diff --git a/backend/azure/azure.go b/backend/azure/azure.go
index dde11a98..e3648c5d 100644
--- a/backend/azure/azure.go
+++ b/backend/azure/azure.go
@@ -1111,39 +1111,36 @@ func (az *Azure) ListObjectsV2(ctx context.Context, input *s3.ListObjectsV2Input
 }
 
 func (az *Azure) DeleteObject(ctx context.Context, input *s3.DeleteObjectInput) (*s3.DeleteObjectOutput, error) {
-	if input.IfMatch != nil || input.IfMatchLastModifiedTime != nil || input.IfMatchSize != nil {
-		// evaluate the preconditions before deleting the object
+	conds := backend.ObjectDeletePreconditions{
+		IfMatch:            input.IfMatch,
+		IfMatchLastModTime: input.IfMatchLastModifiedTime,
+		IfMatchSize:        input.IfMatchSize,
+	}
+	if conds.IsSet() {
+		// evaluate the preconditions before deleting the object, a
+		// missing object fails them with NoSuchKey
 		props, err := az.HeadObject(ctx, &s3.HeadObjectInput{
 			Bucket: input.Bucket,
 			Key:    input.Key,
 		})
-		if err != nil && !errors.Is(err, s3err.GetAPIError(s3err.ErrNoSuchKey)) {
-			// if object doesn't exist, skip preconditions
-			// if unexpected error shows up, return the error
+		if err != nil {
 			return nil, err
 		}
-		if err == nil {
-			var etag string
-			if props.ETag != nil {
-				etag = *props.ETag
-			}
-			var lastMod time.Time
-			if props.LastModified != nil {
-				lastMod = *props.LastModified
-			}
-			var size int64
-			if props.ContentLength != nil {
-				size = *props.ContentLength
-			}
-			err := backend.EvaluateObjectDeletePreconditions(etag, lastMod, size,
-				backend.ObjectDeletePreconditions{
-					IfMatch:            input.IfMatch,
-					IfMatchLastModTime: input.IfMatchLastModifiedTime,
-					IfMatchSize:        input.IfMatchSize,
-				})
-			if err != nil {
-				return nil, err
-			}
+		var etag string
+		if props.ETag != nil {
+			etag = *props.ETag
+		}
+		var lastMod time.Time
+		if props.LastModified != nil {
+			lastMod = *props.LastModified
+		}
+		var size int64
+		if props.ContentLength != nil {
+			size = *props.ContentLength
+		}
+		err = backend.EvaluateObjectDeletePreconditions(etag, lastMod, size, conds)
+		if err != nil {
+			return nil, err
 		}
 	}
 
diff --git a/backend/common.go b/backend/common.go
index cb75d463..5568cac3 100644
--- a/backend/common.go
+++ b/backend/common.go
@@ -851,9 +851,15 @@ type ObjectDeletePreconditions struct {
 	IfMatchSize        *int64
 }
 
-// EvaluateObjectDeletePreconditions evaluates preconditions for DeleteObject
-// and for each object in DeleteObjects. An If-Match (or ObjectIdentifier ETag)
-// of "*" matches any ETag.
+// IsSet reports whether the delete has any condition. A conditional delete
+// of a key with no current version, including one whose current version is
+// a delete marker, fails with NoSuchKey instead of succeeding.
+func (p ObjectDeletePreconditions) IsSet() bool {
+	return p.IfMatch != nil || p.IfMatchLastModTime != nil || p.IfMatchSize != nil
+}
+
+// EvaluateObjectDeletePreconditions evaluates the DeleteObject conditions
+// against an existing object. If-Match "*" matches any object.
 func EvaluateObjectDeletePreconditions(etag string, modTime time.Time, size int64, preconditions ObjectDeletePreconditions) error {
 	etag = strings.Trim(etag, `"`)
 	if preconditions.IfMatch != nil {
diff --git a/backend/posix/posix.go b/backend/posix/posix.go
index 576ca589..d6f3c12d 100644
--- a/backend/posix/posix.go
+++ b/backend/posix/posix.go
@@ -4480,6 +4480,44 @@ func (p *Posix) checkPutPreconditions(bucket, object string, ifMatch, ifNoneMatc
 	return nil
 }
 
+// checkDeletePreconditions evaluates the conditions of a delete of the
+// current version of key. A key with no current version, including one
+// whose current version is a delete marker, fails them with NoSuchKey.
+func (p *Posix) checkDeletePreconditions(bucket, object string, conds backend.ObjectDeletePreconditions) error {
+	if !conds.IsSet() {
+		return nil
+	}
+
+	// the entry at the object path may be the object of the key with or
+	// without the trailing slash
+	fi, err := p.statLiveObject(bucket, object)
+	if errors.Is(err, fs.ErrNotExist) {
+		return s3err.GetAPIError(s3err.ErrNoSuchKey)
+	}
+	if isErrNameTooLong(err) {
+		return s3err.GetKeyTooLongErr(int64(len(object)), 1024)
+	}
+	if err != nil {
+		return fmt.Errorf("stat object: %w", err)
+	}
+
+	// a delete marker keeps the etag of the version it hides
+	isDel, err := p.isObjDeleteMarker(bucket, object)
+	if err != nil {
+		return err
+	}
+	if isDel {
+		return s3err.GetAPIError(s3err.ErrNoSuchKey)
+	}
+
+	etag, err := p.meta.RetrieveAttribute(nil, bucket, object, etagkey)
+	if err != nil || len(etag) == 0 {
+		etag = []byte(p.defaultEtag)
+	}
+
+	return backend.EvaluateObjectDeletePreconditions(string(etag), fi.ModTime(), fi.Size(), conds)
+}
+
 // snapshotObjVersion copies the current object at bucket/key into the
 // versioning directory before the object is replaced, if versioning is
 // configured for the bucket and there is an object to snapshot.
@@ -5165,13 +5203,18 @@ func (p *Posix) DeleteObject(ctx context.Context, input *s3.DeleteObjectInput) (
 		return nil, err
 	}
 
-	evalPreconditions := func(f os.FileInfo, bucket, object string) error {
-		var err error
-		if f == nil {
-			f, err = os.Stat(p.ObjectPath(bucket, object))
-			if err != nil {
-				return nil
-			}
+	conds := backend.ObjectDeletePreconditions{
+		IfMatch:            input.IfMatch,
+		IfMatchLastModTime: input.IfMatchLastModifiedTime,
+		IfMatchSize:        input.IfMatchSize,
+	}
+
+	// evalVersionPreconditions evaluates the conditions against the
+	// version at bucket/object
+	evalVersionPreconditions := func(bucket, object string) error {
+		f, err := os.Stat(p.ObjectPath(bucket, object))
+		if err != nil {
+			return nil
 		}
 
 		b, err := p.meta.RetrieveAttribute(nil, bucket, object, etagkey)
@@ -5180,17 +5223,16 @@ func (p *Posix) DeleteObject(ctx context.Context, input *s3.DeleteObjectInput) (
 			etag = p.defaultEtag
 		}
 
