RE: ssl handshake failure in 1.0.1 but not 1.0.0

2013-11-12 Thread Ben Arnold
 From: Dave Thompson
 
  Yes, the server has a custom root cert that isn't installed on this
 machine.  I am happy that the server cert is correct.
 
 For testing that's okay, but I hope in real use you are verifying.
 Otherwise an active attacker may be able to MITM your connections.

Production environments do a peer verification.  I disabled that for 
development purposes.
 
 The ServerHello does indeed contain the secure-renegotiation extension in
 one pcap and not the other. Assuming there isn't some really weird logic on
 the server that supports 5746 only sometimes, this might be due to the
 (much) larger cipherlist -- OpenSSL puts ERI-SCSV at the end of the 
 cipherlist,
 so if the server can only handle maybe 32 or 50 or so entries in the 
 cipherlist it
 might not see ERI in the default-ciphers case.
 
 You could experiment with intermediate size cipherlists -- my suggestion of
 forcing -tls1 by itself takes you down from 80 to 52 (because it implicitly
 disables the TLSv1.2-only SHA2 and GCM suites), or so does explicit -cipher
 DEFAULT:!TLSv1.2 . Removing more things you shouldn't want anyway goes
 lower e.g. DEFAULT:!TLSv1.2:!EXPORT:!LOW:!SRP:!kECDH should be 30.
[snip]
 If the problem is the length of the ClientHello and/or cipherlist -- as is
 consistent with but not conclusively proven by what you've seen so far, and
 is somewhat similar to the fact that other servers have already been found to
 fail or hang *initial* negotiation when ClientHello = 256 bytes (although 
 this
 server did *not* fail there), just using a shorter cipherlist
 should work. A few akRSA, one or two DHE-RSA and ECDHE-RSA because a
 server with RSA can still do akRSA unless KU prohibits, a few ECDHE-ECDSA
 and perhaps a few DHE-DSS -- maybe 20 total -- should handle any sane
 server.

That's great, thank you for the detailed explanations.

Your hunch that the problem lies with the length of the cipherlist seems to 
bear out; I removed some of the ciphers you suggested and the server still 
happily connects.  It creates a Client Hello of 198 bytes which should also 
avoid the other problem you mention (that I haven't seen on this particular 
server).

Thanks for all the help,
Ben

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RE: ssl handshake failure in 1.0.1 but not 1.0.0

2013-11-10 Thread Dave Thompson
 From: owner-openssl-users On Behalf Of Ben Arnold
 Sent: Friday, November 08, 2013 10:45
snip
 I have tried using s_client and it fails with the same handshake failure.
Please
 see below.
 
 
  Attaching a PCAP file of the traffic is much more useful than hex packet
  dumps.
 
 You're right of course, that is much more sensible.  I have attached two
pcap
 traces from s_connect, one success and one failure.
 
 
  From: Dave Thompson
snip: server cert
 Yes, the server has a custom root cert that isn't installed on this
machine.  I
 am happy that the server cert is correct.

For testing that's okay, but I hope in real use you are verifying.
Otherwise an active attacker may be able to MITM your connections.

  To OP: If you can try to reproduce with s_client default (which is
  TLSv1.2 or less) and again specifying -tls1 (or -no_tls1_2 -no_tls1_1).
  That might narrow it down pretty close.
 
 I can reproduce the failure with s_client in the same manner.  It looks
(to me)
 like the server only asks for the client certificate once the GET command
has
 been issued, the initial negotiation doesn't ask for it.  I don't know the
TLS
 protocol so that might be normal.  Once I send the GET ... command it
tries to

Yes. More exactly, on the initial negotiation the server does not request
client auth 
(and thus openssl doesn't obtain and send it). After curl or s_client/you
sends 
the GET request, the server initiates renegotiation and does request client
auth 
except in the case using 1.0.1 where it fails before getting to that point.

Renegotiation is a standard capability of SSL/TLS and can be initiated by
either 
client or server. Whether and when it is used depends on the applications 
using SSL/TLS. *For HTTPS*, it is not uncommon for webservers to allow 
connection without client auth that can access public resources but
require 
renegotiation with client auth for private resources, and it certainly
appears 
this particular webserver is doing that.

 renegotiate but fails.  Looking at the output from s_client -state I see
this
 during the first negotiation...
 
 ---
 No client certificate CA names sent
 ---
 SSL handshake has read 2884 bytes and written 639 bytes
 ---
 New, TLSv1/SSLv3, Cipher is DES-CBC3-SHA
 Server public key is 2048 bit
 Secure Renegotiation IS NOT supported
 Compression: NONE
 Expansion: NONE
 
 And then I send GET /directory HTTP/1.1 and see...
 
