diff --git a/litellm/__init__.py b/litellm/__init__.py
index 3b67d9e0021..273af465b29 100644
--- a/litellm/__init__.py
+++ b/litellm/__init__.py
@@ -274,6 +274,8 @@ use_client: bool = False
 ssl_verify: Union[str, bool] = True
 ssl_security_level: Optional[str] = None
 ssl_certificate: Optional[str] = None
+user_url_validation: bool = True
+user_url_allowed_hosts: List[str] = []
 ssl_ecdh_curve: Optional[
     str
 ] = None  # Set to 'X25519' to disable PQC and improve performance
diff --git a/litellm/litellm_core_utils/prompt_templates/image_handling.py b/litellm/litellm_core_utils/prompt_templates/image_handling.py
index eaf78b7bcf5..fd38bc9388d 100644
--- a/litellm/litellm_core_utils/prompt_templates/image_handling.py
+++ b/litellm/litellm_core_utils/prompt_templates/image_handling.py
@@ -10,6 +10,7 @@ import litellm
 from litellm import verbose_logger
 from litellm.caching.caching import InMemoryCache
 from litellm.constants import MAX_IMAGE_URL_DOWNLOAD_SIZE_MB
+from litellm.litellm_core_utils.url_utils import async_safe_get, safe_get
 
 MAX_IMGS_IN_MEMORY = 10
 
@@ -84,7 +85,7 @@ async def async_convert_url_to_base64(url: str) -> str:
     client = litellm.module_level_aclient
     for _ in range(3):
         try:
-            response = await client.get(url, follow_redirects=True)
+            response = await async_safe_get(client, url)
             return _process_image_response(response, url)
         except litellm.ImageFetchError:
             raise
@@ -109,7 +110,7 @@ def convert_url_to_base64(url: str) -> str:
     client = litellm.module_level_client
     for _ in range(3):
         try:
-            response = client.get(url, follow_redirects=True)
+            response = safe_get(client, url)
             return _process_image_response(response, url)
         except litellm.ImageFetchError:
             raise
diff --git a/litellm/litellm_core_utils/token_counter.py b/litellm/litellm_core_utils/token_counter.py
index 09c62f2eb55..01e5dc39a34 100644
--- a/litellm/litellm_core_utils/token_counter.py
+++ b/litellm/litellm_core_utils/token_counter.py
@@ -30,6 +30,7 @@ from litellm.constants import (
 )
 from litellm.litellm_core_utils.default_encoding import encoding as default_encoding
 from litellm.llms.custom_httpx.http_handler import _get_httpx_client
+from litellm.litellm_core_utils.url_utils import safe_get
 from litellm.types.llms.anthropic import (
     AnthropicMessagesToolResultParam,
     AnthropicMessagesToolUseParam,
@@ -210,13 +211,15 @@ def get_image_dimensions(
         Tuple[int, int]: The width and height of the image.
     """
     img_data = None
-    try:
-        # Try to open as URL
-        client = _get_httpx_client()
-        response = client.get(data)
-        img_data = response.read()
-    except Exception:
-        # If not URL, assume it's base64
+    if data.startswith(("http://", "https://")):
+        try:
+            client = _get_httpx_client()
+            response = safe_get(client, data)
+            img_data = response.read()
+        except Exception:
+            pass
+    if img_data is None:
+        # Not a URL or fetch failed — assume base64
         _header, encoded = data.split(",", 1)
         img_data = base64.b64decode(encoded)
 
