Timeout issue when trying to send an email

Question

So I'm getting a timeout issue when I'm trying to send emails using the most recent java mail api. the email address is valid and so is the password. I am using a gmail email as my sender account and have allowed access to less secure accounts. the problem is on line 24 where it says tr.send(message). I don't get an error. the program just becomes unresponsive. The message doesn't even go to my folder. I think it might be related to the statement import javax.activation.*; which Intellij says is an unused import statement. I did add it to my project's library when I added the java mail api. Do I need to add it in to my pom.xml file?

I've tried reading from this answer Sending an email with an attachment using javamail API and watched this video https://www.youtube.com/watch?v=A7HAB5whD6I That's where I got the bulk of my program from.

public class AutomatedEmails {

@FXML
private TextField email;
@FXML
private TextField name;
private String host = "smtp.gmail.com";
private String user = "emailaddress@gmail.com";
private String emailPassword = "password";
private String TO = "";
private String FROM = "emailaddress@gmail.com";
private String subject = "hello";
private String messageText = "hello";

Properties props = System.getProperties();

public AutomatedEmails() throws IOException, MessagingException {


}

public void sendWelcomeEmail(RegisterController registerController) throws MessagingException {

    props.put("mail.smtp.auth", true);
    props.put("mail.smtp.starttls.enable", true);
    props.put("mail.smtp.host", "smtp.gmail.com");
    props.put("mail.smtp.port", "587");

    TO = registerController.getEmail();

    Session session = Session.getInstance(props, new Authenticator() {
        @Override
        protected PasswordAuthentication getPasswordAuthentication() {
            return new PasswordAuthentication(FROM, emailPassword);
        }
    });

    Message message = prepareMessage(session, FROM, TO);

    System.out.println("working still");
// this prints
    Transport tr = session.getTransport("smtps");
    tr.connect(host, FROM, emailPassword);

    Transport.send(message);
    tr.close();
    System.out.println("message sent successfully");
// this doesn't print
}
public Message prepareMessage(Session session, String FROM, String TO){
    try{
        Message message = new MimeMessage(session);
        message.setFrom(new InternetAddress(FROM));
        message.setRecipient(Message.RecipientType.TO, new InternetAddress(TO));
        message.setSubject(subject);
        ((MimeMessage) message).setText(messageText);
        return message;
    } catch (Exception e){
        Logger.getLogger(AutomatedEmails.class.getName()).log(Level.SEVERE, null, e);
    }
    return null;
}
}

The idea is that the email will be sent to the registered user. Instead there is just a timeout with no email being sent. I'm wondering if this is related to the unused import. Do I need to add something to my pom.xml file? Or change up my code. Using a Mac