diff --git a/CHANGELOG.md b/CHANGELOG.md
index 3764146be38..b8ac03d08c3 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -40,6 +40,7 @@ Docs: https://docs.openclaw.ai
 
 ### Fixes
 
+- Media: treat legacy Word/OLE attachments with `application/msword` or `application/x-cfb` MIME as binary so printable-looking `.doc` files are not embedded into prompts as text. Fixes #54176; carries forward #54380. Thanks @andyliu.
 - Config: accept documented `browser.tabCleanup` keys in strict root config validation, so configured tab cleanup no longer fails before runtime reads it. Fixes #74577. Thanks @lonexreb and @ezdlp.
 - Cron: validate disabled job schedule edits before persisting updates, so invalid cron changes no longer partially mutate stored jobs. Fixes #74459. Thanks @yfge.
 - Channels/status: keep Telegram, Slack, and Google Chat read-only allowlist/default-target accessors on config-only paths, so status and channel summaries do not resolve SecretRef-backed runtime credentials. Thanks @eusine.
diff --git a/src/media-understanding/apply.test.ts b/src/media-understanding/apply.test.ts
index 4be1088b146..da28bca8978 100644
--- a/src/media-understanding/apply.test.ts
+++ b/src/media-understanding/apply.test.ts
@@ -1617,6 +1617,36 @@ describe("applyMediaUnderstanding", () => {
     expectFileNotApplied({ ctx, result, body: "<media:file>" });
   });
 
+  it.each([
+    { fileName: "legacy.doc", mediaType: "application/msword" },
+    { fileName: "compound-file.doc", mediaType: "application/x-cfb" },
+  ])(
+    "skips legacy Word/OLE MIME $mediaType even when explicitly allowed and bytes look printable",
+    async ({ fileName, mediaType }) => {
+      const printableOlePayload = Buffer.from(
+        "Root Entry WordDocument 1Table Data Microsoft Office legacy text preview",
+        "utf8",
+      );
+      const filePath = await createTempMediaFile({
+        fileName,
+        content: printableOlePayload,
+      });
+
+      const { ctx, result } = await applyWithDisabledMedia({
+        body: "<media:file>",
+        mediaPath: filePath,
+        mediaType,
+        cfg: createMediaDisabledConfigWithAllowedMimes([
+          "text/plain",
+          "application/msword",
+          "application/x-cfb",
+        ]),
+      });
+
+      expectFileNotApplied({ ctx, result, body: "<media:file>" });
+    },
+  );
+
   it("keeps vendor +json attachments eligible for text extraction", async () => {
     const filePath = await createTempMediaFile({
       fileName: "payload.bin",
diff --git a/src/media-understanding/apply.ts b/src/media-understanding/apply.ts
index 06acf6397e7..6b0511c2bbe 100644
--- a/src/media-understanding/apply.ts
+++ b/src/media-understanding/apply.ts
@@ -362,7 +362,9 @@ function isBinaryMediaMime(mime?: string): boolean {
     mime === "application/gzip" ||
     mime === "application/x-gzip" ||
     mime === "application/x-rar-compressed" ||
-    mime === "application/x-7z-compressed"
+    mime === "application/x-7z-compressed" ||
+    mime === "application/msword" ||
+    mime === "application/x-cfb"
   ) {
     return true;
   }