diff --git a/litellm/litellm_core_utils/cloud_storage_security.py b/litellm/litellm_core_utils/cloud_storage_security.py
index c913e4de02e..411759059fe 100644
--- a/litellm/litellm_core_utils/cloud_storage_security.py
+++ b/litellm/litellm_core_utils/cloud_storage_security.py
@@ -1,11 +1,18 @@
+import base64
 import posixpath
 import re
-from collections.abc import Mapping, Sequence
+from collections.abc import Callable, Iterable, Iterator, Mapping, Sequence
+from dataclasses import dataclass
+from functools import partial
+from itertools import accumulate, chain, repeat, takewhile
 from types import MappingProxyType
 from typing import Any, Final, cast
 from urllib.parse import quote, unquote
 
+from pydantic import TypeAdapter
+
 from litellm._uuid import uuid
+from litellm.litellm_core_utils.core_helpers import as_object_list, as_str_mapping
 
 VERTEX_AI_MANAGED_GCS_PREFIX: Final = "litellm-vertex-files/"
 BEDROCK_MANAGED_S3_BATCH_PREFIX: Final = "litellm-bedrock-files-"
@@ -18,6 +25,15 @@ BEDROCK_MANAGED_S3_PREFIXES: Final = (
 )
 MANAGED_CLOUD_STORAGE_SCHEMES: Final = ("s3://", "gs://")
 _MAPPING_PROXY_TYPE: Final[type] = type(MappingProxyType({}))
+MAX_FILE_ID_DECODE_PASSES: Final = 8
+
+
+def _unquote_once(current: str, _: str) -> str:
+    return unquote(current)
+
+
+def _decodings(value: str) -> tuple[str, ...]:
+    return tuple(accumulate(repeat(value, MAX_FILE_ID_DECODE_PASSES + 2), _unquote_once))
 
 
 def is_managed_cloud_storage_uri(file_id: str) -> bool:
@@ -31,6 +47,182 @@ def is_managed_cloud_storage_uri(file_id: str) -> bool:
     return isinstance(file_id, str) and file_id.startswith(MANAGED_CLOUD_STORAGE_SCHEMES)
 
 
+_S3_SCHEME: Final = "s3://"
+_S3_MEDIA_PART_TYPES: Final = frozenset(
+    {"image_url", "file", "input_image", "input_file", "computer_screenshot", "image", "document"}
+)
+_GEMINI_MEDIA_PART_KEYS: Final = frozenset({"file_data", "fileData"})
+_MEDIA_URI_KEYS: Final = frozenset({"url", "image_url", "file_id", "file_url", "file_data", "file_uri", "fileUri"})
+_ENCODED_FILE_ID_PREFIXES: Final = ("file-", "batch_")
+_EMBEDDED_S3_URI: Final = re.compile(r"s3://[^;]*")
+_MODEL_FILE_ID_MAPPING_KEY: Final = "model_file_id_mapping"
+_KEYS_THAT_MAY_HOLD_A_FILE_ID: Final = frozenset({"file_id", "file_url", "file_uri", "fileUri"})
+_KEYS_THAT_MAY_HIDE_AN_S3_URI: Final = _KEYS_THAT_MAY_HOLD_A_FILE_ID | {_MODEL_FILE_ID_MAPPING_KEY}
+_SCALAR_TYPES: Final = frozenset({int, float, bool, type(None)})
+_OBJECT_TUPLE: Final = TypeAdapter(tuple[object, ...])
+
+
+def is_s3_uri(value: str) -> bool:
+    return value.startswith(_S3_SCHEME)
+
+
+def _base64url_text(value: str) -> str | None:
+    try:
+        return base64.urlsafe_b64decode(value + "=" * (-len(value) % 4)).decode()
+    except ValueError:
+        return None
+
+
+def _s3_uris_in(text: str) -> Iterator[str]:
+    return (match.group(0) for match in _EMBEDDED_S3_URI.finditer(text))
+
+
+def _s3_uris_embedded_in_file_id(file_id: str) -> Iterator[str]:
+    encodings: Final = dict.fromkeys((file_id, *(file_id.removeprefix(prefix) for prefix in _ENCODED_FILE_ID_PREFIXES)))
+    return chain.from_iterable(map(_s3_uris_in, filter(None, map(_base64url_text, encodings))))
+
+
+def _with_embedded_s3_uris(file_id: str) -> Iterator[str]:
+    return chain((file_id,), _s3_uris_embedded_in_file_id(file_id))
+
+
+def _non_scalar(values: Iterable[object]) -> Iterator[object]:
+    return (value for value in values if type(value) not in _SCALAR_TYPES)
+
+
+def _sequence_items(value: object) -> Sequence[object] | None:
+    if isinstance(value, tuple):
+        return _OBJECT_TUPLE.validate_python(value)
+    return as_object_list(value)
+
+
+@dataclass(frozen=True, slots=True)
+class _BodyNode:
+    value: object
+    key: str | None = None
+    inside_media_part: bool = False
+
+
+def _is_media_part(fields: Mapping[str, object], key: str | None) -> bool:
+    part_type: Final = fields.get("type")
+    return (isinstance(part_type, str) and part_type in _S3_MEDIA_PART_TYPES) or key in _GEMINI_MEDIA_PART_KEYS
+
+
+def _child_nodes(node: _BodyNode) -> Iterator[_BodyNode]:
+    fields: Final = as_str_mapping(node.value)
+    if fields is not None:
+        inside_media_part: Final = node.inside_media_part or _is_media_part(fields, node.key)
+        return (
+            _BodyNode(child, child_key, inside_media_part)
+            for child_key, child in fields.items()
+            if type(child) not in _SCALAR_TYPES
+        )
+    items: Final = _sequence_items(node.value)
+    if items is None:
+        return iter(())
+    return (_BodyNode(item, None, node.inside_media_part) for item in _non_scalar(items))
+
+
+def _next_level(level: tuple[_BodyNode, ...], _: None) -> tuple[_BodyNode, ...]:
+    return tuple(chain.from_iterable(map(_child_nodes, level)))
+
+
+def _body_nodes(request_body: object) -> Iterator[_BodyNode]:
+    levels: Final = accumulate(repeat(None), _next_level, initial=(_BodyNode(request_body),))
+    return chain.from_iterable(takewhile(bool, levels))
+
+
+def _string_leaf(node: _BodyNode) -> str | None:
+    return node.value if isinstance(node.value, str) else None
+
+
+def _media_file_id(node: _BodyNode) -> str | None:
+    return _string_leaf(node) if node.inside_media_part and node.key in _KEYS_THAT_MAY_HOLD_A_FILE_ID else None
+
+
+def _media_uri_candidates(trusted_file_ids: frozenset[str], node: _BodyNode) -> Iterator[str]:
+    if not node.inside_media_part or not isinstance(node.value, str):
+        return iter(())
+    if node.key in _KEYS_THAT_MAY_HOLD_A_FILE_ID:
+        return iter((node.value,)) if node.value in trusted_file_ids else _with_embedded_s3_uris(node.value)
+    return iter((node.value,) if node.key in _MEDIA_URI_KEYS else ())
+
+
+def _mapped_provider_file_ids(request_body: Mapping[str, object]) -> Iterator[str]:
+    mapping_leaves: Final = filter(None, map(_string_leaf, _body_nodes(request_body.get(_MODEL_FILE_ID_MAPPING_KEY))))
+    return chain.from_iterable(map(_with_embedded_s3_uris, mapping_leaves))
+
+
+def _s3_bucket(uri: str) -> str | None:
+    return uri.removeprefix(_S3_SCHEME).partition("/")[0] if uri.startswith(_S3_SCHEME) else None
+
+
+def _s3_object_key(uri: str) -> str | None:
+    if not uri.startswith(_S3_SCHEME):
+        return None
+    _, separator, object_key = uri.removeprefix(_S3_SCHEME).partition("/")
+    return object_key if separator else None
+
+
+def _outside_managed_prefixes(object_key: str) -> bool:
+    return not any(prefix in object_key for prefix in BEDROCK_MANAGED_S3_PREFIXES)
+
+
+def _refused_in_some_decoding(
+    uri: str, s3_part: Callable[[str], str | None], is_allowed: Callable[[str], bool]
+) -> bool:
+    decodings: Final = _decodings(uri)
+    parts: Final = tuple(part for part in map(s3_part, decodings) if part is not None)
+    settled: Final = decodings[-1] == decodings[-2]
+    return bool(parts) and (not settled or not all(map(is_allowed, parts)))
+
+
+def _may_name_an_s3_uri(value: object) -> bool:
+    if isinstance(value, str):
+        return is_s3_uri(value)
+    fields: Final = as_str_mapping(value)
+    if fields is not None:
+        return not _KEYS_THAT_MAY_HIDE_AN_S3_URI.isdisjoint(fields) or any(
+            map(_may_name_an_s3_uri, _non_scalar(fields.values()))
+        )
+    items: Final = _sequence_items(value)
+    return items is not None and any(map(_may_name_an_s3_uri, _non_scalar(items)))
+
+
+def _may_carry_s3_media(request_body: Mapping[str, object]) -> bool:
+    try:
+        return _may_name_an_s3_uri(request_body)
+    except RecursionError:
+        return True
+
+
+def media_file_ids(request_body: Mapping[str, object]) -> tuple[str, ...]:
+    return tuple(dict.fromkeys(filter(None, map(_media_file_id, _body_nodes(request_body)))))
+
+
+def file_id_embeds_s3_uri_matching(file_id: str, matches: Callable[[str], bool]) -> bool:
+    return any(map(matches, _s3_uris_embedded_in_file_id(file_id)))
+
+
+def s3_media_uris(
+    request_body: Mapping[str, object], trusted_file_ids: frozenset[str] = frozenset()
+) -> tuple[str, ...]:
+    if not _may_carry_s3_media(request_body):
+        return ()
+    media_uris: Final = chain.from_iterable(
+        map(partial(_media_uri_candidates, trusted_file_ids), _body_nodes(request_body))
+    )
+    return tuple(dict.fromkeys(filter(is_s3_uri, chain(media_uris, _mapped_provider_file_ids(request_body)))))
+
+
+def is_managed_s3_uri(uri: str) -> bool:
+    return _refused_in_some_decoding(uri, _s3_object_key, _outside_managed_prefixes)
+
+
+def names_an_unlisted_s3_bucket(uri: str, is_listed: Callable[[str], bool]) -> bool:
+    return _refused_in_some_decoding(uri, _s3_bucket, is_listed)
+
+
 _SAFE_OBJECT_COMPONENT_PATTERN: Final = re.compile(r"[^A-Za-z0-9._-]+")
 
 
diff --git a/litellm/litellm_core_utils/core_helpers.py b/litellm/litellm_core_utils/core_helpers.py
index 7ab3dd7687d..5f209b3de49 100644
--- a/litellm/litellm_core_utils/core_helpers.py
+++ b/litellm/litellm_core_utils/core_helpers.py
@@ -8,7 +8,7 @@ from types import MappingProxyType
 from typing import TYPE_CHECKING, Any, Final, Literal, Protocol, cast, runtime_checkable
 
 import httpx
-from pydantic import InstanceOf, TypeAdapter, ValidationError
+from pydantic import TypeAdapter, ValidationError
 
 import litellm
 from litellm._logging import verbose_logger
@@ -57,14 +57,8 @@ def as_str_mapping(value: object) -> Mapping[str, object] | None:
     return value if isinstance(value, Mapping) else None
 
 
-_OBJECT_LIST: Final = TypeAdapter(InstanceOf[list[object]])
-
-
 def as_object_list(value: object) -> Sequence[object] | None:
-    try:
-        return _OBJECT_LIST.validate_python(value)
-    except ValidationError:
-        return None
+    return value if isinstance(value, list) else None
 
 
 @runtime_checkable
diff --git a/litellm/litellm_core_utils/prompt_templates/factory.py b/litellm/litellm_core_utils/prompt_templates/factory.py
index 767f3b4c30d..2e11ef2c775 100644
--- a/litellm/litellm_core_utils/prompt_templates/factory.py
+++ b/litellm/litellm_core_utils/prompt_templates/factory.py
@@ -8,6 +8,7 @@ import re
 import xml.etree.ElementTree as ET
 from collections.abc import Container, Iterable, Iterator, Mapping, Sequence
 from enum import Enum
+from pathlib import PurePosixPath
 from types import MappingProxyType
 from typing import Any, Final, TypeAlias, TypedDict, cast, overload
 
@@ -20,6 +21,8 @@ import litellm.types.llms
 from litellm import verbose_logger
 from litellm._uuid import uuid
 from litellm.constants import REDACTED_BY_LITELLM
+from litellm.litellm_core_utils.cloud_storage_security import is_s3_uri
+from litellm.litellm_core_utils.core_helpers import as_str_mapping
 from litellm.litellm_core_utils.prompt_templates.mid_conversation_system import (
     anthropic_system_messages,
     find_anthropic_server_tool_result,
@@ -32,7 +35,7 @@ from litellm.litellm_core_utils.prompt_templates.mid_conversation_system import
 from litellm.litellm_core_utils.tool_fields import tools_without_hosted_mcp
 from litellm.litellm_core_utils.url_utils import async_safe_get, safe_get
 from litellm.llms.custom_httpx.http_handler import HTTPHandler, get_async_httpx_client, header_value
-from litellm.types.files import get_file_extension_from_mime_type
+from litellm.types.files import get_file_extension_from_mime_type, get_file_mime_type_from_extension
 from litellm.types.llms.anthropic import *
 from litellm.types.llms.bedrock import CachePointBlock
 from litellm.types.llms.bedrock import MessageBlock as BedrockMessageBlock
@@ -2190,6 +2193,10 @@ def anthropic_process_openai_file_message(
     raise Exception(f"Either file_data or file_id must be present in the file message: {message}")
 
 
+_S3_MIME_SUBTYPE_FORMATS: Final = MappingProxyType(
+    {"jpg": "jpeg", "quicktime": "mov", "x-matroska": "mkv", "x-flv": "flv", "x-ms-wmv": "wmv", "3gpp": "3gp"}
+)
+_CONVERSE_VIDEO_FORMAT_NAMES: Final = MappingProxyType({"3gp": "three_gp"})
 _EMPTY_TEXT_PLACEHOLDER: Final = "[System: Empty message content sanitised to satisfy protocol]"
 
 
@@ -3639,6 +3646,7 @@ from litellm.types.llms.bedrock import (
 from litellm.types.llms.bedrock import ContentBlock as BedrockContentBlock
 from litellm.types.llms.bedrock import DocumentBlock as BedrockDocumentBlock
 from litellm.types.llms.bedrock import ImageBlock as BedrockImageBlock
+from litellm.types.llms.bedrock import S3Location as BedrockS3Location
 from litellm.types.llms.bedrock import SourceBlock as BedrockSourceBlock
 from litellm.types.llms.bedrock import ToolBlock as BedrockToolBlock
 from litellm.types.llms.bedrock import ToolResultBlock as BedrockToolResultBlock
@@ -3811,10 +3819,8 @@ class BedrockImageProcessor:
         return valid_extensions[0]
 
     @staticmethod
-    def _create_bedrock_block(image_bytes: str, mime_type: str, image_format: str) -> BedrockContentBlock:
+    def _create_bedrock_block(source: BedrockSourceBlock, mime_type: str, image_format: str) -> BedrockContentBlock:
         """Create appropriate Bedrock content block based on mime type."""
-        _blob: Final = BedrockSourceBlock(bytes=image_bytes)
-
         document_types: Final = ["application", "text"]
         is_document: Final = any(mime_type.startswith(doc_type) for doc_type in document_types)
 
@@ -3824,12 +3830,10 @@ class BedrockImageProcessor:
         HASH_SAMPLE_BYTES: Final = 64 * 1024  # hash up to 64 KB of data
 
         if is_document:
-            # --- Prepare normalized bytes for hashing (without modifying original) ---
-            if isinstance(image_bytes, str):
-                # Remove whitespace/newlines so base64 variations hash identically
-                normalized = "".join(image_bytes.split()).encode("utf-8")
-            else:
-                normalized = image_bytes
+            s3_location: Final = source.get("s3Location")
+            hashed_content: Final = s3_location["uri"] if s3_location is not None else source.get("bytes") or ""
+            # Remove whitespace/newlines so base64 variations hash identically
+            normalized: Final = "".join(hashed_content.split()).encode("utf-8")
 
             # --- Use only the first 64 KB for speed ---
             if len(normalized) <= HASH_SAMPLE_BYTES:
@@ -3849,20 +3853,75 @@ class BedrockImageProcessor:
             # --- Return content block ---
             return BedrockContentBlock(
                 document=BedrockDocumentBlock(
-                    source=_blob,
+                    source=source,
                     format=image_format,
                     name=document_name,
                 )
             )
         elif is_video:
-            return BedrockContentBlock(video=BedrockVideoBlock(source=_blob, format=image_format))
+            return BedrockContentBlock(
+                video=BedrockVideoBlock(
+                    source=source, format=_CONVERSE_VIDEO_FORMAT_NAMES.get(image_format, image_format)
+                )
+            )
         else:
-            return BedrockContentBlock(image=BedrockImageBlock(source=_blob, format=image_format))
+            return BedrockContentBlock(image=BedrockImageBlock(source=source, format=image_format))
+
+    @staticmethod
+    def _s3_key_mime_type(uri: str) -> str | None:
+        extension: Final = PurePosixPath(uri).suffix.removeprefix(".").lower()
+        if not extension:
+            return None
+        config: Final = litellm.AmazonConverseConfig()
+        if extension in config.get_supported_image_types():
+            return f"image/{extension}"
+        if extension in config.get_supported_video_types():
+            return f"video/{extension}"
+        try:
+            return get_file_mime_type_from_extension(extension)
+        except ValueError:
+            return None
 
     @classmethod
-    def process_image_sync(cls, image_url: str, format: str | None = None) -> BedrockContentBlock:
+    def _create_s3_block(cls, uri: str, format: str | None, bucket_owner: str | None) -> BedrockContentBlock:
+        declared_type: Final = format or cls._s3_key_mime_type(uri)
+        if declared_type is None:
+            raise litellm.BadRequestError(
+                message=f"Cannot tell the media type of {uri} from its file extension. "
+                "Set the part's `format` to its MIME type, e.g. `image/png`.",
+                model="",
+                llm_provider="bedrock",
+            )
+        mime_type: Final = declared_type.partition(";")[0].strip().lower()
+        if mime_type.startswith("audio/"):
+            raise litellm.BadRequestError(
+                message=f"Bedrock Converse does not accept {uri} as {mime_type}. "
+                "Audio is not one of its image, document, or video formats.",
+                model="",
+                llm_provider="bedrock",
+            )
+        try:
+            subtype: Final = mime_type.partition("/")[2]
+            image_format: Final = cls.validate_format(mime_type, _S3_MIME_SUBTYPE_FORMATS.get(subtype, subtype))
+        except ValueError as e:
+            raise litellm.BadRequestError(
+                message=f"Bedrock Converse does not accept {uri} as {mime_type}. {e}",
+                model="",
+                llm_provider="bedrock",
+            ) from e
+        s3_location: Final = (
+            BedrockS3Location(uri=uri) if bucket_owner is None else BedrockS3Location(uri=uri, bucketOwner=bucket_owner)
+        )
+        return cls._create_bedrock_block(BedrockSourceBlock(s3Location=s3_location), mime_type, image_format)
+
+    @classmethod
+    def process_image_sync(
+        cls, image_url: str, format: str | None = None, bucket_owner: str | None = None
+    ) -> BedrockContentBlock:
         """Synchronous image processing."""
 
+        if is_s3_uri(image_url):
+            return cls._create_s3_block(image_url, format, bucket_owner)
         if "base64" in image_url:
             img_bytes, mime_type, image_format = cls._parse_base64_image(image_url)
         elif "http://" in image_url or "https://" in image_url:
@@ -3876,12 +3935,16 @@ class BedrockImageProcessor:
             image_format = mime_type.split("/")[1]
 
         image_format = cls.validate_format(mime_type, image_format)
-        return cls._create_bedrock_block(img_bytes, mime_type, image_format)
+        return cls._create_bedrock_block(BedrockSourceBlock(bytes=img_bytes), mime_type, image_format)
 
     @classmethod
-    async def process_image_async(cls, image_url: str, format: str | None) -> BedrockContentBlock:
+    async def process_image_async(
+        cls, image_url: str, format: str | None = None, bucket_owner: str | None = None
+    ) -> BedrockContentBlock:
         """Asynchronous image processing."""
 