 SSL_connect:SSL renegotiate ciphers
 SSL_connect:unknown state
 SSL_connect:failed in unknown state
 16444:error:140940E5:SSL routines:SSL3_READ_BYTES:ssl handshake
 failure:.\ssl\s3_pkt.c:1156:
 
 
  From: Krzysztof Kwiatkowski
 
  Do you still see an error if you specify one cipher? f.e. AES256-SHA?
 
 I do get an error when using AES256-SHA, in fact a much earlier error as
the
 server does not support that cipher, nor does it support AES-128-SHA.
 
 However I took the idea and if I add -cipher DES-CBC3-SHA (as selected
by
 the server in the previous run) to s_connect then everything works OK, and
 if I add the same cipher selection to my program that that works too.
When I
 do specify DES-CBC3-SHA, s_client also reports
 
 Secure Renegotiation IS supported
 
 This sounds important to me! :)  Notice that the failure case reports
 renegotiation is NOT supported.
 
To be exact it reports *secure* renegotiation is not supported. There 
are two slightly different renegotiation protocols, the original one 
(now usually called legacy or unsafe) which was found to be somewhat 
vulnerable to a MITM-splicing attack, and the updated RFC5746 one 
(sometimes called by the RFC#, but often just called secure).
Client can detect from ServerHello whether the server supports RFC5746 
(or at least claims to) and the display tells you that. The client can't 
determine if legacy renegotiation is supported except by trying it, and 
even then can't be 100% certain because it could fail for another reason.

The ServerHello does indeed contain the secure-renegotiation extension 
in one pcap and not the other. Assuming there isn't some really weird 
logic on the server that supports 5746 only sometimes, this might be 
due to the (much) larger cipherlist -- OpenSSL puts ERI-SCSV at the end 
of the cipherlist, so if the server can only handle maybe 32 or 50 or so
entries 
in the cipherlist it might not see ERI in the default-ciphers case.

You could experiment with intermediate size cipherlists -- my suggestion 
of forcing -tls1 by itself takes you down from 80 to 52 (because it
implicitly 
disables the TLSv1.2-only SHA2 and GCM suites), or so does explicit -cipher 
DEFAULT:!TLSv1.2 . Removing more things you shouldn't want anyway 
goes lower e.g. DEFAULT:!TLSv1.2:!EXPORT:!LOW:!SRP:!kECDH should be 30.

Or you could try writing a Java SSL client, which allows you to position
ERI-SCSV 
anywhere you want in the list (i.e. end of 80, end of 40, 40th of 80, etc,
etc).

The renegotiation ClientHello is longer than the initial one because of the 
session-id and 

RE: ssl handshake failure in 1.0.1 but not 1.0.0

2013-11-08 Thread Ben Arnold
 From: Viktor Dukhovni

 You can test with s_client(1) and compare results.  Is your client 
 certificate an
 RSA certificate?  How many bits of public key?  Is its signature SHA1 or
 SHA256?

It's a 2048 bit RSA SHA1 certificate, but I think Dave Thompson's right and 
it's not getting that far.

I have tried using s_client and it fails with the same handshake failure.  
Please see below.


 Attaching a PCAP file of the traffic is much more useful than hex packet
 dumps. 

You're right of course, that is much more sensible.  I have attached two pcap 
traces from s_connect, one success and one failure.


 From: Dave Thompson
 
 To OP: is the logged server cert info true? I note the log shows the client
 verification of the server failed; did this website give you a custom root 
 to
 trust and did you simply not set that up (or perhaps not in the environment
 you're testing in)?
 

Yes, the server has a custom root cert that isn't installed on this machine.  I 
am happy that the server cert is correct.


 To OP: If you can try to reproduce with s_client default (which is
 TLSv1.2 or less) and again specifying -tls1 (or -no_tls1_2 -no_tls1_1).
 That might narrow it down pretty close.

I can reproduce the failure with s_client in the same manner.  It looks (to me) 
like the server only asks for the client certificate once the GET command has 
been issued, the initial negotiation doesn't ask for it.  I don't know the TLS 
protocol so that might be normal.  Once I send the GET ... command it tries to 
renegotiate but fails.  Looking at the output from s_client -state I see this 
during the first negotiation...

---
No client certificate CA names sent
---
SSL handshake has read 2884 bytes and written 639 bytes
---
New, TLSv1/SSLv3, Cipher is DES-CBC3-SHA
Server public key is 2048 bit
Secure Renegotiation IS NOT supported
Compression: NONE
Expansion: NONE

And then I send GET /directory HTTP/1.1 and see...

SSL_connect:SSL renegotiate ciphers
SSL_connect:unknown state
SSL_connect:failed in unknown state
16444:error:140940E5:SSL routines:SSL3_READ_BYTES:ssl handshake 
failure:.\ssl\s3_pkt.c:1156:


 From: Krzysztof Kwiatkowski
 
 Do you still see an error if you specify one cipher? f.e. AES256-SHA?

