diff --git a/src/govoplan_core/security/outbound_http.py b/src/govoplan_core/security/outbound_http.py
index a5e9666..868aac8 100644
--- a/src/govoplan_core/security/outbound_http.py
+++ b/src/govoplan_core/security/outbound_http.py
@@ -17,6 +17,7 @@ DEFAULT_FILE_TRANSFER_BYTES: Final = 512 * 1024 * 1024
 _READ_CHUNK_BYTES: Final = 64 * 1024
 _TRUE_VALUES: Final = frozenset({"1", "true", "yes", "on"})
 _FALSE_VALUES: Final = frozenset({"0", "false", "no", "off"})
+_IPV4_LIMITED_BROADCAST: Final = ipaddress.IPv4Address("255.255.255.255")
 
 
 class OutboundHttpError(RuntimeError):
@@ -298,7 +299,12 @@ def _is_forbidden_special_address(value: str) -> bool:
     mapped = getattr(address, "ipv4_mapped", None)
     if mapped is not None:
         address = mapped
-    return address.is_link_local or address.is_multicast or address.is_unspecified
+    return (
+        address == _IPV4_LIMITED_BROADCAST
+        or address.is_link_local
+        or address.is_multicast
+        or address.is_unspecified
+    )
 
 
 def _resolved_address_records(
diff --git a/tests/test_http_fetch.py b/tests/test_http_fetch.py
index 029e58a..b1dcbb5 100644
--- a/tests/test_http_fetch.py
+++ b/tests/test_http_fetch.py
@@ -78,7 +78,16 @@ class HttpFetchTests(unittest.TestCase):
         policy = outbound_http_policy(
             {"APP_ENV": "production", "GOVOPLAN_CONNECTOR_ALLOW_PRIVATE_NETWORKS": "true"}
         )
-        for address in ("0.0.0.0", "169.254.169.254", "224.0.0.1", "::", "fe80::1", "ff02::1"):
+        for address in (
+            "0.0.0.0",
+            "169.254.169.254",
+            "224.0.0.1",
+            "255.255.255.255",
+            "::",
+            "::ffff:255.255.255.255",
+            "fe80::1",
+            "ff02::1",
+        ):
             with self.subTest(address=address), patch(
                 "govoplan_core.security.outbound_http.socket.getaddrinfo",
                 return_value=[(2, 1, 6, "", (address, 443))],