+        if is_s3_uri(image_url):
+            return cls._create_s3_block(image_url, format, bucket_owner)
         if "base64" in image_url:
             img_bytes, mime_type, image_format = cls._parse_base64_image(image_url)
         elif "http://" in image_url or "https://" in image_url:
@@ -3895,7 +3958,7 @@ class BedrockImageProcessor:
             image_format = mime_type.split("/")[1]
 
         image_format = cls.validate_format(mime_type, image_format)
-        return cls._create_bedrock_block(img_bytes, mime_type, image_format)
+        return cls._create_bedrock_block(BedrockSourceBlock(bytes=img_bytes), mime_type, image_format)
 
 
 def _convert_to_bedrock_tool_call_invoke(
@@ -4021,13 +4084,15 @@ def _convert_to_bedrock_tool_call_invoke(
 def _append_bedrock_tool_result_media_block(
     tool_result_content_blocks: list[BedrockToolResultContentBlock],
     processed_block: BedrockContentBlock,
-    content: dict,
+    content: Mapping[str, object],
     content_type: str,
 ) -> None:
     if "image" in processed_block:
         tool_result_content_blocks.append(BedrockToolResultContentBlock(image=processed_block["image"]))
     elif "document" in processed_block:
         tool_result_content_blocks.append(BedrockToolResultContentBlock(document=processed_block["document"]))
+    elif "video" in processed_block and "s3Location" in processed_block["video"]["source"]:
+        tool_result_content_blocks.append(BedrockToolResultContentBlock(video=processed_block["video"]))
     else:
         verbose_logger.warning(
             "Bedrock Converse: unrecognized BedrockContentBlock keys %s for %s tool-result block %s; dropping.",
@@ -4037,9 +4102,23 @@ def _append_bedrock_tool_result_media_block(
         )
 
 
+def _s3_bucket_owner(media: object, url: str) -> str | None:
+    fields: Final = as_str_mapping(media)
+    owner: Final = fields.get("bucket_owner") if fields is not None else None
+    if owner is None or (isinstance(owner, str) and owner):
+        return owner
+    if not is_s3_uri(url):
+        return None
+    raise litellm.BadRequestError(
+        message=f"`bucket_owner` for {url} must be the AWS account id as a non-empty string, not {owner!r}.",
+        model="",
+        llm_provider="bedrock",
+    )
+
+
 def _append_bedrock_tool_result_image_url_block(
     tool_result_content_blocks: list[BedrockToolResultContentBlock],
-    content: dict,
+    content: ChatCompletionImageObject,
 ) -> None:
     format: str | None = None
     if isinstance(content["image_url"], dict):
@@ -4050,17 +4129,18 @@ def _append_bedrock_tool_result_image_url_block(
     processed_block: Final = BedrockImageProcessor.process_image_sync(
         image_url=image_url,
         format=format,
+        bucket_owner=_s3_bucket_owner(content["image_url"], image_url),
     )
     _append_bedrock_tool_result_media_block(tool_result_content_blocks, processed_block, content, "image_url")
 
 
 def _append_bedrock_tool_result_file_block(
     tool_result_content_blocks: list[BedrockToolResultContentBlock],
-    content: dict,
+    content: ChatCompletionFileObject,
 ) -> None:
     # Match the user-message path (_process_file_message): accept either
     # file_data (base64 data URI) or file_id (server-side reference / URL).
-    file_obj: Final = content.get("file") or {}
+    file_obj: Final = content.get("file") or ChatCompletionFileObjectFile()
     file_data: Final = file_obj.get("file_data")
     file_id: Final = file_obj.get("file_id")
     if file_data is None and file_id is None:
@@ -4069,9 +4149,11 @@ def _append_bedrock_tool_result_file_block(
             model="",
             llm_provider="bedrock",
         )
+    url: Final = cast(str, file_id or file_data)
     processed_block: Final = BedrockImageProcessor.process_image_sync(
-        image_url=cast(str, file_id or file_data),
+        image_url=url,
         format=file_obj.get("format"),
+        bucket_owner=_s3_bucket_owner(file_obj, url),
     )
     _append_bedrock_tool_result_media_block(tool_result_content_blocks, processed_block, content, "file")
 
@@ -4706,7 +4788,9 @@ class BedrockConverseMessagesProcessor:
                                 else:
                                     image_url = element["image_url"]
                                 _part = await BedrockImageProcessor.process_image_async(
-                                    image_url=image_url, format=format
+                                    image_url=image_url,
+                                    format=format,
+                                    bucket_owner=_s3_bucket_owner(element["image_url"], image_url),
                                 )
                                 _parts.append(_part)
                             elif element["type"] == "file":
@@ -4849,7 +4933,15 @@ class BedrockConverseMessagesProcessor:
                                     image_url = element["image_url"]["url"]
                                 else:
                                     image_url = element["image_url"]
-                                assistants_part = await BedrockImageProcessor.process_image_async(image_url=image_url)
+                                assistants_part = await BedrockImageProcessor.process_image_async(
+                                    image_url=image_url,
+                                    format=(
+                                        element["image_url"].get("format")
+                                        if isinstance(element["image_url"], dict)
+                                        else None
+                                    ),
+                                    bucket_owner=_s3_bucket_owner(element["image_url"], image_url),
+                                )
                                 assistants_parts.append(assistants_part)
                                 # Add cache point block for assistant content elements
                         _cache_point_block = litellm.AmazonConverseConfig().get_cache_point_block(
@@ -4986,7 +5078,10 @@ class BedrockConverseMessagesProcessor:
                 llm_provider="bedrock",
             )
         format: Final = file_message.get("format")
-        return BedrockImageProcessor.process_image_sync(image_url=cast(str, file_id or file_data), format=format)
+        url: Final = cast(str, file_id or file_data)
+        return BedrockImageProcessor.process_image_sync(
+            image_url=url, format=format, bucket_owner=_s3_bucket_owner(file_message, url)
+        )
 
     _process_file_message = process_file_message
 
@@ -5010,7 +5105,10 @@ class BedrockConverseMessagesProcessor:
                 model="",
                 llm_provider="bedrock",
             )
-        return await BedrockImageProcessor.process_image_async(image_url=cast(str, file_id or file_data), format=format)
+        url: Final = cast(str, file_id or file_data)
+        return await BedrockImageProcessor.process_image_async(
+            image_url=url, format=format, bucket_owner=_s3_bucket_owner(file_message, url)
+        )
 
     @staticmethod
     def _process_document_message(element: dict) -> BedrockContentBlock:
@@ -5144,6 +5242,7 @@ def _bedrock_converse_messages_pt(
                             _part = BedrockImageProcessor.process_image_sync(
                                 image_url=image_url,
                                 format=format,
+                                bucket_owner=_s3_bucket_owner(element["image_url"], image_url),
                             )
                             _parts.append(_part)
                         elif element["type"] == "file":
@@ -5289,7 +5388,15 @@ def _bedrock_converse_messages_pt(
                                 image_url = element["image_url"]["url"]
                             else:
                                 image_url = element["image_url"]
-                            assistants_part = BedrockImageProcessor.process_image_sync(image_url=image_url)
+                            assistants_part = BedrockImageProcessor.process_image_sync(
+                                image_url=image_url,
+                                format=(
+                                    element["image_url"].get("format")
+                                    if isinstance(element["image_url"], dict)
+                                    else None
+                                ),
+                                bucket_owner=_s3_bucket_owner(element["image_url"], image_url),
+                            )
                             assistants_parts.append(assistants_part)
                         # Add cache point block for assistant content elements
                         _cache_point_block = litellm.AmazonConverseConfig().get_cache_point_block(
diff --git a/litellm/llms/bedrock/files/transformation.py b/litellm/llms/bedrock/files/transformation.py
index 1b3a1b206f5..a1808134c60 100644
--- a/litellm/llms/bedrock/files/transformation.py
+++ b/litellm/llms/bedrock/files/transformation.py
@@ -32,6 +32,7 @@ from litellm.litellm_core_utils.cloud_storage_security import (
     BEDROCK_MANAGED_S3_UPLOAD_PREFIX,
     build_managed_cloud_object_name,
     encode_s3_object_key_for_url,
+    s3_media_uris,
     sanitize_cloud_object_component,
     should_allow_legacy_cloud_file_ids,
     split_configured_cloud_bucket_name,
@@ -323,8 +324,7 @@ def _validate_file_id_against_configured_buckets(
 _REJECTED_FILE_ID_REQUEST_URL: Final = "https://litellm.ai"
 
 
-def _rejected_file_id(reason: ValueError) -> BedrockError:
-    message: Final = str(reason)
+def _rejected_request(message: str) -> BedrockError:
     return BedrockError(
         status_code=400,
         message=message,
@@ -336,6 +336,22 @@ def _rejected_file_id(reason: ValueError) -> BedrockError:
     )
 
 
+def _rejected_file_id(reason: ValueError) -> BedrockError:
+    return _rejected_request(str(reason))
+
+
+def _batch_line_error(line_number: int, problem: str) -> BedrockError:
+    return _rejected_request(f"Batch input file line {line_number} {problem}")
+
+
+class _S3MediaInBatchRecord(ValueError):
+    def __init__(self, s3_uris: tuple[str, ...]) -> None:
+        super().__init__(
+            f"has s3:// media URLs ({', '.join(s3_uris)}). "
+            "LiteLLM does not accept s3:// media URLs in Bedrock batch files, so send the media inline as base64 data"
+        )
+
+
 def _resolve_managed_s3_object(file_id: str, litellm_params: Mapping[str, object]) -> tuple[str, str]:
     configured_bucket_names: Final = get_configured_s3_bucket_names(litellm_params)
     allow_legacy_cloud_file_ids: Final = should_allow_legacy_cloud_file_ids(litellm_params)
@@ -1027,6 +1043,9 @@ class BedrockFilesConfig(BaseAWSLLM, BaseFilesConfig):
                 AmazonConverseConfig,
             )
 
+            s3_uris: Final = s3_media_uris(openai_request_body)
+            if s3_uris:
+                raise _S3MediaInBatchRecord(s3_uris)
             converse_config: Final = AmazonConverseConfig()
             mapped_params = converse_config.map_openai_params(
                 non_default_params=optional_params,
@@ -1108,11 +1127,14 @@ class BedrockFilesConfig(BaseAWSLLM, BaseFilesConfig):
                     openai_request_body=openai_body, model=model_for_transform
                 )
             else:
-                model_input = self._map_openai_to_bedrock_params(
-                    openai_request_body=self._transform_batch_body_to_chat_body(openai_body, record_kind),
-                    model=model_for_transform,
-                    provider=provider,
-                )
+                try:
+                    model_input = self._map_openai_to_bedrock_params(
+                        openai_request_body=self._transform_batch_body_to_chat_body(openai_body, record_kind),
+                        model=model_for_transform,
+                        provider=provider,
+                    )
+                except _S3MediaInBatchRecord as e:
+                    raise _batch_line_error(idx + 1, str(e)) from e
 
             # Create Bedrock batch record
             record_id = _openai_jsonl_content.get("custom_id", f"CALL{str(idx).zfill(7)}")
diff --git a/litellm/llms/custom_httpx/llm_http_handler.py b/litellm/llms/custom_httpx/llm_http_handler.py
index 6737905192e..6685ca1c6b1 100644
--- a/litellm/llms/custom_httpx/llm_http_handler.py
+++ b/litellm/llms/custom_httpx/llm_http_handler.py
@@ -126,6 +126,7 @@ from litellm.responses.streaming_iterator import (
     ProjectQuotaCallback,
     ResponsesAPIStreamingIterator,
     ResponsesWebSocketStreaming,
+    ResponsesWsFrameCheck,
     SyncResponsesAPIStreamingIterator,
 )
 from litellm.types.containers.main import (
@@ -6933,6 +6934,7 @@ class BaseLLMHTTPHandler:
         custom_llm_provider: str | None = None,
         first_message: str | None = None,
         request_defaults: ResponsesWebSocketRequestDefaults | None = None,
+        frame_check: ResponsesWsFrameCheck | None = None,
         **kwargs: object,
     ) -> Exception | None:
         """
@@ -6965,6 +6967,7 @@ class BaseLLMHTTPHandler:
                 custom_llm_provider=custom_llm_provider,
                 first_message=first_message,
                 quota_callbacks=_ws_quota_callbacks,
+                frame_check=frame_check,
                 **kwargs,
             )
             await handler.run()
diff --git a/litellm/proxy/_types.py b/litellm/proxy/_types.py
index 5e812eec477..f29dab18e33 100644
--- a/litellm/proxy/_types.py
+++ b/litellm/proxy/_types.py
@@ -2736,6 +2736,10 @@ class ConfigGeneralSettings(LiteLLMPydanticObjectBase):
         description="How long a blocked source address, or source address and username, stays blocked. Every attempt from a blocked key, right or wrong, is refused with 429 before the password is checked; the block is not extended by refused attempts. Set under `general_settings` in config.yaml. Defaults to 300",
     )
     allowed_routes: list | None = Field(None, description="Proxy API Endpoints you want users to be able to access")
+    allowed_client_side_s3_buckets: tuple[str, ...] | None = Field(
+        None,
+        description="S3 bucket names that keys other than proxy admins may name in `s3://` image and file URLs. Any other bucket is rejected unless client-side credentials are allowed",
+    )
     reject_clientside_metadata_tags: bool | None = Field(
         None,
         description="When set to True, rejects requests that contain client-side 'metadata.tags' to prevent users from influencing budgets by sending different tags. Tags can only be inherited from the API key metadata.",
diff --git a/litellm/proxy/auth/auth_utils.py b/litellm/proxy/auth/auth_utils.py
index f3d7805693b..dd57fffc6de 100644
--- a/litellm/proxy/auth/auth_utils.py
+++ b/litellm/proxy/auth/auth_utils.py
@@ -2,7 +2,7 @@ import importlib.util
 import os
 import re
 import sys
-from collections.abc import Collection, Iterator, Mapping
+from collections.abc import Callable, Collection, Iterator, Mapping
 from functools import lru_cache
 from itertools import accumulate, chain, repeat
 from logging import Logger
@@ -10,7 +10,7 @@ from types import MappingProxyType
 from typing import Any, Final, Protocol
 
 from fastapi import HTTPException, Request, status
-from pydantic import PositiveInt, TypeAdapter, ValidationError
+from pydantic import BaseModel, ConfigDict, PositiveInt, TypeAdapter, ValidationError
 
 import litellm
 from litellm import Router, constants, provider_list
@@ -41,7 +41,11 @@ from litellm.router_utils.clientside_credential_handler import (
 from litellm.types.passthrough_endpoints.pass_through_endpoints import (
     LITELLM_PASS_THROUGH_ENDPOINT_MARKER,
 )
-from litellm.types.router import CONFIGURABLE_CLIENTSIDE_AUTH_PARAMS, Deployment, server_owned_wif_fields_present
+from litellm.types.router import (
+    CONFIGURABLE_CLIENTSIDE_AUTH_PARAMS,
+    Deployment,
+    server_owned_wif_fields_present,
+)
 from litellm.types.router import reject_server_owned_wif_params as _reject_server_owned_wif_params
 from litellm.types.utils import CustomPricingLiteLLMParams, oauth_token_exchange_litellm_params
 from litellm.types.videos.main import DecodedVideoId
@@ -528,6 +532,19 @@ _BANNED_METADATA_PARAMS: Final[tuple[str, ...]] = tuple(
 )
 
 
+class ClientSideStorageAllowlist(BaseModel):
+    model_config = ConfigDict(frozen=True)
+
+    allowed_client_side_s3_buckets: tuple[str, ...] | None = None
+
+    def admits_s3_bucket(self, bucket: str) -> bool:
+        return bucket in (self.allowed_client_side_s3_buckets or ())
+
+
+def client_side_s3_bucket_check(general_settings: Mapping[str, object]) -> Callable[[str], bool]:
+    return ClientSideStorageAllowlist.model_validate(general_settings).admits_s3_bucket
+
+
 def _check_banned_params(
     body: Mapping[str, object],
     general_settings: dict,
diff --git a/litellm/proxy/common_request_processing.py b/litellm/proxy/common_request_processing.py
index c6562dc2273..ddf2917d881 100644
--- a/litellm/proxy/common_request_processing.py
+++ b/litellm/proxy/common_request_processing.py
@@ -3,9 +3,18 @@ import contextlib
 import json
 import logging
 import math
-from collections.abc import AsyncGenerator, AsyncIterator, Awaitable, Callable, Coroutine, Mapping, Sequence
+from collections.abc import (
+    AsyncGenerator,
+    AsyncIterator,
+    Awaitable,
+    Callable,
+    Coroutine,
+    Iterable,
+    Mapping,
+    Sequence,
+)
 from datetime import datetime
-from functools import lru_cache
+from functools import lru_cache, partial
 from itertools import chain
 from types import MappingProxyType
 from typing import (
@@ -58,6 +67,13 @@ from litellm.litellm_core_utils.bug_report import (
     should_report_bug,
     strip_bug_report_notice,
 )
+from litellm.litellm_core_utils.cloud_storage_security import (
+    file_id_embeds_s3_uri_matching,
+    is_managed_s3_uri,
+    media_file_ids,
+    names_an_unlisted_s3_bucket,
+    s3_media_uris,
+)
 from litellm.litellm_core_utils.core_helpers import (
     get_or_create_metadata_bucket,
     independent_snapshot,
@@ -87,14 +103,14 @@ from litellm.litellm_core_utils.streaming_handler import (
     backfill_missing_cache_usage_fields,
 )
 from litellm.litellm_core_utils.tool_fields import DropPolicy, MalformedField, drop_policy, resolve_tool_fields
-from litellm.proxy._types import LiteLLMRoutes, ProxyErrorTypes, ProxyException, UserAPIKeyAuth
+from litellm.proxy._types import LiteLLMRoutes, LitellmUserRoles, ProxyErrorTypes, ProxyException, UserAPIKeyAuth
 from litellm.proxy.auth.auth_checks import (
     can_key_call_resolved_model,
     is_model_cost_zero,
     request_skips_budget_checks,
     tag_max_budget_check_for_tags,
 )
-from litellm.proxy.auth.auth_utils import check_response_size_is_safe, get_request_route
+from litellm.proxy.auth.auth_utils import check_response_size_is_safe, client_side_s3_bucket_check, get_request_route
 from litellm.proxy.bug_report_config import build_proxy_bug_report
 from litellm.proxy.common_utils.callback_utils import (
     get_logging_caching_headers,
@@ -125,6 +141,10 @@ from litellm.proxy.common_utils.sse_keepalive import (
 from litellm.proxy.dd_span_tagger import DDSpanTagger
 from litellm.proxy.guardrails.auto_router_compression import arm_pre_call as _arm_auto_router_compression
 from litellm.proxy.native_compaction import with_proxy_compaction_executor
+from litellm.proxy.openai_files_endpoints.common_utils import (
+    ManagedResourceAccessChecker,
+    is_base64_encoded_unified_file_id,
+)
 from litellm.proxy.route_llm_request import (
     route_request,
 )
@@ -855,6 +875,81 @@ def _request_model(data: Mapping[str, object]) -> str | list[str] | None:
         return None
 
 
+async def _key_may_read_unified_file_id(
+    managed_files: ManagedResourceAccessChecker, user_api_key_dict: UserAPIKeyAuth, unified_file_id: str
+) -> bool:
+    try:
+        return await managed_files.can_user_call_unified_file_id(unified_file_id, user_api_key_dict)
+    except HTTPException:
+        return False
+
+
+async def _leading_readable_file_ids(
+    managed_files: ManagedResourceAccessChecker, user_api_key_dict: UserAPIKeyAuth, unified_file_ids: Iterable[str]
+) -> AsyncIterator[str]:
+    for file_id in unified_file_ids:
+        if not await _key_may_read_unified_file_id(managed_files, user_api_key_dict, file_id):
+            return
+        yield file_id
+
+
+async def _unified_file_ids_the_key_may_read(
+    data: Mapping[str, object],
+    user_api_key_dict: UserAPIKeyAuth,
+    managed_files: object,
+    is_refused: Callable[[str], bool],
+) -> frozenset[str]:
+    if not isinstance(managed_files, ManagedResourceAccessChecker):
+        return frozenset()
+    file_ids_hiding_a_refused_uri: Final = filter(
+        partial(file_id_embeds_s3_uri_matching, matches=is_refused),
+        filter(is_base64_encoded_unified_file_id, media_file_ids(data)),
+    )
+    return frozenset(
+        [
+            file_id
+            async for file_id in _leading_readable_file_ids(
+                managed_files, user_api_key_dict, file_ids_hiding_a_refused_uri
+            )
+        ]
+    )
+
+
+def _unlisted_s3_uri_check(general_settings: Mapping[str, object]) -> Callable[[str], bool]:
+    if general_settings.get("allow_client_side_credentials") is True:
+        return lambda _: False
+    return partial(names_an_unlisted_s3_bucket, is_listed=client_side_s3_bucket_check(general_settings))
+
+
+async def refuse_s3_media_the_key_may_not_read(
+    data: Mapping[str, object],
+    user_api_key_dict: UserAPIKeyAuth,
+    general_settings: Mapping[str, object],
+    managed_files: object,
+) -> None:
+    if not s3_media_uris(data) or user_api_key_dict.user_role == LitellmUserRoles.PROXY_ADMIN:
+        return
+    is_unlisted: Final = _unlisted_s3_uri_check(general_settings)
+    readable_file_ids: Final = await _unified_file_ids_the_key_may_read(
+        data, user_api_key_dict, managed_files, lambda uri: is_managed_s3_uri(uri) or is_unlisted(uri)
+    )
+    s3_uris: Final = s3_media_uris(data, readable_file_ids)
+    managed_uris: Final = tuple(filter(is_managed_s3_uri, s3_uris))
+    if managed_uris:
+        raise HTTPException(
+            status_code=status.HTTP_403_FORBIDDEN,
+            detail=f"Raw s3:// URIs under LiteLLM-managed storage can only be sent by a proxy admin key "
+            f"({', '.join(managed_uris)}). Use a LiteLLM managed file id that this key's user or team created.",
+        )
+    unlisted_uris: Final = tuple(filter(is_unlisted, s3_uris))
+    if unlisted_uris:
+        raise HTTPException(
+            status_code=status.HTTP_403_FORBIDDEN,
+            detail=f"Raw s3:// URIs can only name a bucket listed in `general_settings.allowed_client_side_s3_buckets` "
+            f"({', '.join(unlisted_uris)}). Ask the proxy admin to list the bucket there.",
+        )
+
+
 async def _enforce_guardrail_added_tag_budgets(
     data: Mapping[str, object],
     tags_before_guardrails: frozenset[str],
@@ -2277,6 +2372,13 @@ class ProxyBaseLLMRequestProcessing:
                 param="model",
                 code=status.HTTP_400_BAD_REQUEST,
             )
+        if route_type != "call_mcp_tool":
+            await refuse_s3_media_the_key_may_not_read(
+                self.data,
+                user_api_key_dict,
+                general_settings,
+                proxy_logging_obj.get_proxy_hook("managed_files"),
+            )
         self.data = await add_litellm_data_to_request(
             data=self.data,
             request=request,
diff --git a/litellm/proxy/guardrails/guardrail_hooks/model_armor/file_scanning.py b/litellm/proxy/guardrails/guardrail_hooks/model_armor/file_scanning.py
index 366ea7326ae..931aacbe8be 100644
--- a/litellm/proxy/guardrails/guardrail_hooks/model_armor/file_scanning.py
+++ b/litellm/proxy/guardrails/guardrail_hooks/model_armor/file_scanning.py
@@ -7,7 +7,7 @@ maps its MIME type to a Model Armor ``byteDataType``, and returns the decoded by
 guardrail hooks can submit them.
 
