SSL and public key security - ssl

I'm consuming a web service from an Android device using HTTP(s) with SSL. A self-signed (untrusted) certificate is used for client authentication.
I have a general understanding of how public/private keys are used for SSL. From my understanding I can clearly see how a certificate can be used to set up a secure connection and transmit data securely. However I do not understand how they are used for client authentication since the certificate contains the public key and is not kept a secret.
I have a few questions:
Where can I read about how SSL and certificates can be used for client authentication?
Even if the certificate was not made public...by visiting the HTTPS URL in a browser I can view and save the certificate. I can then package up the certificate in a key store and use it from an application.
In this post Jeremy Huiskamp writes
client auth will automatically be performed when the server requests
it
...so client authentication as well as encryption of data can be performed with certificates?
Edited to answer the first part of my question: The client keystore should contain not only the server's public key but also the client's private key. The server must then be able to decrypt using the client's public key? Does this mean the keystore should have two certificates?

First, a quick point about the terminology in public key cryptography:
you sign and decrypt/decipher using a private key,
you verify (a signature) and encrypt/encipher using a public key.
(You don't really "decrypt" using a public key.)
Using SSL/TLS with or without client-authentication, the server presents a certificate (*) for which it has the private key. The server sends its certificate during the SSL/TLS handshake (at the beginning of the connection) and is able to decipher what the client sends using its private key (which it keeps private). The private key and certificates are stored in the server's keystore (or equivalent if it's not implemented in Java).
As part of this, the client uses its truststore, which is a form a keystore that contains trusted certificates, to verify the server certificate. The server certificate could be trusted by being explicitly in the truststore or, in most cases, trusted by linking in to a trusted CA certificate in the truststore (PKI).
The terminology between keystore and truststore in Java can be a bit confusing, you can find more details in this answer.
Regarding your question, the client's truststore doesn't contain the server's public key, but either its certificate or a CA certificate with which it should be verifiable. (It's not just about having the public key, but knowing whose it is, using the other pieces of information in the certificate.)
When you use client-certificate authentication in addition to this, there is a truststore (or equivalent) on the server side and a keystore on the client side too, since the roles are reversed for this purpose.
In the SSL/TLS handshake that uses client-authentication, the server requests a certificate from the client, who sends it (if available).
At the end of this handshake, the client sends a CertificateVerify message, which signs all the messages exchanged so far between the client and the server (so it's something known to both) using the client certificate private key. The server is then able to verify this signature against the public key within the client certificate it has obtained as part of this exchange. This proves to the server that whoever is on the client side has the private key corresponding to the public key in the certificate it has sent.
The next step for the server is to verify whether to trust this certificate, i.e. whether to trust the binding between identity and public key as presented and "sealed" within the certificate.
This is usually done using a PKI, whereby you check the certificate against a known CA, or if your deployment environment is sufficiently small, against a fixed set of trusted certificates. (There can be alternative methods of verification, but their usability will really depend on the circumstances where you want to deploy this system.)
Therefore, for your second question:
The client keystore should contain at least the client's certificate and its private key.
The client truststore should contain the server certificate or a CA certificate with which the server certificate can be verified.
Since both keystore and truststore are a keystore (in the storage format sense, usually a file) used for a different purpose, it's often possible to use the same keystore to serve both the purpose of keystore and truststore.
(*) There are cipher suites that don't rely on certificates, but that's unusual and off topic for this question.

A certificate just binds an identity to a public key. This binding is not secret, so there is no need to keep the certificate secret. If I have John Smith's certificate, I can prove that John Smith owns the secret key corresponding to a particular public key. But since I don't know that secret key, the certificate is of no use to me.
When authentication occurs by certificate, one step is always to have whoever presents the certificate prove they know the secret key corresponding to the public key in the certificate. If you cannot pass that step, the authentication fails.
The server's keystore should have the server's certificate. The client's keystore should have the client's certificate. The client will present its certificate to the server, so the server will learn the client's public key that way. (And vice-versa.)

Related

Mutual Authentication TLS

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?

SSL approach for private software

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.

Does the server need a copy of CA certificate in PKI?