diff --git a/litellm/litellm_core_utils/url_utils.py b/litellm/litellm_core_utils/url_utils.py
new file mode 100644
index 00000000000..b55882819de
--- /dev/null
+++ b/litellm/litellm_core_utils/url_utils.py
@@ -0,0 +1,257 @@
+"""
+URL validation for user-controlled URLs.
+
+Use validate_url() before fetching any URL that originates from user
+input (image_url, file_url, spec_path, etc.) to prevent SSRF attacks.
+
+validate_url() resolves DNS once, validates all IPs, and rewrites the
+URL to connect to the validated IP directly — no TOCTOU gap, no DNS
+rebinding. Redirects are followed manually with validation at each hop.
+
+Admins can opt out via two ``litellm`` globals (wired from proxy config):
+
+- ``litellm.user_url_validation`` (bool, default True): master switch.
+  When False, ``safe_get``/``async_safe_get`` perform a plain fetch with
+  no DNS check, no block list, and no rewrite.
+- ``litellm.user_url_allowed_hosts`` (List[str], default []): per-host
+  allowlist. Entries are ``hostname`` or ``hostname:port`` (IPv6 hosts as
+  ``[addr]`` / ``[addr]:port``). Matching hosts skip the blocked-networks
+  check but still resolve DNS and still rewrite HTTP to the resolved IP.
+"""
+
+import socket
+from ipaddress import ip_address, ip_network
+from typing import Any, List, Set, Tuple
+from urllib.parse import urlparse, urlunparse
+
+import httpx
+
+import litellm
+
+# Globally-routable IPs that are cloud-internal. Everything else
+# non-public is caught by ``not ip.is_global`` (RFC 6890, as implemented by
+# Python's ``ipaddress`` module). This list only holds IPs that are
+# publicly routable *and* point to cloud-fabric services reachable from
+# inside a VM via special in-fabric routing.
+_CLOUD_METADATA_EXCEPTIONS = [
+    ip_network("168.63.129.16/32"),  # Azure Wire Server
+]
+
+_ALLOWED_SCHEMES = ("http", "https")
+
+
+class SSRFError(ValueError):
+    """Raised when a URL targets a blocked network."""
+
+    pass
+
+
+def _is_blocked_ip(addr: str) -> bool:
+    """Return True for any IP not safe to reach from a user-supplied URL.
+
+    Policy: default-deny via ``ip.is_global`` (RFC 6890), plus an explicit
+    exception list for globally-routable cloud-fabric IPs that are still
+    dangerous from inside a cloud VM (currently just Azure Wire Server).
+    Unparseable addresses fail closed.
+    """
+    try:
+        ip = ip_address(addr)
+    except ValueError:
+        return True  # fail-closed: unparseable addresses are blocked
+    if ip.version == 6 and hasattr(ip, "ipv4_mapped") and ip.ipv4_mapped:
+        ip = ip.ipv4_mapped
+    if not ip.is_global or ip.is_multicast:
+        return True
+    return any(ip in net for net in _CLOUD_METADATA_EXCEPTIONS)
+
+
+def _normalize_host(host: str) -> str:
+    """Lowercase and strip a trailing dot from a hostname."""
+    return host.lower().rstrip(".")
+
+
+def _format_host_header(hostname: str, port: int, default_port: int) -> str:
+    """Build an RFC 7230 Host header value, bracketing IPv6 literals."""
+    bracketed = f"[{hostname}]" if ":" in hostname else hostname
+    if port == default_port:
+        return bracketed
+    return f"{bracketed}:{port}"
+
+
+def _is_host_allowlisted(hostname: str, effective_port: int) -> bool:
+    """Check whether a host is in the admin-configured allowlist.
+
+    Admin entries may be ``hostname`` (any port) or ``hostname:port``. IPv6
+    literals are written bracketed (``[::1]`` / ``[::1]:8080``). Matching
+    is case-insensitive on the hostname.
+    """
+    configured: List[str] = getattr(litellm, "user_url_allowed_hosts", []) or []
+    if not configured:
+        return False
+    normalized_host = _normalize_host(hostname)
+    host_repr = f"[{normalized_host}]" if ":" in normalized_host else normalized_host
+    candidates: Set[str] = {host_repr, f"{host_repr}:{effective_port}"}
+    allowlist: Set[str] = {_normalize_host(entry) for entry in configured if entry}
+    return bool(candidates & allowlist)
+
+
+def validate_url(url: str) -> Tuple[str, str]:
+    """
+    Validate a user-supplied URL and rewrite it to connect to a validated IP.
+
+    Resolves the hostname, checks all resolved IPs against blocked networks,
+    then returns a rewritten URL that points to the validated IP along with
+    the original hostname (for use in the Host header).
+
+    This eliminates DNS rebinding because the caller connects to the IP we
+    validated, not the hostname that could rebind. Callers should also disable
+    follow_redirects to prevent redirect-based SSRF bypasses.
+
+    Args:
+        url: The user-supplied URL to validate.
+
+    Returns:
+        Tuple of (rewritten_url, host_header).
+        The rewritten URL has the hostname replaced with the validated IP.
+        The host_header value should be sent as the Host header.
+
+    Raises:
+        SSRFError: If the URL scheme is invalid or the hostname resolves
+            to a private/internal IP address.
+    """
+    parsed = urlparse(url)
+
+    if parsed.scheme not in _ALLOWED_SCHEMES:
+        raise SSRFError(f"URL scheme '{parsed.scheme}' is not allowed")
+
+    hostname = parsed.hostname
+    if not hostname:
+        raise SSRFError("URL has no hostname")
+
+    port = parsed.port
+    default_port = 443 if parsed.scheme == "https" else 80
+    effective_port = port if port is not None else default_port
+    host_header = _format_host_header(hostname, effective_port, default_port)
+
+    is_allowlisted = _is_host_allowlisted(hostname, effective_port)
+
+    # Resolve hostname and validate ALL addresses
+    try:
+        addrinfo = socket.getaddrinfo(
+            hostname, effective_port, proto=socket.IPPROTO_TCP
+        )
+    except socket.gaierror as e:
+        raise SSRFError(f"DNS resolution failed for '{hostname}': {e}")
+
+    if not addrinfo:
+        raise SSRFError(f"No addresses found for '{hostname}'")
+
+    if not is_allowlisted:
+        for family, type_, proto, canonname, sockaddr in addrinfo:
+            if _is_blocked_ip(sockaddr[0]):
+                raise SSRFError(
+                    f"URL targets a blocked address ({sockaddr[0]}). "
+                    "If this is a legitimate internal service, add the host "
+                    "to `user_url_allowed_hosts` in general_settings."
+                )
+
+    # For HTTPS with SSL verification enabled, TLS certificate validation
+    # binds the connection to the hostname — DNS rebinding can't redirect
+    # to a different server because the cert wouldn't match.
+    # When SSL verification is disabled, this defense doesn't apply, so
+    # we rewrite to the validated IP like HTTP.
+    ssl_verify = getattr(litellm, "ssl_verify", True)
+    if parsed.scheme == "https" and ssl_verify is not False:
+        return url, host_header
+
+    # For HTTP, rewrite URL to connect to the validated IP directly
+    # to prevent DNS rebinding (no TLS to bind the connection).
+    validated_ip = addrinfo[0][4][0]
+    is_ipv6 = addrinfo[0][0] == socket.AF_INET6
+    ip_host = f"[{validated_ip}]" if is_ipv6 else validated_ip
+
+    if port is not None:
+        new_netloc = f"{ip_host}:{port}"
+    else:
+        new_netloc = ip_host
+
+    rewritten = urlunparse(
+        (parsed.scheme, new_netloc, parsed.path, parsed.params, parsed.query, "")
+    )
+
+    return rewritten, host_header
+
+
+_MAX_REDIRECTS = 10
+
+
+def _extract_redirect_url(response: Any, request_url: str) -> str:
+    """Extract and resolve the redirect target from a response's Location header."""
+    location = response.headers.get("location")
+    if not location:
+        raise SSRFError("Redirect response has no Location header")
+    # Resolve relative URLs against the request URL
+    return str(httpx.URL(request_url).join(location))
+
+
+def safe_get(client: Any, url: str, **kwargs: Any) -> Any:
+    """
+    Fetch a user-supplied URL with SSRF protection on every redirect hop.
+
+    Validates the initial URL and each redirect target before making the
+    request. No DNS rebinding (resolve-and-rewrite). No redirect bypass
+    (each hop validated). No breaking change for legitimate CDN redirects.
+
+    When ``litellm.user_url_validation`` is False, validation is bypassed
+    and this function delegates to ``client.get(url, follow_redirects=True)``.
+
+    Args:
+        client: An httpx.Client (sync).
+        url: The user-supplied URL.
+        **kwargs: Additional kwargs passed to client.get().
+
+    Returns:
+        The final httpx.Response.
+    """
+    if not getattr(litellm, "user_url_validation", True):
+        kwargs.setdefault("follow_redirects", True)
+        return client.get(url, **kwargs)
+    kwargs.pop("follow_redirects", None)
+    caller_headers = kwargs.pop("headers", {})
+    for _ in range(_MAX_REDIRECTS):
+        validated_url, original_host = validate_url(url)
+        response = client.get(
+            validated_url,
+            headers={**caller_headers, "Host": original_host},
+            follow_redirects=False,
+            **kwargs,
+        )
+        if not response.is_redirect:
+            return response
+        # Resolve the next hop against the ORIGINAL (pre-rewrite) URL so
+        # relative Location headers keep the original hostname.
+        url = _extract_redirect_url(response, url)
+    raise SSRFError("Too many redirects")
+
+
+async def async_safe_get(client: Any, url: str, **kwargs: Any) -> Any:
+    """Async version of safe_get."""
+    if not getattr(litellm, "user_url_validation", True):
+        kwargs.setdefault("follow_redirects", True)
+        return await client.get(url, **kwargs)
+    kwargs.pop("follow_redirects", None)
+    caller_headers = kwargs.pop("headers", {})
+    for _ in range(_MAX_REDIRECTS):
+        validated_url, original_host = validate_url(url)
+        response = await client.get(
+            validated_url,
+            headers={**caller_headers, "Host": original_host},
+            follow_redirects=False,
+            **kwargs,
+        )
+        if not response.is_redirect:
+            return response
+        # Resolve the next hop against the ORIGINAL (pre-rewrite) URL so
+        # relative Location headers keep the original hostname.
+        url = _extract_redirect_url(response, url)
+    raise SSRFError("Too many redirects")
diff --git a/litellm/llms/custom_httpx/http_handler.py b/litellm/llms/custom_httpx/http_handler.py
index 489a56daf8e..03d2af72329 100644
--- a/litellm/llms/custom_httpx/http_handler.py
+++ b/litellm/llms/custom_httpx/http_handler.py
@@ -1019,6 +1019,7 @@ class HTTPHandler:
             url,
             params=params,
             headers=headers,
+            follow_redirects=_follow_redirects,
         )
 