 ``plan_file_scans`` classifies each block: blocks with no inline bytes (``file_id`` or remote
-``gs://`` / ``http(s)`` references) and supported documents whose base64 will not decode are
+``gs://`` / ``s3://`` / ``http(s)`` references) and supported documents whose base64 will not decode are
 reported as unscannable so the guardrail hook can fail closed (blocking unless ``fail_on_error``
 is false) rather than letting an unscanned document reach the model.
 """
@@ -27,7 +27,7 @@ from litellm.types.llms.openai import AllMessageValues
 
 MODEL_ARMOR_MAX_FILE_SIZE_BYTES: Final = 4 * 1024 * 1024
 
-_REMOTE_URI_SCHEMES: Final = ("gs://", "http://", "https://")
+_REMOTE_URI_SCHEMES: Final = ("gs://", "s3://", "http://", "https://")
 
 ModelArmorByteDataType = Literal["PDF", "WORD_DOCUMENT", "EXCEL_DOCUMENT", "POWERPOINT_DOCUMENT", "CSV", "TXT"]
 
diff --git a/litellm/proxy/pass_through_endpoints/pass_through_endpoints.py b/litellm/proxy/pass_through_endpoints/pass_through_endpoints.py
index 5a41e2ea068..16001d5bf43 100644
--- a/litellm/proxy/pass_through_endpoints/pass_through_endpoints.py
+++ b/litellm/proxy/pass_through_endpoints/pass_through_endpoints.py
@@ -93,6 +93,7 @@ from litellm.proxy.common_request_processing import (
     ProxyBaseLLMRequestProcessing,
     log_llm_api_exception,
     open_sse_before_first_byte,
+    refuse_s3_media_the_key_may_not_read,
     resolve_litellm_call_id,
 )
 from litellm.proxy.common_utils.error_body_call_id import JSON_OBJECT, error_body_call_id, with_call_id
@@ -253,6 +254,10 @@ async def chat_completion_pass_through_endpoint(
 
         data["adapter_id"] = adapter_id
 
+        await refuse_s3_media_the_key_may_not_read(
+            data, user_api_key_dict, general_settings, proxy_logging_obj.get_proxy_hook("managed_files")
+        )
+
         verbose_proxy_logger.debug("Request received by LiteLLM:\n%s", data)
         data["model"] = (
             general_settings.get("completion_model", None)  # server default
diff --git a/litellm/proxy/proxy_server.py b/litellm/proxy/proxy_server.py
index 80970cba90b..e44af2aaf6d 100644
--- a/litellm/proxy/proxy_server.py
+++ b/litellm/proxy/proxy_server.py
@@ -445,6 +445,7 @@ from litellm.proxy.common_request_processing import (  # noqa: F401, RUF100  # l
     log_llm_api_exception,
     open_sse_before_first_byte,
     proxy_exception_from_route_error,
+    refuse_s3_media_the_key_may_not_read,
     request_litellm_call_id,
     resolve_litellm_call_id,
     should_return_raw_model_name,
@@ -17679,6 +17680,9 @@ async def async_queue_request(
     try:
         data = await request.json()
         data.pop("_litellm_strip_stream_usage", None)
+        await refuse_s3_media_the_key_may_not_read(
+            data, user_api_key_dict, general_settings, proxy_logging_obj.get_proxy_hook("managed_files")
+        )
 
         # Include original request and headers in the data
         data["proxy_server_request"] = {
diff --git a/litellm/proxy/rag_endpoints/endpoints.py b/litellm/proxy/rag_endpoints/endpoints.py
index a1a7d62899f..ea3c9036d20 100644
--- a/litellm/proxy/rag_endpoints/endpoints.py
+++ b/litellm/proxy/rag_endpoints/endpoints.py
@@ -29,6 +29,7 @@ from litellm.proxy.auth.user_api_key_auth import UserAPIKeyAuth, user_api_key_au
 from litellm.proxy.common_request_processing import (
     ProxyBaseLLMRequestProcessing,
     open_sse_before_first_byte,
+    refuse_s3_media_the_key_may_not_read,
     ttft_keepalive_interval,
 )
 from litellm.proxy.common_utils.http_parsing_utils import (  # noqa: F401  # legacy module exports
@@ -766,6 +767,7 @@ async def rag_query(
         general_settings,
         llm_router,
         proxy_config,
+        proxy_logging_obj,
         select_data_generator,
         version,
     )
@@ -828,6 +830,10 @@ async def rag_query(
             **store_data,
         }
 
+        await refuse_s3_media_the_key_may_not_read(
+            data, user_api_key_dict, general_settings, proxy_logging_obj.get_proxy_hook("managed_files")
+        )
+
         # Add litellm data
         request_data: dict[str, object] = {}
         request_data = await add_litellm_data_to_request(
diff --git a/litellm/proxy/response_api_endpoints/endpoints.py b/litellm/proxy/response_api_endpoints/endpoints.py
index 63062569af4..0d77c9750d2 100644
--- a/litellm/proxy/response_api_endpoints/endpoints.py
+++ b/litellm/proxy/response_api_endpoints/endpoints.py
@@ -51,6 +51,7 @@ from litellm.proxy.common_request_processing import (
     ProxyBaseLLMRequestProcessing,
     cost_headers,
     create_response,
+    refuse_s3_media_the_key_may_not_read,
     resolve_counted_tool_fields,
 )
 from litellm.proxy.common_utils.error_body_call_id import error_body_call_id, with_call_id
@@ -71,6 +72,7 @@ from litellm.proxy.pass_through_endpoints.llm_provider_handlers.batch_attributio
     request_tags_from_request_data,
 )
 from litellm.proxy.route_llm_request import raise_if_required_body_param_missing
+from litellm.responses.streaming_iterator import ResponsesWsFrameCheck
 from litellm.router import Router
 from litellm.types.llms.base import LiteLLMBaseModel
 from litellm.types.llms.openai import (
@@ -1904,6 +1906,24 @@ async def _enforce_responses_ws_first_frame_model_auth(
     )
 
 
+def _s3_media_frame_check(
+    admitted_model: object,
+    user_api_key_dict: UserAPIKeyAuth,
+    general_settings: Mapping[str, object],
+    managed_files: object,
+) -> ResponsesWsFrameCheck:
+    async def refusal(params: Mapping[str, object], /) -> str | None:
+        try:
+            await refuse_s3_media_the_key_may_not_read(
+                {**params, "model": admitted_model}, user_api_key_dict, general_settings, managed_files
+            )
+        except HTTPException as refused:
+            return str(refused.detail)
+        return None
+
+    return refusal
+
+
 async def _responses_websocket_session(
     websocket: WebSocket,
     model: str | None,
@@ -2000,7 +2020,15 @@ async def _responses_websocket_session(
         return
 
     routed_data: Final = dict(
-        data, user_api_key_dict=user_api_key_dict, **_routing_hints_from_first_ws_frame(first_message)
+        data,
+        user_api_key_dict=user_api_key_dict,
+        responses_ws_frame_check=_s3_media_frame_check(
+            data.get("model"),
+            user_api_key_dict,
+            general_settings,
+            proxy_logging_obj.get_proxy_hook("managed_files"),
+        ),
+        **_routing_hints_from_first_ws_frame(first_message),
     )
     # Phase 2: route to upstream provider
     try:
diff --git a/litellm/responses/litellm_completion_transformation/transformation.py b/litellm/responses/litellm_completion_transformation/transformation.py
index 31cd78c7517..b8e60d40e29 100644
--- a/litellm/responses/litellm_completion_transformation/transformation.py
+++ b/litellm/responses/litellm_completion_transformation/transformation.py
@@ -41,6 +41,7 @@ from litellm._logging import verbose_logger
 from litellm.caching import InMemoryCache
 from litellm.constants import REDACTED_BY_LITELLM, REDACTED_TOOL_CALL_ARGUMENTS_PLACEHOLDER
 from litellm.integrations.anthropic_cache_control_hook import MAX_CACHE_CONTROL_BLOCKS, AnthropicCacheControlHook
+from litellm.litellm_core_utils.cloud_storage_security import is_s3_uri
 from litellm.litellm_core_utils.core_helpers import drops_unsupported_params, normalize_drop_params
 from litellm.litellm_core_utils.get_supported_openai_params import (
     get_supported_openai_params,
@@ -62,6 +63,7 @@ from litellm.responses.litellm_completion_transformation.session_handler import
 )
 from litellm.types.llms.anthropic import AnthropicToolSearchToolRegex
 from litellm.types.llms.base import CachedTokensDetails
+from litellm.types.llms.bedrock import S3MediaImageUrlObject
 from litellm.types.llms.openai import (
     AllMessageValues,
     ChatCompletionAssistantMessage,
@@ -226,6 +228,10 @@ _TEXT_ADAPTER: Final = TypeAdapter(str)
 _RESPONSES_API_TOOL_CHOICE_ADAPTER: Final = TypeAdapter(ToolChoice)
 
 
+def _is_s3_url(url: object) -> bool:
+    return isinstance(url, str) and is_s3_uri(url)
+
+
 @runtime_checkable
 class _SupportsIter(Protocol):
     def __iter__(self) -> Iterator[object]: ...
@@ -2253,6 +2259,12 @@ class LiteLLMCompletionResponsesConfig:
             file_dict["file_data"] = item["file_data"]
         if item.get("filename"):
             file_dict["filename"] = item["filename"]
+        media_format: Final = item.get("format")
+        if media_format is not None:
+            file_dict["format"] = media_format
+        bucket_owner: Final = item.get("bucket_owner")
+        if bucket_owner is not None and _is_s3_url(file_id or item.get("file_data")):
+            file_dict["bucket_owner"] = bucket_owner
 
         new_item: Final[dict[str, object]] = {"type": "file", "file": file_dict}
         if "cache_control" in item:
@@ -2266,9 +2278,17 @@ class LiteLLMCompletionResponsesConfig:
         """
         Transform a Responses API input_image item to a Chat Completion image item
         """
-        image_url_obj: Final = ChatCompletionImageUrlObject(
-            url=item.get("image_url") or "", detail=item.get("detail") or "auto"
+        url: Final = item.get("image_url") or ""
+        detail: Final = item.get("detail") or "auto"
+        bucket_owner: Final = item.get("bucket_owner")
+        image_url_obj: Final = (
+            S3MediaImageUrlObject(url=url, detail=detail, bucket_owner=bucket_owner)
+            if bucket_owner is not None and _is_s3_url(url)
+            else ChatCompletionImageUrlObject(url=url, detail=detail)
         )
+        media_format: Final = item.get("format")
+        if media_format is not None:
+            image_url_obj["format"] = media_format
 
         return ChatCompletionImageObject(type="image_url", image_url=image_url_obj)
 
diff --git a/litellm/responses/main.py b/litellm/responses/main.py
index e73b4668e27..a4196ca0a2d 100644
--- a/litellm/responses/main.py
+++ b/litellm/responses/main.py
@@ -84,7 +84,7 @@ if TYPE_CHECKING:
 else:
     MCPTool = Any
 
-from .streaming_iterator import BaseResponsesAPIStreamingIterator
+from .streaming_iterator import BaseResponsesAPIStreamingIterator, ResponsesWsFrameCheck
 
 __all__ = (
     "acancel_responses",
@@ -2555,6 +2555,7 @@ async def _aresponses_websocket(
     api_base: str | None = None,
     api_key: str | None = None,
     timeout: float | None = None,
+    responses_ws_frame_check: ResponsesWsFrameCheck | None = None,
     **kwargs,
 ) -> Exception | None:
     """
@@ -2647,5 +2648,6 @@ async def _aresponses_websocket(
         litellm_metadata=_build_litellm_metadata_for_ws(kwargs),
         custom_llm_provider=_custom_llm_provider,
         request_defaults=_build_responses_websocket_request_defaults(deployment_kwargs),
+        frame_check=responses_ws_frame_check,
         **remaining_kwargs,
     )
diff --git a/litellm/responses/streaming_iterator.py b/litellm/responses/streaming_iterator.py
index 7a6685ae824..7d00bea5ba8 100644
--- a/litellm/responses/streaming_iterator.py
+++ b/litellm/responses/streaming_iterator.py
@@ -66,6 +66,10 @@ if TYPE_CHECKING:
     from litellm.types.router import LiteLLM_Params
 
 
+class ResponsesWsFrameCheck(Protocol):
+    async def __call__(self, params: Mapping[str, object], /) -> str | None: ...
+
+
 class ProjectQuotaCallback(Protocol):
     async def enforce_project_io_token_quota_for_frame(
         self,
@@ -2719,6 +2723,7 @@ class ManagedResponsesWebSocketHandler:
         custom_llm_provider: str | None = None,
         first_message: str | None = None,
         quota_callbacks: Sequence[ProjectQuotaCallback] | None = None,
+        frame_check: ResponsesWsFrameCheck | None = None,
         **kwargs: object,
     ) -> None:
         self.websocket = websocket
@@ -2737,6 +2742,7 @@ class ManagedResponsesWebSocketHandler:
         self._connection_provider = self._resolve_provider(model) or custom_llm_provider
         self.first_message = first_message
         self.quota_callbacks: tuple[ProjectQuotaCallback, ...] = tuple(quota_callbacks) if quota_callbacks else ()
+        self.frame_check = frame_check
         # Carry through safe pass-through kwargs (e.g. extra_headers)
         self.extra_kwargs: dict[str, object] = {k: v for k, v in kwargs.items() if k not in _MANAGED_WS_SKIP_KWARGS}
         # In-memory session history: response_id → full accumulated message list.
@@ -3140,6 +3146,12 @@ class ManagedResponsesWebSocketHandler:
                 verbose_logger.debug("ManagedResponsesWS: error sending warmup ack: %s", exc)
             return
 
+        call_kwargs: Final = self._build_base_call_kwargs(msg_obj)
+        refusal: Final = None if self.frame_check is None else await self.frame_check(call_kwargs)
+        if refusal is not None:
+            await self._send_error(refusal, "invalid_request_error")
+            return
+
         try:
             await _enforce_frame_project_quota(
                 self.quota_callbacks, self.user_api_key_dict, self.model_group or self.model, raw_message
@@ -3148,7 +3160,6 @@ class ManagedResponsesWebSocketHandler:
             await self._send_error(str(e), error_type="rate_limit_exceeded")
             return
 
-        call_kwargs: Final = self._build_base_call_kwargs(msg_obj)
         call_kwargs["stream"] = True
 
         # A frame that repeats the connection's public alias (model_group) must
diff --git a/litellm/types/files.py b/litellm/types/files.py
index 259a836d9ad..083f5bf77d1 100644
--- a/litellm/types/files.py
+++ b/litellm/types/files.py
@@ -29,6 +29,7 @@ class FileType(Enum):
     JSON = "JSON"
     M4A = "M4A"
     M4V = "M4V"
+    MD = "MD"
     MOV = "MOV"
     MP3 = "MP3"
     MP4 = "MP4"
@@ -75,6 +76,7 @@ FILE_EXTENSIONS: Final[Mapping[FileType, list[str]]] = MappingProxyType(
         FileType.JSON: ["json"],
         FileType.M4A: ["m4a"],
         FileType.M4V: ["m4v"],
+        FileType.MD: ["md", "markdown"],
         FileType.MOV: ["mov"],
         FileType.MP3: ["mp3"],
         FileType.MP4: ["mp4"],
@@ -122,6 +124,7 @@ FILE_MIME_TYPES: Final[Mapping[FileType, str]] = MappingProxyType(
         FileType.JSON: "application/json",
         FileType.M4A: "audio/x-m4a",
         FileType.M4V: "video/x-m4v",
+        FileType.MD: "text/markdown",
         FileType.MOV: "video/quicktime",
         FileType.MP3: "audio/mpeg",
         FileType.MP4: "video/mp4",
@@ -238,7 +241,7 @@ def is_audio_file_type(file_type):
 
 
 # Text
-TEXT_FILE_TYPES: Final = {FileType.CSV, FileType.HTML, FileType.RTF, FileType.TXT}
+TEXT_FILE_TYPES: Final = {FileType.CSV, FileType.HTML, FileType.MD, FileType.RTF, FileType.TXT}
 
 
 def is_text_file_type(file_type):
diff --git a/litellm/types/llms/bedrock.py b/litellm/types/llms/bedrock.py
index e7bef9b3946..20de3a40e8a 100644
--- a/litellm/types/llms/bedrock.py
+++ b/litellm/types/llms/bedrock.py
@@ -9,7 +9,7 @@ from typing_extensions import NotRequired, ReadOnly, Required, TypedDict, overri
 
 from litellm.types.llms.base import LiteLLMBaseModel
 
-from .openai import ChatCompletionToolCallChunk
+from .openai import ChatCompletionImageUrlObject, ChatCompletionToolCallChunk
 
 
 class CachePointBlock(TypedDict, total=False):
@@ -22,8 +22,18 @@ class SystemContentBlock(TypedDict, total=False):
     cachePoint: CachePointBlock
 
 
-class SourceBlock(TypedDict):
-    bytes: str | None  # base 64 encoded string
+class S3Location(TypedDict):
+    uri: ReadOnly[str]
+    bucketOwner: NotRequired[ReadOnly[str]]
+
+
+class SourceBlock(TypedDict, total=False):
+    bytes: ReadOnly[str | None]  # base 64 encoded string
+    s3Location: ReadOnly[S3Location]
+
+
+class S3MediaImageUrlObject(ChatCompletionImageUrlObject, total=False):
+    bucket_owner: ReadOnly[object]
 
 
 BedrockImageTypes = Literal["png", "jpeg", "gif", "webp"]
@@ -68,6 +78,7 @@ class SearchResultBlock(TypedDict, total=False):
 class ToolResultContentBlock(TypedDict, total=False):
     image: ImageBlock
     document: DocumentBlock
+    video: ReadOnly[VideoBlock]
     searchResult: SearchResultBlock
     json: dict
     text: str
diff --git a/tests/unit/litellm_core_utils/prompt_templates/test_litellm_core_utils_prompt_templates_factory.py b/tests/unit/litellm_core_utils/prompt_templates/test_litellm_core_utils_prompt_templates_factory.py
index b31f45e506e..ddc37b80705 100644
--- a/tests/unit/litellm_core_utils/prompt_templates/test_litellm_core_utils_prompt_templates_factory.py
+++ b/tests/unit/litellm_core_utils/prompt_templates/test_litellm_core_utils_prompt_templates_factory.py
@@ -68,6 +68,7 @@ from litellm.litellm_core_utils.prompt_templates.common_utils import (
 )
 from litellm.llms.vertex_ai.gemini.transformation import gemini_convert_messages_with_history
 from litellm.types.llms.bedrock import BedrockConverseReasoningContentBlock
+from litellm.types.llms.bedrock import ContentBlock as BedrockContentBlock
 from litellm.types.llms.openai import AllMessageValues, ChatCompletionUserMessage
 
 
@@ -2481,10 +2482,10 @@ def test_bedrock_create_bedrock_block_deterministic_document_hash():
 
     # Create two blocks with same content
     block1 = BedrockImageProcessor._create_bedrock_block(
-        image_bytes=base64_content, mime_type="application/pdf", image_format="pdf"
+        source={"bytes": base64_content}, mime_type="application/pdf", image_format="pdf"
     )
     block2 = BedrockImageProcessor._create_bedrock_block(
-        image_bytes=base64_content, mime_type="application/pdf", image_format="pdf"
+        source={"bytes": base64_content}, mime_type="application/pdf", image_format="pdf"
     )
 
     # Both should have the same document name
@@ -2509,10 +2510,10 @@ def test_bedrock_create_bedrock_block_different_content_different_hash():
 
     # Create blocks
     block1 = BedrockImageProcessor._create_bedrock_block(
-        image_bytes=base64_content1, mime_type="application/pdf", image_format="pdf"
+        source={"bytes": base64_content1}, mime_type="application/pdf", image_format="pdf"
     )
     block2 = BedrockImageProcessor._create_bedrock_block(
-        image_bytes=base64_content2, mime_type="application/pdf", image_format="pdf"
+        source={"bytes": base64_content2}, mime_type="application/pdf", image_format="pdf"
     )
 
     # Should have different document names
@@ -2535,15 +2536,15 @@ def test_bedrock_create_bedrock_block_normalized_base64():
 
     # Create blocks
     block1 = BedrockImageProcessor._create_bedrock_block(
-        image_bytes=base64_content, mime_type="application/pdf", image_format="pdf"
+        source={"bytes": base64_content}, mime_type="application/pdf", image_format="pdf"
     )
     block2 = BedrockImageProcessor._create_bedrock_block(
-        image_bytes=base64_with_newlines,
+        source={"bytes": base64_with_newlines},
         mime_type="application/pdf",
         image_format="pdf",
     )
     block3 = BedrockImageProcessor._create_bedrock_block(
-        image_bytes=base64_with_spaces,
+        source={"bytes": base64_with_spaces},
         mime_type="application/pdf",
         image_format="pdf",
     )
@@ -2570,10 +2571,10 @@ def test_bedrock_create_bedrock_block_large_file_sampling():
 
     # Create blocks
     block1 = BedrockImageProcessor._create_bedrock_block(
-        image_bytes=base64_content1, mime_type="application/pdf", image_format="pdf"
+        source={"bytes": base64_content1}, mime_type="application/pdf", image_format="pdf"
     )
     block2 = BedrockImageProcessor._create_bedrock_block(
-        image_bytes=base64_content2, mime_type="application/pdf", image_format="pdf"
+        source={"bytes": base64_content2}, mime_type="application/pdf", image_format="pdf"
     )
 
     # Should have different names because total length is different
@@ -2592,7 +2593,7 @@ def test_bedrock_create_bedrock_block_very_large_file():
 
     # Create block
     block = BedrockImageProcessor._create_bedrock_block(
-        image_bytes=base64_content, mime_type="application/pdf", image_format="pdf"
+        source={"bytes": base64_content}, mime_type="application/pdf", image_format="pdf"
     )
 
     # Should have a valid document name
@@ -2614,7 +2615,7 @@ def test_bedrock_create_bedrock_block_image_type():
 
     # Create block
     block = BedrockImageProcessor._create_bedrock_block(
-        image_bytes=base64_content, mime_type="image/png", image_format="png"
+        source={"bytes": base64_content}, mime_type="image/png", image_format="png"
     )
 
     # Should be an image block, not a document block
@@ -2635,7 +2636,7 @@ def test_bedrock_create_bedrock_block_video_type():
 
