diff --git a/apprise/Apprise.py b/apprise/Apprise.py
index b0445e82..31bd2888 100644
--- a/apprise/Apprise.py
+++ b/apprise/Apprise.py
@@ -314,9 +314,14 @@ class Apprise(object):
         # Tracks conversions
         conversion_map = dict()
 
-        # Prepare attachments
+        # Prepare attachments if required
         if attach is not None and not isinstance(attach, AppriseAttachment):
-            attach = AppriseAttachment(attach, asset=self.asset)
+            try:
+                attach = AppriseAttachment(attach, asset=self.asset)
+
+            except TypeError:
+                # bad attachments
+                return False
 
         # Iterate over our loaded plugins
         for server in self.find(tag):
diff --git a/apprise/AppriseAttachment.py b/apprise/AppriseAttachment.py
index 68319365..ee046582 100644
--- a/apprise/AppriseAttachment.py
+++ b/apprise/AppriseAttachment.py
@@ -26,7 +26,6 @@
 import six
 
 from . import attachment
-from . import AttachBase
 from . import URLBase
 from .AppriseAsset import AppriseAsset
 from .logger import logger
@@ -58,7 +57,9 @@ class AppriseAttachment(object):
         # Now parse any paths specified
         if paths is not None:
             # Store our path(s)
-            self.add(paths)
+            if not self.add(paths):
+                # Parse Source domain based on from_addr
+                raise TypeError("One or more attachments could not be added.")
 
     def add(self, attachments, asset=None, db=None):
         """
@@ -72,7 +73,7 @@ class AppriseAttachment(object):
             # prepare default asset
             asset = self.asset
 
-        if isinstance(attachments, AttachBase):
+        if isinstance(attachments, attachment.AttachBase):
             # Go ahead and just add our attachments into our list
             self.attachments.append(attachments)
             return True
@@ -90,7 +91,7 @@ class AppriseAttachment(object):
         # Iterate over our attachments
         for _attachment in attachments:
 
-            if isinstance(_attachment, AttachBase):
+            if isinstance(_attachment, attachment.AttachBase):
                 # Go ahead and just add our attachment into our list
                 self.attachments.append(_attachment)
                 continue
@@ -107,7 +108,7 @@ class AppriseAttachment(object):
             # Instantiate ourselves an object, this function throws or
             # returns None if it fails
             instance = AppriseAttachment.instantiate(_attachment, asset=asset)
-            if not isinstance(instance, AttachBase):
+            if not isinstance(instance, attachment.AttachBase):
                 return_status = False
                 continue
 
diff --git a/apprise/attachment/AttachHTTP.py b/apprise/attachment/AttachHTTP.py
index 7148e340..cc45a427 100644
--- a/apprise/attachment/AttachHTTP.py
+++ b/apprise/attachment/AttachHTTP.py
@@ -131,10 +131,15 @@ class AttachHTTP(AttachBase):
                 # Handle Errors
                 r.raise_for_status()
 
-                # Store our response if within reason
-                if self.max_file_size > 0 \
-                        and r.headers.get(
-                            'Content-Length', 0) > self.max_file_size:
+                # Get our file-size (if known)
+                try:
+                    file_size = int(r.headers.get('Content-Length', '0'))
+                except (TypeError, ValueError):
+                    # Handle edge case where Content-Length is a bad value
+                    file_size = 0
+
+                # Perform a little Q/A on file limitations and restrictions
+                if self.max_file_size > 0 and file_size > self.max_file_size:
 
                     # The content retrieved is to large
                     self.logger.error(
diff --git a/apprise/plugins/NotifyBase.py b/apprise/plugins/NotifyBase.py
index 2b665baa..7e963b0c 100644
--- a/apprise/plugins/NotifyBase.py
+++ b/apprise/plugins/NotifyBase.py
@@ -33,6 +33,7 @@ from ..common import NOTIFY_FORMATS
 from ..common import OverflowMode
 from ..common import OVERFLOW_MODES
 from ..AppriseLocale import gettext_lazy as _
+from ..AppriseAttachment import AppriseAttachment
 
 
 class NotifyBase(URLBase):
@@ -247,6 +248,15 @@ class NotifyBase(URLBase):
 