         return response
diff --git a/litellm/proxy/_experimental/mcp_server/openapi_to_mcp_generator.py b/litellm/proxy/_experimental/mcp_server/openapi_to_mcp_generator.py
index 4b4818892bb..3b2fa097b70 100644
--- a/litellm/proxy/_experimental/mcp_server/openapi_to_mcp_generator.py
+++ b/litellm/proxy/_experimental/mcp_server/openapi_to_mcp_generator.py
@@ -15,6 +15,7 @@ from litellm.llms.custom_httpx.http_handler import (
     get_async_httpx_client,
     httpxSpecialProvider,
 )
+from litellm.litellm_core_utils.url_utils import async_safe_get
 from litellm.proxy._experimental.mcp_server.tool_registry import (
     global_mcp_tool_registry,
 )
@@ -75,9 +76,7 @@ def load_openapi_spec(filepath: str) -> Dict[str, Any]:
 async def load_openapi_spec_async(filepath: str) -> Dict[str, Any]:
     if filepath.startswith("http://") or filepath.startswith("https://"):
         client = get_async_httpx_client(llm_provider=httpxSpecialProvider.MCP)
-        # NOTE: do not close shared client if get_async_httpx_client returns a shared singleton.
-        # If it returns a new client each time, consider wrapping it in an async context manager.
-        r = await client.get(filepath)
+        r = await async_safe_get(client, filepath)
         r.raise_for_status()
         return r.json()
 