-		// evaluate preconditions
-		return backend.EvaluateObjectDeletePreconditions(etag, f.ModTime(), f.Size(),
-			backend.ObjectDeletePreconditions{
-				IfMatch:            input.IfMatch,
-				IfMatchLastModTime: input.IfMatchLastModifiedTime,
-				IfMatchSize:        input.IfMatchSize,
-			})
+		return backend.EvaluateObjectDeletePreconditions(etag, f.ModTime(), f.Size(), conds)
 	}
 
 	if p.versioningEnabled() && vStatus != "" {
 		if getString(input.VersionId) == "" {
+			err := p.checkDeletePreconditions(bucket, object, conds)
+			if err != nil {
+				return nil, err
+			}
+
 			// if the versionId is not specified, make the current version a delete marker
 			fi, err := os.Stat(objpath)
 			if errors.Is(err, fs.ErrNotExist) || isErrNotDir(err) {
@@ -5214,11 +5256,6 @@ func (p *Posix) DeleteObject(ctx context.Context, input *s3.DeleteObjectInput) (
 				return &s3.DeleteObjectOutput{}, nil
 			}
 
-			err = evalPreconditions(fi, bucket, object)
-			if err != nil {
-				return nil, err
-			}
-
 			acct, ok := ctx.Value("account").(auth.Account)
 			if !ok {
 				acct = auth.Account{}
@@ -5306,7 +5343,7 @@ func (p *Posix) DeleteObject(ctx context.Context, input *s3.DeleteObjectInput) (
 
 			if string(vId) == *input.VersionId {
 				// evaluate preconditions
-				err := evalPreconditions(nil, bucket, object)
+				err := evalVersionPreconditions(bucket, object)
 				if err != nil {
 					return nil, err
 				}
@@ -5443,7 +5480,7 @@ func (p *Posix) DeleteObject(ctx context.Context, input *s3.DeleteObjectInput) (
 				}, nil
 			}
 
-			err = evalPreconditions(nil, versionPath, *input.VersionId)
+			err = evalVersionPreconditions(versionPath, *input.VersionId)
 			if err != nil {
 				return nil, err
 			}
@@ -5478,6 +5515,11 @@ func (p *Posix) DeleteObject(ctx context.Context, input *s3.DeleteObjectInput) (
 		return &s3.DeleteObjectOutput{VersionId: input.VersionId}, nil
 	}
 
+	err = p.checkDeletePreconditions(bucket, object, conds)
+	if err != nil {
+		return nil, err
+	}
+
 	fi, err := os.Stat(objpath)
 	if isErrNameTooLong(err) {
 		return nil, s3err.GetKeyTooLongErr(int64(len(object)), 1024)
@@ -5503,11 +5545,6 @@ func (p *Posix) DeleteObject(ctx context.Context, input *s3.DeleteObjectInput) (
 		return &s3.DeleteObjectOutput{}, nil
 	}
 
-	err = evalPreconditions(fi, bucket, object)
-	if err != nil {
-		return nil, err
-	}
-
 	err = os.Remove(objpath)
 	if errors.Is(err, fs.ErrNotExist) {
 		return nil, s3err.GetAPIError(s3err.ErrNoSuchKey)
diff --git a/backend/posix/posix_conditional_delete_test.go b/backend/posix/posix_conditional_delete_test.go
new file mode 100644
index 00000000..ccd6a1cd
--- /dev/null
+++ b/backend/posix/posix_conditional_delete_test.go
@@ -0,0 +1,188 @@
+// Copyright 2026 Versity Software
+// This file is licensed under the Apache License, Version 2.0
+// (the "License"); you may not use this file except in compliance
+// with the License.  You may obtain a copy of the License at
+//
+//   http://www.apache.org/licenses/LICENSE-2.0
+//
+// Unless required by applicable law or agreed to in writing,
+// software distributed under the License is distributed on an
+// "AS IS" BASIS, WITHOUT WARRANTIES OR CONDITIONS OF ANY
+// KIND, either express or implied.  See the License for the
+// specific language governing permissions and limitations
+// under the License.
+
+package posix
+
+import (
+	"context"
+	"testing"
+
+	"github.com/aws/aws-sdk-go-v2/aws"
+	"github.com/aws/aws-sdk-go-v2/service/s3"
+	"github.com/aws/aws-sdk-go-v2/service/s3/types"
+	"github.com/stretchr/testify/assert"
+	"github.com/versity/versitygw/backend/meta"
+	"github.com/versity/versitygw/s3err"
+)
+
+func TestPosixConditionalDelete(t *testing.T) {
+	for name, mkMeta := range metaModes(t) {
+		t.Run(name, func(t *testing.T) {
+			ctx := context.Background()
+			p := newVersionedTestPosix(t, mkMeta)
+			bucket, vBucket := "bucket", "versioned"
+			createTestBucket(t, p, bucket)
+			createTestBucket(t, p, vBucket)
+			err := p.PutBucketVersioning(ctx, vBucket, types.BucketVersioningStatusEnabled)
+			if err != nil {
+				t.Fatalf("put bucket versioning: %v", err)
+			}
+
+			del := func(bucket, key string, ifMatch *string) (*s3.DeleteObjectOutput, error) {
+				return p.DeleteObject(ctx, &s3.DeleteObjectInput{
+					Bucket:  &bucket,
+					Key:     &key,
+					IfMatch: ifMatch,
+				})
+			}
+
+			t.Run("stale etag keeps the object", func(t *testing.T) {
+				for _, b := range []string{bucket, vBucket} {
+					key := "stale"
+					if _, err := testPut(p, b, key, []byte("data"), nil, nil); err != nil {
+						t.Fatalf("put object: %v", err)
+					}
+
+					_, err := del(b, key, aws.String("00000000000000000000000000000000"))
+					if !isPreconditionFailed(err) {
+						t.Fatalf("%v: expected PreconditionFailed, got %v", b, err)
+					}
+					getTestObject(t, p, b, key)
+				}
+			})
+
+			t.Run("matching etag deletes the object", func(t *testing.T) {
+				for _, b := range []string{bucket, vBucket} {
+					for _, ifMatch := range []func(etag string) string{
+						trimEtag,
+						func(etag string) string { return etag },
+						func(string) string { return "*" },
+						func(string) string { return `"*"` },
+					} {
+						key := "match"
+						res, err := testPut(p, b, key, []byte("data"), nil, nil)
+						if err != nil {
+							t.Fatalf("put object: %v", err)
+						}
+
+						out, err := del(b, key, aws.String(ifMatch(res.ETag)))
+						if err != nil {
+							t.Fatalf("%v: delete with If-Match %q: %v", b, ifMatch(res.ETag), err)
+						}
+						if b == vBucket {
+							assert.True(t, aws.ToBool(out.DeleteMarker))
+						}
+						_, err = p.HeadObject(ctx, &s3.HeadObjectInput{Bucket: &b, Key: &key})
+						assert.ErrorIs(t, err, s3err.GetAPIError(s3err.ErrNoSuchKey))
+					}
+				}
+			})
+
+			t.Run("missing key", func(t *testing.T) {
+				for _, b := range []string{bucket, vBucket} {
+					for _, ifMatch := range []string{"*", "00000000000000000000000000000000"} {
+						_, err := del(b, "missing", &ifMatch)
+						assert.ErrorIs(t, err, s3err.GetAPIError(s3err.ErrNoSuchKey))
+					}
+				}
+			})
+
+			t.Run("current delete marker", func(t *testing.T) {
+				key := "marked"
+				res, err := testPut(p, vBucket, key, []byte("data"), nil, nil)
+				if err != nil {
+					t.Fatalf("put object: %v", err)
+				}
+				if _, err := del(vBucket, key, nil); err != nil {
+					t.Fatalf("create delete marker: %v", err)
+				}
+
+				// the marker keeps the etag of the version it hides
+				for _, ifMatch := range []string{"*", trimEtag(res.ETag)} {
+					_, err := del(vBucket, key, &ifMatch)
+					assert.ErrorIs(t, err, s3err.GetAPIError(s3err.ErrNoSuchKey))
+				}
+
+				out, err := p.ListObjectVersions(ctx, &s3.ListObjectVersionsInput{
+					Bucket:  &vBucket,
+					Prefix:  &key,
+					MaxKeys: aws.Int32(1000),
+				})
+				if err != nil {
+					t.Fatalf("list object versions: %v", err)
+				}
+				assert.Len(t, out.DeleteMarkers, 1)
+				assert.Len(t, out.Versions, 1)
+			})
+
+			t.Run("delete objects evaluates each etag", func(t *testing.T) {
+				keys := []string{"batch-match", "batch-stale", "batch-wildcard"}
+				etags := map[string]string{}
+				for _, key := range keys {
+					res, err := testPut(p, bucket, key, []byte(key), nil, nil)
+					if err != nil {
+						t.Fatalf("put object: %v", err)
+					}
+					etags[key] = res.ETag
+				}
+
+				out, err := p.DeleteObjects(ctx, &s3.DeleteObjectsInput{
+					Bucket: &bucket,
+					Delete: &types.Delete{
+						Objects: []types.ObjectIdentifier{
+							{Key: aws.String("batch-match"), ETag: aws.String(etags["batch-match"])},
+							{Key: aws.String("batch-stale"), ETag: aws.String(trimEtag(etags["batch-match"]))},
+							{Key: aws.String("batch-wildcard"), ETag: aws.String("*")},
+							{Key: aws.String("batch-missing"), ETag: aws.String("*")},
+						},
+					},
+				})
+				if err != nil {
+					t.Fatalf("delete objects: %v", err)
+				}
+
+				var deleted []string
+				for _, d := range out.Deleted {
+					deleted = append(deleted, aws.ToString(d.Key))
+				}
+				assert.Equal(t, []string{"batch-match", "batch-wildcard"}, deleted)
+
+				errCodes := map[string]string{}
+				for _, e := range out.Error {
+					errCodes[aws.ToString(e.Key)] = aws.ToString(e.Code)
+				}
+				assert.Equal(t, map[string]string{
+					"batch-stale":   "PreconditionFailed",
+					"batch-missing": "NoSuchKey",
+				}, errCodes)
+
+				data, _ := getTestObject(t, p, bucket, "batch-stale")
+				assert.Equal(t, "batch-stale", string(data))
+			})
+		})
+	}
+}
+
+// newVersionedTestPosix creates a Posix backend with a versioning directory,
+// so that versioning can be enabled on its buckets
+func newVersionedTestPosix(t *testing.T, mkMeta func(t *testing.T) (meta.MetadataStorer, PosixOpts)) *Posix {
+	t.Helper()
+	storer, opts := mkMeta(t)
+	opts.VersioningDir = t.TempDir()
+	p, err := New(t.TempDir(), storer, opts)
+	if err != nil {
+		t.Fatalf("new posix: %v", err)
+	}
+	return p
+}
diff --git a/s3api/controllers/bucket-post.go b/s3api/controllers/bucket-post.go
index c7199ef3..216f04a1 100644
--- a/s3api/controllers/bucket-post.go
+++ b/s3api/controllers/bucket-post.go
@@ -125,6 +125,17 @@ func (c S3ApiController) DeleteObjects(ctx fiber.Ctx) (*Response, error) {
 
