In a TLS communication I always thought the server would send the public certificate to the client during the handshake process.
However, I received a request from a provider asking us to manually install a certificate in order to initiate a TLS communication with one of their STunnel server.
I'm a bit confuse by this request. Is there's a situation where TLS server would not be able to send the certificate to the client and therefore required a manuel certificate installation?
There are two cases where a certificate installation is needed on the client side:
The server is using a certificate not issued by a public CA, i.e. self-signed or issued by a private CA. In this case the client must import the certificate or CA up front and install it as trusted.
The server is requiring client authentication based on certificates, i.e. not only the server authenticates to the client with a certificate but also the client to the server (instead or additionally to typical passwords). In this case the client has to get a client certificate and matching key and import so that it can be used for authentication.
It is unclear which of these cases is the one you are dealing with.
Related
What is the use of mutual authentication in TLS without restricting the client cert?
Here is my understanding about client/mutual auth using TLS.
The idea is that both the server the client authenticate/verifies each other certs so,
1- The client verifies the server cert based on its CA trust store
2- The server verifies the client cert based on its *CA trust store*
Now the key point to me is the second one, the server has to trust the client certificate by either saving it in the server trust store, or save the CA/ICA of the client cert, which should be private to the client, not via public CA, private CA to that client that the server wishes to trust.
Now [rfc5246][1] says the following
If the client has sent a certificate with signing ability, a digitally-signed
CertificateVerify message is sent to explicitly verify possession of
the private key in the certificate.
This won't achieve any authentication correct? for example, if I have a server that trusts any certificate signed by the trusted CAs around the world, then why bother at all with client authentication at all?
[1]: https://www.rfc-editor.org/rfc/rfc5246
When the server gets the client cert (as part of the TLS protocol), the server does all the normal cert checks, including chaining up to a trusted root. For the server to trust a client cert issued by Foo CA, the server needs to have the Foo CA root already installed at the server.
The corner stone of X.509 certs is root CA certs. A host should only trust certs issued by the CAs it trusts. So when an admin installs FooCA's roots, the admin is stating "I trust the certs issued by Foo and I trust that Foo did appropriate checks that the cert is valid and assigned to the correct entity."
The server does not need to store the client's cert, there's no reason to. When the cert comes in as part of TLS, the server simply checks it. No persistence needed, and if anything fails, and that includes not having the Foo CA root cert installed, then the connection fails.
The server DOES authenticate the client. A certificate binds a public key (in the cert) to an entity; for example CN=frodo#theshire.com. When the client connects and the server asks for the client cert, the server will check that the name in the cert (frodo#theshire.com) matches the name of the user, but it will also get the client to encrypt some data using the private key associated with the public key in the cert, and if the server successfully decrypts the data, then the client (frodo#theshire.com) really is who they claim to be. Or, in the worst case, an imposter who got access to Frodo's private key :)
Does that help?
There is a PKI with a single CA issuing all the x509 certificates in my network.
So on my network all the servers and clients possess a certificate from my CA stored in their corresponding keystore together with the private key. Each server and client has also the CA certificate in a chain file available to validate the trust chain of the peer x509 certificate when TLS mutual authentication is going on. All fine.
Let’s suppose I have now on my network two servers and two clients and I want to make sure Client_A and Server_A succeed with TLS mutual authentication using their x509 certificates, as Client_B and Server_B should do.
At the same time, I want to make sure TLS mutual authentication between Client_A and Server_B will not succeed. (Also valid between Client_B and Server_A).
How can I make the servers and clients in my network not only verifying the trust chain, but also respecting some kind of whitelist?
Maybe this is not feasible on TLS Layer, that is what I want to have clarified.
You can achieve this using any of the below 2 approaches-
Verifying client certificate at TLS layer: Create separate intermediate issuing CA for each client group. For example, for all the clients of Server_A, create a CA named Ca_Client_A. So your chain will look like rootCA -> Ca_Client_A -> client certificates. Import this Ca_Client_A in the trust-store of Server-A. Now Server_A will allow connections to the clients which has issuing ca Ca_Client_A. Similarly, you can create Ca_Client_B intermediate CA for serving client group B by server B.
Verifying client certificate at Application layer: For this, you need to write authentication logic in your application server where you need to put constraints such as allowed client certificate-serial numbers or CN name matching with keyword for successful authentication.
Hope that helps.
There isn't any way (that I know of) to do this at the TLS layer.
Most TLS libraries offer a callback option during the certificate exchange, and that would be the appropriate place to check the certificate against a list. Returning the library-specific version of failure/unacceptable will usually cause a TLS handshake failure, and no data will have been transmitted.
A lot of this depends on the server software you are using, not the TLS standard itself. Some software packages can be configured to trust certificates issued by a particular CA certificate. In your scenario, this would allow ANY certificate issued by your CA to connect to ANY server configured to trust your CA certificate. Other server software can be configured to trust a particular certificate, or certificates with a given subject (distinguished name of the certificate, subjectAltName, etc.) So, it depends on which particular "server" you're trying to connect to. Is this an Apache web server? IIS? Tomcat? The answer varies depending on what server platform we're talking about.
I'm debugging SSL errors between Websphere MQ Server and Client using T.Rob's suggestions and need help understanding the SSL handshake (SSL connect to MQ using .net mq client SSLV3?).
My WMQ 7.5 client application is C code and uses a keystore (.kdb). Utilizing a CHLTAB provided by the WebSphere admin. The WMQ server is running Java and the channel is defined with mutual authentication.
The article states that in the SSL/TLS handshake, the server always sends its public certificate in response to a connections request. The client then must validate that certificate by first checking the signature and validity date, then looking in its trust store for the thing that signed the certificate.
