diff --git a/test/browsercontext.spec.js b/test/browsercontext.spec.js
index 0ffcfc6ab1..78a264b204 100644
--- a/test/browsercontext.spec.js
+++ b/test/browsercontext.spec.js
@@ -16,7 +16,7 @@
  */
 
 const utils = require('./utils');
-const {FFOX, CHROMIUM, WEBKIT} = utils.testOptions(browserType);
+const {FFOX, CHROMIUM, WEBKIT, MAC} = utils.testOptions(browserType);
 
 describe('BrowserContext', function() {
   it('should create new context', async function({browser}) {
@@ -651,4 +651,36 @@ describe('Events.BrowserContext.Page', function() {
     ]);
     await context.close();
   });
+  it.fail(CHROMIUM || WEBKIT)('should work with Shift-clicking', async({browser, server}) => {
+    // Chromium: Shift+Click fires frameRequestedNavigation that never materializes
+    // because it actually opens a new window.
+    // WebKit: Shift+Click does not open a new window.
+    const context = await browser.newContext();
+    const page = await context.newPage();
+    await page.goto(server.EMPTY_PAGE);
+    await page.setContent('<a href="/one-style.html">yo</a>');
+    const [popup] = await Promise.all([
+      context.waitForEvent('page'),
+      page.click('a', { modifiers: ['Shift'] }),
+    ]);
+    expect(await page.evaluate(() => !!window.opener)).toBe(false);
+    expect(await popup.evaluate(() => !!window.opener)).toBe(false);
+    await context.close();
+  });
+  it.fail(CHROMIUM || WEBKIT)('should work with Ctrl-clicking', async({browser, server}) => {
+    // Chromium: Ctrl+Click fires frameRequestedNavigation that never materializes
+    // because it actually opens a new tab.
+    // WebKit: Ctrl+Click does not open a new tab.
+    const context = await browser.newContext();
+    const page = await context.newPage();
+    await page.goto(server.EMPTY_PAGE);
+    await page.setContent('<a href="/one-style.html">yo</a>');
+    const [popup] = await Promise.all([
+      context.waitForEvent('page'),
+      page.click('a', { modifiers: [ MAC ? 'Meta' : 'Control'] }),
+    ]);
+    expect(await page.evaluate(() => !!window.opener)).toBe(false);
+    expect(await popup.evaluate(() => !!window.opener)).toBe(false);
+    await context.close();
+  });
 });
diff --git a/test/popup.spec.js b/test/popup.spec.js
index e75813dc32..ab5f4e3af0 100644
--- a/test/popup.spec.js
+++ b/test/popup.spec.js
@@ -14,7 +14,7 @@
  * limitations under the License.
  */
 
-const {FFOX, CHROMIUM, WEBKIT} = require('./utils').testOptions(browserType);
+const {FFOX, CHROMIUM, WEBKIT, MAC} = require('./utils').testOptions(browserType);
 
 describe('Link navigation', function() {
   it('should inherit user agent from browser context', async function({browser, server}) {
@@ -304,6 +304,43 @@ describe('Page.Events.Popup', function() {
     expect(await popup.evaluate(() => !!window.opener)).toBe(true);
     await context.close();
   });
+  it.fail(true)('should work with Shift-clicking', async({browser, server}) => {
+    // Chromium:
+    // - Shift+Click fires frameRequestedNavigation that never materializes
+    //   because it actually opens a new window.
+    // - New window does not report an opener.
+    // WebKit: Shift+Click does not open a new window.
+    // Firefox: new window does not report an opener.
+    const context = await browser.newContext();
+    const page = await context.newPage();
+    await page.goto(server.EMPTY_PAGE);
+    await page.setContent('<a href="/one-style.html">yo</a>');
+    const [popup] = await Promise.all([
+      page.waitForEvent('popup'),
+      page.click('a', { modifiers: ['Shift'] }),
+    ]);
+    expect(await page.evaluate(() => !!window.opener)).toBe(false);
+    expect(await popup.evaluate(() => !!window.opener)).toBe(true);
+    await context.close();
+  });
+  it.fail(CHROMIUM || WEBKIT)('should work with Control-clicking', async({browser, server}) => {
+    // Chromium:
+    // - Shift+Click fires frameRequestedNavigation that never materializes
+    //   because it actually opens a new tab.
+    // - New tab does not report an opener.
+    // WebKit: Shift+Click does not open a new tab.
+    const context = await browser.newContext();
+    const page = await context.newPage();
+    await page.goto(server.EMPTY_PAGE);
+    await page.setContent('<a href="/one-style.html">yo</a>');
+    const [popup] = await Promise.all([
+      page.waitForEvent('popup'),
+      page.click('a', { modifiers: [MAC ? 'Meta' : 'Control'] }),
+    ]);
+    expect(await page.evaluate(() => !!window.opener)).toBe(false);
+    expect(await popup.evaluate(() => !!window.opener)).toBe(false);
+    await context.close();
+  });
   it('should work with fake-clicking target=_blank and rel=noopener', async({browser, server}) => {
     const context = await browser.newContext();
     const page = await context.newPage();