diff --git a/CHANGELOG.md b/CHANGELOG.md
index 71ce69e328b..f71838d0645 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -8,6 +8,7 @@ Docs: https://docs.openclaw.ai
 
 ### Fixes
 
+- WhatsApp/outbound: fall back to the first `mediaUrls` entry when `mediaUrl` is empty so gateway media sends stop silently dropping attachments that already have a resolved media list. (#64394) Thanks @eric-fr4 and @vincentkoc.
 - Gateway/auth: blank the shipped example gateway credential in `.env.example` and fail startup when a copied placeholder token or password is still configured, so operators cannot accidentally launch with a publicly known secret. (#64586) Thanks @navarrotech and @vincentkoc.
 - Memory/active-memory+dreaming: keep active-memory recall runs on the strongest resolved channel, consume managed dreaming heartbeat events exactly once, stop dreaming from re-ingesting its own narrative transcripts, and add explicit repair/dedupe recovery flows in CLI, doctor, and the Dreams UI.
 - Gateway/keepalive: stop marking WebSocket tick broadcasts as droppable so slow or backpressured clients do not self-disconnect with `tick timeout` while long-running work is still alive. (#65256) Thanks @100yenadmin and @vincentkoc.
diff --git a/extensions/whatsapp/src/send.test.ts b/extensions/whatsapp/src/send.test.ts
index b84fc7f0957..c135543d483 100644
--- a/extensions/whatsapp/src/send.test.ts
+++ b/extensions/whatsapp/src/send.test.ts
@@ -221,6 +221,26 @@ describe("web outbound", () => {
     expect(sendMessage).toHaveBeenLastCalledWith("+1555", "pic", buf, "image/jpeg");
   });
 
+  it("falls back to the first mediaUrls entry when mediaUrl is omitted", async () => {
+    const buf = Buffer.from("img");
+    loadWebMediaMock.mockResolvedValueOnce({
+      buffer: buf,
+      contentType: "image/jpeg",
+      kind: "image",
+    });
+    await sendMessageWhatsApp("+1555", "pic", {
+      verbose: false,
+      mediaUrls: ["   ", " /tmp/pic.jpg "],
+    });
+    expect(loadWebMediaMock).toHaveBeenCalledWith(
+      "/tmp/pic.jpg",
+      expect.objectContaining({
+        hostReadCapability: false,
+      }),
+    );
+    expect(sendMessage).toHaveBeenLastCalledWith("+1555", "pic", buf, "image/jpeg");
+  });
+
   it("maps other kinds to document with filename", async () => {
     const buf = Buffer.from("pdf");
     loadWebMediaMock.mockResolvedValueOnce({
diff --git a/extensions/whatsapp/src/send.ts b/extensions/whatsapp/src/send.ts
index 5ae65fb59fb..50c71b9370b 100644
--- a/extensions/whatsapp/src/send.ts
+++ b/extensions/whatsapp/src/send.ts
@@ -35,6 +35,7 @@ export async function sendMessageWhatsApp(
     verbose: boolean;
     cfg?: OpenClawConfig;
     mediaUrl?: string;
+    mediaUrls?: readonly string[];
     mediaAccess?: {
       localRoots?: readonly string[];
       readFile?: (filePath: string) => Promise<Buffer>;
@@ -47,7 +48,13 @@ export async function sendMessageWhatsApp(
 ): Promise<{ messageId: string; toJid: string }> {
   let text = body.trimStart();
   const jid = toWhatsappJid(to);
-  if (!text && !options.mediaUrl) {
+  const mediaUrls = Array.isArray(options.mediaUrls)
+    ? options.mediaUrls
+        .map((entry) => (typeof entry === "string" ? entry.trim() : ""))
+        .filter(Boolean)
+    : [];
+  const primaryMediaUrl = options.mediaUrl?.trim() || mediaUrls[0];
+  if (!text && !primaryMediaUrl) {
     return { messageId: "", toJid: jid };
   }
   const correlationId = generateSecureUuid();
@@ -81,8 +88,8 @@ export async function sendMessageWhatsApp(
     let mediaBuffer: Buffer | undefined;
     let mediaType: string | undefined;
     let documentFileName: string | undefined;
-    if (options.mediaUrl) {
-      const media = await loadOutboundMediaFromUrl(options.mediaUrl, {
+    if (primaryMediaUrl) {
+      const media = await loadOutboundMediaFromUrl(primaryMediaUrl, {
         maxBytes: resolveWhatsAppMediaMaxBytes(account),
         mediaAccess: options.mediaAccess,
         mediaLocalRoots: options.mediaLocalRoots,
@@ -106,8 +113,8 @@ export async function sendMessageWhatsApp(
         documentFileName = media.fileName;
       }
     }
-    outboundLog.info(`Sending message -> ${redactedJid}${options.mediaUrl ? " (media)" : ""}`);
-    logger.info({ jid: redactedJid, hasMedia: Boolean(options.mediaUrl) }, "sending message");
+    outboundLog.info(`Sending message -> ${redactedJid}${primaryMediaUrl ? " (media)" : ""}`);
+    logger.info({ jid: redactedJid, hasMedia: Boolean(primaryMediaUrl) }, "sending message");
     await active.sendComposingTo(to);
     const hasExplicitAccountId = Boolean(options.accountId?.trim());
     const accountId = hasExplicitAccountId ? resolvedAccountId : undefined;
@@ -125,13 +132,13 @@ export async function sendMessageWhatsApp(
     const messageId = (result as { messageId?: string })?.messageId ?? "unknown";
     const durationMs = Date.now() - startedAt;
     outboundLog.info(
-      `Sent message ${messageId} -> ${redactedJid}${options.mediaUrl ? " (media)" : ""} (${durationMs}ms)`,
+      `Sent message ${messageId} -> ${redactedJid}${primaryMediaUrl ? " (media)" : ""} (${durationMs}ms)`,
     );
     logger.info({ jid: redactedJid, messageId }, "sent message");
     return { messageId, toJid: jid };
   } catch (err) {
     logger.error(
-      { err: String(err), to: redactedTo, hasMedia: Boolean(options.mediaUrl) },
+      { err: String(err), to: redactedTo, hasMedia: Boolean(primaryMediaUrl) },
       "failed to send via web session",
     );
     throw err;