Java: SSL Clientside Authentication with self-signed certificates

Question

I'm trying to secure a connection from a Java Client/Server application that communicates over the Internet. My idea was to use SSL sockets with self-signed certificates and client authentication. I did the following:

• Server: Keystore containing new self-signed certificate. keytool -genkey -kelalg RSA ...
• Client: Keystore containing new self-signed certificate. keytool -genkey -kelalg RSA ...
• Server: Truststore containing exported client certificate (from bullet point above). keytool -export to export client certificate and keytool -import -v -trustcacerts to import it into the server's truststore
• Client: Truststore containing exported server certificate (from first bullet point). keytool -export to export server certificate and keytool -import -v -trustcacerts to import it into the client's truststore

Trust- and keystores are attached correctly to the server/client. I can see the certificates being loaded (SSL debug information). But the whole thing doesn't work. During the SSL handshake, I get the following error (SSL debug information):

main, WRITE: TLSv1 Handshake, length = 897
main, READ: TLSv1 Handshake, length = 141
*** Certificate chain
***
main, SEND TLSv1 ALERT:  fatal, description = bad_certificate
main, WRITE: TLSv1 Alert, length = 2
main, called closeSocket()
main, handling exception: javax.net.ssl.SSLHandshakeException: null cert chain
main, IOException in getSession():  javax.net.ssl.SSLHandshakeException: null cert chain
javax.net.ssl.SSLPeerUnverifiedException: peer not authenticated
    at com.sun.net.ssl.internal.ssl.SSLSessionImpl.getPeerCertificateChain(Unknown Source)
    at sslsocket.Server.getClientDistinguishedName(Server.java:86)
    at sslsocket.Server.main(Server.java:37)

When I disable client side authentication, it works flawlessly.

I'd really appreciate some help. Thank you very much!

Below you find the full, but anonymized output from the server:

Initializing SSL
***
found key for : server
chain [0] = [
[
  Version: V3
  Subject: CN=xxxxxx Server, OU=communication, O=xxxxxx, L=Zuerich, ST=ZH, C=CH
  Signature Algorithm: SHA1withRSA, OID = 1.2.840.113549.1.1.5

  Key:  Sun RSA public key, 1024 bits
  modulus: 9487726xxxxxx15617628447913191
  public exponent: 65537
  Validity: [From: Thu Dec 09 17:04:05 CET 2010,
               To: Wed Jul 03 18:04:05 CEST 2109]
  Issuer: CN=xxxxxx Server, OU=communication, O=xxxxxx, L=Zuerich, ST=ZH, C=CH
  SerialNumber: [    4dxxxxxx5]

]
  Algorithm: [SHA1withRSA]
  Signature:
0000: 6F 06 1D EA E9 DC 5B 5D   EC EB 33 D4 47 01 94 1A  o.....[]..3.G...
xxxxxx
0070: 99 78 C4 31 5F 84 8F 7B   C1 2F 10 A1 9F 50 72 A1  .x.1_..../...Pr.

]
***
adding as trusted cert:
  Subject: CN=xxxxxx Client, OU=communication, O=xxxxxx, L=Zuerich, ST=ZH, C=CH
  Issuer:  CN=xxxxxx Client, OU=communication, O=xxxxxx, L=Zuerich, ST=ZH, C=CH
  Algorithm: RSA; Serial number: 0x4xxxxxx0
  Valid from Thu Dec 09 17:06:56 CET 2010 until Wed Jul 03 18:06:56 CEST 2109

