diff --git a/docs/src/demos/Extensions/Link/index.spec.js b/docs/src/demos/Extensions/Link/index.spec.js
index 72b305f6..18713a97 100644
--- a/docs/src/demos/Extensions/Link/index.spec.js
+++ b/docs/src/demos/Extensions/Link/index.spec.js
@@ -24,13 +24,27 @@ context('/api/extensions/link', () => {
     })
   })
 
-  it.skip('links should be auto detected', () => {
-    cy.get('.ProseMirror')
-      .then($span => {
-        $span.text('https://example.com')
-      })
-      .find('a')
-      .should('contain', 'https://example.com')
-      .should('have.attr', 'href', 'https://example.com')
+  const validUrls = [
+    'https://example.com',
+    'https://example.com/with-path',
+    'http://example.com/with-http',
+    'https://www.example.com/with-www',
+    'https://www.example.com/with-numbers-123',
+    'https://www.example.com/with-parameters?var=true',
+    'https://www.example.com/with-multiple-parameters?var=true&foo=bar',
+    'https://www.example.com/with-spaces?var=true&foo=bar+3',
+    // TODO: 'https://www.example.com/with,comma',
+    'http://thelongestdomainnameintheworldandthensomeandthensomemoreandmore.com/',
+    'https://example.longtopleveldomain',
+    'https://example-with-dashes.com',
+  ]
+
+  validUrls.forEach(url => {
+    it(`url should be detected: ${url}`, () => {
+      cy.get('.ProseMirror').paste({ pastePayload: url, pasteType: 'text/plain' })
+        .find('a')
+        .should('contain', url)
+        .should('have.attr', 'href', url)
+    })
   })
 })
diff --git a/tests/cypress/support/commands.js b/tests/cypress/support/commands.js
index 6b80b911..7dea73f2 100644
--- a/tests/cypress/support/commands.js
+++ b/tests/cypress/support/commands.js
@@ -70,3 +70,26 @@ Cypress.Commands.overwrite('click', (originalFn, element, text, options) => {
 
   return originalFn(element, text, newOptions)
 })
+
+Cypress.Commands.add(
+  'paste',
+  { prevSubject: true },
+  (subject, pasteOptions) => {
+    const { pastePayload, pasteType } = pasteOptions
+    const data = pasteType === 'application/json' ? JSON.stringify(pastePayload) : pastePayload
+    // https://developer.mozilla.org/en-US/docs/Web/API/DataTransfer
+    const clipboardData = new DataTransfer()
+    clipboardData.setData(pasteType, data)
+    // https://developer.mozilla.org/en-US/docs/Web/API/Element/paste_event
+    const pasteEvent = new ClipboardEvent('paste', {
+      bubbles: true,
+      cancelable: true,
+      dataType: pasteType,
+      data,
+      clipboardData,
+    })
+    subject[0].dispatchEvent(pasteEvent)
+
+    return subject
+  },
+)