 	toDelete := make([]types.ObjectIdentifier, 0, len(dObj.Objects))
 	for i, obj := range dObj.Objects {
+		// The ETag condition of an object is validated ahead of its
+		// authorization. It only applies to the current version, so it
+		// can't be combined with a version id.
+		if obj.ETag != nil {
+			switch {
+			case *obj.ETag == "":
+				checkErrs[i] = s3err.GetInvalidArgumentErr(s3err.InvalidArgEmptyETag, "")
+			case backend.GetStringFromPtr(obj.VersionId) != "":
+				checkErrs[i] = s3err.GetAPIError(s3err.ErrNotImplementedFormField)
+			}
+		}
 		if checkErrs[i] == nil {
 			toDelete = append(toDelete, obj)
 		}
diff --git a/s3api/controllers/bucket-post_test.go b/s3api/controllers/bucket-post_test.go
index eb63a101..06a173bd 100644
--- a/s3api/controllers/bucket-post_test.go
+++ b/s3api/controllers/bucket-post_test.go
@@ -113,6 +113,19 @@ func TestS3ApiController_DeleteObjects(t *testing.T) {
 	lockConfig, err := json.Marshal(auth.BucketLockConfig{Enabled: true})
 	assert.NoError(t, err)
 
+	emptyETag := ""
+	etagConditionBody, err := xml.Marshal(s3response.DeleteObjects{
+		Objects: []types.ObjectIdentifier{
+			{Key: utils.GetStringPtr("empty"), ETag: &emptyETag},
+			{Key: utils.GetStringPtr("versioned"), VersionId: utils.GetStringPtr("v1"), ETag: utils.GetStringPtr("etag")},
+			{Key: utils.GetStringPtr("ok"), ETag: utils.GetStringPtr("etag")},
+		},
+	})
+	assert.NoError(t, err)
+
+	emptyETagCode, emptyETagMessage := "InvalidArgument", "The value provided for the ETag field cannot be empty for this API."
+	versionedETagCode, versionedETagMessage := "NotImplemented", "A form field you provided implies functionality that is not implemented"
+
 	legalHoldOn, legalHoldOff := true, false
 	lockedObjectCode := "AccessDenied"
 	lockedObjectMessage := "Access Denied because object protected by object lock."
@@ -392,6 +405,58 @@ func TestS3ApiController_DeleteObjects(t *testing.T) {
 				}
 			},
 		},
+		{
+			name: "ETag conditions validated ahead of authorization",
+			input: testInput{
+				locals: defaultLocals,
+				body:   etagConditionBody,
+			},
+			output: testOutput{
+				response: &Response{
+					Data: s3response.DeleteResult{
+						Deleted: []types.DeletedObject{
+							{Key: utils.GetStringPtr("ok")},
+						},
+						Error: []types.Error{
+							{Key: utils.GetStringPtr("empty"), Code: &emptyETagCode, Message: &emptyETagMessage},
+							{Key: utils.GetStringPtr("versioned"), VersionId: utils.GetStringPtr("v1"), Code: &versionedETagCode, Message: &versionedETagMessage},
+						},
+					},
+					MetaOpts: &MetaOptions{
+						BucketOwner: "root",
+						EventName:   s3event.EventObjectRemovedDeleteObjects,
+						ObjectCount: 3,
+					},
+				},
+			},
+			configureMock: func(be *BackendMock) {
+				// every object but "ok" is locked, which the ETag
+				// errors take precedence over
+				be.GetObjectLockConfigurationFunc = func(contextMoqParam context.Context, bucket string) ([]byte, error) {
+					return lockConfig, nil
+				}
+				be.GetBucketVersioningFunc = func(contextMoqParam context.Context, bucket string) (s3response.GetBucketVersioningOutput, error) {
+					return s3response.GetBucketVersioningOutput{}, nil
+				}
+				be.GetObjectRetentionFunc = func(contextMoqParam context.Context, bucket, object, versionId string) ([]byte, error) {
+					return []byte("{}"), nil
+				}
+				be.GetObjectLegalHoldFunc = func(contextMoqParam context.Context, bucket, object, versionId string) (*bool, error) {
+					if object == "ok" {
+						return &legalHoldOff, nil
+					}
+					return &legalHoldOn, nil
+				}
+				be.DeleteObjectsFunc = func(contextMoqParam context.Context, deleteObjectsInput *s3.DeleteObjectsInput) (s3response.DeleteResult, error) {
+					assert.Len(t, deleteObjectsInput.Delete.Objects, 1)
+					assert.Equal(t, "ok", *deleteObjectsInput.Delete.Objects[0].Key)
+					assert.Equal(t, "etag", *deleteObjectsInput.Delete.Objects[0].ETag)
+					return s3response.DeleteResult{
+						Deleted: []types.DeletedObject{{Key: utils.GetStringPtr("ok")}},
+					}, nil
+				}
+			},
+		},
 	}
 	for _, tt := range tests {
 		t.Run(tt.name, func(t *testing.T) {
diff --git a/s3api/controllers/object-delete.go b/s3api/controllers/object-delete.go
index e34a1789..a0834aca 100644
--- a/s3api/controllers/object-delete.go
+++ b/s3api/controllers/object-delete.go
@@ -23,7 +23,9 @@ import (
 	"github.com/aws/aws-sdk-go-v2/service/s3/types"
 	"github.com/gofiber/fiber/v3"
 	"github.com/versity/versitygw/auth"
+	"github.com/versity/versitygw/debuglogger"
 	"github.com/versity/versitygw/s3api/utils"
+	"github.com/versity/versitygw/s3err"
 	"github.com/versity/versitygw/s3event"
 )
 
