Sending email using Outlook SMTP

I want to send email in Django application using Outlook's SMTP server. The problem is, I get SSL wrong version number error every time I'm trying to send a message.

Error traceback:

Traceback (most recent call last): File "F:\Development\Python\lib\smtplib.py", line 366, in getreply line = self.file.readline() File "F:\Development\Python\lib\socket.py", line 297, in readinto return self._sock.recv_into(b) File "F:\Development\Python\lib\ssl.py", line 453, in recv_into return self.read(nbytes, buffer) File "F:\Development\Python\lib\ssl.py", line 327, in read v = self._sslobj.read(len, buffer) ssl.SSLError: [SSL: WRONG_VERSION_NUMBER] wrong version number (_ssl.c:1450) During handling of the above exception, another exception occurred: Traceback (most recent call last): File "F:\Development\Python\lib\site-packages\django\core\handlers\base.py", line 115, in get_response response = callback(request, *callback_args, **callback_kwargs) File "E:\SkyDrive\Repositories\web\skyproject\views.py", line 13, in index email.send() File "F:\Development\Python\lib\site-packages\django\core\mail\message.py", line 255, in send return self.get_connection(fail_silently).send_messages([self]) File "F:\Development\Python\lib\site-packages\django\core\mail\backends\smtp.py", line 88, in send_messages new_conn_created = self.open() File "F:\Development\Python\lib\site-packages\django\core\mail\backends\smtp.py", line 55, in open self.connection.login(self.username, self.password) File "F:\Development\Python\lib\smtplib.py", line 621, in login AUTH_PLAIN + " " + encode_plain(user, password)) File "F:\Development\Python\lib\smtplib.py", line 398, in docmd return self.getreply() File "F:\Development\Python\lib\smtplib.py", line 370, in getreply + str(e)) smtplib.SMTPServerDisconnected: Connection unexpectedly closed: [SSL: WRONG_VERSION_NUMBER] wrong version number (_ssl.c:1450) 

This is my SMTP configuration in 'settings.py':

EMAIL_USE_TLS = True EMAIL_HOST = 'smtp.live.com' EMAIL_HOST_USER = '' EMAIL_HOST_PASSWORD = 'my_password' EMAIL_PORT = 587 

And this is how messages being sent:

from django.core.mail import EmailMessage email = EmailMessage('Test', 'Test', to=['']) email.send() 

I have no idea why I get this error. As far as I know, there are no SSL_VERSION parameter in Django settings.

If it is important, my interpreter's version is 3.3.2, and Django's version is 1.5.2.

3 Answers

I got it working with the following settings:

EMAIL_USE_TLS = True EMAIL_HOST = 'smtp-mail.outlook.com' EMAIL_HOST_USER = '' EMAIL_HOST_PASSWORD = 'mypassword' EMAIL_PORT = 25 

I had a very similar issue. I was getting following error message:

SMTPServerDisconnected: Connection unexpectedly closed 

The solution was to:

1. Login to the e-mail address via web interface available at
2. Verify my account by providing MS with my phone number and typing back the received SMS.

After this I can nicely send e-mails from Django.

Try these settings for OutLook:

EMAIL_BACKEND = 'django.core.mail.backends.smtp.EmailBackend' EMAIL_PORT = 587 EMAIL_USE_TLS = True EMAIL_HOST = 'smtp-mail.outlook.com' EMAIL_HOST_USER = "" EMAIL_HOST_PASSWORD = "yourpassword"