diff --git a/staging/src/k8s.io/apiextensions-apiserver/pkg/controller/openapi/v2/conversion.go b/staging/src/k8s.io/apiextensions-apiserver/pkg/controller/openapi/v2/conversion.go
index f5c342a8e82..b1d7114bf3e 100644
--- a/staging/src/k8s.io/apiextensions-apiserver/pkg/controller/openapi/v2/conversion.go
+++ b/staging/src/k8s.io/apiextensions-apiserver/pkg/controller/openapi/v2/conversion.go
@@ -73,6 +73,15 @@ func ToStructuralOpenAPIV2(in *structuralschema.Structural) *structuralschema.St
 				changed = true
 			}
 
+			for f, fs := range s.Properties {
+				if fs.Nullable {
+					s.ValueValidation.Required, changed = filterOut(s.ValueValidation.Required, f)
+				}
+			}
+			if s.AdditionalProperties != nil && s.AdditionalProperties.Structural != nil && s.AdditionalProperties.Structural.Nullable {
+				s.ValueValidation.Required, changed = nil, true
+			}
+
 			return changed
 		},
 		// we drop all junctors above, and hence, never reach nested value validations
@@ -82,3 +91,24 @@ func ToStructuralOpenAPIV2(in *structuralschema.Structural) *structuralschema.St
 
 	return out
 }
+
+func filterOut(ss []string, x string) ([]string, bool) {
+	var filtered []string
+	for i, s := range ss {
+		if s == x {
+			if filtered == nil {
+				filtered = make([]string, i, len(ss))
+				copy(filtered, ss[:i])
+			}
+		} else if filtered != nil {
+			filtered = append(filtered, s)
+		}
+	}
+	if filtered != nil {
+		if len(filtered) == 0 {
+			return nil, true
+		}
+		return filtered, true
+	}
+	return ss, false
+}
diff --git a/staging/src/k8s.io/apiextensions-apiserver/pkg/controller/openapi/v2/conversion_test.go b/staging/src/k8s.io/apiextensions-apiserver/pkg/controller/openapi/v2/conversion_test.go
index 9f98f60185a..8180d33fd26 100644
--- a/staging/src/k8s.io/apiextensions-apiserver/pkg/controller/openapi/v2/conversion_test.go
+++ b/staging/src/k8s.io/apiextensions-apiserver/pkg/controller/openapi/v2/conversion_test.go
@@ -172,6 +172,63 @@ func Test_ConvertJSONSchemaPropsToOpenAPIv2SchemaByType(t *testing.T) {
 			},
 			expected: new(spec.Schema),
 		},
+		{
+			name: "nullable required",
+			in: &apiextensions.JSONSchemaProps{
+				Type: "object",
+				Properties: map[string]apiextensions.JSONSchemaProps{
+					"a": {
+						Nullable: true,
+						Type:     "string",
+					},
+					"b": {
+						Nullable: true,
+						Type:     "string",
+					},
+					"c": {
+						Type: "string",
+					},
+				},
+				Required: []string{"a", "c"},
+			},
+			expected: &spec.Schema{
+				SchemaProps: spec.SchemaProps{
+					Type: []string{"object"},
+					Properties: map[string]spec.Schema{
+						"a": {},
+						"b": {},
+						"c": {
+							SchemaProps: spec.SchemaProps{
+								Type: []string{"string"},
+							},
+						},
+					},
+					Required: []string{"c"},
+				},
+			},
+		},
+		{
+			name: "nullable required additionalProperties",
+			in: &apiextensions.JSONSchemaProps{
+				Type: "object",
+				AdditionalProperties: &apiextensions.JSONSchemaPropsOrBool{
+					Schema: &apiextensions.JSONSchemaProps{
+						Nullable: true,
+						Type:     "string",
+					},
+				},
+				Required: []string{"a", "c"},
+			},
+			expected: &spec.Schema{
+				SchemaProps: spec.SchemaProps{
+					Type: []string{"object"},
+					AdditionalProperties: &spec.SchemaOrBool{
+						Allows: true,
+						Schema: &spec.Schema{},
+					},
+				},
+			},
+		},
 		{
 			name: "title",
 			in: &apiextensions.JSONSchemaProps{
@@ -829,6 +886,34 @@ func fuzzFuncs(f *fuzz.Fuzzer, refFunc func(ref *spec.Ref, c fuzz.Continue, visi
 	)
 }
 
+func TestFilterOut(t *testing.T) {
+	type Test struct {
+		name            string
+		input           []string
+		x               string
+		expected        []string
+		expectedChanged bool
+	}
+	for _, tt := range []Test{
+		{"nil", nil, "foo", nil, false},
+		{"empty", []string{}, "foo", []string{}, false},
+		{"foo", []string{"foo"}, "foo", nil, true},
+		{"aaa", []string{"a", "a", "a"}, "a", nil, true},
+		{"abc", []string{"a", "b", "c"}, "c", []string{"a", "b"}, true},
+		{"abbbcc", []string{"a", "b", "b", "b", "c", "c"}, "b", []string{"a", "c", "c"}, true},
+	} {
+		t.Run(tt.name, func(t *testing.T) {
+			got, gotChanged := filterOut(tt.input, tt.x)
+			if !reflect.DeepEqual(tt.expected, got) {
+				t.Errorf("expected slice %v, got %v", tt.expected, got)
+			}
+			if tt.expectedChanged != gotChanged {
+				t.Errorf("expected changed %v, got %v", tt.expected, got)
+			}
+		})
+	}
+}
+
 func max(i, j int) int {
 	if i > j {
 		return i