diff --git a/CHANGELOG.md b/CHANGELOG.md
index 1a0e69fe21c..0407d03ad03 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -767,6 +767,7 @@ Docs: https://docs.openclaw.ai
 - Discord/groups: tell Discord-channel agents to wrap bare URLs as `<https://example.com>` so link previews do not expand into uninvited embeds. (#78614)
 - Agents/fallback: fail fast on session write-lock timeouts instead of trying fallback models for local file contention. Fixes #66646. Thanks @sallyom.
 - Browser/SSRF: stop closing user-owned Chrome tabs when a read-only operation (snapshot/screenshot/interactions) is rejected by the SSRF guard — only OpenClaw-initiated navigations now close on policy denial. Thanks @scotthuang.
+- iMessage: stage native inbound attachments into OpenClaw-managed media and convert HEIC/HEIF images to JPEG before dispatch, so image tools can read photos sent over native iMessage without requiring BlueBubbles.
 - Agents/Gateway: throttle and cap live exec command-output events so noisy tool runs cannot flood Gateway WebSocket clients or starve RPC handling. (#78645) Thanks @joshavant.
 - Memory Wiki: skip empty and whitespace-only source pages when refreshing generated Related blocks, preventing blank pages from being rewritten into Related-only stubs. Fixes #78121. Thanks @amknight.
 - Telegram: keep duplicate message-tool-only Codex turns from posting generic silent-reply fallback text, so private finals stay private after inbound dedupe. Thanks @rubencu.
diff --git a/extensions/imessage/src/monitor.media-policy.test.ts b/extensions/imessage/src/monitor.media-policy.test.ts
new file mode 100644
index 00000000000..85113e6e8df
--- /dev/null
+++ b/extensions/imessage/src/monitor.media-policy.test.ts
@@ -0,0 +1,115 @@
+import type { waitForTransportReady } from "openclaw/plugin-sdk/transport-ready-runtime";
+import { describe, expect, it, vi } from "vitest";
+import type { createIMessageRpcClient } from "./client.js";
+import { monitorIMessageProvider } from "./monitor.js";
+import type { stageIMessageAttachments } from "./monitor/media-staging.js";
+
+const waitForTransportReadyMock = vi.hoisted(() =>
+  vi.fn<typeof waitForTransportReady>(async () => {}),
+);
+const createIMessageRpcClientMock = vi.hoisted(() => vi.fn<typeof createIMessageRpcClient>());
+const stageIMessageAttachmentsMock = vi.hoisted(() => vi.fn<typeof stageIMessageAttachments>());
+const readChannelAllowFromStoreMock = vi.hoisted(() => vi.fn(async () => [] as string[]));
+
+vi.mock("openclaw/plugin-sdk/transport-ready-runtime", () => ({
+  waitForTransportReady: waitForTransportReadyMock,
+}));
+
+vi.mock("openclaw/plugin-sdk/conversation-runtime", async (importOriginal) => {
+  const actual = await importOriginal<typeof import("openclaw/plugin-sdk/conversation-runtime")>();
+  return {
+    ...actual,
+    readChannelAllowFromStore: readChannelAllowFromStoreMock,
+    recordInboundSession: vi.fn(),
+    upsertChannelPairingRequest: vi.fn(),
+  };
+});
+
+vi.mock("openclaw/plugin-sdk/channel-inbound", async (importOriginal) => {
+  const actual = await importOriginal<typeof import("openclaw/plugin-sdk/channel-inbound")>();
+  return {
+    ...actual,
+    createChannelInboundDebouncer: vi.fn((opts) => ({
+      debouncer: {
+        enqueue: async (entry: unknown) => await opts.onFlush([entry]),
+      },
+    })),
+    shouldDebounceTextInbound: vi.fn(() => false),
+  };
+});
+
+vi.mock("./client.js", () => ({