@@ -147,6 +149,17 @@ func (c S3ApiController) DeleteObject(ctx fiber.Ctx) (*Response, error) {
 		}, err
 	}
 
+	// If-Match only applies to the current version of the object, and is
+	// rejected ahead of authorization when a version is named
+	if versionId != "" && ifMatch != nil {
+		debuglogger.Logf("conditional delete with versionId %q", versionId)
+		return &Response{
+			MetaOpts: &MetaOptions{
+				BucketOwner: parsedAcl.Owner,
+			},
+		}, s3err.GetNotImplementedErr("If-Match", s3err.NmpAdditionalMessageVersionedDelete)
+	}
+
 	action := auth.DeleteObjectAction
 	if versionId != "" {
 		action = auth.DeleteObjectVersionAction
diff --git a/s3api/controllers/object-delete_test.go b/s3api/controllers/object-delete_test.go
index 543c5990..d2f90113 100644
--- a/s3api/controllers/object-delete_test.go
+++ b/s3api/controllers/object-delete_test.go
@@ -241,6 +241,26 @@ func TestS3ApiController_DeleteObject(t *testing.T) {
 				err: s3err.GetInvalidArgumentErr(s3err.InvalidArgEmptyVersionId, ""),
 			},
 		},
+		{
+			name: "If-Match with a versionId is rejected ahead of authorization",
+			input: testInput{
+				locals: accessDeniedLocals,
+				queries: map[string]string{
+					"versionId": "versionId",
+				},
+				headers: map[string]string{
+					"If-Match": "etag",
+				},
+			},
+			output: testOutput{
+				response: &Response{
+					MetaOpts: &MetaOptions{
+						BucketOwner: "root",
+					},
+				},
+				err: s3err.GetNotImplementedErr("If-Match", s3err.NmpAdditionalMessageVersionedDelete),
+			},
+		},
 		{
 			name: "verify access fails",
 			input: testInput{
@@ -340,6 +360,7 @@ func TestS3ApiController_DeleteObject(t *testing.T) {
 				ctxInputs{
 					locals:  tt.input.locals,
 					queries: tt.input.queries,
+					headers: tt.input.headers,
 				})
 		})
 	}
diff --git a/s3err/invalid-argument.go b/s3err/invalid-argument.go
index 243027ce..fbfe06e5 100644
--- a/s3err/invalid-argument.go
+++ b/s3err/invalid-argument.go
@@ -75,6 +75,7 @@ const (
 	InvalidArgSSECRequiresTLS
 	InvalidArgUploadIdWithUploads
 	InvalidArgBucketRegionEndpoint
+	InvalidArgEmptyETag
 )
 
 var invalidArgErrResponses = map[InvalidArgErrorCode]InvalidArgumentError{
@@ -206,6 +207,10 @@ var invalidArgErrResponses = map[InvalidArgErrorCode]InvalidArgumentError{
 		Description:  "Version id cannot be the empty string",
 		ArgumentName: "versionId",
 	},
+	InvalidArgEmptyETag: {
+		Description:  "The value provided for the ETag field cannot be empty for this API.",
+		ArgumentName: "ETag",
+	},
 	InvalidArgChecksumPart: {
 		Description:  "Invalid Base64 or multiple checksums present in request",
 		ArgumentName: "Checksum",
diff --git a/s3err/not-implemented-error.go b/s3err/not-implemented-error.go
index 1962e955..5b38e450 100644
--- a/s3err/not-implemented-error.go
+++ b/s3err/not-implemented-error.go
@@ -24,6 +24,7 @@ const (
 	NmpAdditionalMessageIfMatch             NmpAdditionalMessage = "We don't accept the provided value of If-Match header for this API"
 	NmpAdditionalMessageIfNoneMatch         NmpAdditionalMessage = "We don't accept the provided value of If-None-Match header for this API"
 	NmpAdditionalMessageMultipleCondHeaders NmpAdditionalMessage = "Multiple conditional request headers present in the request"
+	NmpAdditionalMessageVersionedDelete     NmpAdditionalMessage = "Conditional delete operations are not allowed when a version ID is included in the request parameters."
 )
 
 // NotImplementedError is returned when a header implies unsupported functionality.
diff --git a/s3err/s3err.go b/s3err/s3err.go
index b8afaaa8..8fe40423 100644
--- a/s3err/s3err.go
+++ b/s3err/s3err.go
@@ -145,6 +145,7 @@ const (
 	ErrInvalidRequest
 	ErrAuthNotSetup
 	ErrNotImplemented
+	ErrNotImplementedFormField
 	ErrPreconditionFailed
 	ErrInvalidObjectState
 	ErrInvalidRange
@@ -484,12 +485,17 @@ var errorCodeResponse = map[ErrorCode]APIError{
 	},
 	ErrNotImplemented: {
 		Code:           "NotImplemented",
-		Description:    "A header you provided implies functionality that is not implemented.",
+		Description:    "A header you provided implies functionality that is not implemented",
+		HTTPStatusCode: http.StatusNotImplemented,
+	},
+	ErrNotImplementedFormField: {
+		Code:           "NotImplemented",
+		Description:    "A form field you provided implies functionality that is not implemented",
 		HTTPStatusCode: http.StatusNotImplemented,
 	},
 	ErrPreconditionFailed: {
 		Code:           "PreconditionFailed",
-		Description:    "At least one of the pre-conditions you specified did not hold.",
+		Description:    "At least one of the pre-conditions you specified did not hold",
 		HTTPStatusCode: http.StatusPreconditionFailed,
 	},
 	ErrInvalidObjectState: {
diff --git a/tests/integration/Access_Control.go b/tests/integration/Access_Control.go
index 8696e9fe..7b202316 100644
--- a/tests/integration/Access_Control.go
+++ b/tests/integration/Access_Control.go
@@ -2048,7 +2048,9 @@ func AccessControl_bucket_policy_condition_if_match_versioned_delete(s *S3Conf)
 		}
 