     # Create block
     block = BedrockImageProcessor._create_bedrock_block(
-        image_bytes=base64_content, mime_type="video/mp4", image_format="mp4"
+        source={"bytes": base64_content}, mime_type="video/mp4", image_format="mp4"
     )
 
     # Should be a video block, not a document block
@@ -2656,7 +2657,7 @@ def test_bedrock_create_bedrock_block_document_name_format():
     base64_content = base64.b64encode(pdf_content).decode("utf-8")
 
     block = BedrockImageProcessor._create_bedrock_block(
-        image_bytes=base64_content, mime_type="application/pdf", image_format="pdf"
+        source={"bytes": base64_content}, mime_type="application/pdf", image_format="pdf"
     )
 
     document_name = block["document"]["name"]
@@ -2685,7 +2686,7 @@ def test_bedrock_create_bedrock_block_different_document_formats():
     for content, mime_type, format_type in test_cases:
         base64_content = base64.b64encode(content + b"\x00" * 100).decode("utf-8")
         block = BedrockImageProcessor._create_bedrock_block(
-            image_bytes=base64_content, mime_type=mime_type, image_format=format_type
+            source={"bytes": base64_content}, mime_type=mime_type, image_format=format_type
         )
 
         assert block.get("document") is not None
@@ -2694,6 +2695,365 @@ def test_bedrock_create_bedrock_block_different_document_formats():
         assert block["document"]["format"] == format_type
 
 
+_S3_MEDIA_MODEL: Final = "us.amazon.nova-2-lite-v1:0"
+_S3_BUCKET_OWNER: Final = "111122223333"
+
+
+async def _converse_user_content(part: Mapping[str, object], run_async: bool) -> Sequence[BedrockContentBlock]:
+    messages: Final = [{"role": "user", "content": [{"type": "text", "text": "Describe this."}, part]}]
+    with respx.mock:
+        converted: Final = (
+            await BedrockConverseMessagesProcessor._bedrock_converse_messages_pt_async(
+                messages=messages, model=_S3_MEDIA_MODEL, llm_provider="bedrock"
+            )
+            if run_async
+            else _bedrock_converse_messages_pt(messages=messages, model=_S3_MEDIA_MODEL, llm_provider="bedrock")
+        )
+    return converted[0]["content"][1:]
+
+
+def _s3_source(uri: str, bucket_owner: str | None = None) -> Mapping[str, object]:
+    return {"s3Location": {"uri": uri} if bucket_owner is None else {"uri": uri, "bucketOwner": bucket_owner}}
+
+
+@pytest.mark.parametrize("run_async", [False, True], ids=["sync", "async"])
+@pytest.mark.parametrize(
+    ("part", "expected"),
+    [
+        pytest.param(
+            {"type": "image_url", "image_url": {"url": "s3://media-bucket/dir/cat.png"}},
+            {"image": {"format": "png", "source": _s3_source("s3://media-bucket/dir/cat.png")}},
+            id="image-format-from-extension",
+        ),
+        pytest.param(
+            {"type": "image_url", "image_url": "s3://media-bucket/dir/CAT.JPG"},
+            {"image": {"format": "jpeg", "source": _s3_source("s3://media-bucket/dir/CAT.JPG")}},
+            id="string-url-uppercase-extension",
+        ),
+        pytest.param(
+            {"type": "image_url", "image_url": {"url": "s3://media-bucket/dir/cat.jpg"}},
+            {"image": {"format": "jpeg", "source": _s3_source("s3://media-bucket/dir/cat.jpg")}},
+            id="jpg-is-jpeg",
+        ),
+        pytest.param(
+            {"type": "image_url", "image_url": {"url": "s3://media-bucket/dir/CAT.PNG"}},
+            {"image": {"format": "png", "source": _s3_source("s3://media-bucket/dir/CAT.PNG")}},
+            id="uppercase-image-extension",
+        ),
+        pytest.param(
+            {"type": "image_url", "image_url": {"url": "s3://media-bucket/clips/DEMO.MOV"}},
+            {"video": {"format": "mov", "source": _s3_source("s3://media-bucket/clips/DEMO.MOV")}},
+            id="uppercase-video-extension",
+        ),
+        pytest.param(
+            {
+                "type": "image_url",
+                "image_url": {"url": "s3://media-bucket/dir/cat.png", "bucket_owner": _S3_BUCKET_OWNER},
+            },
+            {"image": {"format": "png", "source": _s3_source("s3://media-bucket/dir/cat.png", _S3_BUCKET_OWNER)}},
+            id="bucket-owner",
+        ),
+        pytest.param(
+            {"type": "image_url", "image_url": {"url": "s3://media-bucket/dir/cat.png", "format": "image/webp"}},
+            {"image": {"format": "webp", "source": _s3_source("s3://media-bucket/dir/cat.png")}},
+            id="explicit-format-wins",
+        ),
+        pytest.param(
+            {"type": "image_url", "image_url": {"url": "s3://media-bucket/base64/cat.png"}},
+            {"image": {"format": "png", "source": _s3_source("s3://media-bucket/base64/cat.png")}},
+            id="base64-in-key",
+        ),
+        pytest.param(
+            {"type": "image_url", "image_url": {"url": "s3://media-bucket/clips/demo.mp4"}},
+            {"video": {"format": "mp4", "source": _s3_source("s3://media-bucket/clips/demo.mp4")}},
+            id="video",
+        ),
+        pytest.param(
+            {"type": "image_url", "image_url": {"url": "s3://media-bucket/clips/demo.mov"}},
+            {"video": {"format": "mov", "source": _s3_source("s3://media-bucket/clips/demo.mov")}},
+            id="video-extension-is-the-bedrock-format",
+        ),
+        pytest.param(
+            {"type": "file", "file": {"file_id": "s3://media-bucket/dir/cat.png", "bucket_owner": _S3_BUCKET_OWNER}},
+            {"image": {"format": "png", "source": _s3_source("s3://media-bucket/dir/cat.png", _S3_BUCKET_OWNER)}},
+            id="file-id",
+        ),
+    ],
+)
+async def test_bedrock_converse_s3_media_is_sent_as_an_s3_location_without_a_download(
+    part: Mapping[str, object], expected: Mapping[str, object], run_async: bool
+):
+    assert await _converse_user_content(part, run_async) == [expected]
+
+
+@pytest.mark.parametrize("run_async", [False, True], ids=["sync", "async"])
+@pytest.mark.parametrize(
+    ("declared", "block", "converse_format"),
+    [
+        pytest.param("image/jpg", "image", "jpeg", id="image-jpg"),
+        pytest.param("IMAGE/PNG", "image", "png", id="upper-case"),
+        pytest.param("image/png; charset=binary", "image", "png", id="image-with-parameter"),
+        pytest.param("video/quicktime", "video", "mov", id="quicktime"),
+        pytest.param("video/x-matroska", "video", "mkv", id="matroska"),
+        pytest.param("video/x-flv", "video", "flv", id="flv"),
+        pytest.param("video/x-ms-wmv", "video", "wmv", id="wmv"),
+        pytest.param("video/3gpp", "video", "three_gp", id="3gpp"),
+    ],
+)
+async def test_bedrock_converse_s3_media_format_accepts_a_registered_mime_type(
+    declared: str, block: str, converse_format: str, run_async: bool
+):
+    uri: Final = "s3://media-bucket/uploads/7f3a9c"
+
+    content: Final = await _converse_user_content(
+        {"type": "image_url", "image_url": {"url": uri, "format": declared}}, run_async
+    )
+
+    assert content == [{block: {"format": converse_format, "source": _s3_source(uri)}}]
+
+
+@pytest.mark.parametrize("run_async", [False, True], ids=["sync", "async"])
+async def test_bedrock_converse_s3_3gp_key_uses_the_converse_format_name(run_async: bool):
+    uri: Final = "s3://media-bucket/clips/demo.3gp"
+
+    content: Final = await _converse_user_content({"type": "image_url", "image_url": {"url": uri}}, run_async)
+
+    assert content == [{"video": {"format": "three_gp", "source": _s3_source(uri)}}]
+
+
+@pytest.mark.parametrize("run_async", [False, True], ids=["sync", "async"])
+async def test_bedrock_converse_s3_text_with_a_charset_is_a_txt_document(run_async: bool):
+    uri: Final = "s3://media-bucket/docs/7f3a9c"
+
+    content: Final = await _converse_user_content(
+        {"type": "file", "file": {"file_id": uri, "format": "text/plain; charset=utf-8"}}, run_async
+    )
+
+    assert content[0]["document"]["format"] == "txt"
+    assert content[0]["document"]["source"] == _s3_source(uri)
+
+
+@pytest.mark.parametrize("run_async", [False, True], ids=["sync", "async"])
+async def test_bedrock_converse_s3_pdf_is_a_document_named_after_its_uri(run_async: bool):
+    report: Final = "s3://media-bucket/docs/report.pdf"
+    invoice: Final = "s3://media-bucket/docs/invoice.pdf"
+
+    report_content: Final = await _converse_user_content({"type": "file", "file": {"file_id": report}}, run_async)
+    report_again: Final = await _converse_user_content({"type": "file", "file": {"file_id": report}}, run_async)
+    invoice_content: Final = await _converse_user_content({"type": "file", "file": {"file_id": invoice}}, run_async)
+
+    report_name: Final = report_content[0]["document"]["name"]
+    assert report_content == [{"document": {"format": "pdf", "name": report_name, "source": _s3_source(report)}}]
+    assert re.fullmatch(r"DocumentPDFmessages_[0-9a-f]{16}_pdf", report_name)
+    assert report_again == report_content
+    assert invoice_content[0]["document"]["name"] != report_name
+
+
+@pytest.mark.parametrize("run_async", [False, True], ids=["sync", "async"])
+@pytest.mark.parametrize("uri", ["s3://media-bucket/docs/notes.md", "s3://media-bucket/docs/NOTES.markdown"])
+async def test_bedrock_converse_s3_markdown_without_a_format_is_an_md_document(uri: str, run_async: bool):
+    content: Final = await _converse_user_content({"type": "file", "file": {"file_id": uri}}, run_async)
+
+    assert [{**block, "document": {**block["document"], "name": "-"}} for block in content] == [
+        {"document": {"format": "md", "name": "-", "source": _s3_source(uri)}}
+    ]
+
+
+@pytest.mark.parametrize("run_async", [False, True], ids=["sync", "async"])
+@pytest.mark.parametrize("uri", ["s3://media-bucket/uploads/7f3a9c", "s3://media-bucket/uploads/blob.unknownext"])
+async def test_bedrock_converse_s3_media_without_a_known_extension_or_format_is_a_bad_request(
+    uri: str, run_async: bool
+):
+    with pytest.raises(litellm.BadRequestError) as excinfo:
+        await _converse_user_content({"type": "image_url", "image_url": {"url": uri}}, run_async)
+
+    assert uri in excinfo.value.message
+    assert "`format`" in excinfo.value.message
+
+
+@pytest.mark.parametrize("run_async", [False, True], ids=["sync", "async"])
+@pytest.mark.parametrize(
+    ("image_url", "named_format"),
+    [
+        pytest.param({"url": "s3://media-bucket/scans/page.tiff"}, "page.tiff", id="tiff-key"),
+        pytest.param(
+            {"url": "s3://media-bucket/scans/page.png", "format": "image/tiff"}, "image/tiff", id="tiff-format"
+        ),
+        pytest.param({"url": "s3://media-bucket/voice/note.mp3"}, "audio/mpeg", id="mp3-key"),
+        pytest.param(
+            {"url": "s3://media-bucket/voice/note.bin", "format": "audio/mp4"}, "audio/mp4", id="audio-format"
+        ),
+    ],
+)
+async def test_bedrock_converse_s3_media_in_a_format_bedrock_does_not_take_is_a_bad_request(
+    image_url: Mapping[str, str], named_format: str, run_async: bool
+):
+    with pytest.raises(litellm.BadRequestError) as excinfo:
+        await _converse_user_content({"type": "image_url", "image_url": image_url}, run_async)
+
+    assert image_url["url"] in excinfo.value.message
+    assert named_format in excinfo.value.message
+
+
+_PNG_BASE64: Final = "iVBORw0KGgoAAAANSUhEUgAAAAEAAAABCAQAAAC1HAwCAAAAC0lEQVR42mNkYAAAAAYAAjCB0C8AAAAASUVORK5CYII="
+
+
+def _owned_image_url_part(url: str, bucket_owner: object) -> Mapping[str, object]:
+    return {"type": "image_url", "image_url": {"url": url, "bucket_owner": bucket_owner}}
+
+
+def _owned_file_part(url: str, bucket_owner: object) -> Mapping[str, object]:
+    return {"type": "file", "file": {"file_id": url, "bucket_owner": bucket_owner}}
+
+
+@pytest.mark.parametrize("run_async", [False, True], ids=["sync", "async"])
+@pytest.mark.parametrize("bucket_owner", [111122223333, ["111122223333"], ""], ids=["int", "list", "empty-string"])
+@pytest.mark.parametrize("part_for", [_owned_image_url_part, _owned_file_part], ids=["image-url", "file"])
+async def test_bedrock_converse_s3_media_with_a_bucket_owner_that_is_not_an_account_id_is_a_bad_request(
+    part_for: Callable[[str, object], Mapping[str, object]], bucket_owner: object, run_async: bool
+):
+    with pytest.raises(litellm.BadRequestError) as excinfo:
+        await _converse_user_content(part_for("s3://media-bucket/dir/cat.png", bucket_owner), run_async)
+
+    assert "`bucket_owner`" in excinfo.value.message
+    assert "s3://media-bucket/dir/cat.png" in excinfo.value.message
+
+
+@pytest.mark.parametrize("run_async", [False, True], ids=["sync", "async"])
+@pytest.mark.parametrize("part_for", [_owned_image_url_part, _owned_file_part], ids=["image-url", "file"])
+async def test_bedrock_converse_ignores_a_bucket_owner_on_media_that_is_not_on_s3(
+    part_for: Callable[[str, object], Mapping[str, object]], run_async: bool
+):
+    content: Final = await _converse_user_content(
+        part_for(f"data:image/png;base64,{_PNG_BASE64}", 111122223333), run_async
+    )
+
+    assert content == [{"image": {"format": "png", "source": {"bytes": _PNG_BASE64}}}]
+
+
+@pytest.mark.parametrize(
+    "part",
+    [
+        pytest.param(
+            {
+                "type": "image_url",
+                "image_url": {"url": "s3://media-bucket/dir/cat.png", "bucket_owner": _S3_BUCKET_OWNER},
+            },
+            id="image-url",
+        ),
+        pytest.param(
+            {"type": "file", "file": {"file_id": "s3://media-bucket/dir/cat.png", "bucket_owner": _S3_BUCKET_OWNER}},
+            id="file",
+        ),
+    ],
+)
+def test_bedrock_converse_tool_result_s3_media_keeps_its_bucket_owner(part: Mapping[str, object]):
+    messages: Final = [
+        {"role": "user", "content": "Describe the screenshot."},
+        {"tool_call_id": "tooluse_s3_1", "role": "tool", "name": "fetch_screenshot", "content": [part]},
+    ]
+
+    with respx.mock:
+        converted: Final = _bedrock_converse_messages_pt(
+            messages=messages, model=_S3_MEDIA_MODEL, llm_provider="bedrock"
+        )
+
+    assert converted[-1]["content"][-1]["toolResult"]["content"] == [
+        {"image": {"format": "png", "source": _s3_source("s3://media-bucket/dir/cat.png", _S3_BUCKET_OWNER)}}
+    ]
+
+
+@pytest.mark.parametrize(
+    "file, expected_media",
+    [
+        pytest.param(
+            {"file_id": "s3://media-bucket/clips/demo.mp4"},
+            [{"video": {"format": "mp4", "source": _s3_source("s3://media-bucket/clips/demo.mp4")}}],
+            id="s3-video-is-forwarded",
+        ),
+        pytest.param(
+            {"file_data": "data:video/mp4;base64,AAAAGGZ0eXBtcDQy"},
+            [],
+            id="inline-video-is-dropped",
+        ),
+    ],
+)
+def test_bedrock_converse_tool_result_video_is_forwarded_only_from_s3(
+    file: Mapping[str, object], expected_media: list[Mapping[str, object]]
+):
+    messages: Final = [
+        {"role": "user", "content": "Describe the clip."},
+        {
+            "tool_call_id": "tooluse_video_1",
+            "role": "tool",
+            "name": "fetch_clip",
+            "content": [{"type": "text", "text": "clip:"}, {"type": "file", "file": file}],
+        },
+    ]
+
+    with respx.mock:
+        converted: Final = _bedrock_converse_messages_pt(
+            messages=messages, model=_S3_MEDIA_MODEL, llm_provider="bedrock"
+        )
+
+    assert converted[-1]["content"][-1]["toolResult"]["content"] == [{"text": "clip:"}, *expected_media]
+
+
+@pytest.mark.parametrize("bucket_owner", [111122223333, ""], ids=["int", "empty-string"])
+@pytest.mark.parametrize("part_for", [_owned_image_url_part, _owned_file_part], ids=["image-url", "file"])
+def test_bedrock_converse_tool_result_s3_media_with_a_bucket_owner_that_is_not_an_account_id_is_a_bad_request(
+    part_for: Callable[[str, object], Mapping[str, object]], bucket_owner: object
+):
+    messages: Final = [
+        {"role": "user", "content": "Describe the screenshot."},
+        {
+            "tool_call_id": "tooluse_s3_1",
+            "role": "tool",
+            "name": "fetch_screenshot",
+            "content": [part_for("s3://media-bucket/dir/cat.png", bucket_owner)],
+        },
+    ]
+
+    with respx.mock, pytest.raises(litellm.BadRequestError) as excinfo:
+        _bedrock_converse_messages_pt(messages=messages, model=_S3_MEDIA_MODEL, llm_provider="bedrock")
+
+    assert "`bucket_owner`" in excinfo.value.message
+
+
+@pytest.mark.parametrize("run_async", [False, True], ids=["sync", "async"])
+async def test_bedrock_converse_assistant_s3_image_is_sent_as_an_s3_location(run_async: bool):
+    messages: Final = [
+        {"role": "user", "content": "Draw a cat."},
+        {
+            "role": "assistant",
+            "content": [
+                {
+                    "type": "image_url",
+                    "image_url": {
+                        "url": "s3://media-bucket/dir/cat.png",
+                        "format": "image/webp",
+                        "bucket_owner": _S3_BUCKET_OWNER,
+                    },
+                }
+            ],
+        },
+        {"role": "user", "content": "Make it bigger."},
+    ]
+
+    with respx.mock:
+        converted: Final = (
+            await BedrockConverseMessagesProcessor._bedrock_converse_messages_pt_async(
+                messages=messages, model=_S3_MEDIA_MODEL, llm_provider="bedrock"
+            )
+            if run_async
+            else _bedrock_converse_messages_pt(messages=messages, model=_S3_MEDIA_MODEL, llm_provider="bedrock")
+        )
+
+    assert converted[1]["content"] == [
+        {"image": {"format": "webp", "source": _s3_source("s3://media-bucket/dir/cat.png", _S3_BUCKET_OWNER)}}
+    ]
+
+
 def test_bedrock_nova_web_search_options_mapping():
     """
     Test that web_search_options is correctly mapped to Nova grounding.
diff --git a/tests/unit/litellm_core_utils/test_cloud_storage_security.py b/tests/unit/litellm_core_utils/test_cloud_storage_security.py
index c3a2511a263..5e711d58d28 100644
--- a/tests/unit/litellm_core_utils/test_cloud_storage_security.py
+++ b/tests/unit/litellm_core_utils/test_cloud_storage_security.py
@@ -1,5 +1,18 @@
+import sys
+from base64 import urlsafe_b64encode
+from functools import reduce
+from typing import Final, cast
+from urllib.parse import quote
+
+import pytest
+
 from litellm.litellm_core_utils.cloud_storage_security import (
+    MAX_FILE_ID_DECODE_PASSES,
     is_managed_cloud_storage_uri,
+    is_managed_s3_uri,
+    media_file_ids,
+    names_an_unlisted_s3_bucket,
+    s3_media_uris,
 )
 