+  createIMessageRpcClient: createIMessageRpcClientMock,
+}));
+
+vi.mock("./monitor/abort-handler.js", () => ({
+  attachIMessageMonitorAbortHandler: vi.fn(() => () => {}),
+}));
+
+vi.mock("./monitor/media-staging.js", () => ({
+  stageIMessageAttachments: stageIMessageAttachmentsMock,
+}));
+
+describe("iMessage monitor attachment policy", () => {
+  it("does not stage local attachments for messages dropped by inbound policy", async () => {
+    stageIMessageAttachmentsMock.mockResolvedValue([]);
+    readChannelAllowFromStoreMock.mockResolvedValue([]);
+
+    const attachmentPath = "/Users/openclaw/Library/Messages/Attachments/AA/BB/photo.heic";
+    let onNotification: ((message: { method: string; params: unknown }) => void) | undefined;
+    const client = {
+      request: vi.fn(async () => ({ subscription: 1 })),
+      waitForClose: vi.fn(async () => {
+        onNotification?.({
+          method: "message",
+          params: {
+            message: {
+              id: 1,
+              chat_id: 123,
+              sender: "+15550001111",
+              is_from_me: false,
+              is_group: true,
+              text: "no mention here",
+              attachments: [
+                {
+                  original_path: attachmentPath,
+                  mime_type: "image/heic",
+                  missing: false,
+                },
+              ],
+            },
+          },
+        });
+        await Promise.resolve();
+        await Promise.resolve();
+      }),
+      stop: vi.fn(async () => {}),
+    };
+    createIMessageRpcClientMock.mockImplementation(async (params) => {
+      if (!params?.onNotification) {
+        throw new Error("expected iMessage notification handler");
+      }
+      onNotification = params.onNotification;
+      return client as never;
+    });
+
+    await monitorIMessageProvider({
+      config: {
+        channels: {
+          imessage: {
+            includeAttachments: true,
+            attachmentRoots: ["/Users/*/Library/Messages/Attachments"],
+            dmPolicy: "open",
+            groupPolicy: "open",
+            groups: { "*": { requireMention: true } },
+          },
+        },
+        messages: { groupChat: { mentionPatterns: ["@openclaw"] } },
+        session: { mainKey: "main" },
+      } as never,
+    });
+
+    expect(readChannelAllowFromStoreMock).toHaveBeenCalled();
+    expect(stageIMessageAttachmentsMock).not.toHaveBeenCalled();
+  });
+});
diff --git a/extensions/imessage/src/monitor/media-staging.test.ts b/extensions/imessage/src/monitor/media-staging.test.ts
new file mode 100644
index 00000000000..8d93e1961fd
--- /dev/null
+++ b/extensions/imessage/src/monitor/media-staging.test.ts
@@ -0,0 +1,120 @@
+import fs from "node:fs/promises";
+import os from "node:os";
+import path from "node:path";
+import { afterEach, beforeEach, describe, expect, it, vi } from "vitest";
+import { stageIMessageAttachments } from "./media-staging.js";
+
+let tempDir: string;
+
+async function writeTempFile(name: string, contents: Buffer | string): Promise<string> {
+  const filePath = path.join(tempDir, name);
+  await fs.writeFile(filePath, contents);
+  return filePath;
+}
+
+describe("stageIMessageAttachments", () => {
+  beforeEach(async () => {
+    tempDir = await fs.mkdtemp(path.join(os.tmpdir(), "openclaw-imessage-media-"));
+  });
+
+  afterEach(async () => {
+    await fs.rm(tempDir, { recursive: true, force: true });
+  });
+
