Q:

Unable to send email via google smtp on centos VPS

I am trying to send email via google SMTP.
The code is working fine in my local windows PC in tomcat.
But i got this error on my centos VPS
org.apache.commons.mail.EmailException: Sending the email to the following server failed : smtp.googlemail.com:465 

Here is code, please check it -
// Create the email message
HtmlEmail email = new HtmlEmail();

email.setHostName("smtp.googlemail.com");
email.setSmtpPort(465);
email.setAuthenticator(new DefaultAuthenticator("username", "password"));
email.setSSLOnConnect(true);

email.addTo(e_mail, f_name+" "+l_name);
email.setFrom("me@gmail.com", "something.com - Account activation");
email.setSubject("something.com - Account activation email");

  // embed the image and get the content id
URL url = new URL("http://something.com/out.php/i6964_logo-email.gif");
String cid = email.embed(url, "BizzKiss logo");

  // set the html message
email.setHtmlMsg("<html><body>Something</body></html>");

  // set the alternative message
email.setTextMsg("Your email client does not support HTML messages");
email.setTLS(true);
  // send the email
email.send();

out.println("Email sent to "+e_mail+"<br/>Please check your email for activation message.Not found? Please check your spam folder.");

org.apache.commons.mail.EmailException: Sending the email to the following server failed : smtp.googlemail.com:465
    at org.apache.commons.mail.Email.sendMimeMessage(Email.java:1401)
    at org.apache.commons.mail.Email.send(Email.java:1428)
    at org.apache.jsp.email_jsp._jspService(email_jsp.java:104)
    at org.apache.jasper.runtime.HttpJspBase.service(HttpJspBase.java:70)
    at javax.servlet.http.HttpServlet.service(HttpServlet.java:728)
    at org.apache.jasper.servlet.JspServletWrapper.service(JspServletWrapper.java:432)
    at org.apache.jasper.servlet.JspServlet.serviceJspFile(JspServlet.java:390)
    at org.apache.jasper.servlet.JspServlet.service(JspServlet.java:334)
    at javax.servlet.http.HttpServlet.service(HttpServlet.java:728)
    at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:305)
    at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:210)
    at org.tuckey.web.filters.urlrewrite.RuleChain.handleRewrite(RuleChain.java:176)
    at org.tuckey.web.filters.urlrewrite.RuleChain.doRules(RuleChain.java:145)
    at org.tuckey.web.filters.urlrewrite.UrlRewriter.processRequest(UrlRewriter.java:92)
    at org.tuckey.web.filters.urlrewrite.UrlRewriteFilter.doFilter(UrlRewriteFilter.java:394)
    at org.apache.catalina.core.ApplicationFilterChain.internalDoFilter(ApplicationFilterChain.java:243)
    at org.apache.catalina.core.ApplicationFilterChain.doFilter(ApplicationFilterChain.java:210)
    at org.apache.catalina.core.StandardWrapperValve.invoke(StandardWrapperValve.java:222)
    at org.apache.catalina.core.StandardContextValve.invoke(StandardContextValve.java:123)
    at org.apache.catalina.authenticator.AuthenticatorBase.invoke(AuthenticatorBase.java:502)
    at org.apache.catalina.core.StandardHostValve.invoke(StandardHostValve.java:171)
    at org.apache.catalina.valves.ErrorReportValve.invoke(ErrorReportValve.java:99)
    at org.apache.catalina.valves.AccessLogValve.invoke(AccessLogValve.java:953)
    at org.apache.catalina.core.StandardEngineValve.invoke(StandardEngineValve.java:118)
    at org.apache.catalina.connector.CoyoteAdapter.service(CoyoteAdapter.java:408)
    at org.apache.coyote.http11.AbstractHttp11Processor.process(AbstractHttp11Processor.java:1023)
    at org.apache.coyote.AbstractProtocol$AbstractConnectionHandler.process(AbstractProtocol.java:589)
    at org.apache.tomcat.util.net.JIoEndpoint$SocketProcessor.run(JIoEndpoint.java:310)
    at java.util.concurrent.ThreadPoolExecutor.runWorker(ThreadPoolExecutor.java:1145)
    at java.util.concurrent.ThreadPoolExecutor$Worker.run(ThreadPoolExecutor.java:615)
    at java.lang.Thread.run(Thread.java:724)
Caused by: javax.mail.AuthenticationFailedException: 534-5.7.14  Please log in via your web browser and then try again.
534-5.7.14 Learn more at https://support.google.com/mail/bin/answer.py?answer=787
534 5.7.14 54 qf7sm12328634pac.14 - gsmtp

    at com.sun.mail.smtp.SMTPTransport$Authenticator.authenticate(SMTPTransport.java:826)
    at com.sun.mail.smtp.SMTPTransport.authenticate(SMTPTransport.java:761)
    at com.sun.mail.smtp.SMTPTransport.protocolConnect(SMTPTransport.java:685)
    at javax.mail.Service.connect(Service.java:317)
    at javax.mail.Service.connect(Service.java:176)
    at javax.mail.Service.connect(Service.java:125)
    at javax.mail.Transport.send0(Transport.java:194)
    at javax.mail.Transport.send(Transport.java:124)
    at org.apache.commons.mail.Email.sendMimeMessage(Email.java:1391)
    ... 30 more

Please check the stacktrace and please tell me what is wrong

A:

Even if the Gmail account credentials are correct, Google may still block authentication attempt, suspecting a robot mail sender. To fix it, make sure you are logged in using the same Gmail account in your browser, and then open the link below and step through the process of verification:

https://accounts.google.com/b/0/DisplayUnlockCaptcha

This will allow access to your Gmail account for about 10 minutes. Be sure to try your code within this time frame.
This trick helped me about half a year ago, hope nothing has been changed since then.

A:

Whenever a script tries to login automatically, Gmail generally blocks the script. To enable login through script do this:

Go here
https://security.google.com/settings/security/activity?hl=en&pli=1
In the list of signin, select the one which was blocked and contains the IP of your server. 
Under Unusual activity click Change and Recognize the activity as yours.

If you do not have the activity in the list goto https://accounts.google.com/b/0/DisplayUnlockCaptcha and then try.
Both Tricks worked for me many times.

