diff --git a/staging/src/k8s.io/apimachinery/pkg/apis/meta/v1/unstructured/unstructured_test.go b/staging/src/k8s.io/apimachinery/pkg/apis/meta/v1/unstructured/unstructured_test.go
index 54e14ed63b6..3eda144f8d1 100644
--- a/staging/src/k8s.io/apimachinery/pkg/apis/meta/v1/unstructured/unstructured_test.go
+++ b/staging/src/k8s.io/apimachinery/pkg/apis/meta/v1/unstructured/unstructured_test.go
@@ -17,12 +17,20 @@ limitations under the License.
 package unstructured_test
 
 import (
+	"bytes"
+	"math/big"
 	"math/rand"
+	"os"
 	"reflect"
+	"strconv"
+	"strings"
 	"testing"
+	"time"
 
 	"github.com/google/go-cmp/cmp"
+	fuzz "github.com/google/gofuzz"
 	"github.com/stretchr/testify/assert"
+
 	"k8s.io/apimachinery/pkg/api/apitesting/fuzzer"
 	"k8s.io/apimachinery/pkg/api/equality"
 	metafuzzer "k8s.io/apimachinery/pkg/apis/meta/fuzzer"
@@ -30,6 +38,8 @@ import (
 	"k8s.io/apimachinery/pkg/apis/meta/v1/unstructured"
 	"k8s.io/apimachinery/pkg/runtime"
 	"k8s.io/apimachinery/pkg/runtime/serializer"
+	cborserializer "k8s.io/apimachinery/pkg/runtime/serializer/cbor"
+	jsonserializer "k8s.io/apimachinery/pkg/runtime/serializer/json"
 )
 
 func TestNilUnstructuredContent(t *testing.T) {
@@ -118,6 +128,18 @@ func TestUnstructuredMetadataOmitempty(t *testing.T) {
 	}
 }
 
+// TestRoundTripJSONCBORUnstructured performs fuzz testing for roundtrip for
+// unstructured object between JSON and CBOR
+func TestRoundTripJSONCBORUnstructured(t *testing.T) {
+	roundtripType[*unstructured.Unstructured](t)
+}
+
+// TestRoundTripJSONCBORUnstructuredList performs fuzz testing for roundtrip for
+// unstructuredList object between JSON and CBOR
+func TestRoundTripJSONCBORUnstructuredList(t *testing.T) {
+	roundtripType[*unstructured.UnstructuredList](t)
+}
+
 func setObjectMeta(u *unstructured.Unstructured, objectMeta *metav1.ObjectMeta) error {
 	if objectMeta == nil {
 		unstructured.RemoveNestedField(u.UnstructuredContent(), "metadata")
@@ -148,3 +170,307 @@ func setObjectMetaUsingAccessors(u, uCopy *unstructured.Unstructured) {
 	uCopy.SetFinalizers(u.GetFinalizers())
 	uCopy.SetManagedFields(u.GetManagedFields())
 }
+
+// roundtripType performs fuzz testing for roundtrip conversion for
+// unstructured or unstructuredList object between two formats (A and B) in forward
+// and backward directions
+// Original and final unstructured/list are compared along with all intermediate ones
+func roundtripType[U runtime.Unstructured](t *testing.T) {
+	scheme := runtime.NewScheme()
+	fuzzer := fuzzer.FuzzerFor(fuzzer.MergeFuzzerFuncs(metafuzzer.Funcs, unstructuredFuzzerFuncs), rand.NewSource(getSeed(t)), serializer.NewCodecFactory(scheme))
+
+	jS := jsonserializer.NewSerializerWithOptions(jsonserializer.DefaultMetaFactory, scheme, scheme, jsonserializer.SerializerOptions{})
+	cS := cborserializer.NewSerializer(scheme, scheme)
+
+	for i := 0; i < 50; i++ {
+		original := reflect.New(reflect.TypeFor[U]().Elem()).Interface().(runtime.Unstructured)
+		fuzzer.Fuzz(original)
+		// unstructured -> JSON > unstructured > CBOR -> unstructured -> JSON -> unstructured
+		roundtrip(t, original, jS, cS)
+		// unstructured -> CBOR > unstructured > JSON -> unstructured -> CBOR -> unstructured
+		roundtrip(t, original, cS, jS)
+	}
+}
+
+// roundtrip tests that an Unstructured object roundtrips faithfully along the
+// sequence Unstructured -> A -> Unstructured -> B -> Unstructured -> A -> Unstructured,
+// given serializers for two encodings A and B. The final object and both intermediate
+// objects must all be equal to the original.
