diff --git a/packages/context-menu/src/vaadin-contextmenu-items-mixin.js b/packages/context-menu/src/vaadin-contextmenu-items-mixin.js
index 5e6a5c0e0d..f24f313b2f 100644
--- a/packages/context-menu/src/vaadin-contextmenu-items-mixin.js
+++ b/packages/context-menu/src/vaadin-contextmenu-items-mixin.js
@@ -69,7 +69,7 @@ export const ItemsMixin = (superClass) =>
       // Overlay's outside click listener doesn't work with modeless
       // overlays (submenus) so we need additional logic for it
       this.__itemsOutsideClickListener = (e) => {
-        if (!e.composedPath().some((el) => el.localName === `${this._tagNamePrefix}-overlay`)) {
+        if (this._shouldCloseOnOutsideClick(e)) {
           this.dispatchEvent(new CustomEvent('items-outside-click'));
         }
       };
@@ -101,6 +101,18 @@ export const ItemsMixin = (superClass) =>
       document.documentElement.removeEventListener('click', this.__itemsOutsideClickListener);
     }
 
+    /**
+     * Whether to close the overlay on outside click or not.
+     * Override this method to customize the closing logic.
+     *
+     * @param {Event} event
+     * @return {boolean}
+     * @protected
+     */
+    _shouldCloseOnOutsideClick(event) {
+      return !event.composedPath().some((el) => el.localName === `${this._tagNamePrefix}-overlay`);
+    }
+
     /** @protected */
     __forwardFocus() {
       const overlay = this._overlayElement;
diff --git a/packages/menu-bar/src/vaadin-menu-bar-mixin.js b/packages/menu-bar/src/vaadin-menu-bar-mixin.js
index 78a7fff35c..ac03709af7 100644
--- a/packages/menu-bar/src/vaadin-menu-bar-mixin.js
+++ b/packages/menu-bar/src/vaadin-menu-bar-mixin.js
@@ -904,7 +904,6 @@ export const MenuBarMixin = (superClass) =>
 
     /** @private */
     __onButtonClick(e) {
-      e.stopPropagation();
       const button = this._getButtonFromEvent(e);
       if (button) {
         this.__openSubMenu(button, button.__triggeredWithActiveKeys);
diff --git a/packages/menu-bar/src/vaadin-menu-bar-submenu-mixin.js b/packages/menu-bar/src/vaadin-menu-bar-submenu-mixin.js
index 3776e3b60c..213ecf3758 100644
--- a/packages/menu-bar/src/vaadin-menu-bar-submenu-mixin.js
+++ b/packages/menu-bar/src/vaadin-menu-bar-submenu-mixin.js
@@ -46,4 +46,21 @@ export const SubMenuMixin = (superClass) =>
         this.getRootNode().host._close();
       }
     }
+
+    /**
+     * Override method from `ContextMenuMixin` to prevent closing
+     * sub-menu on the same click event that was used to open it.
+     *
+     * @param {Event} event
+     * @return {boolean}
+     * @protected
+     * @override
+     */
+    _shouldCloseOnOutsideClick(event) {
+      if (this.hasAttribute('is-root') && event.composedPath().includes(this.listenOn)) {
+        return false;
+      }
+
+      return super._shouldCloseOnOutsideClick(event);
+    }
   };
diff --git a/packages/menu-bar/test/sub-menu.common.js b/packages/menu-bar/test/sub-menu.common.js
index 81f3421663..7843c3540c 100644
--- a/packages/menu-bar/test/sub-menu.common.js
+++ b/packages/menu-bar/test/sub-menu.common.js
@@ -94,6 +94,29 @@ describe('sub-menu', () => {
     expect(spy.calledOnce).to.be.true;
   });
 
+  it('should set pointer events to `auto` when opened on click', async () => {
+    buttons[0].click();
+    await nextRender(subMenu);
+    expect(menu.style.pointerEvents).to.equal('auto');
+  });
+
+  it('should reset pointer events after closing on click', async () => {
+    buttons[0].click();
+    await nextRender(subMenu);
+
+    buttons[0].click();
+    await nextRender(subMenu);
+    expect(menu.style.pointerEvents).to.be.empty;
+  });
+
+  it('should not stop click event from propagating when opened ', async () => {
+    const event = new CustomEvent('click', { bubbles: true });
+    const spy = sinon.spy(event, 'stopPropagation');
+    buttons[0].dispatchEvent(event);
+    await nextRender(subMenu);
+    expect(spy.called).to.be.false;
+  });
+
   it('should focus the overlay when sub-menu opened on click', async () => {
     const spy = sinon.spy(subMenuOverlay.$.overlay, 'focus');
     buttons[0].click();