 <p>Have a try and add this header:</p> <pre><code>Disposition-Notification-To: "User" &lt;user@user.com&gt; </code></pre> <p>The reader may need to confirm that you get a reply. Also adding html content served by your server can be an option to recognize that the mail is read.</p> <p>You should be able to do this with any of these lines</p> <pre><code>msg['Disposition-Notification-To'] = '"User" &lt;user@user.com&gt;' msg['Disposition-Notification-To'] = 'user@user.com' </code></pre>