trigger seeding of SecureRandom
done seeding SecureRandom
Opening socket
Waiting for clients...
Allow unsafe renegotiation: false
Allow legacy hello messages: true
Is initial handshake: true
Is secure renegotiation: false
matching alias: server
main, called closeSocket()
Allow unsafe renegotiation: false
Allow legacy hello messages: true
Is initial handshake: true
Is secure renegotiation: false
[read] MD5 and SHA1 hashes:  len = 3
0000: 01 03 01                                           ...
[read] MD5 and SHA1 hashes:  len = 98
0000: 00 3C 00 00 00 20 00 00   04 01 00 80 00 00 05 00  .<... ..........
xxxxxx
0060: 26 51                                              &Q
main, READ:  SSL v2, contentType = Handshake, translated length = 75
*** ClientHello, TLSv1
RandomCookie:  GMT: 1292088238 bytes = { 223,xxxxxx, 81 }
Session ID:  {}
Cipher Suites: [SSL_RSA_WITH_RC4_128_MD5, SSL_RSA_WITH_RC4_128_SHA, TLS_RSA_WITH_AES_128_CBC_SHA, TLS_DHE_RSA_WITH_AES_128_CBC_SHA, TLS_DHE_DSS_WITH_AES_128_CBC_SHA, SSL_RSA_WITH_3DES_EDE_CBC_SHA, SSL_DHE_RSA_WITH_3DES_EDE_CBC_SHA, SSL_DHE_DSS_WITH_3DES_EDE_CBC_SHA, SSL_RSA_WITH_DES_CBC_SHA, SSL_DHE_RSA_WITH_DES_CBC_SHA, SSL_DHE_DSS_WITH_DES_CBC_SHA, SSL_RSA_EXPORT_WITH_RC4_40_MD5, SSL_RSA_EXPORT_WITH_DES40_CBC_SHA, SSL_DHE_RSA_EXPORT_WITH_DES40_CBC_SHA, SSL_DHE_DSS_EXPORT_WITH_DES40_CBC_SHA, TLS_EMPTY_RENEGOTIATION_INFO_SCSV]
Compression Methods:  { 0 }
***
%% Created:  [Session-1, SSL_RSA_WITH_RC4_128_MD5]
*** ServerHello, TLSv1
RandomCookie:  GMT: 1292088238 bytes = { 222,xxxxxx, 241 }
Session ID:  {77,xxxxxx, 235}
Cipher Suite: SSL_RSA_WITH_RC4_128_MD5
Compression Method: 0
Extension renegotiation_info, renegotiated_connection: <empty>
***
Cipher suite:  SSL_RSA_WITH_RC4_128_MD5
*** Certificate chain
chain [0] = [
[
  Version: V3
  Subject: CN=xxxxxx Server, OU=communication, O=xxxxxx, L=Zuerich, ST=ZH, C=CH
  Signature Algorithm: SHA1withRSA, OID = 1.2.840.113549.1.1.5

  Key:  Sun RSA public key, 1024 bits
  modulus: 948772xxxxxx17628447913191
  public exponent: 65537
  Validity: [From: Thu Dec 09 17:04:05 CET 2010,
               To: Wed Jul 03 18:04:05 CEST 2109]
  Issuer: CN=xxxxxx Server, OU=communication, O=xxxxxx, L=Zuerich, ST=ZH, C=CH
  SerialNumber: [    4d00fdf5]

]
  Algorithm: [SHA1withRSA]
  Signature:
0000: 6F 06 1D EA E9 DC 5B 5D   EC EB 33 D4 47 01 94 1A  o.....[]..3.G...
xxxxxx
0070: 99 78 C4 31 5F 84 8F 7B   C1 2F 10 A1 9F 50 72 A1  .x.1_..../...Pr.

]
***
*** CertificateRequest
Cert Types: RSA, DSS
Cert Authorities:
<CN=xxxxxx Client, OU=communication, O=xxxxxx, L=Zuerich, ST=ZH, C=CH>
*** ServerHelloDone
[write] MD5 and SHA1 hashes:  len = 897
0000: 02 00 00 4D 03 01 4D 04   B4 AE DE E4 AF 62 FA 48  ...M..M......b.H
0xxxxxx
0380: 00                                                 .
main, WRITE: TLSv1 Handshake, length = 897
main, READ: TLSv1 Handshake, length = 141
*** Certificate chain
***
main, SEND TLSv1 ALERT:  fatal, description = bad_certificate
main, WRITE: TLSv1 Alert, length = 2
main, called closeSocket()
main, handling exception: javax.net.ssl.SSLHandshakeException: null cert chain
main, IOException in getSession():  javax.net.ssl.SSLHandshakeException: null cert chain
javax.net.ssl.SSLPeerUnverifiedException: peer not authenticated
    at com.sun.net.ssl.internal.ssl.SSLSessionImpl.getPeerCertificateChain(Unknown Source)
    at sslsocket.Server.getClientDistinguishedName(Server.java:86)
    at sslsocket.Server.main(Server.java:37)

Answer 1

The first SSL trace appears to be part of the second one, displayed at the server. Please confirm.

The second trace shows that the server asked for an RSA or DSS certificate signed by 'CN=xxxxxx Client, OU=communication, O=xxxxxx, L=Zuerich, ST=ZH, C=CH', and the client replied by sending an empty certificate chain. That can only mean either that the client's keystore doesn't have such a cert in it or that the client wasn't using the correct keystore.