tls not working with action mailer in Rails 2.3.3 with Ruby 1.9.1

Hi - I have been trying to get action mailer to work with the restful_authentication plugin and a gmail account but have been unable to get past the following error

Net::SMTPAuthenticationError (530 5.7.0 Must issue a STARTTLS command first.

My understanding (after much checking) is that Rails 2.3.3 and Ruby 1.9.1 (any beyond 1.8.7) should have tls functionality built in and all that should be required to get it operating is to pass :enable_starttls_auto => true to the config.action_mailer.smtp_settings hash (although, checking the docs, it looks like true is the default, but everyone was throwing it in there, so I figured it couldn't hurt). This is not working for me though and I am wondering if anyone else has experienced either success or failure in this regard with these specific versions.

My settings are as follows -

config.action_mailer.delivery_method = :smtp config.action_mailer.smtp_settings = {

:address              => 'smtp.gmail.com',
:port                 => 587,    
:domain               => 'gmail.com',    
:user_name            => 'sanjuancoop@gmail.com',    
:password             => '**gmail-password**',
:authentication       => :plain,
:enable_starttls_auto => true

}

And the mailer code is pretty much exactly what got spit out by restful_authentication. The errors happen when I try to signup. So, once again, if others would share their experiences with tls on these versions of ruby and rails that would be greatly appreciated.