diff --git a/nanobot/agent/tools/mcp.py b/nanobot/agent/tools/mcp.py
index 99baf91f..b4b07dd6 100644
--- a/nanobot/agent/tools/mcp.py
+++ b/nanobot/agent/tools/mcp.py
@@ -25,7 +25,6 @@ from nanobot.bus.events import (
 )
 from nanobot.security.network import (
     PinnedDNSAsyncTransport,
-    pin_resolved_url_dns,
     resolve_url_target,
     validate_url_target,
 )
@@ -184,11 +183,11 @@ async def _probe_http_url(url: str, timeout: float = 3.0) -> bool:
     if not ok:
         return False
     try:
-        with pin_resolved_url_dns(url, resolved_ips):
-            reader, writer = await asyncio.wait_for(
-                asyncio.open_connection(host, port),
-                timeout=timeout,
-            )
+        target_host = resolved_ips[0] if resolved_ips else host
+        reader, writer = await asyncio.wait_for(
+            asyncio.open_connection(target_host, port),
+            timeout=timeout,
+        )
         writer.close()
         with suppress(OSError, asyncio.TimeoutError):
             await asyncio.wait_for(writer.wait_closed(), timeout=0.2)
diff --git a/nanobot/agent/tools/web.py b/nanobot/agent/tools/web.py
index b8b7f971..3f76e986 100644
--- a/nanobot/agent/tools/web.py
+++ b/nanobot/agent/tools/web.py
@@ -118,10 +118,10 @@ def _resolve_url_safe(url: str) -> tuple[bool, str, tuple[str, ...]]:
     return resolve_url_target(url)
 
 
-def _pinned_dns_transport(proxy: str | None = None) -> httpx.AsyncBaseTransport:
+def _pinned_dns_transport() -> httpx.AsyncBaseTransport:
     from nanobot.security.network import PinnedDNSAsyncTransport
 
-    return PinnedDNSAsyncTransport(proxy=proxy)
+    return PinnedDNSAsyncTransport()
 
 
 async def _get_with_safe_redirects(
@@ -963,11 +963,16 @@ class WebFetchTool(Tool):
         is_valid, error_msg = _validate_url_safe(url)
         if not is_valid:
             return json.dumps({"error": f"URL validation failed: {error_msg}", "url": url}, ensure_ascii=False)
+        if self.proxy:
+            return json.dumps({
+                "error": "web_fetch proxy is incompatible with DNS-pinned SSRF protection",
+                "url": url,
+            }, ensure_ascii=False)
 
         # Detect and fetch images directly to avoid Jina's textual image captioning
         try:
             async with httpx.AsyncClient(
-                transport=_pinned_dns_transport(self.proxy),
+                transport=_pinned_dns_transport(),
                 timeout=15.0,
             ) as client:
                 r, stream, redirect_error = await _stream_with_safe_redirects(
@@ -1040,7 +1045,7 @@ class WebFetchTool(Tool):
         try:
             async with httpx.AsyncClient(
                 timeout=30.0,
-                transport=_pinned_dns_transport(self.proxy),
+                transport=_pinned_dns_transport(),
             ) as client:
                 r, redirect_error = await _get_with_safe_redirects(
                     client,
diff --git a/nanobot/security/network.py b/nanobot/security/network.py
index 3cb7df3c..3a31e97e 100644
--- a/nanobot/security/network.py
+++ b/nanobot/security/network.py
@@ -161,11 +161,10 @@ class PinnedDNSAsyncTransport(httpx.AsyncBaseTransport):
         self,
         *,
         allow_loopback: bool = False,
-        proxy: httpx.ProxyTypes | None = None,
         inner: httpx.AsyncBaseTransport | None = None,
     ) -> None:
         self._allow_loopback = allow_loopback
-        self._inner = inner or httpx.AsyncHTTPTransport(proxy=proxy)
+        self._inner = inner or httpx.AsyncHTTPTransport()
 
     async def handle_async_request(self, request: httpx.Request) -> httpx.Response:
         url = str(request.url)
diff --git a/tests/tools/test_mcp_probe.py b/tests/tools/test_mcp_probe.py
index 818895a7..b814ad80 100644
--- a/tests/tools/test_mcp_probe.py
+++ b/tests/tools/test_mcp_probe.py
@@ -2,6 +2,7 @@
 from __future__ import annotations
 
 import asyncio
+import socket
 from unittest.mock import MagicMock, patch
 
 import pytest
@@ -41,6 +42,15 @@ async def test_probe_uses_default_port_for_http():
     assert await _probe_http_url("http://unreachable-host.test/mcp") is False
 
 
+@pytest.mark.asyncio
+async def test_probe_rejects_public_name_resolving_to_loopback():
+    def _resolver(hostname, port, family=0, type_=0):
+        return [(socket.AF_INET, socket.SOCK_STREAM, 0, "", ("127.0.0.1", 0))]
+
+    with patch("nanobot.security.network.socket.getaddrinfo", _resolver):
+        assert await _probe_http_url("http://example.com:8765/mcp") is False
+
+
 # ---------------------------------------------------------------------------
 # connect_mcp_servers skips unreachable HTTP servers
 # ---------------------------------------------------------------------------
diff --git a/tests/tools/test_web_fetch_security.py b/tests/tools/test_web_fetch_security.py
index 7523f81b..71a45ab4 100644
--- a/tests/tools/test_web_fetch_security.py
+++ b/tests/tools/test_web_fetch_security.py
@@ -147,6 +147,19 @@ async def test_safe_redirect_requests_use_independent_pinned_dns_concurrently(mo
     assert calls == {"a.example": 2, "b.example": 2}
 
 
+@pytest.mark.asyncio
+async def test_web_fetch_rejects_proxy_because_upstream_dns_cannot_be_pinned():
+    tool = WebFetchTool(proxy="http://proxy.example:8080")
+
+    with patch("nanobot.security.network.socket.getaddrinfo", _fake_resolve_public):
+        result = await tool.execute(url="https://example.com/page")
+
+    data = json.loads(result)
+    assert "error" in data
+    assert "proxy" in data["error"].lower()
+    assert "dns-pinned" in data["error"].lower()
+
+
 @pytest.mark.asyncio
 async def test_web_fetch_can_skip_jina_and_use_custom_user_agent(monkeypatch):
     tool = WebFetchTool(