diff --git a/components/email/__tests__/composer-plugin-surfaces.test.tsx b/components/email/__tests__/composer-plugin-surfaces.test.tsx
index 34b0ad4d9..73dacdb35 100644
--- a/components/email/__tests__/composer-plugin-surfaces.test.tsx
+++ b/components/email/__tests__/composer-plugin-surfaces.test.tsx
@@ -3,7 +3,7 @@ import { afterEach, beforeEach, describe, expect, it, vi } from 'vitest';
 import React from 'react';
 import { EmailComposer } from '../email-composer';
 import { useAuthStore } from '@/stores/auth-store';
-import { resetActions, setActionDispatcher, setPluginActions } from '@/lib/plugin-sandbox/actions';
+import { checkActions, resetActions, setActionDispatcher, setPluginActions } from '@/lib/plugin-sandbox/actions';
 import { clearOffers, lastSlotProps, offerSlots, slotProps } from '@/components/plugins/__tests__/fake-plugin-offer';
 import { useSettingsStore } from '@/stores/settings-store';
 import { SLOT_CATALOG } from '@/lib/plugin-slot-catalog';
@@ -334,6 +334,50 @@ describe('composer-send-menu', () => {
   });
 });
 
+describe('composer-options-menu and composer-toolbar-actions', () => {
+  it('lists plugin options in Options, ticked ones as check items counted in the badge', async () => {
+    act(() => setPluginActions('smime', 'S/MIME', 'composer-options-menu', [
+      { id: 'sign', label: 'Sign', checked: true, description: 'With your certificate' },
+      { id: 'encrypt', label: 'Encrypt', checked: false },
+      { id: 'zones', label: 'Insert time in other zones' },
+    ]));
+    render(<EmailComposer initialData={DRAFT} onClose={vi.fn()} />);
+
+    const options = screen.getByTestId('composer-options-menu');
+    expect(options).toHaveTextContent('1');
+    fireEvent.click(options);
+    const sign = screen.getByRole('menuitemcheckbox', { name: /Sign/ });
+    expect(sign).toHaveAttribute('aria-checked', 'true');
+    expect(sign).toHaveTextContent('With your certificate');
+    expect(screen.getByRole('menuitemcheckbox', { name: 'Encrypt' })).toHaveAttribute('aria-checked', 'false');
+
+    await act(async () => { fireEvent.click(screen.getByRole('menuitemcheckbox', { name: 'Encrypt' })); });
+    expect(dispatch).toHaveBeenCalledWith('smime', 'composer-options-menu', 'encrypt', { composerId: expect.any(String) });
+    // A check item leaves the menu open, so several options can be set.
+    expect(screen.getByRole('menuitemcheckbox', { name: /Sign/ })).toBeInTheDocument();
+
+    await act(async () => { fireEvent.click(screen.getByRole('menuitem', { name: 'Insert time in other zones' })); });
+    expect(dispatch).toHaveBeenCalledWith('smime', 'composer-options-menu', 'zones', { composerId: expect.any(String) });
+  });
+
+  it('draws plugin buttons in the bottom bar like Attach, with the shortcut in the tooltip', async () => {
+    act(() => setPluginActions('ai', 'Assistant', 'composer-toolbar-actions', [{ id: 'ask', label: 'Assistant', icon: 'sparkles', shortcut: 'Alt+A' }]));
+    render(<EmailComposer initialData={DRAFT} onClose={vi.fn()} />);
+    const button = screen.getByRole('button', { name: 'Assistant' });
+    expect(button).toHaveAttribute('title', 'Assistant (Alt+A)');
+    expect(button.className).toContain('h-9');
+    // Not in the plugin frame row above the bar.
+    expect(button.closest('[data-composer-plugin-row]')).toBeNull();
+    await act(async () => { fireEvent.click(button); });
+    expect(dispatch).toHaveBeenCalledWith('ai', 'composer-toolbar-actions', 'ask', { composerId: expect.any(String) });
+  });
+
+  it('refuses odd values for checked and description', () => {
+    expect(() => setPluginActions('p', 'P', 'composer-options-menu', checkActions([{ id: 'a', label: 'A', checked: 'yes' }]))).toThrow(/checked must be true or false/);
+    expect(() => checkActions([{ id: 'a', label: 'A', description: 'x'.repeat(121) }])).toThrow(/description/);
+  });
+});
+
 describe('composer-attach-menu', () => {
   it('turns Attach into a menu for plugin entries', async () => {
     act(() => setPluginActions('p', 'Cloud', 'composer-attach-menu', [{ id: 'cloud', label: 'From the cloud' }]));
diff --git a/components/email/composer-toolbar-menu.tsx b/components/email/composer-toolbar-menu.tsx
index 7b09d5f13..0c7c26c34 100644
--- a/components/email/composer-toolbar-menu.tsx
+++ b/components/email/composer-toolbar-menu.tsx
@@ -195,6 +195,20 @@ export function ComposerPluginMenuItems({ surface, context, onSelect, separator
       {separator && <div role="separator" className="my-1 h-px bg-border" />}
       {actions.map((action) => {
         const Icon = iconForName(action.icon) ?? Puzzle;
+        if (action.checked !== undefined) {
+          // An option like the menu's own (plain text, read receipt): stays
+          // open, so several can be set in one go.
+          return (
+            <ComposerToolbarMenuCheckItem
+              key={`${action.pluginId}:${action.id}`}
+              checked={action.checked}
+              description={action.description}
+              onToggle={() => { void runAction(action, surface, typeof context === "function" ? context() : context); }}
+            >
+              {action.label}
+            </ComposerToolbarMenuCheckItem>
+          );
+        }
         return (
           <button
             key={`${action.pluginId}:${action.id}`}
@@ -211,7 +225,10 @@ export function ComposerPluginMenuItems({ surface, context, onSelect, separator
             )}
           >
             <Icon className="w-4 h-4 shrink-0 text-muted-foreground" />
-            <span className="flex-1">{action.label}</span>
+            <span className="flex-1">
+              <span className="block">{action.label}</span>
+              {action.description && <span className="block text-xs text-muted-foreground">{action.description}</span>}
+            </span>
           </button>
         );
       })}
diff --git a/components/email/email-composer.tsx b/components/email/email-composer.tsx
index df1e789c1..ceb8a8a59 100644
--- a/components/email/email-composer.tsx
+++ b/components/email/email-composer.tsx
@@ -2086,6 +2086,8 @@ export function EmailComposer({
   // itself has nothing else to put there.
   const hasSendMenuActions = usePluginActions('composer-send-menu').length > 0;
   const hasAttachMenuActions = usePluginActions('composer-attach-menu').length > 0;
+  // Ticked plugin options count in the Options button's badge like the app's own.
+  const pluginOptionsOn = usePluginActions('composer-options-menu').filter((a) => a.checked).length;
 
