diff --git a/tests/ai-toolbar.test.ts b/tests/ai-toolbar.test.ts
index 7d59572..68eba22 100644
--- a/tests/ai-toolbar.test.ts
+++ b/tests/ai-toolbar.test.ts
@@ -1,6 +1,7 @@
 import { afterEach, beforeEach, describe, expect, mock, test } from "bun:test";
 import * as React from "react";
 import { renderToStaticMarkup } from "react-dom/server";
+import { imageFileKey } from "@/lib/multi-image";
 
 type AIToolbarProps = {
 	adminAiEnabled: boolean;
@@ -586,6 +587,19 @@ describe("AI toolbar paste capture", () => {
 		expect(imageTriggerOpen).toHaveBeenCalledTimes(1);
 	});
 
+	test("Mod+A without Shift does not open the image picker", async () => {
+		const { textareaProps, imageTriggerOpen } = await renderToolbarBoundary();
+		const event = createTextareaKeydownEvent({
+			key: "A",
+			ctrlKey: true,
+		});
+
+		textareaProps.onKeyDown?.(event);
+
+		expect(event.preventDefault).not.toHaveBeenCalled();
+		expect(imageTriggerOpen).not.toHaveBeenCalled();
+	});
+
 	test("Shift+Cmd+A also opens the image picker when the composer is idle", async () => {
 		const { textareaProps, imageTriggerOpen } = await renderToolbarBoundary();
 		const metaEvent = createTextareaKeydownEvent({
@@ -748,6 +762,69 @@ describe("AI toolbar paste capture", () => {
 		expect(onImagesSelect).toHaveBeenCalledTimes(1);
 	});
 
+	test("Shift+Mod+V does not trigger the async clipboard fallback", async () => {
+		const onImagesSelect = mock();
+		const clipboardRead = mock(async () => []);
+
+		(globalThis as { navigator?: Navigator }).navigator = {
+			clipboard: { read: clipboardRead },
+		} as Navigator;
+
+		await renderToolbar({ onImagesSelect });
+
+		const handleDocumentKeydown = getDocumentListener("keydown");
+
+		await handleDocumentKeydown(
+			createDocumentKeydownEvent({ ctrlKey: true, shiftKey: true }),
+		);
+
+		expect(clipboardRead).not.toHaveBeenCalled();
+		expect(onImagesSelect).not.toHaveBeenCalled();
+	});
+
+	test("Alt+Mod+V does not trigger the async clipboard fallback", async () => {
+		const onImagesSelect = mock();
+		const clipboardRead = mock(async () => []);
+
+		(globalThis as { navigator?: Navigator }).navigator = {
+			clipboard: { read: clipboardRead },
+		} as Navigator;
+
+		await renderToolbar({ onImagesSelect });
+
+		const handleDocumentKeydown = getDocumentListener("keydown");
+
+		await handleDocumentKeydown(
+			createDocumentKeydownEvent({ ctrlKey: true, altKey: true }),
+		);
+
+		expect(clipboardRead).not.toHaveBeenCalled();
+		expect(onImagesSelect).not.toHaveBeenCalled();
+	});
+
+	test("async clipboard fallback ignores editable targets", async () => {
+		const onImagesSelect = mock();
+		const clipboardRead = mock(async () => []);
+
+		(globalThis as { navigator?: Navigator }).navigator = {
+			clipboard: { read: clipboardRead },
+		} as Navigator;
+
+		await renderToolbar({ onImagesSelect });
+
+		const handleDocumentKeydown = getDocumentListener("keydown");
+
+		await handleDocumentKeydown(
+			createDocumentKeydownEvent({
+				ctrlKey: true,
+				target: { tagName: "DIV", isContentEditable: true },
+			}),
+		);
+
+		expect(clipboardRead).not.toHaveBeenCalled();
+		expect(onImagesSelect).not.toHaveBeenCalled();
+	});
+
 	test("Ctrl+Meta+V does not trigger the async clipboard fallback", async () => {
 		const onImagesSelect = mock();
 		const clipboardRead = mock(async () => []);
@@ -918,6 +995,9 @@ describe("AI toolbar paste capture", () => {
 		expect(syncOnImagesSelect.mock.calls[0]?.[0][0]?.lastModified).toBe(
 			asyncOnImagesSelect.mock.calls[0]?.[0][0]?.lastModified,
 		);
+		expect(
+			imageFileKey(syncOnImagesSelect.mock.calls[0]?.[0][0]),
+		).toBe(imageFileKey(asyncOnImagesSelect.mock.calls[0]?.[0][0]));
 	});
 
 	test("async clipboard fallback does not double-handle a paste already handled by the synchronous document paste flow", async () => {