I do get an error when using AES256-SHA, in fact a much earlier error as the 
server does not support that cipher, nor does it support AES-128-SHA.  

However I took the idea and if I add -cipher DES-CBC3-SHA (as selected by the 
server in the previous run) to s_connect then everything works OK, and if I add 
the same cipher selection to my program that that works too.  When I do specify 
DES-CBC3-SHA, s_client also reports

Secure Renegotiation IS supported

This sounds important to me! :)  Notice that the failure case reports 
renegotiation is NOT supported.

So the question now is, how come negotiation *is* supported when I manually 
specify DES-CBC3-SHA and *not* supported when I leave default ciphers, when the 
server ends up picking DES-CBC3-SHA anyway.

I have attached two pcap files, both captured using s_client - one with the 
default ciphers and one with -cipher DES_CBC3-SHA.  I notice that the Client 
Hello is slightly different, when using all ciphers there are two extra 
extensions: ec_point_formats and elliptic_curves.  Whether or not this is 
relevant I have no idea, I imagine not as they are likely omitted because DES 
isn't ECC.

For now all the servers I need to talk to support DES-CBC3-SHA, this may not 
always be the case.  Any idea how likely it is I will find a server that 
doesn't?  Or is there something else I can set to make renegotiation supported 
without specifying the cipher.

Thanks for all your suggestions so far,
Ben



s_client_default.pcap
Description: s_client_default.pcap


s_client_des_cbc3_sha.pcap
Description: s_client_des_cbc3_sha.pcap


Re: ssl handshake failure in 1.0.1 but not 1.0.0

2013-11-07 Thread Viktor Dukhovni
On Thu, Nov 07, 2013 at 12:29:13PM +, Ben Arnold wrote:

 I am using SSL_CTX_set_client_cert_cb to provide the client
 certificate when needed.  I have a problem in that OpenSSL 1.0.1e
 does not trigger this callback for all websites that I expect it
 to, only some.  Instead on the failing sites there is an SSL
 handshake failure after the client verifies the server certificate:

You can test with s_client(1) and compare results.  Is your client
certificate an RSA certificate?  How many bits of public key?  Is
its signature SHA1 or SHA256?

 SSL read: error:140940E5:SSL routines:SSL3_READ_BYTES:ssl handshake
 failure, errno 0
 
 Interestingly if I compile against 1.0.0k then there is no failure
 and the callback *is* triggered for all sites (that I have tried
 so far anyway).

Sounds like a problem with TLSv1.2.  If your client certificate is
only 512-bits it may not be wide enough to sign a SHA384 digest,
or some other TLSv1.2 parameter issue.

Attaching a PCAP file of the traffic is much more useful than hex
packet dumps.  Capture the traffic with tcpdump -s0 -w file ...
and look with wireshark -r file.  If you don't understand the
wireshark output, post the (binary) PCAP file containing just one
failed TLS handshake, perhaps also a PCAP file with a succesful
TLS handshake.

-- 
Viktor.
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RE: ssl handshake failure in 1.0.1 but not 1.0.0

2013-11-07 Thread Dave Thompson
 From: owner-openssl-users On Behalf Of Viktor Dukhovni
 Sent: Thursday, November 07, 2013 11:02

 On Thu, Nov 07, 2013 at 12:29:13PM +, Ben Arnold wrote:
 
  I am using SSL_CTX_set_client_cert_cb to provide the client
  certificate when needed.  I have a problem in that OpenSSL 1.0.1e
  does not trigger this callback for all websites that I expect it
  to, only some.  Instead on the failing sites there is an SSL
  handshake failure after the client verifies the server certificate:
 
 You can test with s_client(1) and compare results.  Is your client
 certificate an RSA certificate?  How many bits of public key?  Is
 its signature SHA1 or SHA256?
 
OP's log shows protocol hasn't reached the CertReq - ClientCert steps 
so at this point nothing about the client cert should matter. (And in any 
case the signature *on* the cert is by the CA key, unless it's self signed,
in which case using it for client-auth would be really silly. From the log,
unless OP fixed it, the server cert looks like a DIY CA, and if someone 
does that for the server I would expect it for clients also.)

To OP: is the logged server cert info true? I note the log shows 
the client verification of the server failed; did this website give you 
a custom root to trust and did you simply not set that up 
(or perhaps not in the environment you're testing in)?

  SSL read: error:140940E5:SSL routines:SSL3_READ_BYTES:ssl handshake
  failure, errno 0
 
  Interestingly if I compile against 1.0.0k then there is no failure
  and the callback *is* triggered for all sites (that I have tried
  so far anyway).
 