 		// "null" is the version id every object carries until versioning is
-		// enabled, so this is a versioned delete on any backend.
+		// enabled, so this is a versioned delete on any backend. A versioned
+		// delete carrying If-Match is rejected before the policy is
+		// evaluated.
 		ctx, cancel := context.WithTimeout(context.Background(), shortTimeout)
 		_, err = userClient.DeleteObject(ctx, &s3.DeleteObjectInput{
 			Bucket:    &bucket,
@@ -2057,8 +2059,8 @@ func AccessControl_bucket_policy_condition_if_match_versioned_delete(s *S3Conf)
 			IfMatch:   &etag,
 		})
 		cancel()
-		if err := checkApiErr(err, s3err.GetAPIError(s3err.ErrAccessDenied)); err != nil {
-			return fmt.Errorf("a versioned delete must leave s3:if-match absent: %w", err)
+		if err := checkApiErr(err, s3err.GetNotImplementedErr("If-Match", s3err.NmpAdditionalMessageVersionedDelete)); err != nil {
+			return fmt.Errorf("a versioned delete carrying If-Match must be rejected: %w", err)
 		}
 
 		// The same header on the same object, minus the version, is a plain
diff --git a/tests/integration/DeleteObject.go b/tests/integration/DeleteObject.go
index a25e0b9a..57a7618c 100644
--- a/tests/integration/DeleteObject.go
+++ b/tests/integration/DeleteObject.go
@@ -220,6 +220,95 @@ func DeleteObject_conditional_writes(s *S3Conf) error {
 	})
 }
 
+func DeleteObject_conditional_wildcard(s *S3Conf) error {
+	testName := "DeleteObject_conditional_wildcard"
+	return actionHandler(s, testName, func(s3client *s3.Client, bucket string) error {
+		for _, ifMatch := range []string{"*", `"*"`} {
+			obj := "my-obj"
+			_, err := putObjects(s3client, []string{obj}, bucket)
+			if err != nil {
+				return err
+			}
+
+			ctx, cancel := context.WithTimeout(context.Background(), shortTimeout)
+			_, err = s3client.DeleteObject(ctx, &s3.DeleteObjectInput{
+				Bucket:  &bucket,
+				Key:     &obj,
+				IfMatch: &ifMatch,
+			})
+			cancel()
+			if err != nil {
+				return fmt.Errorf("If-Match %v: %w", ifMatch, err)
+			}
+
+			ctx, cancel = context.WithTimeout(context.Background(), shortTimeout)
+			_, err = s3client.HeadObject(ctx, &s3.HeadObjectInput{
+				Bucket: &bucket,
+				Key:    &obj,
+			})
+			cancel()
+			if err := checkSdkApiErr(err, "NotFound"); err != nil {
+				return fmt.Errorf("If-Match %v: %w", ifMatch, err)
+			}
+		}
+
+		return nil
+	})
+}
+
+func DeleteObject_conditional_non_existing_object(s *S3Conf) error {
+	testName := "DeleteObject_conditional_non_existing_object"
+	return actionHandler(s, testName, func(s3client *s3.Client, bucket string) error {
+		for _, ifMatch := range []string{"*", "d41d8cd98f00b204e9800998ecf8427e"} {
+			ctx, cancel := context.WithTimeout(context.Background(), shortTimeout)
+			_, err := s3client.DeleteObject(ctx, &s3.DeleteObjectInput{
+				Bucket:  &bucket,
+				Key:     getPtr("my-obj"),
+				IfMatch: &ifMatch,
+			})
+			cancel()
+			if err := checkApiErr(err, s3err.GetAPIError(s3err.ErrNoSuchKey)); err != nil {
+				return fmt.Errorf("If-Match %v: %w", ifMatch, err)
+			}
+		}
+
+		return nil
+	})
+}
+
+func DeleteObject_conditional_with_version_id(s *S3Conf) error {
+	testName := "DeleteObject_conditional_with_version_id"
+	return actionHandler(s, testName, func(s3client *s3.Client, bucket string) error {
+		obj := "my-obj"
+		res, err := putObjects(s3client, []string{obj}, bucket)
+		if err != nil {
+			return err
+		}
+
+		for _, ifMatch := range []*string{res[0].ETag, getPtr("*")} {
+			ctx, cancel := context.WithTimeout(context.Background(), shortTimeout)
+			_, err = s3client.DeleteObject(ctx, &s3.DeleteObjectInput{
+				Bucket:    &bucket,
+				Key:       &obj,
+				VersionId: getPtr("null"),
+				IfMatch:   ifMatch,
+			})
+			cancel()
+			if err := checkApiErr(err, s3err.GetNotImplementedErr("If-Match", s3err.NmpAdditionalMessageVersionedDelete)); err != nil {
+				return fmt.Errorf("If-Match %v: %w", *ifMatch, err)
+			}
+		}
+
+		ctx, cancel := context.WithTimeout(context.Background(), shortTimeout)
+		_, err = s3client.HeadObject(ctx, &s3.HeadObjectInput{
+			Bucket: &bucket,
+			Key:    &obj,
+		})
+		cancel()
+		return err
+	})
+}
+
 func DeleteObject_directory_not_empty(s *S3Conf) error {
 	testName := "DeleteObject_directory_not_empty"
 	return actionHandler(s, testName, func(s3client *s3.Client, bucket string) error {
diff --git a/tests/integration/DeleteObjects.go b/tests/integration/DeleteObjects.go
index 71626319..3d219e8a 100644
--- a/tests/integration/DeleteObjects.go
+++ b/tests/integration/DeleteObjects.go
@@ -17,6 +17,8 @@ package integration
 import (
 	"context"
 	"fmt"
+	"slices"
+	"strings"
 
 	"github.com/aws/aws-sdk-go-v2/service/iam"
 	"github.com/aws/aws-sdk-go-v2/service/s3"
@@ -217,6 +219,108 @@ func DeleteObjects_quiet_mode(s *S3Conf) error {
 	})
 }
 