diff --git a/litellm/proxy/_experimental/out/404/index.html b/litellm/proxy/_experimental/out/404/index.html
new file mode 100644
index 00000000000..344481d3aed
--- /dev/null
+++ b/litellm/proxy/_experimental/out/404/index.html
@@ -0,0 +1 @@
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diff --git a/litellm/rag/ingestion/base_ingestion.py b/litellm/rag/ingestion/base_ingestion.py
index 0d12bdfffc1..6a4eb89d0fd 100644
--- a/litellm/rag/ingestion/base_ingestion.py
+++ b/litellm/rag/ingestion/base_ingestion.py
@@ -24,6 +24,7 @@ from litellm.llms.custom_httpx.http_handler import (
     get_async_httpx_client,
     httpxSpecialProvider,
 )
+from litellm.litellm_core_utils.url_utils import async_safe_get
 from litellm.rag.ingestion.file_parsers import extract_text_from_pdf
 from litellm.rag.text_splitters import RecursiveCharacterTextSplitter
 from litellm.types.rag import RAGIngestOptions, RAGIngestResponse
@@ -112,7 +113,7 @@ class BaseRAGIngestion(ABC):
 
         if file_url:
             http_client = get_async_httpx_client(llm_provider=httpxSpecialProvider.RAG)
-            response = await http_client.get(file_url)
+            response = await async_safe_get(http_client, file_url)
             response.raise_for_status()
             file_content = response.content
             filename = file_url.split("/")[-1] or "document"
diff --git a/tests/mcp_tests/test_openapi_spec_path_url.py b/tests/mcp_tests/test_openapi_spec_path_url.py
index 03e9db94967..17a0022046e 100644
--- a/tests/mcp_tests/test_openapi_spec_path_url.py
+++ b/tests/mcp_tests/test_openapi_spec_path_url.py
@@ -55,6 +55,11 @@ def test_load_openapi_spec_supports_http_url(monkeypatch: pytest.MonkeyPatch) ->
     # Ensure shared/custom client path is used
     monkeypatch.setattr(gen, "get_async_httpx_client", fake_get_async_httpx_client)
 
+    # Bypass SSRF validation in test (example.local doesn't resolve)
+    monkeypatch.setattr(
+        gen, "async_safe_get", lambda client, url, **kw: client.get(url)
+    )
+
     # Fail loudly if someone reintroduces direct httpx.get()
     def boom(*args, **kwargs):
         raise AssertionError("Direct httpx.get() must not be used for URL spec loading")
@@ -68,7 +73,9 @@ def test_load_openapi_spec_supports_http_url(monkeypatch: pytest.MonkeyPatch) ->
     assert handler_holder["handler"].calls == 1
 
 
-def test_load_openapi_spec_supports_local_file_path(tmp_path, monkeypatch: pytest.MonkeyPatch) -> None:
+def test_load_openapi_spec_supports_local_file_path(
+    tmp_path, monkeypatch: pytest.MonkeyPatch
+) -> None:
     expected: Dict[str, Any] = {
         "openapi": "3.0.0",
         "info": {"title": "Local API", "version": "1.0.0"},
@@ -83,10 +90,11 @@ def test_load_openapi_spec_supports_local_file_path(tmp_path, monkeypatch: pytes
 
     # For local files, shared client must NOT be used.
     def boom_client(*args, **kwargs):
-        raise AssertionError("get_async_httpx_client() must not be called for local file paths")
+        raise AssertionError(
+            "get_async_httpx_client() must not be called for local file paths"
+        )
 
     monkeypatch.setattr(gen, "get_async_httpx_client", boom_client)
 
     spec = gen.load_openapi_spec(str(p))
     assert spec == expected
-
diff --git a/tests/test_litellm/litellm_core_utils/test_image_handling.py b/tests/test_litellm/litellm_core_utils/test_image_handling.py
index 9c2939b2da5..cc13e816dde 100644
--- a/tests/test_litellm/litellm_core_utils/test_image_handling.py
+++ b/tests/test_litellm/litellm_core_utils/test_image_handling.py
@@ -5,11 +5,22 @@ from httpx import Request, Response
 
 import litellm
 from litellm import constants
+from litellm.litellm_core_utils.prompt_templates import image_handling
 from litellm.litellm_core_utils.prompt_templates.image_handling import (
     convert_url_to_base64,
 )
 
 
+@pytest.fixture(autouse=True)
+def _bypass_ssrf(monkeypatch):
+    """Bypass SSRF validation in image handling tests — tests use fake URLs."""
+    monkeypatch.setattr(
+        image_handling,
+        "safe_get",
+        lambda client, url, **kw: client.get(url, follow_redirects=True),
+    )
+
+
 class DummyClient:
     def get(self, url, follow_redirects=True):
         return Response(status_code=404, request=Request("GET", url))
@@ -37,9 +48,7 @@ def test_completion_with_invalid_image_url(monkeypatch):
         }
     ]
     with pytest.raises(litellm.ImageFetchError) as excinfo:
-        litellm.completion(
-            model="gemini/gemini-pro", messages=messages, api_key="test"
-        )
+        litellm.completion(model="gemini/gemini-pro", messages=messages, api_key="test")
     assert excinfo.value.status_code == 400
     assert "Unable to fetch image" in str(excinfo.value)
 
