4 files changed, 87 insertions, 4 deletions
diff --git a/tests/expressions/tests.py b/tests/expressions/tests.py
index fd0094db63..465edc54b5 100644
--- a/tests/expressions/tests.py
+++ b/tests/expressions/tests.py
@@ -48,6 +48,7 @@ from django.db.models.expressions import (
     Col,
     Combinable,
     CombinedExpression,
+    NegatedExpression,
     RawSQL,
     Ref,
 )
@@ -2536,6 +2537,61 @@ class ExpressionWrapperTests(SimpleTestCase):
         self.assertEqual(group_by_cols[0].output_field, expr.output_field)
 
 
+class NegatedExpressionTests(TestCase):
+    @classmethod
+    def setUpTestData(cls):
+        ceo = Employee.objects.create(firstname="Joe", lastname="Smith", salary=10)
+        cls.eu_company = Company.objects.create(
+            name="Example Inc.",
+            num_employees=2300,
+            num_chairs=5,
+            ceo=ceo,
+            based_in_eu=True,
+        )
+        cls.non_eu_company = Company.objects.create(
+            name="Foobar Ltd.",
+            num_employees=3,
+            num_chairs=4,
+            ceo=ceo,
+            based_in_eu=False,
+        )
+
+    def test_invert(self):
+        f = F("field")
+        self.assertEqual(~f, NegatedExpression(f))
+        self.assertIsNot(~~f, f)
+        self.assertEqual(~~f, f)
+
+    def test_filter(self):
+        self.assertSequenceEqual(
+            Company.objects.filter(~F("based_in_eu")),
+            [self.non_eu_company],
+        )
+
+        qs = Company.objects.annotate(eu_required=~Value(False))
+        self.assertSequenceEqual(
+            qs.filter(based_in_eu=F("eu_required")).order_by("eu_required"),
+            [self.eu_company],
+        )
+        self.assertSequenceEqual(
+            qs.filter(based_in_eu=~~F("eu_required")),
+            [self.eu_company],
+        )
+        self.assertSequenceEqual(
+            qs.filter(based_in_eu=~F("eu_required")),
+            [self.non_eu_company],
+        )
+        self.assertSequenceEqual(qs.filter(based_in_eu=~F("based_in_eu")), [])
+
+    def test_values(self):
+        self.assertSequenceEqual(
+            Company.objects.annotate(negated=~F("based_in_eu"))
+            .values_list("name", "negated")
+            .order_by("name"),
+            [("Example Inc.", False), ("Foobar Ltd.", True)],
+        )
+
+
 class OrderByTests(SimpleTestCase):
     def test_equal(self):
         self.assertEqual(
diff --git a/tests/queries/test_q.py b/tests/queries/test_q.py
index 923846b5a3..cdf40292b0 100644
--- a/tests/queries/test_q.py
+++ b/tests/queries/test_q.py
@@ -8,7 +8,7 @@ from django.db.models import (
     Q,
     Value,
 )
-from django.db.models.expressions import RawSQL
+from django.db.models.expressions import NegatedExpression, RawSQL
 from django.db.models.functions import Lower
 from django.db.models.sql.where import NothingNode
 from django.test import SimpleTestCase, TestCase
@@ -87,7 +87,7 @@ class QTests(SimpleTestCase):
         ]
         for q in tests:
             with self.subTest(q=q):
-                self.assertIs(q.negated, True)
+                self.assertIsInstance(q, NegatedExpression)
 
     def test_deconstruct(self):
         q = Q(price__gt=F("discounted_price"))
diff --git a/tests/update/models.py b/tests/update/models.py
index d7452dc302..d71fc887c7 100644
--- a/tests/update/models.py
+++ b/tests/update/models.py
@@ -10,6 +10,7 @@ class DataPoint(models.Model):
     name = models.CharField(max_length=20)
     value = models.CharField(max_length=20)
     another_value = models.CharField(max_length=20, blank=True)
+    is_active = models.BooleanField(default=True)
 
 
 class RelatedPoint(models.Model):
diff --git a/tests/update/tests.py b/tests/update/tests.py
index 2162f5164d..e88eeda96d 100644
--- a/tests/update/tests.py
+++ b/tests/update/tests.py
@@ -2,7 +2,7 @@ import unittest
 
 from django.core.exceptions import FieldError
 from django.db import IntegrityError, connection, transaction
-from django.db.models import CharField, Count, F, IntegerField, Max
+from django.db.models import Case, CharField, Count, F, IntegerField, Max, When
 from django.db.models.functions import Abs, Concat, Lower
 from django.test import TestCase
 from django.test.utils import register_lookup
@@ -81,7 +81,7 @@ class AdvancedTests(TestCase):
     def setUpTestData(cls):
         cls.d0 = DataPoint.objects.create(name="d0", value="apple")
         cls.d2 = DataPoint.objects.create(name="d2", value="banana")
-        cls.d3 = DataPoint.objects.create(name="d3", value="banana")
+        cls.d3 = DataPoint.objects.create(name="d3", value="banana", is_active=False)
         cls.r1 = RelatedPoint.objects.create(name="r1", data=cls.d3)
 
     def test_update(self):
@@ -249,6 +249,32 @@ class AdvancedTests(TestCase):
         Bar.objects.annotate(abs_id=Abs("m2m_foo")).order_by("abs_id").update(x=3)
         self.assertEqual(Bar.objects.get().x, 3)
 
+    def test_update_negated_f(self):
+        DataPoint.objects.update(is_active=~F("is_active"))
+        self.assertCountEqual(
+            DataPoint.objects.values_list("name", "is_active"),
+            [("d0", False), ("d2", False), ("d3", True)],
+        )
+        DataPoint.objects.update(is_active=~F("is_active"))
+        self.assertCountEqual(
+            DataPoint.objects.values_list("name", "is_active"),
+            [("d0", True), ("d2", True), ("d3", False)],
+        )
+
+    def test_update_negated_f_conditional_annotation(self):
+        DataPoint.objects.annotate(
+            is_d2=Case(When(name="d2", then=True), default=False)
+        ).update(is_active=~F("is_d2"))
+        self.assertCountEqual(
+            DataPoint.objects.values_list("name", "is_active"),
+            [("d0", True), ("d2", False), ("d3", True)],
+        )
+
+    def test_updating_non_conditional_field(self):
+        msg = "Cannot negate non-conditional expressions."
+        with self.assertRaisesMessage(TypeError, msg):
+            DataPoint.objects.update(is_active=~F("name"))
+
 
 @unittest.skipUnless(
     connection.vendor == "mysql",