 
@@ -13,3 +26,407 @@ def test_is_managed_cloud_storage_uri_ignores_provider_and_unified_ids():
     assert not is_managed_cloud_storage_uri("file-abc123")
     assert not is_managed_cloud_storage_uri("bGl0ZWxsbV9wcm94eQ==")
     assert not is_managed_cloud_storage_uri("")
+
+
+def _quote_once(current: str, _: int) -> str:
+    return quote(current, safe="")
+
+
+def _quoted_times(value: str, times: int) -> str:
+    return reduce(_quote_once, range(times), value)
+
+
+_MANAGED_UPLOAD: Final = "s3://media-bucket/litellm-bedrock-files/other-team.pdf"
+
+
+def _unpadded_base64url(text: str) -> str:
+    return urlsafe_b64encode(text.encode()).decode().rstrip("=")
+
+
+_MODEL_EMBEDDED_UPLOAD_ID: Final = "file-" + _unpadded_base64url(f"litellm:{_MANAGED_UPLOAD};model,nova")
+_UNIFIED_BATCH_OUTPUT_ID: Final = _unpadded_base64url(
+    f"litellm_proxy:application/json;unified_id,u1;target_model_names,nova;llm_output_file_id,{_MANAGED_UPLOAD};"
+)
+
+
+def _user_turn(*parts: object) -> dict[str, object]:
+    return {"messages": [{"role": "user", "content": list(parts)}]}
+
+
+def _responses_turn(*parts: object) -> dict[str, object]:
+    return {"input": [{"role": "user", "content": list(parts)}]}
+
+
+def _gemini_turn(*parts: object) -> dict[str, object]:
+    return {"contents": [{"role": "user", "parts": list(parts)}]}
+
+
+@pytest.mark.parametrize(
+    "request_body",
+    (
+        pytest.param(_user_turn({"type": "image_url", "image_url": {"url": _MANAGED_UPLOAD}}), id="chat-image-url"),
+        pytest.param(_user_turn({"type": "image_url", "image_url": _MANAGED_UPLOAD}), id="chat-image-url-string"),
+        pytest.param(_user_turn({"type": "file", "file": {"file_id": _MANAGED_UPLOAD}}), id="chat-file-id"),
+        pytest.param(_user_turn({"type": "file", "file": {"file_data": _MANAGED_UPLOAD}}), id="chat-file-data"),
+        pytest.param(
+            {
+                "messages": [
+                    {
+                        "role": "tool",
+                        "tool_call_id": "call_1",
+                        "content": [{"type": "image_url", "image_url": {"url": _MANAGED_UPLOAD}}],
+                    }
+                ]
+            },
+            id="chat-tool-result",
+        ),
+        pytest.param(
+            _user_turn({"type": "file", "file": {"file_id": _MODEL_EMBEDDED_UPLOAD_ID}}),
+            id="chat-model-embedded-file-id",
+        ),
+        pytest.param(
+            _responses_turn({"type": "input_file", "file_id": _UNIFIED_BATCH_OUTPUT_ID}),
+            id="responses-unified-file-id",
+        ),
+        pytest.param(
+            _responses_turn({"type": "input_file", "file_url": _UNIFIED_BATCH_OUTPUT_ID}),
+            id="responses-unified-file-id-in-file-url",
+        ),
+        pytest.param(
+            _gemini_turn({"file_data": {"mime_type": "application/pdf", "file_uri": _UNIFIED_BATCH_OUTPUT_ID}}),
+            id="gemini-unified-file-id-in-file-uri",
+        ),
+        pytest.param(
+            _gemini_turn({"fileData": {"mimeType": "application/pdf", "fileUri": _MODEL_EMBEDDED_UPLOAD_ID}}),
+            id="gemini-model-embedded-file-id-in-camel-case-file-uri",
+        ),
+        pytest.param(
+            {
+                **_user_turn({"type": "file", "file": {"file_id": "alias"}}),
+                "model_file_id_mapping": {"alias": {"deployment-1": _MANAGED_UPLOAD}},
+            },
+            id="model-file-id-mapping",
+        ),
+        pytest.param(
+            {
+                **_responses_turn({"type": "input_file", "file_id": "alias"}),
+                "model_file_id_mapping": {"alias": {"deployment-1": _MODEL_EMBEDDED_UPLOAD_ID}},
+            },
+            id="model-file-id-mapping-to-a-model-embedded-file-id",
+        ),
+        pytest.param(_responses_turn({"type": "input_image", "image_url": _MANAGED_UPLOAD}), id="responses-image"),
+        pytest.param(_responses_turn({"type": "input_file", "file_url": _MANAGED_UPLOAD}), id="responses-file-url"),
+        pytest.param(_responses_turn({"type": "input_file", "file_id": _MANAGED_UPLOAD}), id="responses-file-id"),
+        pytest.param(
+            {
+                "input": [
+                    {
+                        "type": "function_call_output",
+                        "call_id": "call_1",
+                        "output": [{"type": "input_image", "image_url": _MANAGED_UPLOAD}],
+                    }
+                ]
+            },
+            id="responses-function-call-output",
+        ),
+        pytest.param(
+            _user_turn({"type": "image", "source": {"type": "url", "url": _MANAGED_UPLOAD}}), id="anthropic-image"
+        ),
+        pytest.param(
+            _user_turn({"type": "document", "source": {"type": "url", "url": _MANAGED_UPLOAD}}),
+            id="anthropic-document",
+        ),
+        pytest.param(
+            {"system": [{"type": "image", "source": {"type": "url", "url": _MANAGED_UPLOAD}}], "messages": []},
+            id="anthropic-system",
+        ),
+        pytest.param(
+            _gemini_turn({"file_data": {"mime_type": "image/png", "file_uri": _MANAGED_UPLOAD}}),
+            id="gemini-file-data-snake-case",
+        ),
+        pytest.param(
+            _gemini_turn({"fileData": {"mimeType": "image/png", "fileUri": _MANAGED_UPLOAD}}),
+            id="gemini-file-data-camel-case",
+        ),
+        pytest.param(
+            {"system_instruction": {"parts": [{"file_data": {"file_uri": _MANAGED_UPLOAD}}]}, "contents": []},
+            id="gemini-system-instruction",
+        ),
+        pytest.param(
+            {
+                "input": [
+                    {
+                        "type": "computer_call_output",
+                        "call_id": "call_1",
+                        "output": {"type": "computer_screenshot", "image_url": _MANAGED_UPLOAD},
+                    }
+                ]
+            },
+            id="responses-computer-screenshot",
+        ),
+        pytest.param(
+            {
+                "messages": (
+                    {"role": "user", "content": ({"type": "image_url", "image_url": {"url": _MANAGED_UPLOAD}},)},
+                )
+            },
+            id="tuples",
+        ),
+        pytest.param(
+            _user_turn(1, 2.5, True, None, {"type": "image_url", "image_url": {"url": _MANAGED_UPLOAD}}),
+            id="numbers-before-the-media-part",
+        ),
+    ),
+)
+def test_s3_media_uris_finds_an_s3_object_on_every_media_surface(request_body: dict[str, object]):
+    assert s3_media_uris(request_body) == (_MANAGED_UPLOAD,)
+
+
+@pytest.mark.parametrize(
+    "uri",
+    (
+        "s3://media-bucket/litellm-bedrock-files/x.pdf",
+        "s3://media-bucket/litellm-bedrock-files-batch-1/input.jsonl",
+        "s3://media-bucket/litellm-batch-outputs/x.jsonl.out",
+        "s3://media-bucket/tenant-a/litellm-bedrock-files/x.pdf",
+        "s3://media-bucket//litellm-bedrock-files/x.pdf",
+        "s3://media-bucket/./litellm-bedrock-files/x.pdf",
+        "s3://media-bucket/litellm%2Dbedrock-files/x.pdf",
+        "s3://media-bucket/litellm%252Dbedrock-files/x.pdf",
+        "s3://media-bucket%2Flitellm-bedrock-files/x.pdf",
+        "s3:///litellm-bedrock-files/x.pdf",
+    ),
+)
+def test_is_managed_s3_uri_sees_a_managed_prefix_anywhere_in_the_decoded_key(uri: str):
+    assert s3_media_uris(_user_turn({"type": "file", "file": {"file_id": uri}})) == (uri,)
+    assert is_managed_s3_uri(uri)
+
+
+def test_is_managed_s3_uri_fails_closed_on_a_key_encoded_past_the_pass_cap():
+    uri: Final = "s3://media-bucket/" + _quoted_times("litellm-bedrock-files/x.pdf", MAX_FILE_ID_DECODE_PASSES + 2)
+
+    assert s3_media_uris(_user_turn({"type": "image_url", "image_url": {"url": uri}})) == (uri,)
+    assert is_managed_s3_uri(uri)
+
+
+@pytest.mark.parametrize(
+    "uri",
+    (
+        pytest.param("s3://media-bucket/dir/cat.png", id="unmanaged-key"),
+        pytest.param("s3://litellm-bedrock-files-bucket/cat.png", id="managed-prefix-in-bucket-name-only"),
+        pytest.param("s3://media-bucket", id="no-key"),
+    ),
+)
+def test_is_managed_s3_uri_leaves_other_objects_alone(uri: str):
+    assert not is_managed_s3_uri(uri)
+
+
+@pytest.mark.parametrize(
+    "request_body",
+    (
+        pytest.param(
+            _user_turn({"type": "image_url", "image_url": {"url": "https://example.test/litellm-bedrock-files/x.png"}}),
+            id="https-url",
+        ),
+        pytest.param(
+            _user_turn({"type": "image_url", "image_url": {"url": "data:image/png;base64,czM6Ly9idWNrZXQva2V5"}}),
+            id="data-url",
+        ),
+        pytest.param(
+            _user_turn(
+                {
+                    "type": "file",
+                    "file": {
+                        "file_id": _unpadded_base64url(
+                            "litellm_proxy:application/pdf;unified_id,u2;target_model_names,nova;"
+                            "llm_output_file_id,file-abc123;"
+                        )
+                    },
+                }
+            ),
+            id="unified-file-id-of-a-provider-file",
+        ),
+        pytest.param(
+            _user_turn(
+                {
+                    "type": "file",
+                    "file": {"file_data": "data:application/pdf;base64," + _unpadded_base64url(_MANAGED_UPLOAD)},
+                }
+            ),
+            id="file-data-payload-naming-an-s3-object",
+        ),
+        pytest.param(
+            _user_turn({"type": "text", "text": _MODEL_EMBEDDED_UPLOAD_ID}), id="encoded-file-id-outside-a-media-part"
+        ),
+        pytest.param(_user_turn({"type": "text", "text": _MANAGED_UPLOAD}), id="text-part"),
+        pytest.param({"messages": [{"role": "user", "content": _MANAGED_UPLOAD}]}, id="string-content"),
+        pytest.param({"input": _MANAGED_UPLOAD}, id="responses-string-input"),
+        pytest.param({"system": _MANAGED_UPLOAD, "messages": []}, id="string-system"),
+        pytest.param({"metadata": {"note": _MANAGED_UPLOAD}}, id="non-media-key"),
+        pytest.param({"metadata": {"url": _MANAGED_UPLOAD}}, id="metadata-url"),
+        pytest.param({"extra_body": {"url": _MANAGED_UPLOAD}}, id="extra-body-url"),
+        pytest.param({"name": "fetch", "arguments": {"url": _MANAGED_UPLOAD}}, id="mcp-tool-arguments"),
+        pytest.param(
+            {
+                "messages": [
+                    {
+                        "role": "assistant",
+                        "content": "See the source.",
+                        "annotations": [{"type": "url_citation", "url_citation": {"url": _MANAGED_UPLOAD}}],
+                    }
+                ]
+            },
+            id="chat-url-citation",
+        ),
+        pytest.param(
+            {
+                "input": [
+                    {
+                        "type": "message",
+                        "role": "assistant",
+                        "content": [
+                            {
+                                "type": "output_text",
+                                "text": "See the file.",
+                                "annotations": [{"type": "file_citation", "file_id": _MANAGED_UPLOAD, "index": 0}],
+                            }
+                        ],
+                    }
+                ]
+            },
+            id="responses-file-citation",
+        ),
+        pytest.param(
+            _gemini_turn({"functionCall": {"name": "fetch", "args": {"url": _MANAGED_UPLOAD}}}),
+            id="gemini-function-call-camel-case",
+        ),
+        pytest.param(
+            _gemini_turn({"function_call": {"name": "fetch", "args": {"url": _MANAGED_UPLOAD}}}),
+            id="gemini-function-call-snake-case",
+        ),
+        pytest.param(
+            {
+                "tools": [
+                    {
+                        "type": "function",
+                        "function": {
+                            "name": "fetch",
+                            "parameters": {
+                                "type": "object",
+                                "properties": {"url": {"type": "string", "enum": [_MANAGED_UPLOAD]}},
+                                "default": {"url": _MANAGED_UPLOAD},
+                            },
+                        },
+                    }
+                ]
+            },
+            id="tool-schema",
+        ),
+        pytest.param(
+            _user_turn(
+                {
+                    "type": "file",
+                    "file": {"file_data": "data:application/pdf;base64,JVBERi0=", "filename": _MANAGED_UPLOAD},
+                }
+            ),
+            id="media-part-filename",
+        ),
+        pytest.param(
+            _user_turn({"type": "image_url", "image_url": {"url": "S3://media-bucket/litellm-bedrock-files/x.png"}}),
+            id="uppercase-scheme",
+        ),
+        pytest.param(
+            _user_turn(
+                {"type": "file", "file": {"file_id": "s3%3A%2F%2Fmedia-bucket%2Flitellm-bedrock-files%2Fx.pdf"}}
+            ),
+            id="encoded-scheme",
+        ),
+        pytest.param(
+            _user_turn(
+                {"type": "file", "file": {"file_id": "%73%33%3A%2F%2Fmedia-bucket%2Flitellm-bedrock-files%2Fx.pdf"}}
+            ),
+            id="fully-encoded-scheme",
+        ),
+    ),
+)
+def test_s3_media_uris_ignores_what_never_becomes_an_s3_media_source(request_body: dict[str, object]):
+    assert s3_media_uris(request_body) == ()
+
+
+def test_s3_media_uris_finds_an_s3_object_nested_deeper_than_the_recursion_limit():
+    nested: Final = reduce(
+        lambda inner, _: [inner],
+        range(sys.getrecursionlimit() + 100),
+        cast(object, [{"type": "image_url", "image_url": {"url": _MANAGED_UPLOAD}}]),
+    )
+
+    assert s3_media_uris({"messages": [{"role": "user", "content": nested}]}) == (_MANAGED_UPLOAD,)
+
+
+def test_s3_media_uris_skips_only_the_objects_a_trusted_file_id_embeds():
+    listed_image: Final = "s3://media-bucket/dir/cat.png"
+    request_body: Final = _responses_turn(
+        {"type": "input_file", "file_id": _UNIFIED_BATCH_OUTPUT_ID},
+        {"type": "input_file", "file_id": _MODEL_EMBEDDED_UPLOAD_ID},
+        {"type": "input_image", "image_url": listed_image},
+    )
+
+    assert s3_media_uris(request_body, frozenset({_UNIFIED_BATCH_OUTPUT_ID})) == (_MANAGED_UPLOAD, listed_image)
+    assert s3_media_uris(request_body, frozenset({_UNIFIED_BATCH_OUTPUT_ID, _MODEL_EMBEDDED_UPLOAD_ID})) == (
+        listed_image,
+    )
+
+
+def test_media_file_ids_lists_the_file_ids_of_media_parts_only():
+    request_body: Final = {
+        **_user_turn(
+            {"type": "file", "file": {"file_id": "file-a"}},
+            {"type": "text", "text": "file-b", "file_id": "file-b"},
+            {"type": "file", "file": {"file_id": "file-a"}},
+        ),
+        "metadata": {"file_id": "file-c"},
+    }
+
+    assert media_file_ids(request_body) == ("file-a",)
+
+
+def test_media_file_ids_lists_every_field_a_bridge_reads_as_a_file_id():
+    request_body: Final = {
+        **_responses_turn({"type": "input_file", "file_url": "file-a"}),
+        **_gemini_turn({"file_data": {"file_uri": "file-b"}}, {"fileData": {"fileUri": "file-c"}}),
+    }
+
+    assert set(media_file_ids(request_body)) == {"file-a", "file-b", "file-c"}
+
+
+def test_s3_media_uris_names_each_s3_object_once_in_the_order_it_first_appears():
+    other_upload: Final = "s3://media-bucket/dir/cat.png"
+    request_body: Final = _user_turn(
+        {"type": "image_url", "image_url": {"url": other_upload}},
+        {"type": "file", "file": {"file_id": _MANAGED_UPLOAD}},
+        {"type": "image_url", "image_url": {"url": other_upload}},
+    )
+
+    assert s3_media_uris(request_body) == (other_upload, _MANAGED_UPLOAD)
+
+
+@pytest.mark.parametrize(
+    ("uri", "names_an_unlisted_bucket"),
+    (
+        pytest.param("s3://listed-bucket/dir/cat.png", False, id="listed"),
+        pytest.param("s3://listed-bucket/dir/a%20cat.png", False, id="listed-with-an-encoded-key"),
+        pytest.param("s3://other-bucket/dir/cat.png", True, id="unlisted"),
+        pytest.param("s3://listed-bucket.example/cat.png", True, id="listed-name-as-a-prefix"),
+        pytest.param("s3://listed%2Dbucket/cat.png", True, id="encoded-bucket"),
+        pytest.param("s3://other-bucket%2Flisted-bucket/cat.png", True, id="encoded-slash-in-the-bucket"),
+        pytest.param("s3:///listed-bucket/cat.png", True, id="empty-bucket"),
+        pytest.param("s3%3A%2F%2Fother-bucket%2Fcat.png", True, id="encoded-scheme"),
+        pytest.param(
+            "s3://listed-bucket/" + _quoted_times("a cat.png", MAX_FILE_ID_DECODE_PASSES + 2),
+            True,
+            id="encoded-past-the-pass-cap",
+        ),
+    ),
+)
+def test_names_an_unlisted_s3_bucket_checks_the_bucket_of_every_decoding(uri: str, names_an_unlisted_bucket: bool):
+    assert names_an_unlisted_s3_bucket(uri, frozenset({"listed-bucket"}).__contains__) is names_an_unlisted_bucket
diff --git a/tests/unit/llms/bedrock/chat/test_converse_transformation.py b/tests/unit/llms/bedrock/chat/test_converse_transformation.py
index 69269e31e0b..955e752d924 100644
--- a/tests/unit/llms/bedrock/chat/test_converse_transformation.py
+++ b/tests/unit/llms/bedrock/chat/test_converse_transformation.py
@@ -362,6 +362,43 @@ def test_bedrock_system_prompt_variants_keep_continue_message(
     ]
 
 
+def test_bedrock_tool_result_s3_video_reaches_the_converse_request_as_a_video_block() -> None:
+    clip: Final = "s3://media-bucket/clips/demo.mp4"
+    request: Final = AmazonConverseConfig()._transform_request(
+        model="us.amazon.nova-2-lite-v1:0",
+        messages=[
+            {"role": "user", "content": "What happens in the clip?"},
+            {
+                "role": "assistant",
+                "content": None,
+                "tool_calls": [
+                    {"id": "call_1", "type": "function", "function": {"name": "fetch_clip", "arguments": "{}"}}
+                ],
+            },
+            {
+                "role": "tool",
+                "tool_call_id": "call_1",
+                "content": [{"type": "text", "text": "video attached"}, {"type": "file", "file": {"file_id": clip}}],
+            },
+        ],
+        optional_params={
+            "tools": [
+                {
+                    "type": "function",
+                    "function": {"name": "fetch_clip", "parameters": {"type": "object", "properties": {}}},
+                }
+            ]
+        },
+        litellm_params={},
+        headers={},
+    )
+
+    assert request["messages"][-1]["content"][0]["toolResult"]["content"] == [
+        {"text": "video attached"},
+        {"video": {"format": "mp4", "source": {"s3Location": {"uri": clip}}}},
+    ]
+
+
 @pytest.mark.respx(assert_all_called=True)
 def test_bedrock_json_schema_description_is_sent_in_request(respx_mock: respx.Router) -> None:
     description: Final = "Find the meaning inside a poem"
diff --git a/tests/unit/llms/bedrock/files/test_bedrock_files_transformation.py b/tests/unit/llms/bedrock/files/test_bedrock_files_transformation.py
index 2410a594e56..ec63e73e1f1 100644
--- a/tests/unit/llms/bedrock/files/test_bedrock_files_transformation.py
+++ b/tests/unit/llms/bedrock/files/test_bedrock_files_transformation.py
@@ -22,6 +22,7 @@ from botocore.credentials import Credentials
 
 import litellm
 from litellm.constants import DEFAULT_REASONING_EFFORT_LOW_THINKING_BUDGET
+from litellm.llms.bedrock.common_utils import BedrockError
 from litellm.llms.bedrock.files.transformation import BedrockFilesConfig, BedrockJsonlFilesTransformation
 from tests.unit.proxy.conftest import httpx_transport
 