+  it("copies allowed iMessage attachments into the inbound media store", async () => {
+    const sourcePath = await writeTempFile("photo.png", Buffer.from("png-bytes"));
+    const saveMediaBuffer = vi.fn(async () => ({
+      id: "saved.png",
+      path: "/state/media/inbound/saved.png",
+      size: 9,
+      contentType: "image/png",
+    }));
+
+    await expect(
+      stageIMessageAttachments(
+        [{ original_path: sourcePath, mime_type: "image/png", missing: false }],
+        { maxBytes: 1024, allowedRoots: [tempDir], deps: { saveMediaBuffer } },
+      ),
+    ).resolves.toEqual([{ path: "/state/media/inbound/saved.png", contentType: "image/png" }]);
+
+    expect(saveMediaBuffer).toHaveBeenCalledWith(
+      Buffer.from("png-bytes"),
+      "image/png",
+      "inbound",
+      1024,
+      "photo.png",
+    );
+  });
+
+  it("drops attachments whose canonical path escapes the allowed root", async () => {
+    const allowedRoot = path.join(tempDir, "allowed");
+    const outsideRoot = path.join(tempDir, "outside");
+    await fs.mkdir(allowedRoot, { recursive: true });
+    await fs.mkdir(outsideRoot, { recursive: true });
+    const outsidePath = path.join(outsideRoot, "secret.png");
+    await fs.writeFile(outsidePath, Buffer.from("secret-bytes"));
+    await fs.symlink(outsideRoot, path.join(allowedRoot, "link"), "dir");
+
+    const saveMediaBuffer = vi.fn();
+    const logVerbose = vi.fn();
+
+    await expect(
+      stageIMessageAttachments(
+        [
+          {
+            original_path: path.join(allowedRoot, "link", "secret.png"),
+            mime_type: "image/png",
+            missing: false,
+          },
+        ],
+        { maxBytes: 1024, allowedRoots: [allowedRoot], deps: { saveMediaBuffer, logVerbose } },
+      ),
+    ).resolves.toEqual([]);
+
+    expect(saveMediaBuffer).not.toHaveBeenCalled();
+    expect(logVerbose).toHaveBeenCalledWith(
+      expect.stringContaining("attachment path resolves outside allowed roots"),
+    );
+  });
+
+  it("converts HEIC iMessage attachments to JPEG before staging", async () => {
+    const sourcePath = await writeTempFile("IMG_0001.HEIC", Buffer.from("heic-bytes"));
+    const saveMediaBuffer = vi.fn(async () => ({
+      id: "saved.jpg",
+      path: "/state/media/inbound/saved.jpg",
+      size: 10,
+      contentType: "image/jpeg",
+    }));
+    const convertHeicToJpeg = vi.fn(async () => Buffer.from("jpeg-bytes"));
+
+    await stageIMessageAttachments(
+      [{ original_path: sourcePath, mime_type: "image/heic", missing: false }],
+      { maxBytes: 1024, deps: { saveMediaBuffer, convertHeicToJpeg } },
+    );
+
+    expect(convertHeicToJpeg).toHaveBeenCalledWith(sourcePath, 1024);
+    expect(saveMediaBuffer).toHaveBeenCalledWith(
+      Buffer.from("jpeg-bytes"),
+      "image/jpeg",
+      "inbound",
+      1024,
+      "IMG_0001.jpg",
+    );
+  });
+
+  it("drops attachments over the inbound media limit", async () => {
+    const sourcePath = await writeTempFile("huge.png", Buffer.from("too large"));
+    const saveMediaBuffer = vi.fn();
+    const logVerbose = vi.fn();
+
+    await expect(
+      stageIMessageAttachments(
+        [{ original_path: sourcePath, mime_type: "image/png", missing: false }],
+        { maxBytes: 4, deps: { saveMediaBuffer, logVerbose } },
+      ),
+    ).resolves.toEqual([]);
+
+    expect(saveMediaBuffer).not.toHaveBeenCalled();
+    expect(logVerbose).toHaveBeenCalledWith(expect.stringContaining("failed to stage"));
