diff --git a/tests/ordering/tests.py b/tests/ordering/tests.py
index 402e27d84b..79e1714ab6 100644
--- a/tests/ordering/tests.py
+++ b/tests/ordering/tests.py
@@ -165,6 +165,12 @@ class OrderingTests(TestCase):
             ),
             [self.a3, self.a4, self.a1, self.a2],
         )
+        self.assertQuerySetEqualReversible(
+            Article.objects.annotate(upper_name=Upper("author__name")).order_by(
+                F("upper_name").asc(nulls_last=True), "headline"
+            ),
+            [self.a3, self.a4, self.a1, self.a2],
+        )
 
     def test_order_by_nulls_first(self):
         Article.objects.filter(headline="Article 3").update(author=self.author_1)
@@ -190,6 +196,12 @@ class OrderingTests(TestCase):
             ),
             [self.a1, self.a2, self.a4, self.a3],
         )
+        self.assertQuerySetEqualReversible(
+            Article.objects.annotate(upper_name=Upper("author__name")).order_by(
+                F("upper_name").desc(nulls_first=True), "headline"
+            ),
+            [self.a1, self.a2, self.a4, self.a3],
+        )
 
     def test_orders_nulls_first_on_filtered_subquery(self):
         Article.objects.filter(headline="Article 1").update(author=self.author_1)