
+                    if masking_index < len(masked_texts):
+                        new_block["text"] = masked_texts[masking_index]
+                        masking_index += 1
+                    new_blocks.append(new_block)
+                else:
+                    new_blocks.append(block)
+            new_item["content"] = new_blocks
+        return new_item, masking_index
+
     def _apply_masking_to_response(
         self,
         response: Union[ModelResponse, Any],
diff --git a/tests/test_litellm/proxy/guardrails/guardrail_hooks/test_bedrock_guardrails.py b/tests/test_litellm/proxy/guardrails/guardrail_hooks/test_bedrock_guardrails.py
index 15827b80bcf..1740addbda0 100644
--- a/tests/test_litellm/proxy/guardrails/guardrail_hooks/test_bedrock_guardrails.py
+++ b/tests/test_litellm/proxy/guardrails/guardrail_hooks/test_bedrock_guardrails.py
@@ -2769,6 +2769,174 @@ async def test_grounding_output_blocked_raises_400():
     assert exc_info.value.status_code == 400
 
 
+###############################################################################
+# #33086: Anthropic tool_result content blocks reach the native pre_call /
+# during_call hooks with their text nested under `content` (a string or a list
+# of `text` blocks), not a top-level `text` key. Before the fix the INPUT scan
+# dropped tool_result text entirely, so PII returned by a tool call bypassed
+# Bedrock scanning; the ANONYMIZE write-back must also mask that text and stay
+# index-aligned with Bedrock's per-block masked outputs.
+###############################################################################
+
+
+def test_input_scans_tool_result_string_content():
+    """A tool_result whose `content` is a plain string must be sent to Bedrock."""
+    messages = [
+        {
+            "role": "user",
+            "content": [
+                {
+                    "type": "tool_result",
+                    "tool_use_id": "toolu_1",
+                    "content": "SSN 324-12-3212",
+                }
+            ],
+        }
+    ]
+
+    assert _input_request(messages) == {
+        "source": "INPUT",
+        "content": [{"text": {"text": "SSN 324-12-3212"}}],
+    }
+
+
+def test_input_scans_tool_result_list_content_skipping_non_text():
+    """text blocks nested in a tool_result are scanned; images/documents are skipped."""
+    messages = [
+        {
+            "role": "user",
+            "content": [
+                {
+                    "type": "tool_result",
+                    "tool_use_id": "toolu_1",
+                    "content": [
+                        {"type": "text", "text": "email a@b.com"},
+                        {"type": "image", "source": {"type": "base64", "data": "xx"}},
+                        {"type": "text", "text": "phone 607-456-7890"},
+                    ],
+                }
+            ],
+        }
+    ]
+
+    assert _input_request(messages) == {
+        "source": "INPUT",
+        "content": [
+            {"text": {"text": "email a@b.com"}},
+            {"text": {"text": "phone 607-456-7890"}},
+        ],
+    }
+
+
+def test_input_scans_tool_result_alongside_plain_text_in_order():
+    """A plain text block and a tool_result in the same message keep document order."""
+    messages = [
+        {
+            "role": "user",
+            "content": [
+                {"type": "text", "text": "please review"},
+                {
+                    "type": "tool_result",
+                    "tool_use_id": "toolu_1",
+                    "content": "secret data",
+                },
+            ],
+        }
+    ]
+
+    assert _input_request(messages) == {
+        "source": "INPUT",
+        "content": [
+            {"text": {"text": "please review"}},
+            {"text": {"text": "secret data"}},
+        ],
+    }
+
+
+def test_masking_writes_back_into_tool_result_and_keeps_alignment():
+    """Masked outputs return 1:1 in scan order. Because the tool_result text was
+    scanned it owns its masked output, so the write-back masks the tool_result and
+    the following text block stays aligned with its own masked output (before the
+    fix the tool_result was skipped, shifting every later block's mask)."""
+    guardrail = _grounding_guardrail()
+    messages = [
+        {
+            "role": "user",
+            "content": [
+                {
+                    "type": "tool_result",
+                    "tool_use_id": "toolu_1",
+                    "content": "SSN 324-12-3212",
+                },
+                {"type": "text", "text": "and my name is John Smith"},
+            ],
+        }
+    ]
+
+    masked = guardrail._apply_masking_to_messages(
+        messages=messages,
+        masked_texts=["SSN {US_SSN}", "and my name is {NAME}"],
+    )
+
+    assert masked == [
+        {
+            "role": "user",
+            "content": [
+                {
+                    "type": "tool_result",
+                    "tool_use_id": "toolu_1",
+                    "content": "SSN {US_SSN}",
+                },
+                {"type": "text", "text": "and my name is {NAME}"},
+            ],
+        }
+    ]
+
+
+def test_masking_writes_back_into_tool_result_list_blocks():
+    """Each text block nested in a tool_result is masked in order; non-text blocks
+    are left untouched and do not consume a masked output."""
+    guardrail = _grounding_guardrail()
+    messages = [
+        {
+            "role": "user",
+            "content": [
+                {
+                    "type": "tool_result",
+                    "tool_use_id": "toolu_1",
+                    "content": [
+                        {"type": "text", "text": "email a@b.com"},
+                        {"type": "image", "source": {"data": "xx"}},
+                        {"type": "text", "text": "phone 607-456-7890"},
+                    ],
+                }
+            ],
+        }
+    ]
+
+    masked = guardrail._apply_masking_to_messages(
+        messages=messages,
+        masked_texts=["email {EMAIL}", "phone {PHONE}"],
+    )
+
+    assert masked == [
+        {
+            "role": "user",
+            "content": [
+                {
+                    "type": "tool_result",
+                    "tool_use_id": "toolu_1",
+                    "content": [
+                        {"type": "text", "text": "email {EMAIL}"},
+                        {"type": "image", "source": {"data": "xx"}},
+                        {"type": "text", "text": "phone {PHONE}"},
+                    ],
+                }
+            ],
+        }
+    ]
+
+
 ###############################################################################
 # LIT-4186: disable_exception_on_block regression tests
 #