 Sounds like a problem with TLSv1.2.  If your client certificate is
 only 512-bits it may not be wide enough to sign a SHA384 digest,
 or some other TLSv1.2 parameter issue.
 
Client hasn't even selected the cert yet. And although I agree 
a PCAP is better in general than a less-complete program log,
just looking at the headers in the log you can see the client 
offered TLSv1.2 (0303) but the server only accepted TLSv1 (0301) 
so there definitely isn't any SHA-2 issue.

But something else related to TLSv1.2 does seem likely. Possibly 
the new larger size (as OP observed), or the new extensions,
although the initial negotiation apparently worked fine with both.

 Attaching a PCAP file of the traffic is much more useful than hex
 packet dumps.  Capture the traffic with tcpdump -s0 -w file ...
 and look with wireshark -r file.  If you don't understand the
 wireshark output, post the (binary) PCAP file containing just one
 failed TLS handshake, perhaps also a PCAP file with a succesful
 TLS handshake.
 
I do notice the second ClientHello -- in response to server request -- 
using 1.0.1 re-offers TLSv1.2. I thought it was good practice when 
we know the server has previously rejected something not to re-offer it,
but I don't recall where I saw this and I might well be wrong. Even so 
the server should negotiate down (as it did initially) or at minimum 
send an alert, not just close. 

To OP: If you can try to reproduce with s_client default (which is 
TLSv1.2 or less) and again specifying -tls1 (or -no_tls1_2 -no_tls1_1).
That might narrow it down pretty close. 



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RE: ssl handshake failure in 1.0.1 but not 1.0.0

2013-11-07 Thread Krzysztof Kwiatkowski

Do you still see an error if you specify one cipher? f.e. AES256-SHA?

On 2013-11-07 22:26, Dave Thompson wrote:

From: owner-openssl-users On Behalf Of Viktor Dukhovni
Sent: Thursday, November 07, 2013 11:02



On Thu, Nov 07, 2013 at 12:29:13PM +, Ben Arnold wrote:

 I am using SSL_CTX_set_client_cert_cb to provide the client
 certificate when needed.  I have a problem in that OpenSSL 1.0.1e
 does not trigger this callback for all websites that I expect it
 to, only some.  Instead on the failing sites there is an SSL
 handshake failure after the client verifies the server 
certificate:


You can test with s_client(1) and compare results.  Is your client
certificate an RSA certificate?  How many bits of public key?  Is
its signature SHA1 or SHA256?

OP's log shows protocol hasn't reached the CertReq - ClientCert 
steps
so at this point nothing about the client cert should matter. (And in 
any
case the signature *on* the cert is by the CA key, unless it's self 
signed,
in which case using it for client-auth would be really silly. From 
the log,
unless OP fixed it, the server cert looks like a DIY CA, and if 
someone

does that for the server I would expect it for clients also.)

To OP: is the logged server cert info true? I note the log shows
the client verification of the server failed; did this website give 
you

a custom root to trust and did you simply not set that up
(or perhaps not in the environment you're testing in)?

 SSL read: error:140940E5:SSL routines:SSL3_READ_BYTES:ssl 
handshake

 failure, errno 0

 Interestingly if I compile against 1.0.0k then there is no failure
 and the callback *is* triggered for all sites (that I have tried
 so far anyway).

Sounds like a problem with TLSv1.2.  If your client certificate is
only 512-bits it may not be wide enough to sign a SHA384 digest,
or some other TLSv1.2 parameter issue.


Client hasn't even selected the cert yet. And although I agree
a PCAP is better in general than a less-complete program log,
just looking at the headers in the log you can see the client
offered TLSv1.2 (0303) but the server only accepted TLSv1 (0301)
so there definitely isn't any SHA-2 issue.

But something else related to TLSv1.2 does seem likely. Possibly
the new larger size (as OP observed), or the new extensions,
although the initial negotiation apparently worked fine with both.


Attaching a PCAP file of the traffic is much more useful than hex
packet dumps.  Capture the traffic with tcpdump -s0 -w file ...
and look with wireshark -r file.  If you don't understand the
wireshark output, post the (binary) PCAP file containing just one
failed TLS handshake, perhaps also a PCAP file with a succesful
TLS handshake.

I do notice the second ClientHello -- in response to server request 
--

using 1.0.1 re-offers TLSv1.2. I thought it was good practice when
we know the server has previously rejected something not to re-offer 
it,
but I don't recall where I saw this and I might well be wrong. Even 
so

the server should negotiate down (as it did initially) or at minimum
send an alert, not just close.

To OP: If you can try to reproduce with s_client default (which is
TLSv1.2 or less) and again specifying -tls1 (or -no_tls1_2 
-no_tls1_1).

That might narrow it down pretty close.




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http://www.openssl.org
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openssl-users@openssl.org
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majord...@openssl.org

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