diff --git a/changelogs/fragments/dd-put-empty-files.yaml b/changelogs/fragments/dd-put-empty-files.yaml
new file mode 100644
index 00000000000..eaa4406be2c
--- /dev/null
+++ b/changelogs/fragments/dd-put-empty-files.yaml
@@ -0,0 +1,7 @@
+bugfixes:
+- docker connection - Support empty files with copying to target (https://github.com/ansible/ansible/issues/36725)
+- chroot connection - Support empty files with copying to target (https://github.com/ansible/ansible/issues/36725)
+- jail connection - Support empty files with copying to target (https://github.com/ansible/ansible/issues/36725)
+- kubectl connection - Support empty files with copying to target (https://github.com/ansible/ansible/issues/36725)
+- libvirt_lxc connection - Support empty files with copying to target (https://github.com/ansible/ansible/issues/36725)
+- zone connection - Support empty files with copying to target (https://github.com/ansible/ansible/issues/36725)
diff --git a/lib/ansible/plugins/connection/chroot.py b/lib/ansible/plugins/connection/chroot.py
index abf0d178a33..faaf6910408 100644
--- a/lib/ansible/plugins/connection/chroot.py
+++ b/lib/ansible/plugins/connection/chroot.py
@@ -148,8 +148,12 @@ class Connection(ConnectionBase):
         out_path = shlex_quote(self._prefix_login_path(out_path))
         try:
             with open(to_bytes(in_path, errors='surrogate_or_strict'), 'rb') as in_file:
+                if not os.fstat(in_file.fileno()).st_size:
+                    count = ' count=0'
+                else:
+                    count = ''
                 try:
-                    p = self._buffered_exec_command('dd of=%s bs=%s' % (out_path, BUFSIZE), stdin=in_file)
+                    p = self._buffered_exec_command('dd of=%s bs=%s%s' % (out_path, BUFSIZE, count), stdin=in_file)
                 except OSError:
                     raise AnsibleError("chroot connection requires dd command in the chroot")
                 try:
diff --git a/lib/ansible/plugins/connection/docker.py b/lib/ansible/plugins/connection/docker.py
index 706f735e0b2..76859a71830 100644
--- a/lib/ansible/plugins/connection/docker.py
+++ b/lib/ansible/plugins/connection/docker.py
@@ -246,9 +246,13 @@ class Connection(ConnectionBase):
         # running containers, so we use docker exec to implement this
         # Although docker version 1.8 and later provide support, the
         # owner and group of the files are always set to root
-        args = self._build_exec_cmd([self._play_context.executable, "-c", "dd of=%s bs=%s" % (out_path, BUFSIZE)])
-        args = [to_bytes(i, errors='surrogate_or_strict') for i in args]
         with open(to_bytes(in_path, errors='surrogate_or_strict'), 'rb') as in_file:
+            if not os.fstat(in_file.fileno()).st_size:
+                count = ' count=0'
+            else:
+                count = ''
+            args = self._build_exec_cmd([self._play_context.executable, "-c", "dd of=%s bs=%s%s" % (out_path, BUFSIZE, count)])
+            args = [to_bytes(i, errors='surrogate_or_strict') for i in args]
             try:
                 p = subprocess.Popen(args, stdin=in_file,
                                      stdout=subprocess.PIPE, stderr=subprocess.PIPE)
diff --git a/lib/ansible/plugins/connection/jail.py b/lib/ansible/plugins/connection/jail.py
index 6d1a051cc3a..8d9018ae931 100644
--- a/lib/ansible/plugins/connection/jail.py
+++ b/lib/ansible/plugins/connection/jail.py
@@ -158,8 +158,12 @@ class Connection(ConnectionBase):
         out_path = shlex_quote(self._prefix_login_path(out_path))
         try:
             with open(to_bytes(in_path, errors='surrogate_or_strict'), 'rb') as in_file:
+                if not os.fstat(in_file.fileno()).st_size:
