diff --git a/docs/source/changelog.rst b/docs/source/changelog.rst
index d761ffe..de99828 100644
--- a/docs/source/changelog.rst
+++ b/docs/source/changelog.rst
@@ -3,6 +3,8 @@ Change log
 
 master
 
+* IGuest.create_session() now raises a more descriptive error if
+  not able to connect with a zero-length password. (@SethMichaelLarson PR #70)
 * Add sys.executable-derived paths in list to check for vboxapi (@SethMichaelLarson PR #69)
 * Fix IGuestProcess.execute() on Python 3.x (@SethMichaelLarson PR #58)
 * Fix errors to not output on Windows platforms. (@SethMichaelLarson PR #57)
diff --git a/virtualbox/library_ext/guest.py b/virtualbox/library_ext/guest.py
index 86fb488..0eca2f2 100644
--- a/virtualbox/library_ext/guest.py
+++ b/virtualbox/library_ext/guest.py
@@ -21,6 +21,9 @@ def create_session(self, user, password, domain='', session_name='pyvbox',
                 break
             time.sleep(0.1)
         else:
+            if len(password) == 0:
+                raise SystemError('GuestSession failed to start. Could be because '
+                                  'of using an empty password.')
             raise SystemError("GuestSession failed to start")
         if timeout_ms != 0:
             # There is probably a better way to to this?