Mock server for https connection - ssl

I have learnt about SSL and SSL certificates used on client and server side. I pretty much understand how things work and have generated server and client certificates and keys. I have studied how can I use my own CA with https in Android.
I want to setup a server where I can put the server certificate and then access it from my android device to make an emulation of what I have learnt so far.
Is there any server available where I just need to put cert and key and it will start working? I have gone through wamp and apache configuration stuff but unfortunately I am unable to make it work properly.

If you're using OpenSSL it includes a very simple server named s_server which is very useful for this kind of experimentation. Here's an example that might get you started
$ openssl s_server -key test.key -cert test.crt -accept 8443 -WWW
This will serve up files in the current working directory from https://localhost:8443/
The manpage for s_server should give you all the info you need. I think you'll want the -CApath or -CAfile options if you're also experimenting with client certs.

Related

Openssl Client Certificates [duplicate]

I am developing a client/server application with TLS. My idea is to use a certificate on the client so it is authenticated by the server. Also another certificate on the server so the client is also able to authenticate that it is connecting to the right server.
I want first to test and use openssl s_server and openssl s_client to validate the proposal.
Until now I have created a CA private key on the server, I have created a root certificate. With the root certificate I have signed two CSR, so I get one certificate for the server and one certificate for the client.
I also have installed the client certificate + root certificate on the client, and the server certificate + root certificate on the server.
I want now to try to establish a connection between openssl s_server and openssl s_client and verify that they get both authenticated mutually, but I cannot wrap my mind with the documentation on how to do it. Any help or any guide on that?
Once I have that set up, the next step is to test the own developed client against that server, and our own developed server against the s_client. Can we use that for testing?
Thanks
It looks like you are trying to set up a root of trust with (1) s_client and s_server for testing; and (2) programmatically within your code using OpenSSL.
To ensure openssl s_client (or openssl s_server) uses your root, use the following options:
-CAfile option to specify the root
-cert option for the certificate to use
-key option for the private key of the certificate
See the docs on s_client(1) and s_server(1) for details.
To do the same programmatically on the client, you would use:
SSL_CTX_load_verify_locations to load the trusted root
SSL_CTX_use_certificate to specify the client certificate
SSL_CTX_use_PrivateKey to load the private key for the client certificate
To do the same programmatically on the server, you would use:
SSL_CTX_load_verify_locations to load the trusted root
SSL_CTX_use_certificate_chain_file to specify the server certificate
SSL_CTX_use_PrivateKey to load the private key for the server certificate
SSL_CTX_set_client_CA_list to tell the client to send its client certificate
If you don't want to use the parameters for every connection (i.e. the common context), then set it for each SSL connection with, for example, SSL_use_certificate and SSL_use_PrivateKey.
A lot goes on with SSL_CTX_set_client_CA_list. It (1) loads the CA's to the server uses to verify a client, (2) it causes the server to send a list of CAs it accepts when verifing a client, and (3) it triggers the ClientCertificate message at the client if the client has a certificate that satisfies the server's accepted CAs list.
Also see the docs on SSL_CTX_load_verify_locations(3), SSL_CTX_use_certificate(3), SSL_CTX_set_client_CA_list and friends.
The easiest certificate and key format to use is PEM. PEM is the one that uses, for example, ----- BEGIN CERTIFICATE -----. For the server certificate, be sure the file is a concatenation of the server's certificate and any intermediates needed by the client to build the chain.
Having the server send all required certificates is standard practice for a problem known as the "which directory" problem. Its a well known problem in PKI, and its essentially the problem that clients don't know where to go to fetch missing intermediate certificates.
In general, you now know the functions that you need to use. Download a small server like nginx, and see how a production server uses them in practice. You could even use a SQL server like Postgres since it sets up a SSL/TLS server. Simply search the source files for SSL_CTX_load_verify_locations or SSL_load_verify_locations, and you will find the right place.
Though I don't recommend it, you could even look at s_client.c and s_server.c. They are located in <openssl dir>/apps. But the code can be difficult to read at times.
Generate two pairs of certificates/keys, one for the server and one for the client. Also create test.txt with any content.
To set up an SSL server that checks a client certificate, run the following command:
openssl s_server -cert server_cert.pem -key server_key.pem -WWW -port 12345 -CAfile client_cert.pem -verify_return_error -Verify 1
To test the server with client certificate, run the following command:
echo -e 'GET /test.txt HTTP/1.1\r\n\r\n' | openssl s_client -cert client_cert.pem -key client_key.pem -CAfile server_cert.pem -connect localhost:12345 -quiet
Alternatively you can use curl command:
curl -k --cert client_cert.pem --key client_key.pem https://localhost:12345/test.txt