@@ -81,7 +90,7 @@ class StreamingLargeImageClient:
         headers = {"Content-Type": "image/jpeg"}
         if self.include_content_length:
             headers["Content-Length"] = str(size_bytes)
-        
+
         # Create a generator that yields chunks without creating the whole file in memory
         def generate_chunks(total_size, chunk_size=8192):
             bytes_sent = 0
@@ -89,7 +98,7 @@ class StreamingLargeImageClient:
                 chunk = b"x" * min(chunk_size, total_size - bytes_sent)
                 bytes_sent += len(chunk)
                 yield chunk
-        
+
         # Create response with streaming content
         response = Response(
             status_code=200,
@@ -97,7 +106,9 @@ class StreamingLargeImageClient:
             request=Request("GET", url),
         )
         # Mock the iter_bytes method to return our generator
-        response.iter_bytes = lambda chunk_size=8192: generate_chunks(size_bytes, chunk_size)
+        response.iter_bytes = lambda chunk_size=8192: generate_chunks(
+            size_bytes, chunk_size
+        )
         return response
 
 
@@ -121,7 +132,9 @@ def test_image_exceeds_size_limit_without_content_length(monkeypatch):
     This uses the old non-streaming mock for backward compatibility.
     """
     monkeypatch.setattr(
-        litellm, "module_level_client", LargeImageClient(size_mb=100, include_content_length=False)
+        litellm,
+        "module_level_client",
+        LargeImageClient(size_mb=100, include_content_length=False),
     )
 
     with pytest.raises(litellm.ImageFetchError) as excinfo:
@@ -134,7 +147,7 @@ def test_streaming_download_protects_against_huge_files(monkeypatch):
     """
     Test that streaming download aborts early when file exceeds size limit,
     preventing memory exhaustion from huge files (e.g., petabyte-sized files).
-    
+
     This test verifies that the streaming implementation doesn't download the entire
     file into memory before checking size. Instead, it should abort as soon as the
     limit is exceeded during streaming.
@@ -148,7 +161,7 @@ def test_streaming_download_protects_against_huge_files(monkeypatch):
 
     # Verify the error message shows it was caught during streaming
     assert "exceeds maximum allowed size" in str(excinfo.value)
-    
+
     # The error should be raised after downloading just slightly more than the limit
     # not after downloading the full 1GB
 
@@ -187,13 +200,15 @@ def test_streaming_download_handles_petabyte_file(monkeypatch):
     """
     Test that streaming download can handle extremely large file URLs (e.g., petabyte-sized)
     without attempting to download the entire file or causing memory exhaustion.
-    
+
     This simulates what happens if a malicious actor or misconfiguration provides
     a URL to an extremely large file.
     """
     # Simulate a 1 petabyte file (1,000,000 GB)
     # Without streaming protection, this would cause OOM or hang indefinitely
-    client = StreamingLargeImageClient(size_mb=1_000_000_000, include_content_length=False)
+    client = StreamingLargeImageClient(
+        size_mb=1_000_000_000, include_content_length=False
+    )
     monkeypatch.setattr(litellm, "module_level_client", client)
 
     with pytest.raises(litellm.ImageFetchError) as excinfo:
@@ -214,6 +229,6 @@ def test_image_size_limit_disabled(monkeypatch):
 
