diff --git a/CHANGELOG.md b/CHANGELOG.md
index 7907774478..0383cfed5e 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -42,6 +42,7 @@ Docs: https://docs.openclaw.ai
 - Security/Gateway: stop returning raw resolved config values in `skills.status` requirement checks (prevents operator.read clients from reading secrets). Thanks @simecek.
 - Security/Zalo: reject ambiguous shared-path webhook routing when multiple webhook targets match the same secret.
 - Security/BlueBubbles: reject ambiguous shared-path webhook routing when multiple webhook targets match the same guid/password.
+- Security/BlueBubbles: harden BlueBubbles webhook auth behind reverse proxies by only accepting passwordless webhooks for direct localhost loopback requests (forwarded/proxied requests now require a password). Thanks @simecek.
 - Security/BlueBubbles: require explicit `mediaLocalRoots` allowlists for local outbound media path reads to prevent local file disclosure. (#16322) Thanks @mbelinky.
 - Cron/Slack: preserve agent identity (name and icon) when cron jobs deliver outbound messages. (#16242) Thanks @robbyczgw-cla.
 - Cron: deliver text-only output directly when `delivery.to` is set so cron recipients get full output instead of summaries. (#16360) Thanks @rubyrunsstuff.
diff --git a/docs/channels/bluebubbles.md b/docs/channels/bluebubbles.md
index a63d2f1d35..fd677a1d58 100644
--- a/docs/channels/bluebubbles.md
+++ b/docs/channels/bluebubbles.md
@@ -44,6 +44,10 @@ Status: bundled plugin that talks to the BlueBubbles macOS server over HTTP. **R
 4. Point BlueBubbles webhooks to your gateway (example: `https://your-gateway-host:3000/bluebubbles-webhook?password=<password>`).
 5. Start the gateway; it will register the webhook handler and start pairing.
 
+Security note:
+
+- Always set a webhook password. If you expose the gateway through a reverse proxy (Tailscale Serve/Funnel, nginx, Cloudflare Tunnel, ngrok), the proxy may connect to the gateway over loopback. The BlueBubbles webhook handler treats requests with forwarding headers as proxied and will not accept passwordless webhooks.
+
 ## Keeping Messages.app alive (VM / headless setups)
 
 Some macOS VM / always-on setups can end up with Messages.app going “idle” (incoming events stop until the app is opened/foregrounded). A simple workaround is to **poke Messages every 5 minutes** using an AppleScript + LaunchAgent.
diff --git a/extensions/bluebubbles/src/monitor.test.ts b/extensions/bluebubbles/src/monitor.test.ts
index 60afacf36e..6b1bfa9f1d 100644
--- a/extensions/bluebubbles/src/monitor.test.ts
+++ b/extensions/bluebubbles/src/monitor.test.ts
@@ -256,6 +256,9 @@ function createMockRequest(
   body: unknown,
   headers: Record<string, string> = {},
 ): IncomingMessage {
+  if (headers.host === undefined) {
+    headers.host = "localhost";
+  }
   const parsedUrl = new URL(url, "http://localhost");
   const hasAuthQuery = parsedUrl.searchParams.has("guid") || parsedUrl.searchParams.has("password");
   const hasAuthHeader =
@@ -704,6 +707,79 @@ describe("BlueBubbles webhook monitor", () => {
       }
     });
 
+    it("rejects passwordless targets when the request looks proxied (has forwarding headers)", async () => {
+      const account = createMockAccount({ password: undefined });
+      const config: OpenClawConfig = {};
+      const core = createMockRuntime();
+      setBlueBubblesRuntime(core);
+
+      const req = createMockRequest(
+        "POST",
+        "/bluebubbles-webhook",
+        {
+          type: "new-message",
+          data: {
+            text: "hello",
+            handle: { address: "+15551234567" },
+            isGroup: false,
+            isFromMe: false,
+            guid: "msg-1",
+          },
+        },
+        { "x-forwarded-for": "203.0.113.10", host: "localhost" },
+      );
+      (req as unknown as { socket: { remoteAddress: string } }).socket = {
+        remoteAddress: "127.0.0.1",
+      };
+
+      unregister = registerBlueBubblesWebhookTarget({
+        account,
+        config,
+        runtime: { log: vi.fn(), error: vi.fn() },
+        core,
+        path: "/bluebubbles-webhook",
+      });
+
+      const res = createMockResponse();
+      const handled = await handleBlueBubblesWebhookRequest(req, res);
+      expect(handled).toBe(true);
+      expect(res.statusCode).toBe(401);
+    });
+
+    it("accepts passwordless targets for direct localhost loopback requests (no forwarding headers)", async () => {
+      const account = createMockAccount({ password: undefined });
+      const config: OpenClawConfig = {};
+      const core = createMockRuntime();
+      setBlueBubblesRuntime(core);
+
+      const req = createMockRequest("POST", "/bluebubbles-webhook", {
+        type: "new-message",
+        data: {
+          text: "hello",
+          handle: { address: "+15551234567" },
+          isGroup: false,
+          isFromMe: false,
+          guid: "msg-1",
+        },
+      });
+      (req as unknown as { socket: { remoteAddress: string } }).socket = {
+        remoteAddress: "127.0.0.1",
+      };
+
+      unregister = registerBlueBubblesWebhookTarget({
+        account,
+        config,
+        runtime: { log: vi.fn(), error: vi.fn() },
+        core,
+        path: "/bluebubbles-webhook",
+      });
+
+      const res = createMockResponse();
+      const handled = await handleBlueBubblesWebhookRequest(req, res);
+      expect(handled).toBe(true);
+      expect(res.statusCode).toBe(200);
+    });
+
     it("ignores unregistered webhook paths", async () => {
       const req = createMockRequest("POST", "/unregistered-path", {});
       const res = createMockResponse();
diff --git a/extensions/bluebubbles/src/monitor.ts b/extensions/bluebubbles/src/monitor.ts
index 0c565d44f8..1ff5896b5a 100644
--- a/extensions/bluebubbles/src/monitor.ts
+++ b/extensions/bluebubbles/src/monitor.ts
@@ -1,5 +1,6 @@
 import type { IncomingMessage, ServerResponse } from "node:http";
 import type { OpenClawConfig } from "openclaw/plugin-sdk";
+import { timingSafeEqual } from "node:crypto";
 import {
   normalizeWebhookMessage,
   normalizeWebhookReaction,
@@ -315,6 +316,73 @@ function maskSecret(value: string): string {
   return `${value.slice(0, 2)}***${value.slice(-2)}`;
 }
 