   // Files from the Files app are already blobs on the server, so they are
   // attached by blobId with no download or upload (#1179). Stalwart resolves a
@@ -4075,7 +4077,7 @@ export function EmailComposer({
             <ComposerToolbarMenu
               icon={SlidersHorizontal}
               label={t('options')}
-              activeCount={[plainTextMode, requestReadReceipt, requestDsn, requireTls].filter(Boolean).length}
+              activeCount={[plainTextMode, requestReadReceipt, requestDsn, requireTls].filter(Boolean).length + pluginOptionsOn}
               testId="composer-options-menu"
             >
               {(close) => <>
diff --git a/lib/plugin-sandbox/actions.ts b/lib/plugin-sandbox/actions.ts
index ef5f81b9e..e69da38da 100644
--- a/lib/plugin-sandbox/actions.ts
+++ b/lib/plugin-sandbox/actions.ts
@@ -25,6 +25,13 @@ export interface PluginAction {
    * Ctrl/Cmd+Shift or Ctrl/Cmd+Alt, like plugin shortcuts.
    */
   shortcut?: string;
+  /**
+   * On menu surfaces (the composer's Options and Send menus): draw the entry
+   * as a check item, ticked or not. The plugin updates it with setActions.
+   */
+  checked?: boolean;
+  /** A second line under the label, on menu surfaces. Up to 120 characters. */
+  description?: string;
 }
 
 export interface RegisteredAction extends PluginAction {
@@ -77,6 +84,14 @@ export function checkActions(value: unknown): PluginAction[] {
       out.mimeTypes = (a.mimeTypes as string[]).map((m) => m.toLowerCase());
     }
     if (a.danger !== undefined) out.danger = a.danger === true;
+    if (a.checked !== undefined) {
+      if (typeof a.checked !== 'boolean') throw new Error(`actions[${i}].checked must be true or false`);
+      out.checked = a.checked;
+    }
+    if (a.description !== undefined) {
+      if (typeof a.description !== 'string' || a.description.length > 120) throw new Error(`actions[${i}].description must be a string of up to 120 characters`);
+      if (a.description.trim()) out.description = a.description.trim();
+    }
     if (a.shortcut !== undefined) {
       if (typeof a.shortcut !== 'string' || a.shortcut.length > 30 || !isAllowedPluginCombo(a.shortcut)) {
         throw new Error(`actions[${i}].shortcut must use Alt, Ctrl+Shift or Ctrl+Alt`);