+// DeleteObjects_conditional checks that the ETag of each object is a
+// condition of its delete: a stale ETag keeps the object, a missing key
+// fails with NoSuchKey, and an empty ETag or one with a version id is
+// rejected. The checks don't depend on the order of the results.
+func DeleteObjects_conditional(s *S3Conf) error {
+	testName := "DeleteObjects_conditional"
+	return actionHandler(s, testName, func(s3client *s3.Client, bucket string) error {
+		deleted := []string{"quoted", "unquoted", "wildcard", "quoted-wildcard"}
+		kept := []string{"stale", "empty", "versioned"}
+		contents, err := putObjects(s3client, append(deleted, kept...), bucket)
+		if err != nil {
+			return err
+		}
+		etags := map[string]string{}
+		for _, obj := range contents {
+			etags[getString(obj.Key)] = getString(obj.ETag)
+		}
+
+		ctx, cancel := context.WithTimeout(context.Background(), shortTimeout)
+		out, err := s3client.DeleteObjects(ctx, &s3.DeleteObjectsInput{
+			Bucket: &bucket,
+			Delete: &types.Delete{
+				Objects: []types.ObjectIdentifier{
+					{Key: getPtr("quoted"), ETag: getPtr(etags["quoted"])},
+					{Key: getPtr("unquoted"), ETag: getPtr(strings.Trim(etags["unquoted"], `"`))},
+					{Key: getPtr("wildcard"), ETag: getPtr("*")},
+					{Key: getPtr("quoted-wildcard"), ETag: getPtr(`"*"`)},
+					{Key: getPtr("stale"), ETag: getPtr("00000000000000000000000000000000")},
+					{Key: getPtr("empty"), ETag: getPtr("")},
+					{Key: getPtr("versioned"), VersionId: getPtr("null"), ETag: getPtr(etags["versioned"])},
+					{Key: getPtr("missing"), ETag: getPtr("*")},
+					{Key: getPtr("missing-etag"), ETag: getPtr(etags["quoted"])},
+				},
+			},
+		})
+		cancel()
+		if err != nil {
+			return err
+		}
+
+		gotDeleted := map[string]bool{}
+		for _, obj := range out.Deleted {
+			gotDeleted[getString(obj.Key)] = true
+		}
+		if len(gotDeleted) != len(deleted) {
+			return fmt.Errorf("expected the deleted objects to be %v, instead got %v",
+				deleted, gotDeleted)
+		}
+		for _, key := range deleted {
+			if !gotDeleted[key] {
+				return fmt.Errorf("expected %v to be deleted, instead got %v", key, gotDeleted)
+			}
+		}
+
+		wantErrs := map[string]s3err.S3Error{
+			"stale":        s3err.GetAPIError(s3err.ErrPreconditionFailed),
+			"empty":        s3err.GetInvalidArgumentErr(s3err.InvalidArgEmptyETag, ""),
+			"versioned":    s3err.GetAPIError(s3err.ErrNotImplementedFormField),
+			"missing":      s3err.GetAPIError(s3err.ErrNoSuchKey),
+			"missing-etag": s3err.GetAPIError(s3err.ErrNoSuchKey),
+		}
+		if len(out.Errors) != len(wantErrs) {
+			return fmt.Errorf("expected %v errors, instead got %v", len(wantErrs), out.Errors)
+		}
+		for _, e := range out.Errors {
+			key := getString(e.Key)
+			wantErr, ok := wantErrs[key]
+			if !ok {
+				return fmt.Errorf("unexpected error for %v: %v", key, getString(e.Code))
+			}
+			if err := checkDeleteObjectsErr(e, key, wantErr); err != nil {
+				return err
+			}
+			if key == "versioned" && getString(e.VersionId) != "null" {
+				return fmt.Errorf("expected the versioned error to name version null, instead got %v",
+					getString(e.VersionId))
+			}
+		}
+
+		ctx, cancel = context.WithTimeout(context.Background(), shortTimeout)
+		res, err := s3client.ListObjects(ctx, &s3.ListObjectsInput{
+			Bucket: &bucket,
+		})
+		cancel()
+		if err != nil {
+			return err
+		}
+
+		var gotKept []string
+		for _, obj := range res.Contents {
+			gotKept = append(gotKept, getString(obj.Key))
+		}
+		slices.Sort(kept)
+		if !slices.Equal(gotKept, kept) {
+			return fmt.Errorf("expected the remaining objects to be %v, instead got %v",
+				kept, gotKept)
+		}
+
+		return nil
+	})
+}
+
 // DeleteObjects_iam_mixed_denials_and_success covers a single batch mixing
 // every DeleteObjects outcome at once: a key the identity policy denies, a
 // governance-locked key with no bypass, and keys the caller may freely
diff --git a/tests/integration/group-tests.go b/tests/integration/group-tests.go
index c0f82614..bb776e59 100644
--- a/tests/integration/group-tests.go
+++ b/tests/integration/group-tests.go
@@ -372,6 +372,9 @@ func TestDeleteObject(ts *TestState) {
 	ts.Run(DeleteObject_directory_object)
 	ts.Run(DeleteObject_non_empty_dir_obj)
 	ts.Run(DeleteObject_conditional_writes)
+	ts.Run(DeleteObject_conditional_wildcard)
+	ts.Run(DeleteObject_conditional_non_existing_object)
+	ts.Run(DeleteObject_conditional_with_version_id)
 	ts.Run(DeleteObject_success)
 	ts.Run(DeleteObject_success_status_code)
 	ts.Run(DeleteObject_incorrect_expected_bucket_owner)
@@ -385,6 +388,7 @@ func TestDeleteObjects(ts *TestState) {
 	ts.Run(DeleteObjects_non_existing_objects)
 	ts.Run(DeleteObjects_success)
 	ts.Run(DeleteObjects_quiet_mode)
+	ts.Run(DeleteObjects_conditional)
 	ts.Run(DeleteObjects_key_limit)
 	ts.Run(DeleteObjects_invalid_object_keys)
 }
@@ -2143,9 +2147,11 @@ func TestVersioning(ts *TestState) {
 	ts.Run(Versioning_DeleteObject_non_existing_objects)
 	ts.Run(Versioning_DeleteObject_suspended)
 	ts.Run(Versioning_DeleteObject_never_versioned_bucket)
+	ts.Run(Versioning_DeleteObject_conditional_delete_marker)
 	ts.Run(Versioning_DeleteObjects_success)
 	ts.Run(Versioning_DeleteObjects_delete_deleteMarkers)
 	ts.Run(Versioning_DeleteObjects_never_versioned_bucket)
+	ts.Run(Versioning_DeleteObjects_conditional)
 	// ListObjectVersions
 	ts.Run(ListObjectVersions_non_existing_bucket)
 	ts.Run(ListObjectVersions_negative_max_keys)
@@ -3191,6 +3197,9 @@ func GetIntTests() IntTests {
 		"DeleteObject_directory_object_noslash":                                            DeleteObject_directory_object_noslash,
 		"DeleteObject_non_empty_dir_obj":                                                   DeleteObject_non_empty_dir_obj,
 		"DeleteObject_conditional_writes":                                                  DeleteObject_conditional_writes,
+		"DeleteObject_conditional_wildcard":                                                DeleteObject_conditional_wildcard,
+		"DeleteObject_conditional_non_existing_object":                                     DeleteObject_conditional_non_existing_object,
+		"DeleteObject_conditional_with_version_id":                                         DeleteObject_conditional_with_version_id,
 		"DeleteObject_name_too_long":                                                       DeleteObject_name_too_long,
 		"CopyObject_overwrite_same_dir_object":                                             CopyObject_overwrite_same_dir_object,
 		"CopyObject_overwrite_same_file_object":                                            CopyObject_overwrite_same_file_object,
@@ -3210,6 +3219,7 @@ func GetIntTests() IntTests {
 		"DeleteObjects_non_existing_objects":                                               DeleteObjects_non_existing_objects,
 		"DeleteObjects_success":                                                            DeleteObjects_success,
 		"DeleteObjects_quiet_mode":                                                         DeleteObjects_quiet_mode,
+		"DeleteObjects_conditional":                                                        DeleteObjects_conditional,
 		"DeleteObjects_key_limit":                                                          DeleteObjects_key_limit,
 		"DeleteObjects_invalid_object_keys":                                                DeleteObjects_invalid_object_keys,
 		"DeleteObjects_iam_mixed_denials_and_success":                                      DeleteObjects_iam_mixed_denials_and_success,
@@ -3810,9 +3820,11 @@ func GetIntTests() IntTests {
 		"Versioning_DeleteObject_non_existing_objects":                                     Versioning_DeleteObject_non_existing_objects,
 		"Versioning_DeleteObject_suspended":                                                Versioning_DeleteObject_suspended,
 		"Versioning_DeleteObject_never_versioned_bucket":                                   Versioning_DeleteObject_never_versioned_bucket,
+		"Versioning_DeleteObject_conditional_delete_marker":                                Versioning_DeleteObject_conditional_delete_marker,
 		"Versioning_DeleteObjects_success":                                                 Versioning_DeleteObjects_success,
 		"Versioning_DeleteObjects_delete_deleteMarkers":                                    Versioning_DeleteObjects_delete_deleteMarkers,
 		"Versioning_DeleteObjects_never_versioned_bucket":                                  Versioning_DeleteObjects_never_versioned_bucket,
+		"Versioning_DeleteObjects_conditional":                                             Versioning_DeleteObjects_conditional,
 		"ListObjectVersions_non_existing_bucket":                                           ListObjectVersions_non_existing_bucket,
 		"ListObjectVersions_negative_max_keys":                                             ListObjectVersions_negative_max_keys,
 		"ListObjectVersions_list_single_object_versions":                                   ListObjectVersions_list_single_object_versions,
diff --git a/tests/integration/s3_iam_access_control.go b/tests/integration/s3_iam_access_control.go
index 4f84ad70..cc4e3e85 100644
--- a/tests/integration/s3_iam_access_control.go
+++ b/tests/integration/s3_iam_access_control.go
@@ -2952,12 +2952,9 @@ func S3IAMAccessControl_condition_if_match_delete_object(s *S3Conf) error {
 	})
 }
 