Checking server certificate with openssl versus a web request

Working with a standard MediaTemple server setup with an installed GeoTrust domain certificate I am getting different responses from openssl and web requests.
Visiting the site from a site checker site I get a good response and see my domain certificate and the full Geotrust certificate chain.
When using
openssl s_client -connect subdomain.domain.com:443 -showcerts -ssl3
from my local machine I see
Server certificate
subject=/C=US/ST=Virginia/L=Herndon/O=Parallels/OU=Parallels
Panel/CN=Parallels Panel/emailAddress=info#parallels.com
issuer=/C=US/ST=Virginia/L=Herndon/O=Parallels/OU=Parallels Panel/CN=Parallels
Panel/emailAddress=info#parallels.com
and Verify return code: 18 (self signed certificate)
openssl version -d = OPENSSLDIR: "/etc/pki/tls"
It's a Centos 6.x box.
The apache httpd.conf file points to a certificate and CA list in a completely different location: /usr/local/psa/var/certificates/ which would seem fine to me.
Where is the openssl s_client finding the Parallels certificate? It is not located in /etc/pki/tls. Is there a way to configure the box so that the openssl requests and apache use the same server certificate?
Thanks in advance!
openssl s_client gets the certificate from the server during the SSL handshake. OPENSSLDIR is only the place where any (optional) configurations for the openssl tool gets stored.
Note that you might get a different certificate with openssl than you have configured on your server because you need to use SNI (Server Name Indication) like the browser do. This feature is used if you have multiple certificates behind the same IP. To use this feature with openssl add the -servername hostname parameter and provide the name you expect. You must also remove the -ssl3 option since this restricts the connection to SSL 3.0 which is not only insecure but also does not support SNI.
Turns out that on MediaTemple servers they maintain certs in two locations. The apache server has a location for the CA file in its conf files that is different from where openssl maintains its CA files.
You can find the apache location in the conf files and the openssl location with
openssl version -d
Within MediaTemple's web administration pages you can use plesk to install the domain cert into the openssl location as the "server's" cert. The apache server should already have the cert and CA files in the right location. The MediaTemple custom apache configuration overrides the standard apache setup which sets apache's cert locations to be the same as openssl's.

Testing SSL/TLS Client Authentication with OpenSSL

I am developing a client/server application with TLS. My idea is to use a certificate on the client so it is authenticated by the server. Also another certificate on the server so the client is also able to authenticate that it is connecting to the right server.
I want first to test and use openssl s_server and openssl s_client to validate the proposal.
Until now I have created a CA private key on the server, I have created a root certificate. With the root certificate I have signed two CSR, so I get one certificate for the server and one certificate for the client.
I also have installed the client certificate + root certificate on the client, and the server certificate + root certificate on the server.
I want now to try to establish a connection between openssl s_server and openssl s_client and verify that they get both authenticated mutually, but I cannot wrap my mind with the documentation on how to do it. Any help or any guide on that?
Once I have that set up, the next step is to test the own developed client against that server, and our own developed server against the s_client. Can we use that for testing?
Thanks
It looks like you are trying to set up a root of trust with (1) s_client and s_server for testing; and (2) programmatically within your code using OpenSSL.
To ensure openssl s_client (or openssl s_server) uses your root, use the following options:
-CAfile option to specify the root
-cert option for the certificate to use
-key option for the private key of the certificate
See the docs on s_client(1) and s_server(1) for details.
To do the same programmatically on the client, you would use:
SSL_CTX_load_verify_locations to load the trusted root
SSL_CTX_use_certificate to specify the client certificate
SSL_CTX_use_PrivateKey to load the private key for the client certificate
To do the same programmatically on the server, you would use:
SSL_CTX_load_verify_locations to load the trusted root
SSL_CTX_use_certificate_chain_file to specify the server certificate
SSL_CTX_use_PrivateKey to load the private key for the server certificate
SSL_CTX_set_client_CA_list to tell the client to send its client certificate
If you don't want to use the parameters for every connection (i.e. the common context), then set it for each SSL connection with, for example, SSL_use_certificate and SSL_use_PrivateKey.
A lot goes on with SSL_CTX_set_client_CA_list. It (1) loads the CA's to the server uses to verify a client, (2) it causes the server to send a list of CAs it accepts when verifing a client, and (3) it triggers the ClientCertificate message at the client if the client has a certificate that satisfies the server's accepted CAs list.
Also see the docs on SSL_CTX_load_verify_locations(3), SSL_CTX_use_certificate(3), SSL_CTX_set_client_CA_list and friends.
The easiest certificate and key format to use is PEM. PEM is the one that uses, for example, ----- BEGIN CERTIFICATE -----. For the server certificate, be sure the file is a concatenation of the server's certificate and any intermediates needed by the client to build the chain.
Having the server send all required certificates is standard practice for a problem known as the "which directory" problem. Its a well known problem in PKI, and its essentially the problem that clients don't know where to go to fetch missing intermediate certificates.
In general, you now know the functions that you need to use. Download a small server like nginx, and see how a production server uses them in practice. You could even use a SQL server like Postgres since it sets up a SSL/TLS server. Simply search the source files for SSL_CTX_load_verify_locations or SSL_load_verify_locations, and you will find the right place.
Though I don't recommend it, you could even look at s_client.c and s_server.c. They are located in <openssl dir>/apps. But the code can be difficult to read at times.
Generate two pairs of certificates/keys, one for the server and one for the client. Also create test.txt with any content.
To set up an SSL server that checks a client certificate, run the following command:
openssl s_server -cert server_cert.pem -key server_key.pem -WWW -port 12345 -CAfile client_cert.pem -verify_return_error -Verify 1
To test the server with client certificate, run the following command:
echo -e 'GET /test.txt HTTP/1.1\r\n\r\n' | openssl s_client -cert client_cert.pem -key client_key.pem -CAfile server_cert.pem -connect localhost:12345 -quiet
Alternatively you can use curl command:
curl -k --cert client_cert.pem --key client_key.pem https://localhost:12345/test.txt

