you can you port 465 with SSL
Main Topics
Browse All TopicsI'm writing an email client application it's basically the same as do telnet to an smtp server. I have tried to do telnet to send some emails to my account but I cant. When I tried to telnet to send a message to my gmail account I receive a message that says please enter the 'starttls' command and when I enter it, it seems like the smtp server it's waiting for something else and nothing happens. When I tried to do telnet to send an email to my hotmail account everything runs well but then when I check my inbox the email isn't there. When I tried to do the same with my yahoo account it works. I want to know how is the correct way to to telnet to gmail and hotmail smtp servers.
I am using the following smtp server address and port;
SmtpServerAddress Port
smtp.gmail.com 587
mx1.hotmail.com 25
mx2.hotmail.com 25
Thanks in advance
This Question has been solved and asker verified All Experts Exchange premium technology solutions are available to subscription members.
Experts Exchange has been collecting answers to technology questions since 1996…3 million and counting! If you have a question, chances are we already have your answer.
If you can't find the exact answer you're looking for, ask our exclusive community of 50,000 experts. You’ll get a personalized answer from a trusted professional.
Thousands of free tech tips, tricks, how-to’s and tutorials are available in our peer reviewed articles section. See for yourself how smart our experts are, no login required.
Access the answers to your technology questions today.
30-day free trial. Register in 60 seconds.
Members of the expert community talk about why the experience at Experts Exchange is different than what you will find anywhere else.

Try it out and discover for yourself.
30-day free trial. Register in 60 seconds.
Join the community of experts here and help other tech pros by answering question in your area of expertise. You can earn FREE access to all Experts Exchange's premium features and resources.
Business Accounts
Answer for Membership
by: knightrider2k2Posted on 2007-07-16 at 16:02:58ID: 19500572
I am not 100% sure but I think when you use port 587/TLS you need a TLS certificate on the sending machine.
Hotmail is probably rejecting your email because you are on a residential internet connection or you don't have a reverse dns setup.