-// S3IAMAccessControl_condition_if_match_versioned_delete pins the edge of
-// s3:if-match's action set on the identity-policy side, where nothing
-// validates a Condition's key against the action it names. A delete naming
-// a version is authorized as s3:DeleteObjectVersion, which the key doesn't
-// apply to, so it stays absent and a statement demanding it can never be
-// satisfied
+// S3IAMAccessControl_condition_if_match_versioned_delete checks that a
+// delete naming a version and carrying If-Match is rejected before the
+// identity policy is evaluated, whether the policy would deny or allow it.
 func S3IAMAccessControl_condition_if_match_versioned_delete(s *S3Conf) error {
 	testName := "S3IAMAccessControl_condition_if_match_versioned_delete"
 	return s3IAMActionHandler(s, testName, func(root *iam.Client, bucket string) error {
@@ -2979,42 +2976,39 @@ func S3IAMAccessControl_condition_if_match_versioned_delete(s *S3Conf) error {
 
 		// "null" is the version id every object carries until versioning is
 		// enabled, so this is a versioned delete on any backend.
-		deleteVersion := func(ifMatch string) error {
+		deleteVersion := func() error {
 			ctx, cancel := context.WithTimeout(context.Background(), shortTimeout)
 			defer cancel()
 			_, err := user.client.DeleteObject(ctx, &s3.DeleteObjectInput{
 				Bucket:    &bucket,
 				Key:       getPtr("obj"),
 				VersionId: getPtr("null"),
-				IfMatch:   &ifMatch,
+				IfMatch:   &etag,
 			})
 			return err
 		}
 
-		if err := checkApiErr(deleteVersion(etag),
-			wantImplicitDeny(user.arn, actS3DeleteObjectVersion, objectArn(bucket, "obj"))); err != nil {
-			return fmt.Errorf("a versioned delete must leave s3:if-match absent: %w", err)
+		wantErr := s3err.GetNotImplementedErr("If-Match", s3err.NmpAdditionalMessageVersionedDelete)
+		if err := checkApiErr(deleteVersion(), wantErr); err != nil {
+			return fmt.Errorf("a versioned delete the policy denies: %w", err)
 		}
 
-		// Absent, not merely different: the same request satisfies a
-		// statement requiring the key to be absent.
 		if err := putS3IAMUserPolicy(root, user, "p", policyDoc(accessStatement{
 			Effect: "Allow", Action: actS3DeleteObjectVersion, Resource: objectsArn(bucket),
-			Condition: cond("Null", "s3:if-match", "true"),
 		})); err != nil {
 			return err
 		}
+		if err := checkApiErr(deleteVersion(), wantErr); err != nil {
+			return fmt.Errorf("a versioned delete the policy allows: %w", err)
+		}
 
-		// Authorized now, and the header still decides the delete: a
-		// mismatch fails the precondition the policy had no say in.
-		if err := checkApiErr(deleteVersion("0123456789abcdef0123456789abcdef"),
-			s3err.GetAPIError(s3err.ErrPreconditionFailed)); err != nil {
-			return fmt.Errorf("the precondition itself must still be enforced: %w", err)
-		}
-		if err := deleteVersion(etag); err != nil {
-			return fmt.Errorf("a versioned delete naming the object's ETag must be allowed: %w", err)
-		}
-		return nil
+		ctx, cancel := context.WithTimeout(context.Background(), shortTimeout)
+		_, err = s.GetClient().HeadObject(ctx, &s3.HeadObjectInput{
+			Bucket: &bucket,
+			Key:    getPtr("obj"),
+		})
+		cancel()
+		return err
 	})
 }
 
diff --git a/tests/integration/versioning.go b/tests/integration/versioning.go
index 13a59bbc..ab9e2942 100644
--- a/tests/integration/versioning.go
+++ b/tests/integration/versioning.go
@@ -20,6 +20,7 @@ import (
 	"errors"
 	"fmt"
 	"io"
+	"maps"
 	"net/http"
 	"net/url"
 	"strings"
@@ -4038,6 +4039,72 @@ func Versioning_DeleteObject_never_versioned_bucket(s *S3Conf) error {
 	})
 }
 
