FYI, for anyone who finds this thread with Google...

PLT 4.2.5 "openssl" apparently *can* do outgoing client certificate authentication to *some* servers. I am currently seeing a problem talking to Apache, however.

I might not be able to spend any more time on this, so if you find you're having trouble talking to Apache, here's where I left off...

At this point, I think that PLT is not handshaking successfully with an Apache in particular, yet PLT mistakenly believes that handshake was OK. I think that the next debugging step is to find why "mzssl.ss" thinks handshaking succeeded. Finding that might also find why the handshake failed (e.g., perhaps some OpenSSL default verify callback is doing the wrong thing for handshaking under the circumstances, yet effectively telling "mzssl.ss" that everything is OK).

(Ray Racine helpfully suggested trying "openssl s_server" with debugging info, and trying that was gratifying in that PLT worked with it, but unfortunately "s_server" working meant that its debugging info is not very helpful for debugging why Apache fails. Before trying "s_server", tonight I spent some time comparing "mzssl.c"'s uses of OpenSSL to that "curl", "openssl s_client", and "ssltest.c", and occasionally looking into the OpenSSL source. Unfortunately, all four clients use seemingly pertinent bits of OpenSSL differently to an extent such that comparing them to "mzssl.ss" has thus far been surprisingly unhelpful.)

(An oddity to note is that, when PLT is talking to "s_server", the state labeled "SSL_accept:SSLv3 flush data" in "s_server"'s debug info shows fragmentation like that I mentioned earlier about the decrypted protocol traces in Wireshark. However, fragmentation is not shown earlier in the debugging info, during negotiation, so for now I'm assuming that this fragmentation is not the cause of the failure to handshake with Apache, and that it is benign.)

--
http://www.neilvandyke.org/
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