send email via hotmail in python

Question

I want to send an email from my server. I'm trying to send using a hotmail account that I already have.

user = "[email protected]"
passwd = "xxxxxxxxx"

from_addr = "[email protected]"
to_addr = "[email protected]"
smtp_srv = "smtp.live.com"

subject = "Home Server Uptime"
message = "The server has been online for: %s" %(uptime)

smtp = smtplib.SMTP(smtp_srv,587)
smtp.ehlo()
smtp.starttls()
smtp.ehlo()
smtp.login(user, passwd)
smtp.sendmail(from_addr, to_addr, message)
smtp.quit()

I get this error:

Traceback (most recent call last):
  File "sendemail.py", line 23, in <module>
    smtp.starttls()
  File "/usr/lib/python2.7/smtplib.py", line 636, in starttls
    (resp, reply) = self.docmd("STARTTLS")
  File "/usr/lib/python2.7/smtplib.py", line 385, in docmd
    return self.getreply()
  File "/usr/lib/python2.7/smtplib.py", line 358, in getreply
    + str(e))
smtplib.SMTPServerDisconnected: Connection unexpectedly closed: [Errno 104] Connection reset by peer

I have no idea how to troubleshoot this.

Here is the output of set_debuglevel(1) as Nathan suggested:

send: 'ehlo [127.0.1.1]\r\n'
reply: '250-BLU0-SMTP190.blu0.hotmail.com Hello [my-ip-address]\r\n'
reply: '250-TURN\r\n'
reply: '250-SIZE 41943040\r\n'
reply: '250-ETRN\r\n'
reply: '250-PIPELINING\r\n'
reply: '250-DSN\r\n'
reply: '250-ENHANCEDSTATUSCODES\r\n'
reply: '250-8bitmime\r\n'
reply: '250-BINARYMIME\r\n'
reply: '250-CHUNKING\r\n'
reply: '250-VRFY\r\n'
reply: '250-TLS\r\n'
reply: '250-STARTTLS\r\n'
reply: '250 OK\r\n'
reply: retcode (250); Msg: BLU0-SMTP190.blu0.hotmail.com Hello [my-ip-address]
TURN
SIZE 41943040
ETRN
PIPELINING
DSN
ENHANCEDSTATUSCODES
8bitmime
BINARYMIME
CHUNKING
VRFY
TLS
STARTTLS
OK
send: 'STARTTLS\r\n'
Traceback (most recent call last):
  File "sendemail.py", line 24, in <module>
    smtp.starttls()
  File "/usr/lib/python2.7/smtplib.py", line 636, in starttls
    (resp, reply) = self.docmd("STARTTLS")
  File "/usr/lib/python2.7/smtplib.py", line 385, in docmd
    return self.getreply()
  File "/usr/lib/python2.7/smtplib.py", line 358, in getreply
    + str(e))
smtplib.SMTPServerDisconnected: Connection unexpectedly closed: [Errno 104] Connection reset by peer

Answer 1

try this

import email
import smtplib

msg = email.message_from_string('warning')
msg['From'] = "[email protected]"
msg['To'] = "[email protected]"
msg['Subject'] = "helOoooOo"

s = smtplib.SMTP("smtp.live.com",587)
s.ehlo() # Hostname to send for this command defaults to the fully qualified domain name of the local host.
s.starttls() #Puts connection to SMTP server in TLS mode
s.ehlo()
s.login('[email protected]', 'pass')

s.sendmail("[email protected]", "[email protected]", msg.as_string())

s.quit()