@@ -4402,3 +4403,139 @@ async def test_async_create_file(
         "s3://litellm-proxy-941277531214/litellm-bedrock-files-"
     )
     assert file_obj.filename.endswith(".jsonl")
+
+
+_VALID_BATCH_LINE: Final = json.dumps(
+    {
+        "custom_id": "req-1",
+        "method": "POST",
+        "url": "/v1/chat/completions",
+        "body": {
+            "model": "bedrock/amazon.nova-pro-v1:0",
+            "messages": [{"role": "user", "content": "Hello"}],
+            "max_tokens": 10,
+        },
+    }
+)
+_BATCH_S3_IMAGE: Final = "s3://media-bucket/dir/cat.png"
+_BATCH_S3_MEDIA_REFUSAL: Final = (
+    f"Batch input file line 2 has s3:// media URLs ({_BATCH_S3_IMAGE}). "
+    "LiteLLM does not accept s3:// media URLs in Bedrock batch files, so send the media inline as base64 data"
+)
+_CHAT_BATCH_LINE_WITH_AN_S3_IMAGE: Final = json.dumps(
+    {
+        "custom_id": "req-2",
+        "method": "POST",
+        "url": "/v1/chat/completions",
+        "body": {
+            "model": "bedrock/amazon.nova-pro-v1:0",
+            "messages": [{"role": "user", "content": [{"type": "image_url", "image_url": {"url": _BATCH_S3_IMAGE}}]}],
+        },
+    }
+)
+_S3_IMAGE_PART: Final = {"type": "image_url", "image_url": {"url": _BATCH_S3_IMAGE}}
+_OTHER_BATCH_S3_IMAGE: Final = "s3://media-bucket/dir/dog.png"
+_BATCH_TWO_S3_MEDIA_REFUSAL: Final = _BATCH_S3_MEDIA_REFUSAL.replace(
+    f"({_BATCH_S3_IMAGE})", f"({_BATCH_S3_IMAGE}, {_OTHER_BATCH_S3_IMAGE})"
+)
+
+
+def _nova_chat_batch_line(custom_id: str, **body: object) -> str:
+    return json.dumps(
+        {
+            "custom_id": custom_id,
+            "method": "POST",
+            "url": "/v1/chat/completions",
+            "body": {"model": "bedrock/amazon.nova-pro-v1:0", **body},
+        }
+    )
+
+
+_CHAT_BATCH_LINE_WITH_THE_SAME_S3_IMAGE_TWICE: Final = _nova_chat_batch_line(
+    "req-2", messages=[{"role": "user", "content": [_S3_IMAGE_PART, _S3_IMAGE_PART]}]
+)
+_CHAT_BATCH_LINE_WITH_TWO_S3_IMAGES: Final = _nova_chat_batch_line(
+    "req-2",
+    messages=[
+        {
+            "role": "user",
+            "content": [_S3_IMAGE_PART, {"type": "image_url", "image_url": {"url": _OTHER_BATCH_S3_IMAGE}}],
+        }
+    ],
+)
+_RESPONSES_BATCH_LINE_WITH_AN_S3_IMAGE: Final = json.dumps(
+    {
+        "custom_id": "req-2",
+        "method": "POST",
+        "url": "/v1/responses",
+        "body": {
+            "model": "bedrock/amazon.nova-pro-v1:0",
+            "input": [{"role": "user", "content": [{"type": "input_image", "image_url": _BATCH_S3_IMAGE}]}],
+        },
+    }
+)
+
+
+@pytest.mark.usefixtures(httpx_transport.__name__)
+@pytest.mark.asyncio
+@pytest.mark.parametrize(
+    ("s3_media_line", "expected_message"),
+    (
+        pytest.param(_CHAT_BATCH_LINE_WITH_AN_S3_IMAGE, _BATCH_S3_MEDIA_REFUSAL, id="chat-s3-image"),
+        pytest.param(_RESPONSES_BATCH_LINE_WITH_AN_S3_IMAGE, _BATCH_S3_MEDIA_REFUSAL, id="responses-s3-image"),
+        pytest.param(
+            _CHAT_BATCH_LINE_WITH_THE_SAME_S3_IMAGE_TWICE, _BATCH_S3_MEDIA_REFUSAL, id="chat-repeated-s3-image"
+        ),
+        pytest.param(_CHAT_BATCH_LINE_WITH_TWO_S3_IMAGES, _BATCH_TWO_S3_MEDIA_REFUSAL, id="chat-two-s3-images"),
+    ),
+)
+async def test_create_file_refuses_a_batch_line_with_s3_media_with_a_400_before_uploading(
+    respx_mock: respx.MockRouter, s3_media_line: str, expected_message: str
+) -> None:
+    put_route: Final = respx_mock.put(url__regex=r"https://s3\..+").respond(status_code=200)
+
+    with pytest.raises(BedrockError) as exc_info:
+        await litellm.acreate_file(
+            file=("batch.jsonl", f"{_VALID_BATCH_LINE}\n{s3_media_line}\n".encode(), "application/jsonl"),
+            purpose="batch",
+            custom_llm_provider="bedrock",
+            s3_bucket_name="litellm-batch-bucket",
+            aws_region_name="us-west-2",
+            aws_access_key_id="test-access-key",
+            aws_secret_access_key="test-secret-key",
+        )
+
+    assert exc_info.value.status_code == 400
+    assert exc_info.value.message == expected_message
+    assert not put_route.called
+
+
+@pytest.mark.usefixtures(httpx_transport.__name__)
+@pytest.mark.asyncio
+async def test_create_file_uploads_s3_values_that_no_converse_record_sends_as_an_s3_source(
+    respx_mock: respx.MockRouter,
+) -> None:
+    put_route: Final = respx_mock.put(url__regex=r"https://s3\..+").respond(status_code=200)
+    passthrough_messages: Final = [{"role": "user", "content": [_S3_IMAGE_PART]}]
+    passthrough_line: Final = _nova_chat_batch_line(
+        "req-1", model="bedrock/openai.gpt-oss-120b-1:0", max_tokens=10, messages=passthrough_messages
+    )
+    metadata_only_line: Final = _nova_chat_batch_line(
+        "req-2", messages=[{"role": "user", "content": "Hello"}], max_tokens=10, metadata={"url": _BATCH_S3_IMAGE}
+    )
+
+    await litellm.acreate_file(
+        file=("batch.jsonl", f"{passthrough_line}\n{metadata_only_line}\n".encode(), "application/jsonl"),
+        purpose="batch",
+        custom_llm_provider="bedrock",
+        s3_bucket_name="litellm-batch-bucket",
+        aws_region_name="us-west-2",
+        aws_access_key_id="test-access-key",
+        aws_secret_access_key="test-secret-key",
+    )
+
+    passthrough_record, metadata_only_record = (
+        json.loads(line) for line in put_route.calls.last.request.content.decode().splitlines()
+    )
+    assert passthrough_record["modelInput"]["messages"] == passthrough_messages
+    assert metadata_only_record["recordId"] == "req-2"
diff --git a/tests/unit/proxy/guardrails/guardrail_hooks/test_generic_guardrail_api.py b/tests/unit/proxy/guardrails/guardrail_hooks/test_generic_guardrail_api.py
index 19eb3c71a5b..45d217dd5da 100644
--- a/tests/unit/proxy/guardrails/guardrail_hooks/test_generic_guardrail_api.py
+++ b/tests/unit/proxy/guardrails/guardrail_hooks/test_generic_guardrail_api.py
@@ -5,6 +5,7 @@ This test file tests the Generic Guardrail API implementation,
 specifically focusing on metadata extraction and passing.
 """
 
+import json
 import os
 from typing import Final
 from unittest.mock import AsyncMock, MagicMock, patch
@@ -16,6 +17,7 @@ import litellm
 from litellm import ModelResponse
 from litellm._version import version as litellm_version
 from litellm.exceptions import GuardrailRaisedException, Timeout
+from litellm.llms.custom_httpx.http_handler import AsyncHTTPHandler
 from litellm.proxy._types import UserAPIKeyAuth
 from litellm.proxy.guardrails.guardrail_hooks.generic_guardrail_api import (
     GenericGuardrailAPI,
@@ -26,6 +28,26 @@ from litellm.proxy.guardrails.guardrail_hooks.generic_guardrail_api.generic_guar
 from litellm.types.utils import Choices, Message
 
 
+async def _structured_messages_sent(guardrail: GenericGuardrailAPI, rows: list[dict]) -> list:
+    sent_bodies: Final[list[bytes]] = []  # mutable-ok: records every body the guardrail endpoint received
+
+    async def answer(request: httpx.Request) -> httpx.Response:
+        sent_bodies.append(request.content)
+        return httpx.Response(200, json={"action": "NONE"}, request=request)
+
+    endpoint: Final = AsyncHTTPHandler(transport=httpx.MockTransport(answer))
+    try:
+        with patch.object(guardrail, "async_handler", endpoint):
+            await guardrail.apply_guardrail(
+                inputs={"texts": ["What is written here?"], "structured_messages": rows},
+                request_data={},
+                input_type="request",
+            )
+    finally:
+        await endpoint.close()
+    return [json.loads(body)["structured_messages"] for body in sent_bodies]
+
+
 @pytest.fixture
 def generic_guardrail():
     """Create a GenericGuardrailAPI instance for testing"""
@@ -672,6 +694,30 @@ class TestStructuredMessagesInResponse:
         assert "structured_messages" not in guardrailed_inputs
         assert guardrailed_inputs["texts"] == ["Never repeat an SSN.", "Look up [REDACTED] for me."]
 
+    @pytest.mark.asyncio
+    async def test_an_image_with_a_bucket_owner_that_is_not_a_string_keeps_its_turn_for_the_guardrail(
+        self, generic_guardrail
+    ):
+        row: Final = {
+            "role": "user",
+            "content": [
+                {"type": "text", "text": "What is written here?"},
+                {"type": "image_url", "image_url": {"url": "data:image/png;base64,AA", "bucket_owner": 111122223333}},
+            ],
+        }
+
+        assert await _structured_messages_sent(generic_guardrail, [row]) == [
+            [
+                {
+                    "role": "user",
+                    "content": [
+                        {"type": "text", "text": "What is written here?"},
+                        {"type": "image_url", "image_url": {"url": "data:image/png;base64,AA"}},
+                    ],
+                }
+            ]
+        ]
+
     @pytest.mark.asyncio
     @pytest.mark.parametrize(
         "structured_messages",
diff --git a/tests/unit/proxy/guardrails/guardrail_hooks/test_model_armor.py b/tests/unit/proxy/guardrails/guardrail_hooks/test_model_armor.py
index 5aa3c7dfc17..c0901f83853 100644
--- a/tests/unit/proxy/guardrails/guardrail_hooks/test_model_armor.py
+++ b/tests/unit/proxy/guardrails/guardrail_hooks/test_model_armor.py
@@ -3,13 +3,11 @@ import base64
 import io
 import json
 from collections.abc import Iterator, Sequence
-from typing import cast
+from typing import Final, cast
 from unittest.mock import AsyncMock, MagicMock, Mock, patch
 
-import pytest
-
-
 import httpx
+import pytest
 from fastapi import HTTPException
 
 import litellm
@@ -17,13 +15,18 @@ import litellm.types.utils
 from litellm._logging import verbose_proxy_logger
 from litellm.caching import DualCache
 from litellm.llms.custom_httpx.http_handler import AsyncHTTPHandler, MaskedHTTPStatusError
-from litellm.proxy.guardrails.anthropic_sse import anthropic_sse_error_frames
 from litellm.proxy._types import UserAPIKeyAuth
+from litellm.proxy.guardrails.anthropic_sse import anthropic_sse_error_frames
 from litellm.proxy.guardrails.guardrail_hooks.model_armor import ModelArmorGuardrail
+from litellm.proxy.guardrails.guardrail_hooks.model_armor.file_scanning import (
+    FileScanPlan,
+    plan_file_scans,
+)
 from litellm.proxy.guardrails.guardrail_hooks.model_armor.model_armor import (
     ModelArmorAPIError,
 )
 from litellm.types.guardrails import GuardrailEventHooks
+from litellm.types.llms.openai import AllMessageValues
 
 
 @pytest.mark.asyncio
@@ -2670,6 +2673,44 @@ async def test_pre_call_blocks_unresolvable_file_id_reference():
     assert "could not scan" in str(exc_info.value.detail)
 
 
+@pytest.mark.asyncio
+@pytest.mark.parametrize(
+    "uri",
+    [
+        "s3://listed-bucket/report.pdf",
+        " S3://listed-bucket/report.pdf ",
+        "gs://listed-bucket/report.pdf",
+        "https://example.com/report.pdf",
+        "http://example.com/report.pdf",
+    ],
+)
+async def test_pre_call_blocks_remote_document_without_format_or_filename(uri: str) -> None:
+    messages: Final[list[AllMessageValues]] = [
+        {"role": "user", "content": [{"type": "file", "file": {"file_data": uri}}]}
+    ]
+    assert plan_file_scans(messages) == FileScanPlan(attachments=(), unscannable_count=1)
+
+    guardrail: Final = ModelArmorGuardrail(
+        template_id="test-template",
+        project_id="test-project",
+        guardrail_name="model-armor-test",
+        fail_on_error=True,
+    )
+    data: Final = {"messages": messages, "metadata": {"guardrails": ["model-armor-test"]}}
+
+    with pytest.raises(HTTPException) as exc_info:
+        await guardrail.async_pre_call_hook(
+            user_api_key_dict=UserAPIKeyAuth(),
+            cache=DualCache(),
+            data=data,
+            call_type="completion",
+        )
+
+    assert exc_info.value.status_code == 400
+    assert "could not scan" in str(exc_info.value.detail)
+    assert data["metadata"]["_model_armor_status"] == "blocked"
+
+
 @pytest.mark.asyncio
 async def test_pre_call_blocks_remote_url_document_reference():
     """A remote (https) document reference cannot be fetched here, so it fails closed by default."""
diff --git a/tests/unit/proxy/pass_through_endpoints/test_pass_through_endpoints.py b/tests/unit/proxy/pass_through_endpoints/test_pass_through_endpoints.py
index 53bff9dd30c..e8c4161c6b1 100644
--- a/tests/unit/proxy/pass_through_endpoints/test_pass_through_endpoints.py
+++ b/tests/unit/proxy/pass_through_endpoints/test_pass_through_endpoints.py
@@ -30,6 +30,7 @@ from starlette.datastructures import UploadFile as StarletteUploadFile
 
 import litellm
 from litellm._logging import verbose_proxy_logger
+from litellm.caching.dual_cache import DualCache
 from litellm.constants import DEFAULT_REQUEST_TIMEOUT_SECONDS
 from litellm.integrations.custom_guardrail import CustomGuardrail
 from litellm.integrations.custom_logger import CustomLogger
@@ -61,6 +62,7 @@ from litellm.proxy.pass_through_endpoints.success_handler import (
     PassThroughEndpointLogging,
 )
 from litellm.proxy.route_llm_request import ProxyModelNotFoundError
+from litellm.proxy.utils import ProxyLogging
 from litellm.types import utils as types_utils
 from litellm.types.guardrails import GuardrailEventHooks
 from litellm.types.passthrough_endpoints.pass_through_endpoints import (
@@ -10328,3 +10330,101 @@ def test_init_kwargs_no_authenticated_identity_field_is_client_settable(mock_req
     metadata: Final = result["litellm_params"]["metadata"]
     survived: Final = {key: metadata.get(key) for key in expected if metadata.get(key) != expected[key]}
     assert survived == {}, f"client-supplied values survived for: {sorted(survived)}"
+
+
+def _stub_adapter_proxy(monkeypatch: pytest.MonkeyPatch) -> MagicMock:
+    proxy_logging: Final = MagicMock()
+    proxy_logging.pre_call_hook = AsyncMock(side_effect=lambda **kwargs: kwargs["data"])
+    proxy_logging.post_call_failure_hook = AsyncMock()
+
+    async def fake_add_litellm_data_to_request(**kwargs: object) -> object:
+        return kwargs["data"]
+
+    monkeypatch.setattr("litellm.proxy.proxy_server.proxy_logging_obj", proxy_logging)
+    monkeypatch.setattr("litellm.proxy.proxy_server.add_litellm_data_to_request", fake_add_litellm_data_to_request)
+    monkeypatch.setattr("litellm.proxy.proxy_server.llm_router", None)
+    monkeypatch.setattr("litellm.proxy.proxy_server.user_model", None)
+    monkeypatch.setattr("litellm.proxy.proxy_server.general_settings", {})
+    return proxy_logging
+
+def _request_with_body(content_type: str, body: bytes) -> Request:
+    async def receive() -> dict[str, object]:
+        return {"type": "http.request", "body": body, "more_body": False}
+
+    return Request(
+        {
+            "type": "http",
+            "method": "POST",
+            "path": "/pass-through",
+            "query_string": b"",
+            "headers": [(b"content-type", content_type.encode())],
+        },
+        receive,
+    )
+
+_ADAPTER_BODY_WITH_S3_IMAGE: Final = json.dumps(
+    {
+        "model": "unknown-model",
+        "messages": [
+            {"role": "user", "content": [{"type": "image_url", "image_url": {"url": "s3://private-bucket/cat.png"}}]}
+        ],
+    }
+).encode()
+_ADAPTER_PYTHON_LITERAL_BODY_WITH_S3_IMAGE_IN_TUPLES: Final = repr(
+    {
+        "model": "unknown-model",
+        "messages": (
+            {"role": "user", "content": ({"type": "image_url", "image_url": {"url": "s3://private-bucket/cat.png"}},)},
+        ),
+    }
+).encode()
+
+
+@pytest.mark.asyncio
+@pytest.mark.parametrize(
+    "body",
+    [_ADAPTER_BODY_WITH_S3_IMAGE, _ADAPTER_PYTHON_LITERAL_BODY_WITH_S3_IMAGE_IN_TUPLES],
+    ids=["json", "python_literal_with_tuples"],
+)
+async def test_chat_completion_pass_through_endpoint_refuses_an_s3_image_in_an_unlisted_bucket(
+    monkeypatch: pytest.MonkeyPatch,
+    body: bytes,
+):
+    proxy_logging: Final = _stub_adapter_proxy(monkeypatch)
+    request: Final = MagicMock(spec=Request)
+    request.body = AsyncMock(return_value=body)
+
+    with pytest.raises(ProxyException) as raised:
+        await chat_completion_pass_through_endpoint(
+            fastapi_response=Response(),
+            request=request,
+            adapter_id="anthropic",
+            user_api_key_dict=UserAPIKeyAuth(api_key="sk-test"),
+        )
+
+    assert raised.value.code == "403"
+    proxy_logging.pre_call_hook.assert_not_called()
+
+
+@pytest.mark.asyncio
+async def test_chat_completion_pass_through_endpoint_routes_an_s3_image_in_a_listed_bucket(
+    monkeypatch: pytest.MonkeyPatch,
+):
+    monkeypatch.setattr("litellm.proxy.proxy_server.proxy_logging_obj", ProxyLogging(user_api_key_cache=DualCache()))
+    monkeypatch.setattr("litellm.proxy.proxy_server.llm_router", None)
+    monkeypatch.setattr("litellm.proxy.proxy_server.user_model", None)
+    monkeypatch.setattr(
+        "litellm.proxy.proxy_server.general_settings", {"allowed_client_side_s3_buckets": ["private-bucket"]}
+    )
+    request: Final = _request_with_body("application/json", _ADAPTER_BODY_WITH_S3_IMAGE)
+
+    with pytest.raises(ProxyException) as raised:
+        await chat_completion_pass_through_endpoint(
+            fastapi_response=Response(),
+            request=request,
+            adapter_id="anthropic",
+            user_api_key_dict=UserAPIKeyAuth(api_key="sk-test"),
+        )
+
+    assert raised.value.code == "400"
+    assert raised.value.message == str(ProxyModelNotFoundError(route="completion", model_name="unknown-model"))
diff --git a/tests/unit/proxy/rag_endpoints/test_rag_endpoints.py b/tests/unit/proxy/rag_endpoints/test_rag_endpoints.py
index 2d654ea28ec..680813bcc3e 100644
--- a/tests/unit/proxy/rag_endpoints/test_rag_endpoints.py
+++ b/tests/unit/proxy/rag_endpoints/test_rag_endpoints.py
@@ -7,9 +7,11 @@ Covers:
 
 import io
 import json
+from typing import Final
 from unittest.mock import AsyncMock, MagicMock, patch
 
 import pytest
+import respx
 from fastapi.testclient import TestClient
 
 import litellm
@@ -1174,3 +1176,64 @@ class TestVectorStoreUploadControls:
         assert server_filename.endswith(".txt")
         assert secured_content_type == "text/plain"
         assert content_bytes == b"benign document text\n"
+
+
+@pytest.mark.usefixtures("httpx_transport")
+@pytest.mark.parametrize("listed, expected_status", [(False, 403), (True, 200)])
+def test_rag_query_checks_the_s3_image_bucket_before_search(
+    client_internal_user: TestClient,
+    respx_mock: respx.MockRouter,
+    monkeypatch: pytest.MonkeyPatch,
+    listed: bool,
+    expected_status: int,
+) -> None:
+    monkeypatch.setenv("OPENAI_API_KEY", "sk-test")
+    search: Final = respx_mock.post("https://api.openai.com/v1/vector_stores/provider-native-store/search").respond(
+        json={
+            "object": "vector_store.search_results.page",
+            "search_query": ["hello"],
+            "data": [],
+            "has_more": False,
+            "next_page": None,
+        }
+    )
+    completion: Final = respx_mock.post("https://api.openai.com/v1/chat/completions").respond(
+        json={
+            "id": "chatcmpl-test",
+            "object": "chat.completion",
+            "created": 1,
+            "model": "gpt-4o-mini",
+            "choices": [{"index": 0, "message": {"role": "assistant", "content": "hello"}, "finish_reason": "stop"}],
+            "usage": {"prompt_tokens": 1, "completion_tokens": 1, "total_tokens": 2},
+        }
+    )
+    with (
+        patch(
+            "litellm.proxy.proxy_server.general_settings",
+            {"allowed_client_side_s3_buckets": ["private-bucket"]} if listed else {},
+        ),
+        patch("litellm.proxy.proxy_server.llm_router", None),
+        patch("litellm.proxy.proxy_server.prisma_client", None),
+        patch("litellm.vector_store_registry", None),
+    ):
+        response: Final = client_internal_user.post(
+            "/v1/rag/query",
+            json={
+                "model": "gpt-4o-mini",
+                "messages": [
+                    {
+                        "role": "user",
+                        "content": [
+                            {"type": "text", "text": "hello"},
+                            {"type": "image_url", "image_url": {"url": "s3://private-bucket/cat.png"}},
+                        ],
+                    }
+                ],
+                "retrieval_config": {"vector_store_id": "provider-native-store", "custom_llm_provider": "openai"},
+            },
+        )
+    assert response.status_code == expected_status, response.text
+    assert search.call_count == int(listed)
+    assert completion.call_count == int(listed)
+    if not listed:
+        assert "allowed_client_side_s3_buckets" in response.json()["detail"]
diff --git a/tests/unit/proxy/response_api_endpoints/test_endpoints.py b/tests/unit/proxy/response_api_endpoints/test_endpoints.py
index bde570a8f61..077d7e2aa3c 100644
--- a/tests/unit/proxy/response_api_endpoints/test_endpoints.py
+++ b/tests/unit/proxy/response_api_endpoints/test_endpoints.py
@@ -1612,6 +1612,81 @@ class TestManagedResponsesWSFirstMessage:
         assert processed == [subsequent]
 
