Sending emails via SMTP from GMail or Yahoo accounts

Question

I'm trying to send emails from my AIR app using GMail and Yahoo's SMTP servers. (I have accounts on both of them), and surprise surprise, it just isn't happening.

Warning: This might have been rendered obsolete by new developments specified in teh EDIT1 section

Here's the log of my communication with the servers:
Gmail:

220 mx.google.com ESMTP ms9sm13686367pbb.43
EHLO mx.google.com
250-mx.google.com at your service, [59.182.158.33]
250-SIZE 35882577
250-8BITMIME
250-STARTTLS
250 ENHANCEDSTATUSCODES
AUTH LOGIN
530 5.7.0 Must issue a STARTTLS command first. ms9sm13686367pbb.43
STARTTLS
220 2.0.0 Ready to start TLS
AUTH LOGIN

Connection to host lost.

Yahoo:

220 smtp209.mail.sg3.yahoo.com ESMTP
EHLO smtp.yahoo.com
250-smtp209.mail.sg3.yahoo.com
250-AUTH LOGIN PLAIN XYMCOOKIE
250-PIPELINING
250-SIZE 41697280
250 8BITMIME
AUTH LOGIN
334 VXNlcm5hbWU6
<base64encoded username>
334 UGFzc3dvcmQ6
<base64encoded password>
530 Access denied

Connection to host lost.

On the other hand, my GMX mail account works perfectly without TLS. With TLS, the connection drops for all 3.

What is wrong and how can I fix it?

P.S.: I tried this communication with the servers using Windows' inbuilt telnet executable

telnet {host} {port}

P.P.S: It doesn't work using sockets in AIR either.

EDIT1 Downloaded and installed OpenSSL and Gmail works. Now the question is how do I reproduce this in AIR?

Answer 1

I used TLSSocket which is a part of the as3crypto library. Writing to the socket and listening for responses works.