Hi Jose,
 
Thank you for your reply. I double checked and actually there is SSL handshake. Sorry, it was my mistake I did not analyze WireShark capture carefully.
 
But handshake failed and here is stunnel log:
 
2012.01.25 09:39:58 LOG5[1944:6264]: stunnel 4.52 on x86-pc-mingw32-gnu platform
2012.01.25 09:39:58 LOG5[1944:6264]: Compiled/running with OpenSSL 0.9.8s-fips 4 Jan 2012
2012.01.25 09:39:58 LOG5[1944:6264]: Threading:WIN32 SSL:ENGINE,FIPS Auth:none Sockets:SELECT,IPv6
2012.01.25 09:39:58 LOG5[1944:6264]: Reading configuration from file stunnel.conf
2012.01.25 09:39:58 LOG5[1944:6264]: FIPS mode is enabled
2012.01.25 09:39:58 LOG5[1944:6264]: Configuration successful
2012.01.25 09:40:13 LOG5[1944:4724]: Service Router accepted connection from 192.168.1.161:59519
2012.01.25 09:40:13 LOG5[1944:4724]: connect_blocking: connected 192.168.160.168:55443
2012.01.25 09:40:13 LOG5[1944:4724]: Service Router connected remote server from 192.168.1.121:52250
2012.01.25 09:40:13 LOG3[1944:4724]: SSL_connect: 1408F10B: error:1408F10B:SSL routines:SSL3_GET_RECORD:wrong version number
2012.01.25 09:40:13 LOG5[1944:4724]: Connection reset: 0 bytes sent to SSL, 0 bytes sent to socket
Server is setup for SSL3.0.
 
Best regards,
Denis

2012/1/24 Jose Alf. <josealf@rocketmail.com>
Denis,

Looks like your configuration is incomplete. Check  the sample stunnel.conf file in the stunnel distribution. Read the man page. Post your log file.

Try adding lines like these before [Router]

sslVersion = SSLv3

cert=stunnel.pem
key=stunnel.pem

# Authentication stuff, try 0 for test
verify = 0

CApath = /your/CAcerts/path

debug = 7
output = stunnel.log




From: Denis Berezhnoy <denis.berezhnoy@gmail.com>
To: stunnel-users@stunnel.org
Sent: Tuesday, January 24, 2012 6:10 PM
Subject: [stunnel-users] No SSL handshake between stunnel in client mode and SSL server

Hi guys,
I have a quick question. I am trying to use stunnel in client mode to encrypt traffic going to my server.
Basically, I have a server which listens for SSL connection. And I have a client which can not do SSL but it needs to communicate with server over SSL.
I setup stunnel in client mode to accept unecrypted traffic from client and redirect it to server over SSL. I checked TCP traffic with WireShark between stunnel  and my server and I can see that there is no SSL handshake, stunnel makes TCP connection with server and sends some TCP packets but I expect to see SSL handshake.
My stunnel conf file is here:
[Router]
client=yes
accept = 192.168.1.121:55555
connect = 192.168.160.168:55443
Can you please comment on this?
Best regards,
Denis

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