Unrecognized Ssl Message, Plaintext Connection? Exception

Unrecognized SSL message, plaintext connection? Exception

I think this is due to the connection
established with the client machine is
not secure.

It is due to the fact that you are talking to an HTTP server, not an HTTPS server. Probably you didn't use the correct port number for HTTPS.

Unable to Send Mail - javax.net.ssl.SSLException: Unrecognized SSL message, plaintext connection?

<prop key="mail.smtp.starttls.enable">${mail.smtp.starttls.enable}</prop>
<prop key="mail.smtp.ssl.enable">true</prop>

You want either mail.smtp.ssl.enable for implicit SSL directly after TCP connect (port 465) or mail.smtp.starttls.enable for explicit SSL using the STARTTLS command (port 25). But with your current properties you set both to true.

This means it will do a TCP connect to port 25 and try a SSL handshake there. This will fail because the server is sending a plain text greeting from the SMTP dialog and not the expected SSL handshake. Thus you get

Unrecognized SSL message, plaintext connection?

To fix it make sure that you either use implicit or explicit SSL but not both depending on the port, i.e. for port 25 mail.smtp.ssl.enable should be false.

javax.net.ssl.SSLException: Unrecognized SSL message, plaintext connection. when routing with Eureka client discovery, after deploy on tomcat server

Finally I found the solution. by adding property
ribbon.eureka.enabled=false in zuul every thing is working fine.

SSLException:Unrecognized SSL message, plaintext connection

I found the answer. so when i configured spray to HTTPS it cant accept the HTTP requests it accepts only HTTPS requests.

Unsupported or unrecognized ssl-message exception at startHandshake after issuing STARTTLS command in a java program

To be clear, the main intention behind this answer is to mark the question as answered, because actually the solution is found in the comments to the question. The problem lies in the readInputRun() that reads part of the ServerHello, so letting the reading thread interrupt itself before the handshake and restarting it after it solves it:

dos.write("STARTTLS\r\n".getBytes());

SSLSocket sslSocket = (SSLSocket) ((SSLSocketFactory) SSLSocketFactory.getDefault()).createSocket(socket, "mail.arcor.de", 587, true);
dos = new DataOutputStream(sslSocket.getOutputStream());
dis = new DataInputStream(sslSocket.getInputStream());

sslSocket.startHandshake();

new Thread(() -> {readInputRun();}).start();

dos.write(("EHLO " + InetAddress.getLocalHost().getHostAddress() + "\r\n").getBytes());

dos.write("QUIT\r\n".getBytes());

and:

private static void readInputRun() {
    try {
        int input;
        String allInput = "";
        while((input = dis.read()) >= 0) {
            allInput += (char) input;
            System.out.print(allInput.charAt(allInput.length() - 1));

            if(allInput.endsWith("Start TLS\r\n")) {
                break;
            }
        }
    } catch(Exception e) {
        e.printStackTrace();
    }
}

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