title: Telnet smtp.mail - must issue STARTTLS command first
body: <p>On my Mac terminal, I am trying to <code>telnet</code> into my <code>smtp.gmail.com</code> through <code>port 587</code>.</p>
  
  <p>On Google Apps, (which is set to manage a Dreamhost domain), I have relay configured, as follows:</p>
  
  <p><code>"Allowed senders: Only addresses in my domains"</code> 
  <code>"Require SMTP Authentication: Yes</code>"</p>
  
  <p>when I <code>HELO &lt;me@domain.com&gt;</code>, I get:</p>
  
  <p><code>250 smtp.gmail.com at your service</code></p>
  
  <p>then I enter <code>MAIL FROM: &lt;me@example.com&gt;</code></p>
  
  <p>which returns:</p>
  
  <p><code>530 5.7.0 Must issue a STARTTLS command first.</code></p>
  
  <p>what am I doing wrong?</p>