+  });
+});
diff --git a/extensions/imessage/src/monitor/media-staging.ts b/extensions/imessage/src/monitor/media-staging.ts
new file mode 100644
index 00000000000..08db64d2c0e
--- /dev/null
+++ b/extensions/imessage/src/monitor/media-staging.ts
@@ -0,0 +1,205 @@
+import { execFile } from "node:child_process";
+import fs from "node:fs/promises";
+import path from "node:path";
+import { promisify } from "node:util";
+import { isInboundPathAllowed } from "openclaw/plugin-sdk/media-runtime";
+import { saveMediaBuffer } from "openclaw/plugin-sdk/media-store";
+import { buildRandomTempFilePath } from "openclaw/plugin-sdk/temp-path";
+import type { IMessageAttachment } from "./types.js";
+
+const execFileAsync = promisify(execFile);
+
+const HEIC_CONVERSION_TIMEOUT_MS = 15_000;
+const HEIC_CONVERSION_MAX_BUFFER_BYTES = 64 * 1024;
+
+export type StagedIMessageAttachment = {
+  path: string;
+  contentType?: string;
+};
+
+type SaveMediaBufferImpl = typeof saveMediaBuffer;
+
+type StageIMessageAttachmentsDeps = {
+  saveMediaBuffer?: SaveMediaBufferImpl;
+  convertHeicToJpeg?: (sourcePath: string, maxBytes: number) => Promise<Buffer>;
+  logVerbose?: (message: string) => void;
+};
+
+function isHeicAttachment(attachmentPath: string, mimeType?: string | null): boolean {
+  const normalizedMime = mimeType?.toLowerCase();
+  if (normalizedMime === "image/heic" || normalizedMime === "image/heif") {
+    return true;
+  }
+  const ext = path.extname(attachmentPath).toLowerCase();
+  return ext === ".heic" || ext === ".heif";
+}
+
+function jpegFilenameForAttachment(attachmentPath: string): string {
+  const parsed = path.parse(attachmentPath);
+  return `${parsed.name || "imessage-attachment"}.jpg`;
+}
+
+function hasWildcardSegment(root: string): boolean {
+  return root.replaceAll("\\", "/").split("/").includes("*");
+}
+
+async function canonicalizeAllowedRoots(roots: readonly string[]): Promise<string[]> {
+  const canonicalRoots: string[] = [];
+  for (const root of roots) {
+    canonicalRoots.push(root);
+    if (hasWildcardSegment(root)) {
+      continue;
+    }
+    const canonicalRoot = await fs.realpath(root).catch(() => undefined);
+    if (canonicalRoot && canonicalRoot !== root) {
+      canonicalRoots.push(canonicalRoot);
+    }
+  }
+  return canonicalRoots;
+}
+
+async function resolveAllowedCanonicalAttachmentPath(params: {
+  attachmentPath: string;
+  allowedRoots?: readonly string[];
+}): Promise<string> {
+  if (!params.allowedRoots) {
+    return params.attachmentPath;
+  }
+  const canonicalPath = await fs.realpath(params.attachmentPath);
+  const canonicalRoots = await canonicalizeAllowedRoots(params.allowedRoots);
+  if (!isInboundPathAllowed({ filePath: canonicalPath, roots: canonicalRoots })) {
+    throw new Error("attachment path resolves outside allowed roots");
+  }
+  return canonicalPath;
+}
+
+async function convertHeicToJpegWithSips(sourcePath: string, maxBytes: number): Promise<Buffer> {
+  const tempPath = buildRandomTempFilePath({
+    prefix: "openclaw-imessage",
+    extension: "jpg",
+  });
+  try {
+    await execFileAsync(
+      "sips",
+      [
+        "-s",
+        "format",
+        "jpeg",
+        "-s",
+        "formatOptions",
+        "90",
+        "-Z",
+        "4096",
+        sourcePath,
+        "--out",
+        tempPath,
+      ],
+      {
+        timeout: HEIC_CONVERSION_TIMEOUT_MS,
+        maxBuffer: HEIC_CONVERSION_MAX_BUFFER_BYTES,