As I understand the working of digital certificates:
1. The server generates public and private key
2. It then generates a CSR and submits it to the CA
3. The CA signs it with its private key and returns the certificate to server
While sending data to server:
1. Encrypt the data using server's public key and transmit. Only server will be able to decrypt it as it has the private key
While downloading data from server:
1. The server encrypts the data using its private key. It trasmits the certificate and the data.
2. User decrypts the certificate using CA's public key.
3. Then decrypts the data using the public key obtained from decrypted certificate.
I think what server needs is only private key and the certificate issued by CA
Client needs is CA public key
What I don't understand is the server config too has an option of specifying CA cert file path. Will this ever be used if we are talking about server only security that is the client is not using its own keys ? Is that a mandatory parameter for server config with SSL/TLS ?
I hope I am making sense
While sending data to server: 1. Encrypt the data using server's
public key and transmit. Only server will be able to decrypt it as it
has the private key
While downloading data from server: 1. The server encrypts the data
using its private key. It trasmits the certificate and the data. 2.
User decrypts the certificate using CA's public key. 3. Then decrypts
the data using the public key obtained from decrypted certificate.
That's completely wrong (remember, you don't actually encrypt with a private key). That's not at all how SSL works. A new symmetric key is generated for the encryption, per session. See this question for more details.
The CA certificate is used as a trust anchor to verify the identity of the remote party.
Strictly speaking the server itself doesn't need to have a copy of the CA used to sign its own certificate, since it's up to the remote party (the client) to have it as a trust anchor (i.e. something it already trusts).
Nevertheless, it can send the CA certificate as part of its server chain. It is in fact recommended to do so if the CA certificate is itself signed using another CA certificate up the chain. Doing so increases the chances of being authenticated by the remote party.
Servers generally can have options to specify the CA cert for two reasons (depending on what the option is):
Presenting their own certificate chain (i.e. with intermediate CA certificates).
Verifying the client certificate when used (in this case the server has its own trust anchors that lets it verify the remote certificate, which is the client certificate).

How is a server certificate validated in SSL?

Let's say server S sends it's certificate to client C. What is the method used to validate that this certificate is authentic?
What are the steps carried out to ensure that this is indeed the certificate issue to server S by a CA ?
The server sends a digital signature over the handshake data, signed by the private key coresponding to the public key in the certificate. The client verifies the signature with the public key. That establishes that the server owns the private key.
The client attempts to establish a trust relationship between the CAs that it trusts and the IssuerDN chain of the certificate. If successful, that establishes that the chain of CAs all believe in the next one's identity all the way to the SubjectDN of the certificate.
So at this point we know that the server owns the private key implied by the certificate's public key, and that the owner of the certificate is who it says he is. So now we know who he is.

OpenSSL and s_client - why is a private key required from the client?

