tls - smtp mail java

Problema con JavaMail Gmail. "Listo para iniciar TLS" luego falla

Question

 mailServerProperties = System.getProperties();
mailServerProperties.put("mail.smtp.port", "587");
mailServerProperties.put("mail.smtp.auth", "true");
mailServerProperties.put("mail.smtp.ssl.trust", "*");
mailServerProperties.put("mail.smtp.starttls.enable", "true");
mailServerProperties.put("mail.debug", "true");
getMailSession = Session.getDefaultInstance(mailServerProperties, null);
generateMailMessage = new MimeMessage(getMailSession);
generateMailMessage.addRecipient(Message.RecipientType.TO, new InternetAddress("[email protected]"));
generateMailMessage.addRecipient(Message.RecipientType.CC, new InternetAddress("[email protected]"));
generateMailMessage.setSubject("Greetings");
String emailBody = "Test email";
generateMailMessage.setContent(emailBody, "text/html");
System.out.println("Mail Session has been created successfully..");
Transport transport = getMailSession.getTransport("smtp");
transport.connect("smtp.gmail.com", 587, "user", "password");
transport.sendMessage(generateMailMessage, generateMailMessage.getAllRecipients());
transport.close();

También instalé el certificado de smtp de gmail en mi almacén de claves openssl s_client -connect smtp.gmail.com:465

DEBUG: getProvider() returning javax.mail.Provider[TRANSPORT,smtp,com.sun.mail.smtp.SMTPTransport,Oracle]
DEBUG SMTP: useEhlo true, useAuth true
DEBUG SMTP: trying to connect to host "smtp.gmail.com", port 587, isSSL false
220 smtp.gmail.com ESMTP i80sm10888185wmf.11 - gsmtp
DEBUG SMTP: connected to host "smtp.gmail.com", port: 587
EHLO uk-lon01-mws07
250-smtp.gmail.com at your service, [2.220.210.180]
250-SIZE 35882577
250-8BITMIME
250-STARTTLS
250-ENHANCEDSTATUSCODES
250-PIPELINING
250-CHUNKING
250 SMTPUTF8
DEBUG SMTP: Found extension "SIZE", arg "35882577"
DEBUG SMTP: Found extension "8BITMIME", arg ""
DEBUG SMTP: Found extension "STARTTLS", arg ""
DEBUG SMTP: Found extension "ENHANCEDSTATUSCODES", arg ""
DEBUG SMTP: Found extension "PIPELINING", arg ""
DEBUG SMTP: Found extension "CHUNKING", arg ""
DEBUG SMTP: Found extension "SMTPUTF8", arg ""
STARTTLS
220 2.0.0 Ready to start TLS (BOMBS OUT AT THIS POINT)
Exception in thread "main" javax.mail.MessagingException: Could not convert socket to TLS;
nested exception is:
javax.net.ssl.SSLHandshakeException: Remote host closed connection during handshake
at com.sun.mail.smtp.SMTPTransport.startTLS(SMTPTransport.java:2046)
at com.sun.mail.smtp.SMTPTransport.protocolConnect(SMTPTransport.java:711)
at javax.mail.Service.connect(Service.java:366)
at com.lawrenceadams.Mail.generateAndSendEmail(Mail.java:50)
at com.lawrenceadams.Mail.main(Mail.java:16)
at sun.reflect.NativeMethodAccessorImpl.invoke0(Native Method)
at sun.reflect.NativeMethodAccessorImpl.invoke(NativeMethodAccessorImpl.java:62)
at sun.reflect.DelegatingMethodAccessorImpl.invoke(DelegatingMethodAccessorImpl.java:43)
at java.lang.reflect.Method.invoke(Method.java:497)
at com.intellij.rt.execution.application.AppMain.main(AppMain.java:144)
Caused by: javax.net.ssl.SSLHandshakeException: Remote host closed connection during handshake
at sun.security.ssl.SSLSocketImpl.readRecord(SSLSocketImpl.java:992)
at sun.security.ssl.SSLSocketImpl.performInitialHandshake(SSLSocketImpl.java:1375)
at sun.security.ssl.SSLSocketImpl.startHandshake(SSLSocketImpl.java:1403)
at sun.security.ssl.SSLSocketImpl.startHandshake(SSLSocketImpl.java:1387)
at com.sun.mail.util.SocketFetcher.configureSSLSocket(SocketFetcher.java:598)
at com.sun.mail.util.SocketFetcher.startTLS(SocketFetcher.java:525)
at com.sun.mail.smtp.SMTPTransport.startTLS(SMTPTransport.java:2041)
... 9 more
Caused by: java.io.EOFException: SSL peer shut down incorrectly
at sun.security.ssl.InputRecord.read(InputRecord.java:505)
at sun.security.ssl.SSLSocketImpl.readRecord(SSLSocketImpl.java:973)
... 15 more

¿Alguien puede ayudar? He estado luchando en esto durante las últimas dos horas.