Using multiple SSL client certificates in Java with the same host

SSL can provide hints to the client about which certificate to present. This might allow you to use one key store with multiple identities in it, but, unfortunately, most servers don't use this hinting feature. So, it will be more robust if you specify the client certificate to use on for each connection.

Here is sample code to set up one SSLContext with specified identity and trust stores. You can repeat these steps to create multiple contexts, one for each client certificate you want to use. Each SSLContext would probably use the same trust store, but a different identity store (containing the single client key entry to be used in that context).

Initialize the contexts that you will need one time, and reuse the the correct one for each connection. If you are making multiple connections, this will allow you to take advantage of SSL sessions.

KeyManagerFactory kmf = 
  KeyManagerFactory.getInstance(KeyManagerFactory.getDefaultAlgorithm());
kmf.init(identityStore, password);
TrustManagerFactory tmf =
  TrustManagerFactory.getInstance(TrustManagerFactory.getDefaultAlgorithm());
tmf.init(trustStore);
SSLContext ctx = SSLContext.getInstance("TLS");
ctx.init(kmf.getKeyManagers(), tmf.getTrustManagers(), null);

Later, you can create a socket directly:

SSLSocketFactory factory = ctx.getSocketFactory();
Socket socket = factory.createSocket(host, port);

Or, if you are using the URL class, you can specify the SSLSocketFactory to use when making HTTPS requests:

HttpsURLConnection con = (HttpsURLConnection) url.openConnection();
con.setSSLSocketFactory(ctx.getSocketFactory());

Java 6 has some additional API that makes it easier to configure sockets according to your preferences for cipher suites, etc.