         """
 
+        # Prepare attachments if required
+        if attach is not None and not isinstance(attach, AppriseAttachment):
+            try:
+                attach = AppriseAttachment(attach, asset=self.asset)
+
+            except TypeError:
+                # bad attachments
+                return False
+
         # Handle situations where the title is None
         title = '' if not title else title
 
diff --git a/apprise/plugins/NotifyEmail.py b/apprise/plugins/NotifyEmail.py
index 130436ed..d903ca55 100644
--- a/apprise/plugins/NotifyEmail.py
+++ b/apprise/plugins/NotifyEmail.py
@@ -27,8 +27,9 @@ import re
 import six
 import smtplib
 from email.mime.text import MIMEText
-from email.MIMEMultipart import MIMEMultipart
 from email.mime.application import MIMEApplication
+from email.mime.multipart import MIMEMultipart
+
 from socket import error as SocketError
 from datetime import datetime
 
diff --git a/test/test_api.py b/test/test_api.py
index 5426b73a..2e30db9d 100644
--- a/test/test_api.py
+++ b/test/test_api.py
@@ -33,9 +33,11 @@ import mock
 from os import chmod
 from os import getuid
 from os.path import dirname
+from os.path import join
 
 from apprise import Apprise
 from apprise import AppriseAsset
+from apprise import AppriseAttachment
 from apprise import NotifyBase
 from apprise import NotifyType
 from apprise import NotifyFormat
@@ -54,6 +56,9 @@ import inspect
 import logging
 logging.disable(logging.CRITICAL)
 
+# Attachment Directory
+TEST_VAR_DIR = join(dirname(__file__), 'var')
+
 
 def test_apprise():
     """
@@ -166,7 +171,7 @@ def test_apprise():
             # Support URL
             return ''
 
-        def notify(self, **kwargs):
+        def send(self, **kwargs):
             # Pretend everything is okay
             return True
 
@@ -200,6 +205,39 @@ def test_apprise():
     assert a.notify(title='present', body=None) is True
     assert a.notify(title="present", body="present") is True
 
+    # Send Attachment with success
+    attach = join(TEST_VAR_DIR, 'apprise-test.gif')
+    assert a.notify(
+        body='body', title='test', notify_type=NotifyType.INFO,
+        attach=attach) is True
+
+    # Send the attachment as an AppriseAttachment object
+    assert a.notify(
+        body='body', title='test', notify_type=NotifyType.INFO,
+        attach=AppriseAttachment(attach)) is True
+
+    # test a invalid attachment
+    assert a.notify(
+        body='body', title='test', notify_type=NotifyType.INFO,
+        attach='invalid://') is False
+
+    # Repeat the same tests above...
+    # however do it by directly accessing the object; this grants the similar
+    # results:
+    assert a[0].notify(
+        body='body', title='test', notify_type=NotifyType.INFO,
+        attach=attach) is True
+
+    # Send the attachment as an AppriseAttachment object
+    assert a[0].notify(
+        body='body', title='test', notify_type=NotifyType.INFO,
+        attach=AppriseAttachment(attach)) is True
+
+    # test a invalid attachment
+    assert a[0].notify(
+        body='body', title='test', notify_type=NotifyType.INFO,
+        attach='invalid://') is False
+
     # Clear our server listings again
     a.clear()
 
diff --git a/test/test_apprise_attachments.py b/test/test_apprise_attachments.py
index ae3e4173..7ac07826 100644
--- a/test/test_apprise_attachments.py
+++ b/test/test_apprise_attachments.py
@@ -140,6 +140,11 @@ def test_apprise_attachment():
     assert len(aa) == 0
     assert not aa
 
+    # if instantiating attachments from the class, it will throw a TypeError
+    # if attachments couldn't be loaded
+    with pytest.raises(TypeError):
+        AppriseAttachment('garbage://')
+
     # Garbage in produces garbage out
     assert aa.add(None) is False
     assert aa.add(object()) is False
diff --git a/test/test_attach_http.py b/test/test_attach_http.py
index 674659e0..277d60ed 100644
--- a/test/test_attach_http.py
+++ b/test/test_attach_http.py
@@ -238,6 +238,7 @@ def test_attach_http(mock_get):
 
