Action Mailer TLS Plugin for Rails ActionMailer by default cannot securely connect to Google’s secure SMTP servers, so you have to use the following recipe to enable secure SMTP connections for your Rails application: http://robertbousquet.com/articles/using-gmail-smtp-with-actionmailer Requirements: Ruby 1.8.6 Note: The Net::SMTP interface changes in Ruby 1.8.7 and breaks this plugin.