     with pytest.raises(litellm.ImageFetchError) as excinfo:
         convert_url_to_base64("https://example.com/image.jpg")
-    
+
     assert "Image URL download is disabled" in str(excinfo.value)
     assert "MAX_IMAGE_URL_DOWNLOAD_SIZE_MB=0" in str(excinfo.value)
diff --git a/tests/test_litellm/litellm_core_utils/test_url_utils.py b/tests/test_litellm/litellm_core_utils/test_url_utils.py
new file mode 100644
index 00000000000..4579c203218
--- /dev/null
+++ b/tests/test_litellm/litellm_core_utils/test_url_utils.py
@@ -0,0 +1,396 @@
+import socket
+
+import pytest
+
+import litellm
+from litellm.litellm_core_utils import url_utils
+from litellm.litellm_core_utils.url_utils import SSRFError, _is_blocked_ip, validate_url
+
+
+@pytest.fixture
+def mock_dns_public(monkeypatch):
+    """Resolve any hostname to 93.184.216.34 (public)."""
+
+    def fake_getaddrinfo(host, port, *args, **kwargs):
+        return [
+            (socket.AF_INET, socket.SOCK_STREAM, 6, "", ("93.184.216.34", port or 80))
+        ]
+
+    monkeypatch.setattr(url_utils.socket, "getaddrinfo", fake_getaddrinfo)
+
+
+@pytest.fixture
+def mock_dns_failure(monkeypatch):
+    """Make every DNS lookup raise gaierror."""
+
+    def fake_getaddrinfo(host, port, *args, **kwargs):
+        raise socket.gaierror("Name or service not known")
+
+    monkeypatch.setattr(url_utils.socket, "getaddrinfo", fake_getaddrinfo)
+
+
+class TestIsBlockedIp:
+    def test_blocks_private(self):
+        assert _is_blocked_ip("10.0.0.1") is True
+
+    def test_allows_public(self):
+        assert _is_blocked_ip("8.8.8.8") is False
+
+    def test_unparseable_is_blocked(self):
+        assert _is_blocked_ip("not-an-ip") is True
+
+    # Coverage delta picked up by switching to `not ip.is_global` (RFC 6890)
+    # over the old hand-maintained CIDR list.
+    def test_blocks_cgnat_alibaba_metadata(self):
+        """100.100.100.200 is Alibaba Cloud metadata; lives in CGNAT."""
+        assert _is_blocked_ip("100.100.100.200") is True
+
+    def test_blocks_ietf_protocol_assignments_old_oracle_metadata(self):
+        """192.0.0.192 was the legacy Oracle Cloud metadata IP."""
+        assert _is_blocked_ip("192.0.0.192") is True
+
+    def test_blocks_documentation_ranges(self):
+        assert _is_blocked_ip("192.0.2.1") is True
+        assert _is_blocked_ip("198.51.100.1") is True
+        assert _is_blocked_ip("203.0.113.1") is True
+
+    def test_blocks_multicast(self):
+        assert _is_blocked_ip("224.0.0.1") is True
+
+    def test_blocks_reserved_future_use(self):
+        assert _is_blocked_ip("240.0.0.1") is True
+
+    def test_blocks_broadcast(self):
+        assert _is_blocked_ip("255.255.255.255") is True
+
+    def test_blocks_azure_wire_server(self):
+        """168.63.129.16 is globally routable but cloud-internal — explicit exception."""
+        assert _is_blocked_ip("168.63.129.16") is True
+
+    def test_blocks_aws_ipv6_imds(self):
+        """fd00:ec2::254 is AWS's IPv6 IMDS, in IPv6 ULA (fc00::/7)."""
+        assert _is_blocked_ip("fd00:ec2::254") is True
+
+    def test_blocks_ipv4_mapped_private(self):
+        """::ffff:10.0.0.1 must be unwrapped and blocked as 10.0.0.1."""
+        assert _is_blocked_ip("::ffff:10.0.0.1") is True
+
+    def test_blocks_ipv4_mapped_azure_wire_server(self):
+        """::ffff:168.63.129.16 must be unwrapped and blocked via the exception list."""
+        assert _is_blocked_ip("::ffff:168.63.129.16") is True
+
+
+class TestValidateUrl:
+    def test_blocks_loopback(self):
+        with pytest.raises(SSRFError):
+            validate_url("http://127.0.0.1/test")
+
+    def test_blocks_imds(self):
+        with pytest.raises(SSRFError):
+            validate_url("http://169.254.169.254/latest/meta-data/")
+
+    def test_blocks_rfc1918_class_a(self):
+        with pytest.raises(SSRFError):
+            validate_url("http://10.0.1.5:8080/v1/completions")
+
+    def test_blocks_rfc1918_class_b(self):
+        with pytest.raises(SSRFError):
+            validate_url("http://172.16.0.1/")
+
+    def test_blocks_rfc1918_class_c(self):
+        with pytest.raises(SSRFError):
+            validate_url("http://192.168.1.1/")
+
+    def test_blocks_file_scheme(self):
+        with pytest.raises(SSRFError):
+            validate_url("file:///etc/passwd")
+
+    def test_blocks_ftp_scheme(self):
+        with pytest.raises(SSRFError):
+            validate_url("ftp://internal.host/data")
+
+    def test_blocks_no_hostname(self):
+        with pytest.raises(SSRFError):
+            validate_url("http:///path")
+
+    def test_allows_public_https(self, mock_dns_public):
+        rewritten, host = validate_url("https://example.com/image.png")
+        assert host == "example.com"
+        assert rewritten == "https://example.com/image.png"
+
+    def test_rewrites_public_http_to_ip(self, mock_dns_public):
+        rewritten, host = validate_url("http://example.com/image.png")
+        assert host == "example.com"
+        assert "example.com" not in rewritten
+
+    def test_preserves_path_and_query(self, mock_dns_public):
+        rewritten, host = validate_url("http://example.com/path?key=value")
+        assert "/path" in rewritten
+        assert "key=value" in rewritten
+
+    def test_dns_failure_raises(self, mock_dns_failure):
+        with pytest.raises(SSRFError, match="DNS resolution failed"):
+            validate_url("http://this-domain-does-not-exist-xyz123.invalid/test")
+