Here's my confusion: Since my keystore on the client side has only the application personal cert, how does the client validate the public certificate sent by the server? I have provided the Common Name of my application cert to the WebSphere server admin but nothing more than that.
Thanks in advance for the clarification!
The bit about "my keystore on the client side has only the application personal cert" is troubling. That won't work. The client KDB must have the server's public key. If the MQ server has SSLCAUTH(OPTIONAL) the the server's public cert is all that's required in the KDB for the connection to succeed.
The first part of the TLS handshake is where the client validates the server's certificate. The use of public/private key pairs is how the authenticity of the thing on the other side is assured. In order for that to happen the server must have its own personal certificate and the client must have the public key of the root of the signer chain. In the case of self-signed certificates the public portion of the personal cert must be trusted by the client. In the case of CA-signed certs the CA Root must be trusted by the client. Whichever one it is, the client must trust something used to sign the server's personal cert or that cert can't be validated.
The TLS handshake is symmetrical so the second part works exactly the same as the first but the roles are reversed. Therefore, in cases where mutual authentication is enabled the client must have its own personal cert (because that contains the private key) and the server must trust whatever signed the client's matching public key. If the client cert is self-signed the QMgr has to trust it. If the client's cert is CA-signed, the QMgr must trust the signer. Either way, the QMgr has to have a cert to validate the client in its KDB.
Following this logic, for anonymous client connections the required parts are the personal certificate in the QMgr's keystore (because it contains the QMgr's private key), and the matching trusted certificate in the client's KDB or for Java the Trust Store. Neither of these is optional.
If the client is to be authenticated you still need the same two certs as for anonymous clients because that part of the handshake has to complete before the client is authenticated. In addition, now you also need the client to have its own personal certificate (because it contains the client's private key) and the QMgr now needs to trust whatever signed the client's certificate - the client cert if self-signed or the signer root if CA-signed.
As a side note, There is also some confusion in the post because it says that "My WMQ 7.5 client application is C code and the WMQ server is running Java." There is nothing in the queue manager that uses Java on the server side. There are Java components installed to do things like manage JNDI objects and run the sample code. In modern MQ versions Java runs the Web Console. But there are no Java components in the QMgr itself and no Java components in the path of the incoming channel connection request. That's all habdled by the QMgr's listener, agent, and other internal processes. So I'm not at all sure what is being referred to there other than that the notion of Java running on the MQ server side and participating in the TLS handshake might be a source of some of the confusion mentioned in the post. ;-)
So far, I've used openssl, sslyze, keystore utilities, and some of the standard Windows diagnostics commands to try and characterize this problem. The summary is that as soon as I attempt to use a keystore that has the CA signed certificate in it, I get an immediate handshake failure 40 after the client hello. The connection never gets as far as a server hello with the CA cert in place.
On the same machine (Windows Server 2012), if I use a self signed certificate, the connection works as expected.
Openssl shows the handshake failure with the CA certificate in place.
sslyze shows all ciphers rejected with either no ciphers available or TLS / Alert handshake failure.
The fact that this is successful with a self-signed certificate tends to indicate that the "basics" are there, that the client and server have the necessary ciphers and so on to connect, and that server.xml is configured properly.
There were no error messages when importing the certificates, and everything seems to be configured correctly with the CA certs based on keytool checks. There are no error messages given during server start to indicate any problems processing the certificate.
Is there something I should be looking more closely at in regards to the keystore with the CA cert that could cause this complete rejection of the client hello? How would a different keystore or CA certs within aaffect the earliest steps of the handshake?
Thank you for information provided.
I assume that you are talking about a server side certificate and a server side key store, since the error happens at a state where no client certificates are yet involved. If the server is able to send the self-signed certificate to the client, but is not able to send the CA signed certificate to the client, then it must be something wrong with the certificate you are trying to send or that the certificate can not be used together with the ciphers offered by the client.
Since the problem is obviously on the server side you should first check all logs written on the server side for hints what the error might be. Typical problems are non-existing files, wrong files, password protected client key w/o providing a password or that the key does not belong to the certificate.
What is the proper way of using SSL certificates for private applications? By private I mean that I am the only user, and software is running on my computers.
I want to have a encrypted communication between two of my programs. I want to send passwords between them, so I need to be sure that remote program is not fake/hacked.
As far as I understand I don't need to get paid SSL certificate from the CA, if there is no third party involved.
Is the following correct?
Server has a private key and self-signed SSL certificate.
Client has a copy of server's self-signed certificate (it needs to be well protected).
During the handshake server sends the certificate to client.
client checks if the certificates are the same.
client can start encrypted transmission.
Is there other way?
Server has a private key and self-signed SSL certificate.
Yes
Client has a copy of server's self-signed certificate (it needs to be well protected).
The client has either a copy of the certificate or the certificates public key or the fingerprint of these. Since the certificate is public these information do not need to be protected. Only the private key of the server (residing only in the server side) needs to be protected because using this key one could prove ownership of the certificate.
During the handshake server sends the certificate to client.
Yes.
client checks if the certificates are the same.
Kind of. It might check the certificate or the public key or the fingerprints.
client can start encrypted transmission.
Yes.
I would recommend that you read the OWASP article about certificate and public key pinning. It also contains sample code for various environments.
Client has a copy of server's self-signed certificate (it needs to be well protected).
Clients do not have copy of the server certificate. They get it in SSL handshake
client checks if the certificates are the same.
NO! Clients will have the public certificate of the Certificate Authorities who would have signed the server certificate. They will validate the server cert with the CA cert including things like certificate expiry, CRLs. Not compare for 'sameness'
In your case you are using the self-signed certificates. The clients should be made to ignore the self signed certificate and proceed with SSL handshake.
I would recommend you read through SSL handshake sequence again.