diff --git a/zerver/actions/user_settings.py b/zerver/actions/user_settings.py
index 57ebbd37b8..b17efd148a 100644
--- a/zerver/actions/user_settings.py
+++ b/zerver/actions/user_settings.py
@@ -7,6 +7,7 @@ from django.db.models import F
 from django.utils.timezone import now as timezone_now
 
 from confirmation.models import Confirmation, create_confirmation_link
+from confirmation.settings import STATUS_REVOKED
 from zerver.actions.presence import do_update_user_presence
 from zerver.lib.avatar import avatar_url
 from zerver.lib.cache import (
@@ -155,6 +156,11 @@ def do_start_email_change_process(user_profile: UserProfile, new_email: str) ->
         realm=user_profile.realm,
     )
 
+    # Deactivate existing email change requests
+    EmailChangeStatus.objects.filter(realm=user_profile.realm, user_profile=user_profile).exclude(
+        id=obj.id,
+    ).update(status=STATUS_REVOKED)
+
     activation_url = create_confirmation_link(obj, Confirmation.EMAIL_CHANGE)
     from zerver.context_processors import common_context
 
diff --git a/zerver/tests/test_email_change.py b/zerver/tests/test_email_change.py
index 9ad689fd6a..324429db18 100644
--- a/zerver/tests/test_email_change.py
+++ b/zerver/tests/test_email_change.py
@@ -131,6 +131,25 @@ class EmailChangeTestCase(ZulipTestCase):
         response = self.client_get(activation_url)
         self.assertEqual(response.status_code, 404)
 
+    def test_change_email_revokes(self) -> None:
+        user_profile = self.example_user("hamlet")
+        self.login_user(user_profile)
+        old_email = user_profile.delivery_email
+
+        first_email = "hamlet-newer@zulip.com"
+        first_url = self.generate_email_change_link(first_email)
+        second_email = "hamlet-newest@zulip.com"
+        second_url = self.generate_email_change_link(second_email)
+        response = self.client_get(first_url)
+        self.assertEqual(response.status_code, 404)
+        user_profile.refresh_from_db()
+        self.assertEqual(user_profile.delivery_email, old_email)
+
+        response = self.client_get(second_url)
+        self.assertEqual(response.status_code, 200)
+        user_profile.refresh_from_db()
+        self.assertEqual(user_profile.delivery_email, second_email)
+
     def test_change_email_deactivated_user_realm(self) -> None:
         new_email = "hamlet-new@zulip.com"
         user_profile = self.example_user("hamlet")
diff --git a/zerver/views/user_settings.py b/zerver/views/user_settings.py
index f7ee5f6310..6f87c134cd 100644
--- a/zerver/views/user_settings.py
+++ b/zerver/views/user_settings.py
@@ -80,6 +80,14 @@ def confirm_email_change(request: HttpRequest, confirmation_key: str) -> HttpRes
             id=email_change_object.user_profile_id
         )
 
+        if user_profile.delivery_email != old_email:
+            # This is not expected to be possible, since we deactivate
+            # any previous email changes when we create a new one, but
+            # double-check.
+            return render_confirmation_key_error(
+                request, ConfirmationKeyError(ConfirmationKeyError.EXPIRED)
+            )  # nocoverage
+
         if user_profile.realm.deactivated:
             return redirect_to_deactivation_notice()