 
+class TestResponsesWSS3MediaFrameCheck:
+    @pytest.mark.asyncio
+    async def test_managed_socket_refuses_a_non_admin_s3_image_on_every_frame_and_forwards_a_proxy_admin_frame(
+        self, monkeypatch: pytest.MonkeyPatch
+    ):
+        from litellm import Router
+        from litellm.proxy._types import LitellmUserRoles, UserAPIKeyAuth
+        from litellm.proxy.response_api_endpoints.endpoints import _responses_websocket_session
+
+        image_uri: Final = "s3://media-bucket/dir/cat.png"
+        frame: Final = json.dumps(
+            {
+                "type": "response.create",
+                "input": [{"role": "user", "content": [{"type": "input_image", "image_url": image_uri}]}],
+            }
+        )
+        forwarded_event: Final = {"type": "response.created", "response": {"id": "resp_admin"}}
+        provider_inputs: Final[list[object]] = []
+
+        async def fake_aresponses(**kwargs: object):
+            provider_inputs.append(kwargs["input"])
+
+            async def events():
+                yield forwarded_event
+
+            return events()
+
+        monkeypatch.setattr(litellm, "aresponses", fake_aresponses)
+        test_router: Final = Router(
+            model_list=[{"model_name": "nova", "litellm_params": {"model": "bedrock/us.amazon.nova-2-lite-v1:0"}}]
+        )
+
+        async def route_to_test_router(*, data: dict[str, Any], **_kwargs: object):
+            return test_router._aresponses_websocket(**data)
+
+        async def frames_sent_back(user_role: LitellmUserRoles) -> list[object]:
+            ws = MagicMock()
+            ws.scope = {"headers": []}
+            ws.url = "ws://testserver/v1/responses"
+            ws.receive_text = AsyncMock(side_effect=[frame, frame, Exception("disconnect")])
+            ws.send_text = AsyncMock()
+            ws.close = AsyncMock()
+            with (
+                patch(  # test-quality-ok: the pre-call processor needs a live proxy and is not what this test covers
+                    "litellm.proxy.response_api_endpoints.endpoints.ProxyBaseLLMRequestProcessing",
+                    side_effect=lambda data: MagicMock(
+                        common_processing_pre_call_logic=AsyncMock(return_value=(data, MagicMock()))
+                    ),
+                ),
+                patch(  # test-quality-ok: routes to a router holding one Bedrock deployment instead of the proxy's
+                    "litellm.proxy.route_llm_request.route_request",
+                    side_effect=route_to_test_router,
+                ),
+            ):
+                await _responses_websocket_session(
+                    websocket=ws,
+                    model="nova",
+                    user_api_key_dict=UserAPIKeyAuth(api_key="sk-test", user_id="user-a", user_role=user_role),
+                )
+            return [json.loads(call.args[0]) for call in ws.send_text.await_args_list]
+
+        refused: Final = await frames_sent_back(LitellmUserRoles.INTERNAL_USER)
+
+        assert provider_inputs == []
+        assert [event["type"] for event in refused] == ["error", "error"]
+        assert all("allowed_client_side_s3_buckets" in event["error"]["message"] for event in refused)
+        assert all(image_uri in event["error"]["message"] for event in refused)
+
+        admitted: Final = await frames_sent_back(LitellmUserRoles.PROXY_ADMIN)
+
+        assert admitted == [forwarded_event, forwarded_event]
+        assert len(provider_inputs) == 2
+        assert all(image_uri in json.dumps(provider_input) for provider_input in provider_inputs)
+
+
 class TestResponsesWSStreamingFirstMessage:
     @pytest.mark.asyncio
     async def test_client_to_backend_replays_first_message(self):
diff --git a/tests/unit/proxy/test_common_request_processing.py b/tests/unit/proxy/test_common_request_processing.py
index 8da89598eff..e48624cd6b2 100644
--- a/tests/unit/proxy/test_common_request_processing.py
+++ b/tests/unit/proxy/test_common_request_processing.py
@@ -2,9 +2,10 @@ import asyncio
 import copy
 import datetime
 import json
+from base64 import urlsafe_b64encode
 from collections.abc import AsyncIterable, Mapping
 from types import MappingProxyType, SimpleNamespace
-from typing import AsyncGenerator, Callable, Final, Iterator, Literal, Optional, Sequence
+from typing import AsyncGenerator, Callable, Final, Iterator, Literal, Optional, Sequence, TypeAlias
 from urllib.parse import unquote_plus
 from unittest.mock import AsyncMock, MagicMock, patch
 
@@ -25,6 +26,7 @@ from litellm.litellm_core_utils.bug_report import (
     build_bug_report,
 )
 from litellm.types.router import RouterRateLimitError, RouterRateLimitErrorBasic
+from litellm.types.utils import SpecialEnums
 from litellm.constants import (
     CLIENT_REQUESTED_MODEL_SCOPE_KEY,
     MAX_LITELLM_CALL_ID_LENGTH,
@@ -63,9 +65,10 @@ from litellm.proxy.common_request_processing import (
 from litellm.proxy.common_utils.callback_utils import add_guardrail_to_applied_guardrails_header
 from litellm.proxy.common_utils.proxy_rate_limit_error import ProxyRateLimitError
 from litellm.proxy.common_utils.sse_keepalive import ANTHROPIC_PING_SSE_CHUNK
+from litellm.proxy.common_utils.user_api_key_cache import UserApiKeyCache
 from litellm.proxy.dd_span_tagger import DDSpanTagger
 from litellm.litellm_core_utils.litellm_logging import Logging as LiteLLMLoggingObj
-from litellm.proxy._types import Litellm_EntityType, ProxyErrorTypes, ProxyException
+from litellm.proxy._types import Litellm_EntityType, LitellmUserRoles, ProxyErrorTypes, ProxyException
 from litellm.proxy._types import UserAPIKeyAuth as ProxyUserAPIKeyAuth
 from litellm.proxy.auth.fallback_budget import RouterFallbackBudgetCheck
 from litellm.proxy.hooks.model_max_budget_limiter import (
@@ -204,6 +207,309 @@ def test_include_guardrail_response_requested_is_false_without_exact_true():
     assert include_guardrail_response_requested({}) is False
 
 
+def _chat_image(uri: str) -> dict[str, object]:
+    return {"messages": [{"role": "user", "content": [{"type": "image_url", "image_url": {"url": uri}}]}]}
+
+
+def _chat_image_after_numbers(uri: str) -> dict[str, object]:
+    image_part: Final = {"type": "image_url", "image_url": {"url": uri}}
+    return {"messages": [{"role": "user", "content": [1, 2.5, True, None, image_part]}]}
+
+
+def _responses_image(uri: str) -> dict[str, object]:
+    return {"input": [{"role": "user", "content": [{"type": "input_image", "image_url": uri}]}]}
+
+
+def _anthropic_image(uri: str) -> dict[str, object]:
+    return {
+        "max_tokens": 16,
+        "messages": [{"role": "user", "content": [{"type": "image", "source": {"type": "url", "url": uri}}]}],
+    }
+
+
+def _gemini_snake_case_image(uri: str) -> dict[str, object]:
+    return {"contents": [{"role": "user", "parts": [{"file_data": {"mime_type": "image/png", "file_uri": uri}}]}]}
+
+
+def _gemini_camel_case_image(uri: str) -> dict[str, object]:
+    return {"contents": [{"role": "user", "parts": [{"fileData": {"mimeType": "image/png", "fileUri": uri}}]}]}
+
+
+_S3MediaRoute: TypeAlias = Literal["acompletion", "aresponses", "anthropic_messages", "agenerate_content"]
+_GEMINI_GENERATE_CONTENT_PATH: Final = "/v1beta/models/nova:generateContent"
+_S3_MEDIA_SURFACES: Final = (
+    pytest.param("acompletion", "/v1/chat/completions", _chat_image, id="chat-completions"),
+    pytest.param("acompletion", "/v1/chat/completions", _chat_image_after_numbers, id="chat-completions-numbers-first"),
+    pytest.param("aresponses", "/v1/responses", _responses_image, id="responses"),
+    pytest.param("anthropic_messages", "/v1/messages", _anthropic_image, id="anthropic-messages"),
+    pytest.param("agenerate_content", _GEMINI_GENERATE_CONTENT_PATH, _gemini_snake_case_image, id="gemini-snake-case"),
+    pytest.param("agenerate_content", _GEMINI_GENERATE_CONTENT_PATH, _gemini_camel_case_image, id="gemini-camel-case"),
+)
+
+
+def _chat_file(file_id: str) -> dict[str, object]:
+    return {"messages": [{"role": "user", "content": [{"type": "file", "file": {"file_id": file_id}}]}]}
+
+
+def _responses_file(file_id: str) -> dict[str, object]:
+    return {"input": [{"role": "user", "content": [{"type": "input_file", "file_id": file_id}]}]}
+
+
+def _responses_file_url(file_id: str) -> dict[str, object]:
+    return {"input": [{"role": "user", "content": [{"type": "input_file", "file_url": file_id}]}]}
+
+
+def _gemini_file_uri(file_id: str) -> dict[str, object]:
+    return {
+        "contents": [{"role": "user", "parts": [{"file_data": {"mime_type": "application/pdf", "file_uri": file_id}}]}]
+    }
+
+
+_S3_FILE_ID_SURFACES: Final = (
+    pytest.param("acompletion", "/v1/chat/completions", _chat_file, id="chat-completions"),
+    pytest.param("aresponses", "/v1/responses", _responses_file, id="responses"),
+    pytest.param("aresponses", "/v1/responses", _responses_file_url, id="responses-file-url"),
+    pytest.param("agenerate_content", _GEMINI_GENERATE_CONTENT_PATH, _gemini_file_uri, id="gemini-file-uri"),
+)
+_UPLOADED_OBJECT: Final = "s3://media-bucket/litellm-bedrock-files/upload.pdf"
+_UPLOADED_FILE_ID: Final = (
+    urlsafe_b64encode(
+        SpecialEnums.LITELLM_MANAGED_FILE_COMPLETE_STR.value.format(
+            "application/pdf", "u1", "nova", _UPLOADED_OBJECT, "deployment-1"
+        ).encode()
+    )
+    .decode()
+    .rstrip("=")
+)
+
+
+class _ManagedFilesCreatedBy(CustomLogger):
+    def __init__(self, creators: Mapping[str, str]) -> None:
+        super().__init__()
+        self.creators: Final = creators
+
+    async def can_user_call_unified_file_id(
+        self, unified_file_id: str, user_api_key_dict: ProxyUserAPIKeyAuth
+    ) -> bool:
+        if unified_file_id not in self.creators:
+            raise HTTPException(status_code=status.HTTP_404_NOT_FOUND, detail=f"File not found: {unified_file_id}")
+        return self.creators[unified_file_id] == user_api_key_dict.user_id
+
+    async def can_user_call_unified_object_id(
+        self, unified_object_id: str, user_api_key_dict: ProxyUserAPIKeyAuth
+    ) -> bool:
+        return False
+
+
+class _ManagedFilesCountingLookups(_ManagedFilesCreatedBy):
+    def __init__(self, creators: Mapping[str, str]) -> None:
+        super().__init__(creators)
+        self.looked_up: Final[list[str]] = []  # mutable-ok: the fake records the lookups the gate makes
+
+    async def can_user_call_unified_file_id(
+        self, unified_file_id: str, user_api_key_dict: ProxyUserAPIKeyAuth
+    ) -> bool:
+        self.looked_up.append(unified_file_id)
+        return await super().can_user_call_unified_file_id(unified_file_id, user_api_key_dict)
+
+
+def _unified_file_id_for(s3_uri: str) -> str:
+    managed_id: Final = SpecialEnums.LITELLM_MANAGED_FILE_COMPLETE_STR.value.format(
+        "application/pdf", "u1", "nova", s3_uri, "deployment-1"
+    )
+    return urlsafe_b64encode(managed_id.encode()).decode().rstrip("=")
+
+
+def _chat_files(file_ids: Sequence[str]) -> dict[str, object]:
+    parts: Final = [{"type": "file", "file": {"file_id": file_id}} for file_id in file_ids]
+    return {"messages": [{"role": "user", "content": parts}]}
+
+
+_S3_OBJECT: Final = "s3://media-bucket/dir/cat.png"
+_HELLO: Final = {"role": "user", "content": "hello"}
+_S3_VALUES_OUTSIDE_MEDIA_PARTS: Final = (
+    pytest.param(
+        "acompletion",
+        "/v1/chat/completions",
+        {"messages": [_HELLO], "metadata": {"url": _S3_OBJECT}},
+        id="chat-metadata-url",
+    ),
+    pytest.param(
+        "acompletion",
+        "/v1/chat/completions",
+        {"messages": [_HELLO], "extra_body": {"url": _S3_OBJECT}},
+        id="chat-extra-body-url",
+    ),
+    pytest.param(
+        "acompletion",
+        "/v1/chat/completions",
+        {
+            "messages": [
+                _HELLO,
+                {
+                    "role": "assistant",
+                    "content": "See the source.",
+                    "annotations": [{"type": "url_citation", "url_citation": {"url": _S3_OBJECT}}],
+                },
+                _HELLO,
+            ]
+        },
+        id="chat-url-citation",
+    ),
+    pytest.param(
+        "acompletion",
+        "/v1/chat/completions",
+        {
+            "messages": [_HELLO],
+            "tools": [
+                {
+                    "type": "function",
+                    "function": {
+                        "name": "fetch",
+                        "parameters": {
+                            "type": "object",
+                            "properties": {"url": {"type": "string", "enum": [_S3_OBJECT]}},
+                            "default": {"url": _S3_OBJECT},
+                        },
+                    },
+                }
+            ],
+        },
+        id="chat-tool-schema",
+    ),
+    pytest.param(
+        "aresponses",
+        "/v1/responses",
+        {
+            "input": [
+                {
+                    "type": "message",
+                    "role": "assistant",
+                    "content": [
+                        {
+                            "type": "output_text",
+                            "text": "See the file.",
+                            "annotations": [{"type": "file_citation", "file_id": _S3_OBJECT, "index": 0}],
+                        }
+                    ],
+                },
+                _HELLO,
+            ]
+        },
+        id="responses-file-citation",
+    ),
+    pytest.param(
+        "agenerate_content",
+        _GEMINI_GENERATE_CONTENT_PATH,
+        {
+            "contents": [
+                {"role": "user", "parts": [{"text": "hello"}]},
+                {"role": "model", "parts": [{"functionCall": {"name": "fetch", "args": {"url": _S3_OBJECT}}}]},
+                {"role": "user", "parts": [{"functionResponse": {"name": "fetch", "response": {"ok": True}}}]},
+            ]
+        },
+        id="gemini-function-call-camel-case",
+    ),
+    pytest.param(
+        "agenerate_content",
+        _GEMINI_GENERATE_CONTENT_PATH,
+        {
+            "contents": [
+                {"role": "user", "parts": [{"text": "hello"}]},
+                {"role": "model", "parts": [{"function_call": {"name": "fetch", "args": {"url": _S3_OBJECT}}}]},
+                {"role": "user", "parts": [{"function_response": {"name": "fetch", "response": {"ok": True}}}]},
+            ]
+        },
+        id="gemini-function-call-snake-case",
+    ),
+)
+_S3_VALUES_ON_NON_MEDIA_ROUTES: Final = (
+    pytest.param(
+        "call_mcp_tool",
+        "/mcp-rest/tools/call",
+        {"name": "fetch", "arguments": {"url": _S3_OBJECT}},
+        id="mcp-tool-arguments",
+    ),
+    pytest.param("afile_retrieve", "/v1/files/s3-object", {"file_id": _S3_OBJECT}, id="file-retrieve"),
+    pytest.param("afile_content", "/v1/files/s3-object/content", {"file_id": _S3_OBJECT}, id="file-content"),
+    pytest.param(
+        "avector_store_file_create",
+        "/v1/vector_stores/vs_1/files",
+        {"vector_store_id": "vs_1", "file_id": _S3_OBJECT},
+        id="vector-store-file-create",
+    ),
+    pytest.param(
+        "asend_message",
+        "/a2a/agent-1/message/send",
+        {
+            "jsonrpc": "2.0",
+            "id": "1",
+            "method": "message/send",
+            "params": {
+                "message": {
+                    "role": "user",
+                    "messageId": "m1",
+                    "parts": [
+                        {"kind": "data", "data": {"file_url": _S3_OBJECT}},
+                        {"kind": "file", "file": {"uri": _S3_OBJECT, "mimeType": "image/png"}},
+                    ],
+                }
+            },
+        },
+        id="a2a-data-and-file-parts",
+    ),
+)
+
+
+async def _send_s3_media(
+    route_type: _S3MediaRoute,
+    path: str,
+    body: dict[str, object],
+    user_role: LitellmUserRoles,
+    general_settings: dict[str, object],
+    managed_files: CustomLogger | None = None,
+    client_auth_params: tuple[str, ...] = (),
+    deployment_aws_params: Mapping[str, str] = MappingProxyType({}),
+) -> object:
+    from litellm.proxy.proxy_server import ProxyConfig as RealProxyConfig
+
+    proxy_logging_obj: Final = ProxyLogging(user_api_key_cache=UserApiKeyCache())
+    if managed_files is not None:
+        proxy_logging_obj.proxy_hook_mapping["managed_files"] = managed_files
+
+    router: Final = Router(
+        model_list=[
+            {
+                "model_name": "nova",
+                "litellm_params": {
+                    "model": "bedrock/us.amazon.nova-2-lite-v1:0",
+                    "mock_response": "a cat",
+                    "configurable_clientside_auth_params": list(client_auth_params),
+                    **deployment_aws_params,
+                },
+            }
+        ]
+    )
+    return await ProxyBaseLLMRequestProcessing(data={"model": "nova", **body}).base_process_llm_request(
+        request=Request(
+            {
+                "type": "http",
+                "method": "POST",
+                "path": path,
+                "query_string": b"",
+                "headers": [(b"content-type", b"application/json")],
+            }
+        ),
+        fastapi_response=Response(),
+        user_api_key_dict=ProxyUserAPIKeyAuth(api_key="sk-test", user_id="user-a", user_role=user_role),
+        route_type=route_type,
+        proxy_logging_obj=proxy_logging_obj,
+        general_settings=general_settings,
+        proxy_config=RealProxyConfig(),
+        llm_router=router,
+    )
+
+
 class TestProxyBaseLLMRequestProcessing:
     @pytest.mark.asyncio
     async def test_base_passthrough_process_llm_request_preserves_litellm_headers_for_non_streaming_response(
@@ -480,6 +786,37 @@ class TestProxyBaseLLMRequestProcessing:
             pytest.fail("litellm_call_id is not a valid UUID")
         assert data_passed["litellm_call_id"] == returned_data["litellm_call_id"]
 
+    @pytest.mark.asyncio
+    @pytest.mark.parametrize(
+        ("route_type", "refused"), [("call_mcp_tool", False), ("acompletion", True)], ids=["mcp-tool", "chat"]
+    )
+    async def test_s3_media_check_covers_model_requests_and_leaves_mcp_tool_arguments_alone(
+        self, route_type: Literal["call_mcp_tool", "acompletion"], refused: bool
+    ):
+        tool_argument: Final = {"type": "image_url", "image_url": {"url": "s3://other-bucket/cat.png"}}
+        processing_obj: Final = ProxyBaseLLMRequestProcessing(data={"name": "describe", "arguments": tool_argument})
+        mock_request: Final = MagicMock(spec=Request)
+        mock_request.headers = {}
+
+        pre_call: Final = processing_obj.common_processing_pre_call_logic(
+            request=mock_request,
+            general_settings={},
+            user_api_key_dict=ProxyUserAPIKeyAuth(
+                api_key="sk-test", user_id="user-a", user_role=LitellmUserRoles.INTERNAL_USER
+            ),
+            proxy_logging_obj=ProxyLogging(user_api_key_cache=UserApiKeyCache()),
+            proxy_config=MagicMock(spec=ProxyConfig),
+            route_type=route_type,
+        )
+
+        if not refused:
+            await pre_call
+            return
+        with pytest.raises(HTTPException) as refusal:
+            await pre_call
+        assert refusal.value.status_code == 403
+        assert "s3://other-bucket/cat.png" in str(refusal.value.detail)
+
     @pytest.mark.asyncio
     @pytest.mark.parametrize("requested_model", [{"bad": "value"}, ["gpt-5.2"], 1])
     async def test_common_processing_pre_call_logic_rejects_a_non_string_model_with_400(
@@ -509,6 +846,304 @@ class TestProxyBaseLLMRequestProcessing:
         assert exc_info.value.param == "model"
         add_litellm_data_to_request.assert_not_awaited()
 