How to pass custom certificate in openssl command line

I'm new to "openssl", I had been working with libcurl before. Since we are facing an issue with the connectivity I was asked to check how the ssl connection is happening if we try from the command line.
I'm able to get information about connecting to a server.
Since the connection is a secure one it needs some custom certificate to be added when I try to create the connection.
Can someone tell me how to pass a custom certificate (where I can store them for openssl to use?) during the connection?
Thanks for reading!
Are you talking about a custom CA cert or a client cert?
You provide ca cert to s_client's -CApath or -CAfile options, or if you're talking about a client cert you want -cert (and friends).
See s_client's man page.

IE8 SSL Cert Problems while other browsers work like a charm

I bought a SSL Cert which should work with iE 5+, but it doesn`t. All other browsers i tested work perfectly - no errors - just the site I want to display. But IE8 and smaller versions show an Error on the https...(they need to accept the ssl cert) site and destroy the layout on http version of the site (no https links included).
Non SSL
minol-fb.de/facebook-suche/
SSL
minol-fb.de/facebook-suche/
Ok it seems that browser < IE8 still use the self signed certificate..
You must have configured multiple certificates using Server Name Indication without knowing it.
If you use this, you get a self-signed certificate:
openssl s_client -showcerts -connect www.minol-fb.de:443
If you use this (with the server name), you get the correct certificate:
openssl s_client -showcerts -connect www.minol-fb.de:443 -servername www.minol-fb.de
You probably get a different behaviour with older versions of IE because you're testing them on XP. No version of IE supports SNI on Windows XP unfortunately. Other browsers (with sufficiently recent versions) do, at least independently on the OS version they run on.
If you don't need that other host, you can probably remove that configuration, so as not to have to rely on SNI at all.
Something odd is going on; if you use the link below you will see that the server is not returning the server cert and intermediate cert, but a single self signed Parallels Plesk Panel CA cert.
http://certlogik.com/ssl-checker/www.minol-fb.de
Using the openssl command below, I get the same Plesk certificate returned:
openssl s_client -showcerts -connect www.minol-fb.de:443
Perhaps this may help:
http://knowledgelayer.softlayer.com/questions/457/Installing+a+SSL+Certificate+in+Plesk+9
UPDATE:
Looks like you've sorted out the config; using the above tool I can see the correct certs are now being returned.
I ran into a similar situation where the cert was working OK on all browsers except for IE (of course!). This is on Apache and the SSL cert had been issued by RapidSSL. Turned out in my case, that I had virtual host file default-ssl active, so somehow IE was picking up on that on the default self-signed cert instead of the rapidSSL cert referred to in my site virtual host.
Deactivated ssl-default, reloaded apache and that did it.