I need to setup a 2 way SSL communication channel between a .NET/WCF application and a third party web server. Right now I am trying get a successful handshake with the host in order to validate that all the elements are setup correctly (client certificate, server certificate authority, network communication...). I'm using the openSSL command line tool to try and validate this, using the s_client command.
Here is what is stopping me, and what I don't understand:
whatever I do, openSSL is expecting to find a private key for the
client certificate
the client certificate was given to me by the third party, but it
does not contain any private key
if I just generate my own private key file using openSSL, I'm getting
a key values mismatch error
Keep in mind that I have just started getting my hands into SSL so I have a very basic understanding of the whole protocol. From what I've been reading, it seems that both server and client need their private key in a 2 way SSL setting. However, I can't figure out how to get a working private key on my client (working with the client certificate that was given to me).
I would very much appreciate if somebody could shed some light on client certificate private keys, as this is giving me a major headache.
Certificates on their own are only public pieces of information. What links a public key certificate to the name it contains is the fact that whoever has legitimate control over that name (e.g. your name or your server's name) also has the private key for it.
Certificates are used to prove the identity of the remote party by challenging the remote party to perform an operation that can only be done with the corresponding private key: signing something (which can be verified with the public key) or deciphering something that was encrypted with the public key. (Both can happen in the SSL/TLS handshake, depending on the cipher suite.)
During the SSL/TLS handshake, the server sends its certificate (in clear) and proves to the client that it has the corresponding private key using an authenticated key exchange.
In your case, you also want to use client-certificate authentication. It's not enough to send the client certificate during the handshake: the client must also prove it has the private key. Otherwise, anyone who receives that certificate could clone it. The point of using certificates is to prevent any cloning, in such a way that you never have to show your own secret (the private key).
More specifically, the client has to sign the handshake messages in the Certificate Verify message of the TLS handshake so that the server can verify it against the public key sent in the client certificate. Without this step, no client-certificate authentication would be taking place.
the client certificate was given to me by the third party, but it does
not contain any private key
Giving you your certificate without its private key seems a bit pointless, unless you're expected to have generated a certificate request on your side beforehand (in which case you would have the private key).
Indeed, rather than being given a certificate and its private key, it's better practice for you to generate your key-pair, create a certificate request (CSR), and have your CA issue a certificate from that CSR (but without them ever knowing your private key). In this case, you would be expected to have kept your private key, and you would be able to use it with the cert you would have received.
This is an interesting question. I was puzzled by TLS related errors while configuring LDAPS, my learnings here.
The names, "public key" and "private key" sound like it's an one-way operations, but it works both ways, anything encrypted by one key and be decrypted by another key - just that one key is made public
Info = openly available data, with unknown integrity - it could be tampered by 3rd party
Signature = Info encrypted by a private key, accompanies Info
Verifying signature = use public key to decrypt the signature and get Info back thus proving "whoever created the signature knows the private key", or, the Info is untouched after it's signed
That is, unless the private key is stolen
Certificate = Info + Signature + public key + private key
Info = the meat
Signature = to verify integrity of Info
public key = to verify other certificates, see Certificate Chain
private key = not included in certificate itself but should be kept by certificate owner, could be used to sign other certificates
Certificate Authority (CA) = Anyone who holds a public / private key pair and creates certificates
CA identity is indicated in Info on a certificate
Certificate Chain = Use public key on mother-certificate to verify the signature on a child-certificate, to ensure child-certificate was created and signed by mother CA
And mother created and signed by grandma, so forth
Root CA = Root CA is the CA you trust unconditionally
Because their certificates (Root Certificates) are pre-loaded in your browser or OS as a source of trust
Also because their certificates are self-signed, its Signature is created using its own private key, verified by its own public key
This could be confusing, but think it as the origin of certificate-based encryption - only when people found out that relying on a few Root CA's to create and sign countless certificates are insecure (private keys might get stolen) and impossible (rapidly increasing demands of certificates), they came up with the idea of certificate chains
Root CA's only create and sign certificates for some Intermediate CA's so private keys are not used too often and is safer
Intermediate CA's can create and sign millions of certificates and get their certificate revoked when a private key is known to be leaked
This is the reason you don't often see the Root Key Ceremony, which signifies the importance of the private key for a Root Certificate: the less the private key is used, the less it could be exposed
Self-Signed Root Certificate = virtually the same as a Root Certificate - just no one but the creator would trust
TLS Handshake = server sends certificate, client validate is against the certificate chain, when verified, exchange a "password" securely
The "password" is then used to encrypt actual data transfer using symmetric encryption
Asymmetric encryption is not used for actual data due to its need for intense computation powers
Client Certificate Authentication = in addition to previous process which authenticates the server, the server demands a valid certificate to be provided by the client, also a signature of previous handshake messages
The signature is created using the private key of the certificate and can be verified by the public key on the certificate
This proves the ownership of the certificate
This is used usually for restricting access to known individual clients
Using certificates means no man-in-the-middle or replay attack could happen
This is often seen in finance or IoT
This is also utilized by LDAPS, which caused mystic error messages when I had a valid certificate in my local keystore but it was not accompanied by its private key
...So, in terms of openssl, when you use -cert you indicate Client Certificate Authentication, with which you will need -key to specify the corresponding private key.
However, for many Web scenarios, even if the certificate for a server is signed by a homemade CA, one only need to add the homemade CA to truststore or keychain then server certificate can be validated. This is done by using -CAfile.
Bottom-line.. If you're sending client certificates, then you would need the client certificates' private key to encrypt the pre-master secret