+// Versioning_DeleteObject_conditional_delete_marker checks that a
+// conditional delete of a key whose current version is a delete marker
+// fails with NoSuchKey and creates no other marker, while If-Match "*"
+// on a key with a current version creates one.
+func Versioning_DeleteObject_conditional_delete_marker(s *S3Conf) error {
+	testName := "Versioning_DeleteObject_conditional_delete_marker"
+	return actionHandler(s, testName, func(s3client *s3.Client, bucket string) error {
+		return forEachKey([]string{"my-obj", "my-dir/"}, func(obj string) error {
+			versions, err := createObjVersions(s3client, bucket, obj, 1)
+			if err != nil {
+				return err
+			}
+			if _, err := createDeleteMarker(s3client, bucket, obj); err != nil {
+				return err
+			}
+
+			// the marker hides the version the etag belongs to
+			for _, ifMatch := range []*string{versions[0].ETag, getPtr("*")} {
+				ctx, cancel := context.WithTimeout(context.Background(), shortTimeout)
+				_, err := s3client.DeleteObject(ctx, &s3.DeleteObjectInput{
+					Bucket:  &bucket,
+					Key:     &obj,
+					IfMatch: ifMatch,
+				})
+				cancel()
+				if err := checkApiErr(err, s3err.GetAPIError(s3err.ErrNoSuchKey)); err != nil {
+					return fmt.Errorf("If-Match %v: %w", *ifMatch, err)
+				}
+			}
+
+			ctx, cancel := context.WithTimeout(context.Background(), shortTimeout)
+			res, err := s3client.ListObjectVersions(ctx, &s3.ListObjectVersionsInput{
+				Bucket: &bucket,
+				Prefix: &obj,
+			})
+			cancel()
+			if err != nil {
+				return err
+			}
+			if len(res.DeleteMarkers) != 1 {
+				return fmt.Errorf("expected 1 delete marker, instead got %v", len(res.DeleteMarkers))
+			}
+
+			if _, err := createObjVersions(s3client, bucket, obj, 1); err != nil {
+				return err
+			}
+			ctx, cancel = context.WithTimeout(context.Background(), shortTimeout)
+			out, err := s3client.DeleteObject(ctx, &s3.DeleteObjectInput{
+				Bucket:  &bucket,
+				Key:     &obj,
+				IfMatch: getPtr("*"),
+			})
+			cancel()
+			if err != nil {
+				return err
+			}
+			if out.DeleteMarker == nil || !*out.DeleteMarker || getString(out.VersionId) == "" {
+				return fmt.Errorf("expected a delete marker to be created, instead got %v, %v",
+					out.DeleteMarker, getString(out.VersionId))
+			}
+
+			return nil
+		})
+	}, withVersioning(types.BucketVersioningStatusEnabled))
+}
+
 func Versioning_DeleteObjects_success(s *S3Conf) error {
 	testName := "Versioning_DeleteObjects_success"
 	return actionHandler(s, testName, func(s3client *s3.Client, bucket string) error {
@@ -4389,6 +4456,99 @@ func Versioning_DeleteObjects_never_versioned_bucket(s *S3Conf) error {
 	})
 }
 
+// Versioning_DeleteObjects_conditional checks the ETag conditions of
+// DeleteObjects in a versioned bucket. The checks don't depend on the order
+// of the results.
+func Versioning_DeleteObjects_conditional(s *S3Conf) error {
+	testName := "Versioning_DeleteObjects_conditional"
+	return actionHandler(s, testName, func(s3client *s3.Client, bucket string) error {
+		versions := map[string]types.ObjectVersion{}
+		for _, obj := range []string{"live", "marked", "versioned", "stale"} {
+			v, err := createObjVersions(s3client, bucket, obj, 1)
+			if err != nil {
+				return err
+			}
+			versions[obj] = v[0]
+		}
+		if _, err := createDeleteMarker(s3client, bucket, "marked"); err != nil {
+			return err
+		}
+
+		ctx, cancel := context.WithTimeout(context.Background(), shortTimeout)
+		out, err := s3client.DeleteObjects(ctx, &s3.DeleteObjectsInput{
+			Bucket: &bucket,
+			Delete: &types.Delete{
+				Objects: []types.ObjectIdentifier{
+					{Key: getPtr("live"), ETag: versions["live"].ETag},
+					{Key: getPtr("marked"), ETag: getPtr("*")},
+					{Key: getPtr("missing"), ETag: getPtr("*")},
+					{Key: getPtr("versioned"), VersionId: versions["versioned"].VersionId, ETag: versions["versioned"].ETag},
+					{Key: getPtr("stale"), ETag: getPtr("00000000000000000000000000000000")},
+				},
+			},
+		})
+		cancel()
+		if err != nil {
+			return err
+		}
+
+		if len(out.Deleted) != 1 {
+			return fmt.Errorf("expected 1 deleted object, instead got %v", out.Deleted)
+		}
+		del := out.Deleted[0]
+		if getString(del.Key) != "live" || del.DeleteMarker == nil || !*del.DeleteMarker ||
+			getString(del.DeleteMarkerVersionId) == "" || del.VersionId != nil {
+			return fmt.Errorf("expected a delete marker to be created for live, instead got %+v", del)
+		}
+
+		wantErrs := map[string]s3err.S3Error{
+			"marked":    s3err.GetAPIError(s3err.ErrNoSuchKey),
+			"missing":   s3err.GetAPIError(s3err.ErrNoSuchKey),
+			"versioned": s3err.GetAPIError(s3err.ErrNotImplementedFormField),
+			"stale":     s3err.GetAPIError(s3err.ErrPreconditionFailed),
+		}
+		if len(out.Errors) != len(wantErrs) {
+			return fmt.Errorf("expected %v errors, instead got %v", len(wantErrs), out.Errors)
+		}
+		for _, e := range out.Errors {
+			key := getString(e.Key)
+			wantErr, ok := wantErrs[key]
+			if !ok {
+				return fmt.Errorf("unexpected error for %v: %v", key, getString(e.Code))
+			}
+			if err := checkDeleteObjectsErr(e, key, wantErr); err != nil {
+				return err
+			}
+			if key == "versioned" && getString(e.VersionId) != getString(versions["versioned"].VersionId) {
+				return fmt.Errorf("expected the versioned error to name version %v, instead got %v",
+					getString(versions["versioned"].VersionId), getString(e.VersionId))
+			}
+		}
+
+		ctx, cancel = context.WithTimeout(context.Background(), shortTimeout)
+		res, err := s3client.ListObjectVersions(ctx, &s3.ListObjectVersionsInput{
+			Bucket: &bucket,
+		})
+		cancel()
+		if err != nil {
+			return err
+		}
+
+		markers := map[string]int{}
+		for _, dm := range res.DeleteMarkers {
+			markers[getString(dm.Key)]++
+		}
+		if !maps.Equal(markers, map[string]int{"live": 1, "marked": 1}) {
+			return fmt.Errorf("expected one delete marker for live and marked, instead got %v", markers)
+		}
+		if len(res.Versions) != len(versions) {
+			return fmt.Errorf("expected %v versions, instead got %v", len(versions), len(res.Versions))
+		}
+
+		return nil
+	}, withVersioning(types.BucketVersioningStatusEnabled))
+}
+
 func Versioning_Multipart_Upload_success(s *S3Conf) error {
 	testName := "Versioning_Multipart_Upload_success"
 	return actionHandler(s, testName, func(s3client *s3.Client, bucket string) error {
diff --git a/tests/templates/versitygw/not-implemented.yaml.tmpl b/tests/templates/versitygw/not-implemented.yaml.tmpl
index 47a5394a..1b4a996e 100644
--- a/tests/templates/versitygw/not-implemented.yaml.tmpl
+++ b/tests/templates/versitygw/not-implemented.yaml.tmpl
@@ -7,4 +7,4 @@ body:
   data:
     Error:
       Code: NotImplemented
-      Message: "A header you provided implies functionality that is not implemented."
\ No newline at end of file
+      Message: "A header you provided implies functionality that is not implemented"
\ No newline at end of file