I used port 465 on my outlook but still wont work.
Have you checked bug
http://bugs.contribs.org/show_bug.cgi?id=383Settings are:
2) Setting Outlook for SSMTP using Port 465 requires some care, especially
since the test facility provided by Outlook is of no use with SME7. So its a
hit and miss business. The catch here is to:
(i) Enable authentication for SMTP in Outlook "Outgoing Server panel" and click
" Use same settings as my incoming mail server".
(ii) Enabling SSL for Outgoing server in Outlook "Advance panel"
(iii) And change Port 25 to Port 465 - Outlook forgot about this one.
And when you test, do no rely on Outlook test email, iot does not work...
Send a real mail to a valid account.
Hope it helps.