     # Set our limit to be the length of our image; everything should work
     # without a problem
+    max_file_size = AttachHTTP.max_file_size
     AttachHTTP.max_file_size = getsize(path)
     # Set ourselves a Content-Disposition (providing a filename)
     dummy_response.headers['Content-Disposition'] = \
@@ -298,6 +299,25 @@ def test_attach_http(mock_get):
     assert attachment
     assert len(attachment) == getsize(path)
 
+    # Set our header up with an invalid Content-Length; we can still process
+    # this data. It just means we track it lower when reading back content
+    dummy_response.headers = {
+        'Content-Length': 'invalid'
+    }
+    results = AttachHTTP.parse_url('http://localhost/invalid-length.gif')
+    assert isinstance(results, dict)
+    attachment = AttachHTTP(**results)
+    assert isinstance(attachment.url(), six.string_types) is True
+    # No mime-type and/or filename over-ride was specified, so therefore it
+    # won't show up in the generated URL
+    assert re.search(r'[?&]mime=', attachment.url()) is None
+    assert re.search(r'[?&]name=', attachment.url()) is None
+    assert attachment.mimetype == 'image/gif'
+    # Because we could determine our mime type, we could build an extension
+    # for our unknown filename
+    assert attachment.name == 'invalid-length.gif'
+    assert attachment
+
     # Give ourselves nothing to work with
     dummy_response.headers = {}
     results = AttachHTTP.parse_url('http://user@localhost')
@@ -328,3 +348,6 @@ def test_attach_http(mock_get):
 
         mock_get.side_effect = _exception
         assert not aa
+
+    # Restore value
+    AttachHTTP.max_file_size = max_file_size
diff --git a/test/test_email_plugin.py b/test/test_email_plugin.py
index 76abbc89..c7ceb20e 100644
--- a/test/test_email_plugin.py
+++ b/test/test_email_plugin.py
@@ -23,6 +23,7 @@
 # OUT OF OR IN CONNECTION WITH THE SOFTWARE OR THE USE OR OTHER DEALINGS IN
 # THE SOFTWARE.
 
+import os
 import re
 import six
 import mock
@@ -31,12 +32,17 @@ import smtplib
 from apprise import plugins
 from apprise import NotifyType
 from apprise import Apprise
+from apprise import AttachBase
+from apprise import AppriseAttachment
 from apprise.plugins import NotifyEmailBase
 
 # Disable logging for a cleaner testing output
 import logging
 logging.disable(logging.CRITICAL)
 
+# Attachment Directory
+TEST_VAR_DIR = os.path.join(os.path.dirname(__file__), 'var')
+
 
 TEST_URLS = (
     ##################################
@@ -462,6 +468,42 @@ def test_smtplib_send_okay(mock_smtplib):
     assert obj.notify(
         body='body', title='test', notify_type=NotifyType.INFO) is True
 
+    # Create an apprise object to work with as well
+    a = Apprise()
+    assert a.add('mailto://user:pass@gmail.com?format=text')
+
+    # Send Attachment with success
+    attach = os.path.join(TEST_VAR_DIR, 'apprise-test.gif')
+    assert obj.notify(
+        body='body', title='test', notify_type=NotifyType.INFO,
+        attach=attach) is True
+
+    # same results happen from our Apprise object
+    assert a.notify(body='body', title='test', attach=attach) is True
+
+    # test using an Apprise Attachment object
+    assert obj.notify(
+        body='body', title='test', notify_type=NotifyType.INFO,
+        attach=AppriseAttachment(attach)) is True
+
+    # same results happen from our Apprise object
+    assert a.notify(
+        body='body', title='test', attach=AppriseAttachment(attach)) is True
+
+    max_file_size = AttachBase.max_file_size
+    # Now do a case where the file can't be sent
+
+    AttachBase.max_file_size = 1
+    assert obj.notify(
+        body='body', title='test', notify_type=NotifyType.INFO,
+        attach=attach) is False
+
+    # same results happen from our Apprise object
+    assert a.notify(body='body', title='test', attach=attach) is False
+
+    # Restore value
+    AttachBase.max_file_size = max_file_size
+
 
 def test_email_url_escaping():
     """