Hi Charles,

Thanks for the response.

Per your suggestion, in Outlook Express I changed to use SSL on port 993 for IMAP, and port 465 for SMTP, the creation of the new account succeeded without error!  However, when tried to send to my yahoo mail or gmail acct,  got the following error: (apparently failed to send!)

"The message could not be sent because one of the recipients was rejected by the server.  The rejected email address was 'dchenusa@yahoo.com.'  Subject: 'test out to yahoo mail' Account:'dchen192.168.20.100' Server: 192.168.20.100 Protocol: SMTP, server response: 554 5.7.1 : client host rejected access denied, port: 465, Secured [SSL]: Yes, server Error: 554, Error number: 0x800CCC79"

PS. in the same client PC, using Thunderbird client, IMAP and SMTP configured with either with SSL or without SSL, both outgoing mails were sent successfully!

Any thought?

Thx again,

Dennis

From: Charles Marcus CMarcus@Media-Brokers.com To: dovecot@dovecot.org Sent: Tuesday, April 17, 2012 3:26 AM Subject: Re: [Dovecot] Dovecot and Outlook Express "plaintext authentication not allowed..."

On 2012-04-17 5:16 AM, D Chen dchenusa@yahoo.com wrote:

When tried to set up a new Outlook Express mail acct, the following error encountered:

      Your IMAP server wishes to alert you to the following: plaintext authentication not allowed without SSL/TLS, but your client did it anyway.

Ummm... hello? McFly? ;)

You need to configure SSL on Outlook Express (why on gods green earth you are using that is beyond me), as the error plainly says. Until you do this it doesn't matter what you enter for a username/password.

Also, you should be using SSL on port 993, because I'm fairly certain that Outlook Express doesn't support STARTTLS on port 143.

And off topic but in the same vein, for postfix/SMTP relay you should be using the submission port (STARTTLS on port 587) for most clients, but I think Outlook Express again doesn't work with it, so you will need to use the deprecated SSL on port 465 (these two need to be enabled in postfix/master.cf - just uncomment the examples).

-- Best regards,

Charles

On 2012-04-17 4:41 PM, D Chen dchenusa@yahoo.com wrote:

Per your suggestion, in Outlook Express I changed to use SSL on port 993 for IMAP, and port 465 for SMTP, the creation of the new account succeeded without error! However, when tried to send to my yahoo mail or gmail acct, got the following error: (apparently failed to send!)

Changed subject to OT because this is not relevant to dovecot...

"The message could not be sent because one of the recipients was rejected by the server. The rejected email address was 'dchenusa@yahoo.com.' Subject: 'test out to yahoo mail' Account:'dchen192.168.20.100' Server: 192.168.20.100 Protocol: SMTP, server response: 554 5.7.1

That is a 'Relay access denied' error (assuming yahoo uses correct error codes, which is probably a bad assumption)...

Either Yahoo doesn't support port 465 (try the submission port for your yahoo smtp server - 587)... or you have a free account which doesn't allow relaying using their servers (so you'd have to use something else for sending - what does the Thunderbird client use for sending for that account?)...

But as suggested... don't use Outlook Express, use a modern mail client (Thunderbird is my preference, but someone else suggested Windows Live Mail which does suck much less than Outlook Express)...

--

Best regards,

Charles