+    @pytest.mark.asyncio
+    @pytest.mark.parametrize(("route_type", "path", "body_for"), _S3_MEDIA_SURFACES)
+    @pytest.mark.parametrize(
+        ("uri", "general_settings", "named_in_refusal"),
+        [
+            pytest.param(
+                "s3://media-bucket/cat.png",
+                {},
+                "general_settings.allowed_client_side_s3_buckets",
+                id="no-bucket-listed",
+            ),
+            pytest.param(
+                "s3://other-bucket/cat.png",
+                {"allowed_client_side_s3_buckets": ["media-bucket"]},
+                "general_settings.allowed_client_side_s3_buckets",
+                id="unlisted-bucket",
+            ),
+            pytest.param(
+                "s3://media-bucket/litellm-bedrock-files/other-team.png",
+                {"allowed_client_side_s3_buckets": ["media-bucket"], "allow_client_side_credentials": True},
+                "LiteLLM-managed storage",
+                id="managed-key-in-a-listed-bucket",
+            ),
+        ],
+    )
+    async def test_non_admin_s3_media_is_refused_while_a_proxy_admin_key_passes(
+        self,
+        route_type: _S3MediaRoute,
+        path: str,
+        body_for: Callable[[str], dict[str, object]],
+        uri: str,
+        general_settings: dict[str, object],
+        named_in_refusal: str,
+    ) -> None:
+        with pytest.raises(HTTPException) as refused:
+            await _send_s3_media(route_type, path, body_for(uri), LitellmUserRoles.INTERNAL_USER, general_settings)
+        admin_response: Final = await _send_s3_media(route_type, path, body_for(uri), LitellmUserRoles.PROXY_ADMIN, {})
+
+        assert refused.value.status_code == status.HTTP_403_FORBIDDEN, refused.value.detail
+        assert uri in refused.value.detail
+        assert named_in_refusal in refused.value.detail
+        assert "a cat" in str(admin_response)
+
+    @pytest.mark.asyncio
+    @pytest.mark.parametrize(("route_type", "path", "body_for"), _S3_MEDIA_SURFACES)
+    @pytest.mark.parametrize(
+        "general_settings",
+        [
+            pytest.param({"allowed_client_side_s3_buckets": ["media-bucket"]}, id="listed-bucket"),
+            pytest.param({"allow_client_side_credentials": True}, id="client-side-credentials-allowed"),
+        ],
+    )
+    async def test_non_admin_s3_media_passes_in_a_bucket_the_admin_allowed(
+        self,
+        route_type: _S3MediaRoute,
+        path: str,
+        body_for: Callable[[str], dict[str, object]],
+        general_settings: dict[str, object],
+    ) -> None:
+        response: Final = await _send_s3_media(
+            route_type,
+            path,
+            body_for("s3://media-bucket/dir/cat.png"),
+            LitellmUserRoles.INTERNAL_USER,
+            general_settings,
+        )
+
+        assert "a cat" in str(response)
+
+    @pytest.mark.asyncio
+    @pytest.mark.parametrize(
+        ("identity", "deployment_aws_params"),
+        [
+            pytest.param({"aws_role_name": "arn:aws:iam::111122223333:role/reader"}, {}, id="role"),
+            pytest.param(
+                {"aws_web_identity_token": "oidc-token"},
+                {"aws_role_name": "arn:aws:iam::111122223333:role/web", "aws_session_name": "proxy"},
+                id="web-identity-token-with-the-deployment-role-and-session",
+            ),
+            pytest.param({"aws_profile_name": "reader"}, {}, id="profile"),
+        ],
+    )
+    async def test_non_admin_s3_media_needs_a_listed_bucket_even_with_a_client_aws_identity_the_deployment_admits(
+        self, identity: dict[str, str], deployment_aws_params: dict[str, str]
+    ) -> None:
+        with pytest.raises(HTTPException) as refused:
+            await _send_s3_media(
+                "acompletion",
+                "/v1/chat/completions",
+                {**_chat_image("s3://media-bucket/dir/cat.png"), **identity},
+                LitellmUserRoles.INTERNAL_USER,
+                {},
+                client_auth_params=tuple(identity),
+                deployment_aws_params=deployment_aws_params,
+            )
+
+        assert refused.value.status_code == status.HTTP_403_FORBIDDEN, refused.value.detail
+        assert "general_settings.allowed_client_side_s3_buckets" in str(refused.value.detail)
+
+    @pytest.mark.asyncio
+    @pytest.mark.parametrize(("route_type", "path", "body"), _S3_VALUES_OUTSIDE_MEDIA_PARTS)
+    async def test_non_admin_s3_values_outside_media_parts_pass_with_no_bucket_listed(
+        self, route_type: _S3MediaRoute, path: str, body: dict[str, object]
+    ) -> None:
+        response: Final = await _send_s3_media(route_type, path, body, LitellmUserRoles.INTERNAL_USER, {})
+
+        assert "a cat" in str(response)
+
+    @pytest.mark.asyncio
+    @pytest.mark.parametrize(("route_type", "path", "body"), _S3_VALUES_ON_NON_MEDIA_ROUTES)
+    async def test_non_admin_s3_values_on_routes_without_media_parts_reach_the_route(
+        self, route_type: str, path: str, body: dict[str, object]
+    ) -> None:
+        from litellm.proxy.proxy_server import ProxyConfig as RealProxyConfig
+
+        data, _ = await ProxyBaseLLMRequestProcessing(data=copy.deepcopy(body)).common_processing_pre_call_logic(
+            request=Request({"type": "http", "method": "POST", "path": path, "query_string": b"", "headers": []}),
+            general_settings={},
+            user_api_key_dict=ProxyUserAPIKeyAuth(api_key="sk-test", user_role=LitellmUserRoles.INTERNAL_USER),
+            proxy_logging_obj=ProxyLogging(user_api_key_cache=UserApiKeyCache()),
+            proxy_config=RealProxyConfig(),
+            route_type=route_type,
+        )
+
+        assert {key: data[key] for key in body} == body
+
+    @pytest.mark.asyncio
+    @pytest.mark.parametrize(("route_type", "path", "body_for"), _S3_FILE_ID_SURFACES)
+    async def test_non_admin_managed_file_id_its_user_created_passes(
+        self, route_type: _S3MediaRoute, path: str, body_for: Callable[[str], dict[str, object]]
+    ) -> None:
+        response: Final = await _send_s3_media(
+            route_type,
+            path,
+            body_for(_UPLOADED_FILE_ID),
+            LitellmUserRoles.INTERNAL_USER,
+            {},
+            _ManagedFilesCreatedBy({_UPLOADED_FILE_ID: "user-a"}),
+        )
+
+        assert "a cat" in str(response)
+
+    @pytest.mark.asyncio
+    @pytest.mark.parametrize(("route_type", "path", "body_for"), _S3_FILE_ID_SURFACES)
+    @pytest.mark.parametrize(
+        "managed_files",
+        [
+            pytest.param(_ManagedFilesCreatedBy({_UPLOADED_FILE_ID: "user-b"}), id="another-user-created-it"),
+            pytest.param(_ManagedFilesCreatedBy({}), id="forged-id"),
+            pytest.param(None, id="no-managed-files-hook"),
+        ],
+    )
+    async def test_non_admin_managed_file_id_the_key_may_not_read_is_refused(
+        self,
+        route_type: _S3MediaRoute,
+        path: str,
+        body_for: Callable[[str], dict[str, object]],
+        managed_files: CustomLogger | None,
+    ) -> None:
+        with pytest.raises(HTTPException) as refused:
+            await _send_s3_media(
+                route_type, path, body_for(_UPLOADED_FILE_ID), LitellmUserRoles.INTERNAL_USER, {}, managed_files
+            )
+
+        assert refused.value.status_code == status.HTTP_403_FORBIDDEN, refused.value.detail
+        assert _UPLOADED_OBJECT in refused.value.detail
+        assert "LiteLLM-managed storage" in refused.value.detail
+
+    @pytest.mark.asyncio
+    async def test_non_admin_forged_managed_file_ids_stop_at_the_first_failed_lookup(self) -> None:
+        forged_ids: Final = tuple(
+            _unified_file_id_for(f"s3://media-bucket/litellm-bedrock-files/forged-{index}.pdf") for index in range(2000)
+        )
+        managed_files: Final = _ManagedFilesCountingLookups({})
+
+        with pytest.raises(HTTPException) as refused:
+            await _send_s3_media(
+                "acompletion",
+                "/v1/chat/completions",
+                _chat_files(forged_ids),
+                LitellmUserRoles.INTERNAL_USER,
+                {},
+                managed_files,
+            )
+
+        assert refused.value.status_code == status.HTTP_403_FORBIDDEN, refused.value.detail
+        assert managed_files.looked_up == [forged_ids[0]]
+
+    @pytest.mark.asyncio
+    async def test_non_admin_file_ids_that_cannot_change_the_outcome_cost_no_lookup(self) -> None:
+        listed_object_id: Final = _unified_file_id_for("s3://media-bucket/dir/report.pdf")
+        id_without_s3_uri: Final = _unified_file_id_for("gs://other/report.pdf")
+        managed_files: Final = _ManagedFilesCountingLookups({_UPLOADED_FILE_ID: "user-a"})
+
+        response: Final = await _send_s3_media(
+            "acompletion",
+            "/v1/chat/completions",
+            _chat_files((listed_object_id, id_without_s3_uri, _UPLOADED_FILE_ID)),
+            LitellmUserRoles.INTERNAL_USER,
+            {"allowed_client_side_s3_buckets": ["media-bucket"]},
+            managed_files,
+        )
+
+        assert "a cat" in str(response)
+        assert managed_files.looked_up == [_UPLOADED_FILE_ID]
+
+    @pytest.mark.asyncio
+    async def test_non_admin_managed_file_id_its_user_created_passes_from_an_unlisted_bucket(self) -> None:
+        owned_id: Final = _unified_file_id_for("s3://other-bucket/report.pdf")
+
+        response: Final = await _send_s3_media(
+            "acompletion",
+            "/v1/chat/completions",
+            _chat_files((owned_id,)),
+            LitellmUserRoles.INTERNAL_USER,
+            {},
+            _ManagedFilesCreatedBy({owned_id: "user-a"}),
+        )
+
+        assert "a cat" in str(response)
+
+    @pytest.mark.asyncio
+    async def test_non_admin_unlisted_file_id_costs_no_lookup_when_client_side_credentials_are_allowed(self) -> None:
+        unlisted_object_id: Final = _unified_file_id_for("s3://other-bucket/report.pdf")
+        managed_files: Final = _ManagedFilesCountingLookups({})
+
+        response: Final = await _send_s3_media(
+            "acompletion",
+            "/v1/chat/completions",
+            _chat_files((unlisted_object_id,)),
+            LitellmUserRoles.INTERNAL_USER,
+            {"allow_client_side_credentials": True},
+            managed_files,
+        )
+
+        assert "a cat" in str(response)
+        assert managed_files.looked_up == []
+
+    @pytest.mark.asyncio
+    @pytest.mark.parametrize(
+        ("mapped_source", "named_in_refusal"),
+        [
+            pytest.param(
+                "s3://other-bucket/private.pdf",
+                "general_settings.allowed_client_side_s3_buckets",
+                id="unlisted-bucket",
+            ),
+            pytest.param(
+                "s3://media-bucket/litellm-bedrock-files/other-team.pdf", "LiteLLM-managed storage", id="managed-key"
+            ),
+        ],
+    )
+    async def test_non_admin_s3_source_behind_a_model_file_id_mapping_is_refused_while_a_proxy_admin_key_passes(
+        self, mapped_source: str, named_in_refusal: str
+    ) -> None:
+        body: Final = {**_chat_file("alias"), "model_file_id_mapping": {"alias": {"deployment-1": mapped_source}}}
+
+        with pytest.raises(HTTPException) as refused:
+            await _send_s3_media(
+                "acompletion",
+                "/v1/chat/completions",
+                body,
+                LitellmUserRoles.INTERNAL_USER,
+                {"allowed_client_side_s3_buckets": ["media-bucket"]},
+            )
+        admin_response: Final = await _send_s3_media(
+            "acompletion", "/v1/chat/completions", body, LitellmUserRoles.PROXY_ADMIN, {}
+        )
+
+        assert refused.value.status_code == status.HTTP_403_FORBIDDEN, refused.value.detail
+        assert mapped_source in refused.value.detail
+        assert named_in_refusal in refused.value.detail
+        assert "a cat" in str(admin_response)
+
+    @pytest.mark.asyncio
+    async def test_non_admin_s3_media_refusal_names_a_repeated_object_once(self) -> None:
+        with pytest.raises(HTTPException) as refused:
+            await _send_s3_media(
+                "acompletion",
+                "/v1/chat/completions",
+                {
+                    "messages": [
+                        {
+                            "role": "user",
+                            "content": [
+                                {"type": "image_url", "image_url": {"url": _S3_OBJECT}},
+                                {"type": "image_url", "image_url": {"url": _S3_OBJECT}},
+                            ],
+                        }
+                    ]
+                },
+                LitellmUserRoles.INTERNAL_USER,
+                {},
+            )
+
+        assert refused.value.status_code == status.HTTP_403_FORBIDDEN
+        assert refused.value.detail.count(_S3_OBJECT) == 1
+
     @pytest.mark.asyncio
     @pytest.mark.parametrize("safe_memory_mode", [False, True])
     @pytest.mark.parametrize(
diff --git a/tests/unit/proxy/test_proxy_server.py b/tests/unit/proxy/test_proxy_server.py
index 80bc3ad1a34..c3a7a9c0925 100644
--- a/tests/unit/proxy/test_proxy_server.py
+++ b/tests/unit/proxy/test_proxy_server.py
@@ -3789,3 +3789,64 @@ def test_live_session_preserves_pretty_printed_start_frame(
     assert captured.route_type == "_arealtime"
     assert routed_data["model"] == "gpt-live-1"
     assert routed_data["live_session_start"] == expected_start
+
+
+@pytest.mark.asyncio
+async def test_queue_request_refuses_a_non_admin_s3_image_outside_the_allowed_buckets(
+    monkeypatch: pytest.MonkeyPatch,
+) -> None:
+    from starlette.requests import Request
+    from starlette.responses import Response
+
+    from litellm.proxy import proxy_server
+    from litellm.proxy._types import ProxyException
+    from litellm.proxy.proxy_server import async_queue_request
+
+    body: Final = json.dumps(
+        {
+            "model": "nova-lite",
+            "messages": [
+                {
+                    "role": "user",
+                    "content": [{"type": "image_url", "image_url": {"url": "s3://another-teams-bucket/cat.png"}}],
+                }
+            ],
+        }
+    ).encode()
+
+    async def receive() -> dict[str, object]:
+        return {"type": "http.request", "body": body, "more_body": False}
+
+    request: Final = Request(
+        {
+            "type": "http",
+            "method": "POST",
+            "path": "/queue/chat/completions",
+            "headers": [(b"content-type", b"application/json")],
+            "query_string": b"",
+            "scheme": "http",
+            "server": ("testserver", 80),
+            "root_path": "",
+        },
+        receive,
+    )
+    router: Final = litellm.Router(
+        model_list=[
+            {
+                "model_name": "nova-lite",
+                "litellm_params": {"model": "openai/gpt-5.4-mini", "api_key": "sk-test", "mock_response": "ok"},
+            }
+        ],
+        num_retries=0,
+    )
+    monkeypatch.setattr(proxy_server, "llm_router", router)
+    monkeypatch.setattr(proxy_server, "general_settings", {"allowed_client_side_s3_buckets": ["media-bucket"]})
+
+    with pytest.raises(ProxyException) as exc_info:
+        await async_queue_request(
+            request=request,
+            fastapi_response=Response(),
+            user_api_key_dict=UserAPIKeyAuth(user_id="user-1", user_role=LitellmUserRoles.INTERNAL_USER),
+        )
+
+    assert exc_info.value.code == "403"
diff --git a/tests/unit/proxy/test_proxy_server_endpoints_and_startup.py b/tests/unit/proxy/test_proxy_server_endpoints_and_startup.py
index 114f5123dd6..f929a8c730d 100644
--- a/tests/unit/proxy/test_proxy_server_endpoints_and_startup.py
+++ b/tests/unit/proxy/test_proxy_server_endpoints_and_startup.py
@@ -12519,6 +12519,30 @@ async def test_update_config_general_settings_emits_audit_log(monkeypatch):
     assert before["some_api_key"] != "sk-stored-secret"
 
 
+@pytest.mark.asyncio
+async def test_update_config_general_settings_stores_a_client_side_s3_bucket_the_gate_admits(monkeypatch):
+    import litellm.proxy.proxy_server as proxy_server_module
+    from litellm.proxy._types import ConfigFieldUpdate
+    from litellm.proxy.auth.auth_utils import ClientSideStorageAllowlist
+    from litellm.proxy.proxy_server import update_config_general_settings
+
+    fake: Final = _fake_prisma_with_config({})
+    monkeypatch.setattr(proxy_server_module, "prisma_client", fake)
+    monkeypatch.setattr(litellm, "store_audit_logs", False)
+
+    await update_config_general_settings(
+        data=ConfigFieldUpdate(
+            field_name="allowed_client_side_s3_buckets",
+            field_value=["media-bucket"],
+            config_type="general_settings",
+        ),
+        user_api_key_dict=UserAPIKeyAuth(api_key="hashed-admin", user_id="admin-1", user_role=LitellmUserRoles.PROXY_ADMIN),
+    )
+
+    stored: Final = json.loads(fake.db.litellm_config.upsert.call_args.kwargs["data"]["update"]["param_value"])
+    assert ClientSideStorageAllowlist.model_validate(stored).admits_s3_bucket("media-bucket")
+
+
 @pytest.mark.asyncio
 async def test_delete_config_general_settings_is_visible_to_the_next_read(monkeypatch):
     import litellm.proxy.proxy_server as proxy_server_module
diff --git a/tests/unit/responses/litellm_completion_transformation/test_litellm_completion_responses.py b/tests/unit/responses/litellm_completion_transformation/test_litellm_completion_responses.py
index 4fb2a4af571..c17946a2f6b 100644
--- a/tests/unit/responses/litellm_completion_transformation/test_litellm_completion_responses.py
+++ b/tests/unit/responses/litellm_completion_transformation/test_litellm_completion_responses.py
@@ -44,6 +44,68 @@ from litellm.types.utils import (
 
 
 class TestLiteLLMCompletionResponsesConfig:
+    @pytest.mark.parametrize("part_type", ["input_image", "input_file"])
+    @pytest.mark.parametrize(
+        ("key", "media_format", "expected_format"),
+        [("key", "image/png", "png"), ("key.jpeg", "image/png", "png"), ("key.png", None, "png")],
+    )
+    def test_explicit_responses_media_format_reaches_the_converse_s3_image(
+        self, part_type: str, key: str, media_format: str | None, expected_format: str
+    ) -> None:
+        uri: Final = f"s3://bucket/{key}"
+        messages: Final = LiteLLMCompletionResponsesConfig.transform_responses_api_input_to_messages(
+            input=[
+                {
+                    "role": "user",
+                    "content": [
+                        {
+                            "type": part_type,
+                            "image_url" if part_type == "input_image" else "file_id": uri,
+                            **({"format": media_format} if media_format is not None else {}),
+                        }
+                    ],
+                }
+            ],
+            responses_api_request={},
+        )
+        request: Final = litellm.AmazonConverseConfig()._transform_request(
+            model="us.amazon.nova-2-lite-v1:0",
+            messages=messages,
+            optional_params={},
+            litellm_params={},
+            headers={},
+        )
+
+        assert request["messages"] == [
+            {
+                "role": "user",
+                "content": [{"image": {"format": expected_format, "source": {"s3Location": {"uri": uri}}}}],
+            }
+        ]
+
+    @pytest.mark.parametrize("part_type", ["input_image", "input_file"])
+    def test_extensionless_responses_s3_media_without_format_is_a_bad_request(self, part_type: str) -> None:
+        messages: Final = LiteLLMCompletionResponsesConfig.transform_responses_api_input_to_messages(
+            input=[
+                {
+                    "role": "user",
+                    "content": [
+                        {"type": part_type, "image_url" if part_type == "input_image" else "file_id": "s3://bucket/key"}
+                    ],
+                }
+            ],
+            responses_api_request={},
+        )
+
+        with pytest.raises(litellm.BadRequestError, match="Cannot tell the media type"):
+            litellm.AmazonConverseConfig()._transform_request(
+                model="us.amazon.nova-2-lite-v1:0",
+                messages=messages,
+                optional_params={},
+                litellm_params={},
+                headers={},
+            )
+
     def test_transform_input_file_item_to_file_item_with_file_id(self):
         """Test transformation of input_file item with file_id to Chat Completion file format"""
         # Setup
@@ -263,6 +325,81 @@ class TestLiteLLMCompletionResponsesConfig:
         assert "extra_field" not in result
         assert "another_field" not in result
 
+    @pytest.mark.parametrize(
+        ("item", "expected"),
+        [
+            pytest.param(
+                {"type": "input_image", "image_url": "s3://media-bucket/dir/cat.png", "bucket_owner": "111122223333"},
+                {
+                    "type": "image_url",
+                    "image_url": {
+                        "url": "s3://media-bucket/dir/cat.png",
+                        "detail": "auto",
+                        "bucket_owner": "111122223333",
+                    },
+                },
+                id="input-image",
+            ),
+            pytest.param(
+                {"type": "input_file", "file_id": "s3://media-bucket/docs/report.pdf", "bucket_owner": "111122223333"},
+                {
+                    "type": "file",
+                    "file": {"file_id": "s3://media-bucket/docs/report.pdf", "bucket_owner": "111122223333"},
+                },
+                id="input-file",
+            ),
+            pytest.param(
+                {"type": "input_image", "image_url": "s3://media-bucket/dir/cat.png", "bucket_owner": 111122223333},
+                {
+                    "type": "image_url",
+                    "image_url": {"url": "s3://media-bucket/dir/cat.png", "detail": "auto", "bucket_owner": 111122223333},
+                },
+                id="input-image-owner-left-for-bedrock-to-check",
+            ),
+            pytest.param(
+                {"type": "input_image", "image_url": "s3://media-bucket/dir/cat.png", "bucket_owner": ""},
+                {
+                    "type": "image_url",
+                    "image_url": {"url": "s3://media-bucket/dir/cat.png", "detail": "auto", "bucket_owner": ""},
+                },
+                id="input-image-empty-owner-left-for-bedrock-to-check",
+            ),
+        ],
+    )
+    def test_transform_input_media_item_keeps_bucket_owner(self, item: Mapping[str, object], expected: object):
+        assert LiteLLMCompletionResponsesConfig._transform_responses_api_content_to_chat_completion_content([item]) == [
+            expected
+        ]
+
+    @pytest.mark.parametrize(
+        ("item", "expected"),
+        [
+            pytest.param(
+                {"type": "input_image", "image_url": "data:image/png;base64,AA", "bucket_owner": "111122223333"},
+                {"type": "image_url", "image_url": {"url": "data:image/png;base64,AA", "detail": "auto"}},
+                id="data-url-image",
+            ),
+            pytest.param(
+                {"type": "input_image", "image_url": "https://example.test/cat.png", "bucket_owner": 111122223333},
+                {"type": "image_url", "image_url": {"url": "https://example.test/cat.png", "detail": "auto"}},
+                id="https-image-with-an-int-owner",
+            ),
+            pytest.param(
+                {
+                    "type": "input_file",
+                    "file_data": "data:application/pdf;base64,AA",
+                    "bucket_owner": ["111122223333"],
+                },
+                {"type": "file", "file": {"file_data": "data:application/pdf;base64,AA"}},
+                id="data-url-file-with-a-list-owner",
+            ),
+        ],
+    )
+    def test_transform_input_media_item_drops_bucket_owner_off_s3(self, item: Mapping[str, object], expected: object):
+        assert LiteLLMCompletionResponsesConfig._transform_responses_api_content_to_chat_completion_content([item]) == [
+            expected
+        ]
+
     def test_transform_chat_completion_response_with_reasoning_content(self):
         """Test that reasoning content is preserved in the full transformation pipeline"""
         # Setup
diff --git a/ui/litellm-dashboard/src/lib/http/schema.d.ts b/ui/litellm-dashboard/src/lib/http/schema.d.ts
index 13b84896a84..bae8cea7153 100644
--- a/ui/litellm-dashboard/src/lib/http/schema.d.ts
+++ b/ui/litellm-dashboard/src/lib/http/schema.d.ts
@@ -29715,6 +29715,11 @@ export interface components {
              * @description If True, lets keys address Responses API ids that this proxy did not issue (raw provider ids, or ids issued before response-id encryption was configured). Such an id carries no owner, so no ownership check can run on it; ids this proxy did issue keep full ownership enforcement. Off by default, in which case an unrecognized response id is rejected with 403
              */
             allow_unmanaged_response_ids?: boolean | null;
+            /**
+             * Allowed Client Side S3 Buckets
+             * @description S3 bucket names that keys other than proxy admins may name in `s3://` image and file URLs. Any other bucket is rejected unless client-side credentials are allowed
+             */
+            allowed_client_side_s3_buckets?: string[] | null;
             /**
              * Allowed File Extensions
              * @description the only file extensions (e.g. ['.jsonl', '.pdf', '.txt']) accepted on /v1/files uploads, for any purpose, matched case-insensitively against the uploaded filename. Files with any other extension, or none, are rejected. An empty list rejects every upload. Unset means no allowlist is applied