+    def test_blocks_localhost_hostname(self, monkeypatch):
+        def fake(host, port, *a, **kw):
+            return [
+                (socket.AF_INET, socket.SOCK_STREAM, 6, "", ("127.0.0.1", port or 80))
+            ]
+
+        monkeypatch.setattr(url_utils.socket, "getaddrinfo", fake)
+        with pytest.raises(SSRFError):
+            validate_url("http://localhost/")
+
+    def test_blocks_ipv6_loopback(self):
+        with pytest.raises(SSRFError):
+            validate_url("http://[::1]/")
+
+    def test_https_rewrites_when_ssl_verify_disabled(
+        self, monkeypatch, mock_dns_public
+    ):
+        monkeypatch.setattr(litellm, "ssl_verify", False)
+        rewritten, host = validate_url("https://example.com/image.png")
+        assert host == "example.com"
+        assert "example.com" not in rewritten  # rewritten to IP
+
+    def test_https_not_rewritten_when_ssl_verify_enabled(
+        self, monkeypatch, mock_dns_public
+    ):
+        monkeypatch.setattr(litellm, "ssl_verify", True)
+        rewritten, host = validate_url("https://example.com/image.png")
+        assert rewritten == "https://example.com/image.png"
+
+
+class TestHostHeaderFormatting:
+    """RFC 7230 §5.4: IPv6 literals must be bracketed in the Host header."""
+
+    def test_ipv4_no_port(self, monkeypatch):
+        def fake(host, port, *a, **kw):
+            return [(socket.AF_INET, socket.SOCK_STREAM, 6, "", ("1.2.3.4", port))]
+
+        monkeypatch.setattr(url_utils.socket, "getaddrinfo", fake)
+        _, host = validate_url("http://example.com/")
+        assert host == "example.com"
+
+    def test_ipv4_with_explicit_nondefault_port(self, monkeypatch):
+        def fake(host, port, *a, **kw):
+            return [(socket.AF_INET, socket.SOCK_STREAM, 6, "", ("1.2.3.4", port))]
+
+        monkeypatch.setattr(url_utils.socket, "getaddrinfo", fake)
+        _, host = validate_url("http://example.com:8080/")
+        assert host == "example.com:8080"
+
+    def test_ipv4_with_explicit_default_port_strips_port(self, monkeypatch):
+        def fake(host, port, *a, **kw):
+            return [(socket.AF_INET, socket.SOCK_STREAM, 6, "", ("1.2.3.4", port))]
+
+        monkeypatch.setattr(url_utils.socket, "getaddrinfo", fake)
+        _, host = validate_url("http://example.com:80/")
+        assert host == "example.com"
+
+    def test_ipv6_literal_is_bracketed_with_port(self, monkeypatch):
+        """Regression: IPv6 + port produced ambiguous `Host: 2001:db8::1:8080`."""
+        monkeypatch.setattr(litellm, "user_url_allowed_hosts", ["[2001:db8::1]"])
+
+        def fake(host, port, *a, **kw):
+            return [
+                (
+                    socket.AF_INET6,
+                    socket.SOCK_STREAM,
+                    6,
+                    "",
+                    ("2001:db8::1", port, 0, 0),
+                )
+            ]
+
+        monkeypatch.setattr(url_utils.socket, "getaddrinfo", fake)
+        _, host = validate_url("http://[2001:db8::1]:8080/")
+        assert host == "[2001:db8::1]:8080"
+
+    def test_ipv6_literal_is_bracketed_without_port(self, monkeypatch):
+        monkeypatch.setattr(litellm, "user_url_allowed_hosts", ["[2001:db8::1]"])
+
+        def fake(host, port, *a, **kw):
+            return [
+                (
+                    socket.AF_INET6,
+                    socket.SOCK_STREAM,
+                    6,
+                    "",
+                    ("2001:db8::1", port, 0, 0),
+                )
+            ]
+
+        monkeypatch.setattr(url_utils.socket, "getaddrinfo", fake)
+        _, host = validate_url("http://[2001:db8::1]/")
+        assert host == "[2001:db8::1]"
+
+
+class TestRedirectHostnamePreservation:
+    """Relative-location redirects must keep the original hostname, not the
+    rewritten IP, so the next hop's Host header still identifies the site."""
+
+    def test_relative_redirect_preserves_hostname_for_next_hop(self, monkeypatch):
+        def fake(host, port, *a, **kw):
+            return [
+                (socket.AF_INET, socket.SOCK_STREAM, 6, "", ("93.184.216.34", port))
+            ]
+
+        monkeypatch.setattr(url_utils.socket, "getaddrinfo", fake)
+
+        class FakeResponse:
+            def __init__(self, status, location=None):
+                self.status_code = status
+                self.headers = {"location": location} if location else {}
+                self.is_redirect = 300 <= status < 400
+
+        hops = []
+
+        class FakeClient:
+            def __init__(self):
+                self._n = 0
+
+            def get(self, url, headers=None, follow_redirects=False, **kw):
+                hops.append({"url": url, "host": (headers or {}).get("Host")})
+                self._n += 1
+                if self._n == 1:
+                    return FakeResponse(302, "/redirected")
+                return FakeResponse(200)
+
+        url_utils.safe_get(FakeClient(), "http://example.com/initial")
+        assert len(hops) == 2
+        # Both hops must carry the ORIGINAL hostname in the Host header.
+        assert hops[0]["host"] == "example.com"
+        assert hops[1]["host"] == "example.com"
+        # Both outbound URLs go to the resolved IP (rewritten), not the hostname.
+        assert "93.184.216.34" in hops[0]["url"]
+        assert "93.184.216.34" in hops[1]["url"]
+        # The second hop resolved /redirected relative to the original, not the IP.
+        assert hops[1]["url"].endswith("/redirected")
+
+
