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PORuby Mail, how to achieve SSL email
 

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    <p>I have successfully sent email to a remote server using port their port 25 (non-secure) with this script:</p> <pre><code>require 'rubygems' require 'mail' options = { :address =&gt; "mail.domain.com", :port =&gt; 25, :domain =&gt; 'mail.domain.com', :user_name =&gt; 'somedude@domain.com', :password =&gt; 'topsecret', :authentication =&gt; 'login', :enable_starttls_auto =&gt; true } Mail.defaults do delivery_method :smtp, options end mail = Mail.new do from 'someotherdude@otherdomain.com' to 'somedude@domain.com' subject 'This is a test email' body File.read('body.txt') end puts mail.to_s mail.deliver! </code></pre> <p>What I need to do now is use their SSL port 466. When I try it, I get the normal output detailing the message, then it pauses for about 2 minutes and coughs up this:</p> <pre><code>/usr/local/rvm/rubies/ruby-1.8.7-p249/lib/ruby/1.8/timeout.rb:60:in `rbuf_fill': execution expired (Timeout::Error) from /usr/local/rvm/rubies/ruby-1.8.7-p249/lib/ruby/1.8/net/protocol.rb:134:in `rbuf_fill' from /usr/local/rvm/rubies/ruby-1.8.7-p249/lib/ruby/1.8/net/protocol.rb:116:in `readuntil' from /usr/local/rvm/rubies/ruby-1.8.7-p249/lib/ruby/1.8/net/protocol.rb:126:in `readline' from /usr/local/rvm/rubies/ruby-1.8.7-p249/lib/ruby/1.8/net/smtp.rb:911:in `recv_response' from /usr/local/rvm/rubies/ruby-1.8.7-p249/lib/ruby/1.8/net/smtp.rb:554:in `do_start' from /usr/local/rvm/rubies/ruby-1.8.7-p249/lib/ruby/1.8/net/smtp.rb:921:in `critical' from /usr/local/rvm/rubies/ruby-1.8.7-p249/lib/ruby/1.8/net/smtp.rb:554:in `do_start' from /usr/local/rvm/rubies/ruby-1.8.7-p249/lib/ruby/1.8/net/smtp.rb:525:in `start' from /usr/local/rvm/gems/ruby-1.8.7-p249/gems/mail-2.2.10/lib/mail/network/delivery_methods/smtp.rb:127:in `deliver!' from /usr/local/rvm/gems/ruby-1.8.7-p249/gems/mail-2.2.10/lib/mail/message.rb:243:in `deliver!' from testmail.rb:30 </code></pre> <p>I think this is because it cannot even begin the SSL authentication process. How do I do it?</p>
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