+                    count = ' count=0'
+                else:
+                    count = ''
                 try:
-                    p = self._buffered_exec_command('dd of=%s bs=%s' % (out_path, BUFSIZE), stdin=in_file)
+                    p = self._buffered_exec_command('dd of=%s bs=%s%s' % (out_path, BUFSIZE, count), stdin=in_file)
                 except OSError:
                     raise AnsibleError("jail connection requires dd command in the jail")
                 try:
diff --git a/lib/ansible/plugins/connection/kubectl.py b/lib/ansible/plugins/connection/kubectl.py
index ed42638028e..063d38d4374 100644
--- a/lib/ansible/plugins/connection/kubectl.py
+++ b/lib/ansible/plugins/connection/kubectl.py
@@ -300,9 +300,13 @@ class Connection(ConnectionBase):
         out_path = shlex_quote(out_path)
         # kubectl doesn't have native support for copying files into
         # running containers, so we use kubectl exec to implement this
-        args = self._build_exec_cmd([self._play_context.executable, "-c", "dd of=%s bs=%s" % (out_path, BUFSIZE)])
-        args = [to_bytes(i, errors='surrogate_or_strict') for i in args]
         with open(to_bytes(in_path, errors='surrogate_or_strict'), 'rb') as in_file:
+            if not os.fstat(in_file.fileno()).st_size:
+                count = ' count=0'
+            else:
+                count = ''
+            args = self._build_exec_cmd([self._play_context.executable, "-c", "dd of=%s bs=%s%s" % (out_path, BUFSIZE, count)])
+            args = [to_bytes(i, errors='surrogate_or_strict') for i in args]
             try:
                 p = subprocess.Popen(args, stdin=in_file,
                                      stdout=subprocess.PIPE, stderr=subprocess.PIPE)
diff --git a/lib/ansible/plugins/connection/libvirt_lxc.py b/lib/ansible/plugins/connection/libvirt_lxc.py
index c731e71ad1c..10057b9cec8 100644
--- a/lib/ansible/plugins/connection/libvirt_lxc.py
+++ b/lib/ansible/plugins/connection/libvirt_lxc.py
@@ -138,8 +138,12 @@ class Connection(ConnectionBase):
         out_path = shlex_quote(self._prefix_login_path(out_path))
         try:
             with open(to_bytes(in_path, errors='surrogate_or_strict'), 'rb') as in_file:
+                if not os.fstat(in_file.fileno()).st_size:
+                    count = ' count=0'
+                else:
+                    count = ''
                 try:
-                    p = self._buffered_exec_command('dd of=%s bs=%s' % (out_path, BUFSIZE), stdin=in_file)
+                    p = self._buffered_exec_command('dd of=%s bs=%s%s' % (out_path, BUFSIZE, count), stdin=in_file)
                 except OSError:
                     raise AnsibleError("chroot connection requires dd command in the chroot")
                 try:
diff --git a/lib/ansible/plugins/connection/zone.py b/lib/ansible/plugins/connection/zone.py
index f05d7530907..15ed4417a98 100644
--- a/lib/ansible/plugins/connection/zone.py
+++ b/lib/ansible/plugins/connection/zone.py
@@ -157,8 +157,12 @@ class Connection(ConnectionBase):
         out_path = shlex_quote(self._prefix_login_path(out_path))
         try:
             with open(in_path, 'rb') as in_file:
+                if not os.fstat(in_file.fileno()).st_size:
+                    count = ' count=0'
+                else:
+                    count = ''
                 try:
-                    p = self._buffered_exec_command('dd of=%s bs=%s' % (out_path, BUFSIZE), stdin=in_file)
+                    p = self._buffered_exec_command('dd of=%s bs=%s%s' % (out_path, BUFSIZE, count), stdin=in_file)
                 except OSError:
                     raise AnsibleError("jail connection requires dd command in the jail")
                 try: