Errno 10060 python sending email through gmail

Question

I'm trying to send an email through a gmail account using python 2.7. My code is below, any help is appreciated! I keep getting:

Errno 10060- connection attempt failed because connected party did not properly respond after a period of time...

import smtplib

FROMADDR = "[email protected]"
LOGIN    = FROMADDR
PASSWORD = "mypassword"
TOADDRS  = "[email protected]"
msg = "Test message"
server = smtplib.SMTP('smtp.gmail.com', 25, timeout=120)
server.set_debuglevel(1)
server.ehlo()
server.starttls()
server.ehlo()
server.login(LOGIN, PASSWORD)
server.sendmail(FROMADDR, TOADDRS, msg)
server.quit()
print "E-mail succesfully sent"

Answer 1

It is timing out because you are connecting on the port for email routing between servers instead of the mail submission agent port. It worked fine for me when using port 587:

>>> import smtplib
>>> server = smtplib.SMTP('smtp.gmail.com',587)
>>> server.ehlo()
(250, 'mx.google.com at your service, [99.178.174.213]\nSIZE 35882577\n8BITMIME\nSTARTTLS\nENHANCEDSTATUSCODES')
>>> server.starttls()
(220, '2.0.0 Ready to start TLS')
>>> server.ehlo
<bound method SMTP.ehlo of <smtplib.SMTP instance at 0x1e518c0>>
>>> server.login('xxxxxxxxxxxx','xxxxxxxx')
(235, '2.7.0 Accepted')
>>> msg = "test message"
>>> server.sendmail('[email protected]','[email protected]',msg)
{}
>>> server.quit()
(221, '2.0.0 closing connection xxxxxxxxxxxxx.x - gsmtp')