+        killSignal: "SIGKILL",
+      },
+    );
+    const stat = await fs.stat(tempPath);
+    if (stat.size > maxBytes) {
+      throw new Error(`converted media exceeds ${Math.round(maxBytes / (1024 * 1024))}MB limit`);
+    }
+    return await fs.readFile(tempPath);
+  } finally {
+    await fs.rm(tempPath, { force: true }).catch(() => {});
+  }
+}
+
+async function readAttachmentBuffer(params: {
+  attachmentPath: string;
+  mimeType?: string | null;
+  maxBytes: number;
+  allowedRoots?: readonly string[];
+  deps: StageIMessageAttachmentsDeps;
+}): Promise<{ buffer: Buffer; contentType?: string; originalFilename?: string }> {
+  const stat = await fs.lstat(params.attachmentPath);
+  if (stat.isSymbolicLink()) {
+    throw new Error("attachment path is a symlink");
+  }
+  if (!stat.isFile()) {
+    throw new Error("attachment path is not a file");
+  }
+  if (stat.size > params.maxBytes) {
+    throw new Error(`attachment exceeds ${Math.round(params.maxBytes / (1024 * 1024))}MB limit`);
+  }
+
+  const canonicalPath = await resolveAllowedCanonicalAttachmentPath({
+    attachmentPath: params.attachmentPath,
+    allowedRoots: params.allowedRoots,
+  });
+  const canonicalStat = await fs.stat(canonicalPath);
+  if (!canonicalStat.isFile()) {
+    throw new Error("attachment path is not a file");
+  }
+  if (canonicalStat.size > params.maxBytes) {
+    throw new Error(`attachment exceeds ${Math.round(params.maxBytes / (1024 * 1024))}MB limit`);
+  }
+
+  if (isHeicAttachment(params.attachmentPath, params.mimeType)) {
+    try {
+      const convert = params.deps.convertHeicToJpeg ?? convertHeicToJpegWithSips;
+      return {
+        buffer: await convert(canonicalPath, params.maxBytes),
+        contentType: "image/jpeg",
+        originalFilename: jpegFilenameForAttachment(params.attachmentPath),
+      };
+    } catch (err) {
+      params.deps.logVerbose?.(
+        `imessage: HEIC attachment conversion failed; staging original instead: ${String(err)}`,
+      );
+    }
+  }
+
+  return {
+    buffer: await fs.readFile(canonicalPath),
+    contentType: params.mimeType ?? undefined,
+    originalFilename: path.basename(params.attachmentPath),
+  };
+}
+
+export async function stageIMessageAttachments(
+  attachments: IMessageAttachment[],
+  params: {
+    maxBytes: number;
+    allowedRoots?: readonly string[];
+    deps?: StageIMessageAttachmentsDeps;
+  },
+): Promise<StagedIMessageAttachment[]> {
+  const deps = params.deps ?? {};
+  const save = deps.saveMediaBuffer ?? saveMediaBuffer;
+  const staged: StagedIMessageAttachment[] = [];
+
+  for (const attachment of attachments) {
+    const attachmentPath = attachment.original_path?.trim();
+    if (!attachmentPath || attachment.missing) {
+      continue;
+    }
+
+    try {
+      const media = await readAttachmentBuffer({
+        attachmentPath,
+        mimeType: attachment.mime_type,
+        maxBytes: params.maxBytes,
+        allowedRoots: params.allowedRoots,
+        deps,
+      });
+      const saved = await save(
+        media.buffer,
+        media.contentType,
+        "inbound",
+        params.maxBytes,
+        media.originalFilename,
+      );
+      staged.push({ path: saved.path, contentType: saved.contentType });
+    } catch (err) {
+      deps.logVerbose?.(`imessage: failed to stage inbound attachment: ${String(err)}`);
+    }
+  }
+
+  return staged;
+}
diff --git a/extensions/imessage/src/monitor/monitor-provider.ts b/extensions/imessage/src/monitor/monitor-provider.ts
