smtplib_authenticated.py

#!/usr/bin/env python


import smtplib
import email.utils
from email.mime.text import MIMEText
import getpass

# Prompt the user for connection info
to_email = raw_input('Recipient: ')
servername = raw_input('Mail server name: ')
username = raw_input('Mail username: ')
password = getpass.getpass("%s's password: " % username)

# Create the message
msg = MIMEText('Test message from PyMOTW.')
msg.set_unixfrom('author')
msg['To'] = email.utils.formataddr(('Recipient', to_email))
msg['From'] = email.utils.formataddr(('Author',
                                      'author@example'))
msg['Subject'] = 'Test from PyMOTW'

server = smtplib.SMTP(servername)
try:
    server.set_debuglevel(True)

    # identify ourselves, prompting server for supported features
    server.ehlo()

    # If we can encrypt this session, do it
    if server.has_extn('STARTTLS'):
        server.starttls()
        server.ehlo()  # reidentify ourselves over TLS connection

    server.login(username, password)
    server.sendmail('author@example.com',
                    [to_email],
                    msg.as_string())
finally:
    server.quit()