+func roundtrip(t *testing.T, original runtime.Unstructured, a, b runtime.Serializer) {
+	var buf bytes.Buffer
+
+	buf.Reset()
+	// (original) Unstructured -> A
+	if err := a.Encode(original, &buf); err != nil {
+		t.Fatalf("error encoding original unstructured to A: %v", err)
+	}
+	// A -> intermediate unstructured
+	uA := reflect.New(reflect.TypeOf(original).Elem()).Interface().(runtime.Object)
+	uA, _, err := a.Decode(buf.Bytes(), nil, uA)
+	if err != nil {
+		t.Fatalf("error decoding A to unstructured: %v", err)
+	}
+
+	// Compare original unstructured vs intermediate unstructured
+	tmp, ok := uA.(runtime.Unstructured)
+	if !ok {
+		t.Fatalf("unexpected type %T for unstructured", tmp)
+	}
+	if !unstructuredEqual(t, original, uA.(runtime.Unstructured)) {
+		t.Fatalf("original unstructured differed from unstructured via A: %v", cmp.Diff(original, uA))
+	}
+
+	buf.Reset()
+	// intermediate unstructured -> B
+	if err := b.Encode(uA, &buf); err != nil {
+		t.Fatalf("error encoding unstructured to B: %v", err)
+	}
+	// B -> intermediate unstructured
+	uB := reflect.New(reflect.TypeOf(original).Elem()).Interface().(runtime.Object)
+	uB, _, err = b.Decode(buf.Bytes(), nil, uB)
+	if err != nil {
+		t.Fatalf("error decoding B to unstructured: %v", err)
+	}
+
+	// compare original vs intermediate unstructured
+	tmp, ok = uB.(runtime.Unstructured)
+	if !ok {
+		t.Fatalf("unexpected type %T for unstructured", tmp)
+	}
+	if !unstructuredEqual(t, original, uB.(runtime.Unstructured)) {
+		t.Fatalf("unstructured via A differed from unstructured via B: %v", cmp.Diff(original, uB))
+	}
+
+	// intermediate unstructured -> A
+	buf.Reset()
+	if err := a.Encode(uB, &buf); err != nil {
+		t.Fatalf("error encoding unstructured to A: %v", err)
+	}
+	// A -> final unstructured
+	final := reflect.New(reflect.TypeOf(original).Elem()).Interface().(runtime.Object)
+	final, _, err = a.Decode(buf.Bytes(), nil, final)
+	if err != nil {
+		t.Fatalf("error decoding A to unstructured: %v", err)
+	}
+
+	// Compare original unstructured vs final unstructured
+	tmp, ok = final.(runtime.Unstructured)
+	if !ok {
+		t.Fatalf("unexpected type %T for unstructured", tmp)
+	}
+	if !unstructuredEqual(t, original, final.(runtime.Unstructured)) {
+		t.Errorf("object changed during unstructured->A->unstructured->B->unstructured roundtrip, diff: %s", cmp.Diff(original, final))
+	}
+}
+
+func getSeed(t *testing.T) int64 {
+	seed := int64(time.Now().Nanosecond())
+	if override := os.Getenv("TEST_RAND_SEED"); len(override) > 0 {
+		overrideSeed, err := strconv.ParseInt(override, 10, 64)
+		if err != nil {
+			t.Fatal(err)
+		}
+		seed = overrideSeed
+		t.Logf("using overridden seed: %d", seed)
+	} else {
+		t.Logf("seed (override with TEST_RAND_SEED if desired): %d", seed)
+	}
+	return seed
+}
+
+const (
+	maxUnstructuredDepth  = 64
+	maxUnstructuredFanOut = 5
+)
+
+func unstructuredFuzzerFuncs(codecs serializer.CodecFactory) []interface{} {
+	return []interface{}{
+		func(u *unstructured.Unstructured, c fuzz.Continue) {
+			obj := make(map[string]interface{})
+			obj["apiVersion"] = generateValidAPIVersionString(c)
+			obj["kind"] = generateNonEmptyString(c)
+			for j := c.Intn(maxUnstructuredFanOut); j >= 0; j-- {
+				obj[c.RandString()] = generateRandomTypeValue(maxUnstructuredDepth, c)
+			}
+			u.Object = obj
+		},
+		func(ul *unstructured.UnstructuredList, c fuzz.Continue) {
+			obj := make(map[string]interface{})
+			obj["apiVersion"] = generateValidAPIVersionString(c)
+			obj["kind"] = generateNonEmptyString(c)
+			for j := c.Intn(maxUnstructuredFanOut); j >= 0; j-- {
+				obj[c.RandString()] = generateRandomTypeValue(maxUnstructuredDepth, c)
+			}
+			for j := c.Intn(maxUnstructuredFanOut); j >= 0; j-- {
+				var item = unstructured.Unstructured{}
+				c.Fuzz(&item)
+				ul.Items = append(ul.Items, item)
+			}
+			ul.Object = obj
+		},
+	}
+}
+
+func generateNonEmptyString(c fuzz.Continue) string {
+	temp := c.RandString()
+	for len(temp) == 0 {
+		temp = c.RandString()
+	}
+	return temp
+}
+
+// generateNonEmptyNoSlashString generates a non-empty string without any slashes
+func generateNonEmptyNoSlashString(c fuzz.Continue) string {
+	temp := strings.ReplaceAll(generateNonEmptyString(c), "/", "")
+	for len(temp) == 0 {
+		temp = strings.ReplaceAll(generateNonEmptyString(c), "/", "")
+	}
+	return temp
+}
+
+// generateValidAPIVersionString generates valid apiVersion string with formats:
+// <string>/<string> or <string>
+func generateValidAPIVersionString(c fuzz.Continue) string {
+	if c.RandBool() {
+		return generateNonEmptyNoSlashString(c) + "/" + generateNonEmptyNoSlashString(c)
+	} else {
+		return generateNonEmptyNoSlashString(c)
+	}
+}
+
+// generateRandomTypeValue generates fuzzed valid JSON data types:
+// 1. numbers (float64, int64)
+// 2. string (utf-8 encodings)
+// 3. boolean
+// 4. array ([]interface{})
+// 5. object (map[string]interface{})
+// 6. null
+// Decoding into unstructured can only produce a nil interface{} value or the
+// concrete types map[string]interface{}, []interface{}, int64, float64, string, and bool
+// If a value of other types is put into an unstructured, it will roundtrip
+// to one of the above list of supported types. For example, if Time type is used,
+// it will be encoded into a RFC 3339 format string such as "2001-02-03T12:34:56Z"
+// and when decoding into Unstructured, there is no information to indicate
+// that this string was originally produced by encoding a metav1.Time.