+function normalizeAuthToken(raw: string): string {
+  const value = raw.trim();
+  if (!value) {
+    return "";
+  }
+  if (value.toLowerCase().startsWith("bearer ")) {
+    return value.slice("bearer ".length).trim();
+  }
+  return value;
+}
+
+function safeEqualSecret(aRaw: string, bRaw: string): boolean {
+  const a = normalizeAuthToken(aRaw);
+  const b = normalizeAuthToken(bRaw);
+  if (!a || !b) {
+    return false;
+  }
+  const bufA = Buffer.from(a, "utf8");
+  const bufB = Buffer.from(b, "utf8");
+  if (bufA.length !== bufB.length) {
+    return false;
+  }
+  return timingSafeEqual(bufA, bufB);
+}
+
+function getHostName(hostHeader?: string | string[]): string {
+  const host = (Array.isArray(hostHeader) ? hostHeader[0] : (hostHeader ?? ""))
+    .trim()
+    .toLowerCase();
+  if (!host) {
+    return "";
+  }
+  // Bracketed IPv6: [::1]:18789
+  if (host.startsWith("[")) {
+    const end = host.indexOf("]");
+    if (end !== -1) {
+      return host.slice(1, end);
+    }
+  }
+  const [name] = host.split(":");
+  return name ?? "";
+}
+
+function isDirectLocalLoopbackRequest(req: IncomingMessage): boolean {
+  const remote = (req.socket?.remoteAddress ?? "").trim().toLowerCase();
+  const remoteIsLoopback =
+    remote === "127.0.0.1" || remote === "::1" || remote === "::ffff:127.0.0.1";
+  if (!remoteIsLoopback) {
+    return false;
+  }
+
+  const host = getHostName(req.headers?.host);
+  const hostIsLocal = host === "localhost" || host === "127.0.0.1" || host === "::1";
+  if (!hostIsLocal) {
+    return false;
+  }
+
+  // If a reverse proxy is in front, it will usually inject forwarding headers.
+  // Passwordless webhooks must never be accepted through a proxy.
+  const hasForwarded = Boolean(
+    req.headers?.["x-forwarded-for"] ||
+    req.headers?.["x-real-ip"] ||
+    req.headers?.["x-forwarded-host"],
+  );
+  return !hasForwarded;
+}
+
 export async function handleBlueBubblesWebhookRequest(
   req: IncomingMessage,
   res: ServerResponse,
@@ -407,14 +475,14 @@ export async function handleBlueBubblesWebhookRequest(
   const guid = (Array.isArray(headerToken) ? headerToken[0] : headerToken) ?? guidParam ?? "";
 
   const strictMatches: WebhookTarget[] = [];
-  const fallbackTargets: WebhookTarget[] = [];
+  const passwordlessTargets: WebhookTarget[] = [];
   for (const target of targets) {
     const token = target.account.config.password?.trim() ?? "";
     if (!token) {
-      fallbackTargets.push(target);
+      passwordlessTargets.push(target);
       continue;
     }
-    if (guid && guid.trim() === token) {
+    if (safeEqualSecret(guid, token)) {
       strictMatches.push(target);
       if (strictMatches.length > 1) {
         break;
@@ -422,7 +490,12 @@ export async function handleBlueBubblesWebhookRequest(
     }
   }
 
-  const matching = strictMatches.length > 0 ? strictMatches : fallbackTargets;
+  const matching =
+    strictMatches.length > 0
+      ? strictMatches
+      : isDirectLocalLoopbackRequest(req)
+        ? passwordlessTargets
+        : [];
 
   if (matching.length === 0) {
     res.statusCode = 401;