index e99a9b48023..eb5c1c0326e 100644
--- a/extensions/imessage/src/monitor/monitor-provider.ts
+++ b/extensions/imessage/src/monitor/monitor-provider.ts
@@ -65,6 +65,7 @@ import {
   resolveIMessageInboundDecision,
 } from "./inbound-processing.js";
 import { createLoopRateLimiter } from "./loop-rate-limiter.js";
+import { stageIMessageAttachments } from "./media-staging.js";
 import { parseIMessageNotification } from "./parse-notification.js";
 import { enqueueIMessageReactionSystemEvent } from "./reaction-system-event.js";
 import { normalizeAllowList, resolveRuntime } from "./runtime.js";
@@ -371,13 +372,14 @@ export async function monitorIMessageProvider(opts: MonitorIMessageOpts = {}): P
       logVerbose(`imessage: dropping inbound attachment outside allowed roots: ${attachmentPath}`);
       return false;
     });
-    const firstAttachment = validAttachments[0];
-    const mediaPath = firstAttachment?.original_path ?? undefined;
-    const mediaType = firstAttachment?.mime_type ?? undefined;
-    // Build arrays for all attachments (for multi-image support)
-    const mediaPaths = validAttachments.map((a) => a.original_path).filter(Boolean) as string[];
-    const mediaTypes = validAttachments.map((a) => a.mime_type ?? undefined);
-    const kind = kindFromMime(mediaType ?? undefined);
+    const rawMediaAttachments = validAttachments.flatMap((a) => {
+      const attachmentPath = a.original_path?.trim();
+      return attachmentPath
+        ? [{ path: attachmentPath, contentType: a.mime_type ?? undefined }]
+        : [];
+    });
+    const placeholderMediaType = rawMediaAttachments[0]?.contentType;
+    const kind = kindFromMime(placeholderMediaType ?? undefined);
     const placeholder = kind
       ? `<media:${kind}>`
       : validAttachments.length
@@ -501,6 +503,20 @@ export async function monitorIMessageProvider(opts: MonitorIMessageOpts = {}): P
     const storePath = resolveStorePath(cfg.session?.store, {
       agentId: decision.route.agentId,
     });
+    const stagedAttachments = remoteHost
+      ? []
+      : await stageIMessageAttachments(validAttachments, {
+          maxBytes: mediaMaxBytes,
+          allowedRoots: effectiveAttachmentRoots,
+          deps: { logVerbose },
+        });
+    const mediaAttachments = remoteHost ? rawMediaAttachments : stagedAttachments;
+    const firstAttachment = mediaAttachments[0];
+    const mediaPath = firstAttachment?.path ?? undefined;
+    const mediaType = firstAttachment?.contentType ?? undefined;
+    // Build arrays for all attachments (for multi-image support)
+    const mediaPaths = mediaAttachments.map((a) => a.path).filter(Boolean);
+    const mediaTypes = mediaAttachments.map((a) => a.contentType ?? undefined);
     const previousTimestamp = readSessionUpdatedAt({
       storePath,
       sessionKey: decision.route.sessionKey,
diff --git a/extensions/imessage/src/monitor/types.ts b/extensions/imessage/src/monitor/types.ts
index 992130f8b3d..1a309716606 100644
--- a/extensions/imessage/src/monitor/types.ts
+++ b/extensions/imessage/src/monitor/types.ts
@@ -1,7 +1,7 @@
 import type { OpenClawConfig } from "openclaw/plugin-sdk/config-contracts";
 import type { RuntimeEnv } from "openclaw/plugin-sdk/runtime-env";
 
-type IMessageAttachment = {
+export type IMessageAttachment = {
   original_path?: string | null;
   mime_type?: string | null;
   missing?: boolean | null;