+// All external-versioned builtin types are exercised through RoundtripToUnstructured
+// in apitesting package. Types like metav1.Time are implicitly being exercised
+// because they appear as fields in those types.
+func generateRandomTypeValue(depth int, c fuzz.Continue) interface{} {
+	t := c.Rand.Intn(120)
+	// If the max depth for unstructured is reached, only add non-recursive types
+	// which is 20+ in range
+	if depth == 0 {
+		t = 20 + c.Rand.Intn(120-20)
+	}
+
+	switch {
+	case t < 10:
+		item := make([]interface{}, c.Intn(maxUnstructuredFanOut))
+		for k := range item {
+			item[k] = generateRandomTypeValue(depth-1, c)
+		}
+		return item
+	case t < 20:
+		item := map[string]interface{}{}
+		for j := c.Intn(maxUnstructuredFanOut); j >= 0; j-- {
+			item[c.RandString()] = generateRandomTypeValue(depth-1, c)
+		}
+		return item
+	case t < 40:
+		// Only valid UTF-8 encodings
+		var item string
+		c.Fuzz(&item)
+		return item
+	case t < 60:
+		var item int64
+		c.Fuzz(&item)
+		return item
+	case t < 80:
+		var item bool
+		c.Fuzz(&item)
+		return item
+	case t < 100:
+		return c.Rand.NormFloat64()
+	case t < 120:
+		return nil
+	default:
+		panic("invalid case")
+	}
+}
+
+func unstructuredEqual(t *testing.T, a, b runtime.Unstructured) bool {
+	return anyEqual(t, a.UnstructuredContent(), b.UnstructuredContent())
+}
+
+// numberEqual asserts equality of two numbers which one is int64 and one is float64
+// In JSON, a non-decimal float64 is converted to int64 automatically in case the
+// float64 fits into int64 range. Otherwise, the non-decimal float64 remains a float.
+// As a result, this func does an int64 to float64 conversion using math/big package
+// to ensure the conversion is lossless before comparison.
+func numberEqual(a int64, b float64) bool {
+	// Ensure roundtrip int64 to float64 conversion is lossless
+	f, accuracy := big.NewInt(a).Float64()
+	if accuracy == big.Exact {
+		// Distinction between int64 and float64 is not preserved during JSON roundtrip for all numbers.
+		return f == b
+	}
+	return false
+}
+
+func anyEqual(t *testing.T, a, b interface{}) bool {
+	switch b.(type) {
+	case nil, bool, string, int64, float64, []interface{}, map[string]interface{}:
+	default:
+		t.Fatalf("unexpected value %v of type %T", b, b)
+	}
+
+	switch ac := a.(type) {
+	case nil, bool, string:
+		return ac == b
+	case int64:
+		if bc, ok := b.(float64); ok {
+			return numberEqual(ac, bc)
+		}
+		return ac == b
+	case float64:
+		if bc, ok := b.(int64); ok {
+			return numberEqual(bc, ac)
+		}
+		return ac == b
+	case []interface{}:
+		bc, ok := b.([]interface{})
+		if !ok {
+			return false
+		}
+		if len(ac) != len(bc) {
+			return false
+		}
+		for i, aa := range ac {
+			if !anyEqual(t, aa, bc[i]) {
+				return false
+			}
+		}
+		return true
+	case map[string]interface{}:
+		bc, ok := b.(map[string]interface{})
+		if !ok {
+			return false
+		}
+		if len(ac) != len(bc) {
+			return false
+		}
+		for k, aa := range ac {
+			bb, ok := bc[k]
+			if !ok {
+				return false
+			}
+			if !anyEqual(t, aa, bb) {
+				return false
+			}
+		}
+		return true
+	default:
+		t.Fatalf("unexpected value %v of type %T", a, a)
+	}
+	return true
+}