+class TestValidationMasterSwitch:
+    def test_disabled_bypasses_fetch_in_safe_get(self, monkeypatch):
+        """When user_url_validation is False, safe_get delegates to client.get without validation."""
+        monkeypatch.setattr(litellm, "user_url_validation", False)
+
+        calls = []
+
+        class FakeClient:
+            def get(self, url, **kwargs):
+                calls.append((url, kwargs))
+
+                class R:
+                    is_redirect = False
+
+                return R()
+
+        url_utils.safe_get(FakeClient(), "http://127.0.0.1/internal")
+        assert calls and calls[0][0] == "http://127.0.0.1/internal"
+        assert calls[0][1].get("follow_redirects") is True
+
+    def test_enabled_still_blocks(self, monkeypatch):
+        monkeypatch.setattr(litellm, "user_url_validation", True)
+        with pytest.raises(SSRFError):
+            validate_url("http://127.0.0.1/")
+
+
+class TestHostAllowlist:
+    def test_allowlisted_hostname_permits_private_ip(self, monkeypatch):
+        monkeypatch.setattr(litellm, "user_url_allowed_hosts", ["internal.corp"])
+
+        def fake(host, port, *a, **kw):
+            return [(socket.AF_INET, socket.SOCK_STREAM, 6, "", ("10.0.1.5", port))]
+
+        monkeypatch.setattr(url_utils.socket, "getaddrinfo", fake)
+        rewritten, host = validate_url("http://internal.corp/path")
+        assert host == "internal.corp"
+        assert "10.0.1.5" in rewritten
+
+    def test_non_allowlisted_hostname_still_blocked(self, monkeypatch):
+        monkeypatch.setattr(litellm, "user_url_allowed_hosts", ["internal.corp"])
+
+        def fake(host, port, *a, **kw):
+            return [(socket.AF_INET, socket.SOCK_STREAM, 6, "", ("10.0.1.5", port))]
+
+        monkeypatch.setattr(url_utils.socket, "getaddrinfo", fake)
+        with pytest.raises(SSRFError):
+            validate_url("http://other.corp/")
+
+    def test_allowlist_case_insensitive(self, monkeypatch):
+        monkeypatch.setattr(litellm, "user_url_allowed_hosts", ["Internal.Corp"])
+
+        def fake(host, port, *a, **kw):
+            return [(socket.AF_INET, socket.SOCK_STREAM, 6, "", ("10.0.1.5", port))]
+
+        monkeypatch.setattr(url_utils.socket, "getaddrinfo", fake)
+        rewritten, _ = validate_url("http://internal.corp/")
+        assert "10.0.1.5" in rewritten
+
+    def test_allowlist_with_port_matches_explicit_port(self, monkeypatch):
+        monkeypatch.setattr(litellm, "user_url_allowed_hosts", ["internal.corp:8080"])
+
+        def fake(host, port, *a, **kw):
+            return [(socket.AF_INET, socket.SOCK_STREAM, 6, "", ("10.0.1.5", port))]
+
+        monkeypatch.setattr(url_utils.socket, "getaddrinfo", fake)
+        rewritten, host = validate_url("http://internal.corp:8080/")
+        assert host == "internal.corp:8080"
+        assert "10.0.1.5" in rewritten
+
+    def test_allowlist_with_port_matches_default_port(self, monkeypatch):
+        """Admin entry `host:443` matches `https://host/` (port=None, default 443)."""
+        monkeypatch.setattr(litellm, "user_url_allowed_hosts", ["internal.corp:443"])
+
+        def fake(host, port, *a, **kw):
+            return [(socket.AF_INET, socket.SOCK_STREAM, 6, "", ("10.0.1.5", port))]
+
+        monkeypatch.setattr(url_utils.socket, "getaddrinfo", fake)
+        # Should succeed — no SSRFError raised
+        validate_url("https://internal.corp/")
+
+    def test_allowlist_port_specific_does_not_match_other_port(self, monkeypatch):
+        monkeypatch.setattr(litellm, "user_url_allowed_hosts", ["internal.corp:8080"])
+
+        def fake(host, port, *a, **kw):
+            return [(socket.AF_INET, socket.SOCK_STREAM, 6, "", ("10.0.1.5", port))]
+
+        monkeypatch.setattr(url_utils.socket, "getaddrinfo", fake)
+        with pytest.raises(SSRFError):
+            validate_url("http://internal.corp:9090/")
+
+    def test_allowlist_host_entry_matches_any_port(self, monkeypatch):
+        monkeypatch.setattr(litellm, "user_url_allowed_hosts", ["internal.corp"])
+
+        def fake(host, port, *a, **kw):
+            return [(socket.AF_INET, socket.SOCK_STREAM, 6, "", ("10.0.1.5", port))]
+
+        monkeypatch.setattr(url_utils.socket, "getaddrinfo", fake)
+        validate_url("http://internal.corp:9090/")
+        validate_url("https://internal.corp:8443/")
+
+    def test_allowlist_permits_loopback(self, monkeypatch):
+        """Admin may opt into loopback if they explicitly configure it."""
+        monkeypatch.setattr(litellm, "user_url_allowed_hosts", ["localhost"])
+
+        def fake(host, port, *a, **kw):
+            return [(socket.AF_INET, socket.SOCK_STREAM, 6, "", ("127.0.0.1", port))]
+
+        monkeypatch.setattr(url_utils.socket, "getaddrinfo", fake)
+        rewritten, host = validate_url("http://localhost:8080/")
+        assert host == "localhost:8080"
+
+    def test_empty_allowlist_retains_default_deny(self, monkeypatch):
+        monkeypatch.setattr(litellm, "user_url_allowed_hosts", [])
+        with pytest.raises(SSRFError):
+            validate_url("http://127.0.0.1/")
+
+    def test_allowlist_strips_trailing_dot(self, monkeypatch):
+        monkeypatch.setattr(litellm, "user_url_allowed_hosts", ["internal.corp."])
+
+        def fake(host, port, *a, **kw):
+            return [(socket.AF_INET, socket.SOCK_STREAM, 6, "", ("10.0.1.5", port))]
+
+        monkeypatch.setattr(url_utils.socket, "getaddrinfo", fake)
+        validate_url("http://internal.corp/")