[stunnel-users] stunnel not connecting to port 139 on server

Hello:

I have two windows machines. I am trying to connect to a shared drive on the server over an stunnel connection following the instructions on this page: http://research.lumeta.com/ches/cheap/stunnelsolution.html

The connection from the client seems to connect to the server, but the server-side stunnel seems to be getting a timeout when it attempts to connect to port 139. I am able to map the network drive locally, so I am surprised it is not able to connect.

Here is the log from stunnel on the server:

2006.02.04 18:22:17 LOG5[2116:3068]: stunnel 4.14 on x86-pc-mingw32-gnu WIN32+SELECT+IPv6 with OpenSSL 0.9.7i 14 Oct 2005 2006.02.04 18:22:17 LOG7[2116:3968]: RAND_status claims sufficient entropy for the PRNG 2006.02.04 18:22:17 LOG6[2116:3968]: PRNG seeded successfully 2006.02.04 18:22:17 LOG7[2116:3968]: Certificate: stunnel.pem 2006.02.04 18:22:17 LOG7[2116:3968]: Key file: stunnel.pem 2006.02.04 18:22:17 LOG5[2116:3968]: No limit detected for the number of clients 2006.02.04 18:22:17 LOG7[2116:3968]: FD 168 in non-blocking mode 2006.02.04 18:22:17 LOG7[2116:3968]: SO_REUSEADDR option set on accept socket 2006.02.04 18:22:17 LOG7[2116:3968]: netDrives bound to 0.0.0.0:2139 2006.02.04 18:24:49 LOG7[2116:3968]: netDrives accepted FD=188 from 192.168.1.247:1334 2006.02.04 18:24:49 LOG7[2116:3968]: Creating a new thread 2006.02.04 18:24:49 LOG7[2116:3968]: New thread created 2006.02.04 18:24:49 LOG7[2116:2224]: netDrives started 2006.02.04 18:24:49 LOG7[2116:2224]: FD 188 in non-blocking mode 2006.02.04 18:24:49 LOG7[2116:2224]: TCP_NODELAY option set on local socket 2006.02.04 18:24:49 LOG5[2116:2224]: netDrives connected from 192.168.1.247:1334 2006.02.04 18:24:49 LOG7[2116:2224]: SSL state (accept): before/accept initialization 2006.02.04 18:24:49 LOG7[2116:2224]: SSL state (accept): SSLv3 read client hello A 2006.02.04 18:24:49 LOG7[2116:2224]: SSL state (accept): SSLv3 write server hello A 2006.02.04 18:24:49 LOG7[2116:2224]: SSL state (accept): SSLv3 write certificate A 2006.02.04 18:24:49 LOG7[2116:2224]: SSL state (accept): SSLv3 write server done A 2006.02.04 18:24:49 LOG7[2116:2224]: SSL state (accept): SSLv3 flush data 2006.02.04 18:24:49 LOG7[2116:2224]: SSL state (accept): SSLv3 read client key exchange A 2006.02.04 18:24:49 LOG7[2116:2224]: SSL state (accept): SSLv3 read finished A 2006.02.04 18:24:49 LOG7[2116:2224]: SSL state (accept): SSLv3 write change cipher spec A 2006.02.04 18:24:49 LOG7[2116:2224]: SSL state (accept): SSLv3 write finished A 2006.02.04 18:24:49 LOG7[2116:2224]: SSL state (accept): SSLv3 flush data 2006.02.04 18:24:49 LOG7[2116:2224]: 1 items in the session cache 2006.02.04 18:24:49 LOG7[2116:2224]: 0 client connects (SSL_connect()) 2006.02.04 18:24:49 LOG7[2116:2224]: 0 client connects that finished 2006.02.04 18:24:49 LOG7[2116:2224]: 0 client renegotiatations requested 2006.02.04 18:24:49 LOG7[2116:2224]: 1 server connects (SSL_accept()) 2006.02.04 18:24:49 LOG7[2116:2224]: 1 server connects that finished 2006.02.04 18:24:49 LOG7[2116:2224]: 0 server renegotiatiations requested 2006.02.04 18:24:49 LOG7[2116:2224]: 0 session cache hits 2006.02.04 18:24:49 LOG7[2116:2224]: 0 session cache misses 2006.02.04 18:24:49 LOG7[2116:2224]: 0 session cache timeouts 2006.02.04 18:24:49 LOG6[2116:2224]: SSL accepted: new session negotiated 2006.02.04 18:24:49 LOG6[2116:2224]: Negotiated ciphers: AES256-SHA SSLv3 Kx=RSA Au=RSA Enc=AES(256) Mac=SHA1 2006.02.04 18:24:49 LOG7[2116:2224]: FD 216 in non-blocking mode 2006.02.04 18:24:49 LOG7[2116:2224]: netDrives connecting 127.0.0.1:139 2006.02.04 18:24:49 LOG7[2116:2224]: connect_wait: waiting 10 seconds 2006.02.04 18:24:59 LOG7[2116:3968]: netDrives accepted FD=236 from 192.168.1.247:1336 2006.02.04 18:24:59 LOG7[2116:3968]: Creating a new thread 2006.02.04 18:24:59 LOG7[2116:3968]: New thread created 2006.02.04 18:24:59 LOG7[2116:3544]: netDrives started 2006.02.04 18:24:59 LOG7[2116:3544]: FD 236 in non-blocking mode 2006.02.04 18:24:59 LOG7[2116:3544]: TCP_NODELAY option set on local socket 2006.02.04 18:24:59 LOG5[2116:3544]: netDrives connected from 192.168.1.247:1336 2006.02.04 18:24:59 LOG7[2116:3544]: SSL state (accept): before/accept initialization 2006.02.04 18:24:59 LOG7[2116:3544]: SSL state (accept): SSLv3 read client hello A 2006.02.04 18:24:59 LOG7[2116:3544]: SSL state (accept): SSLv3 write server hello A 2006.02.04 18:24:59 LOG7[2116:3544]: SSL state (accept): SSLv3 write change cipher spec A 2006.02.04 18:24:59 LOG7[2116:3544]: SSL state (accept): SSLv3 write finished A 2006.02.04 18:24:59 LOG7[2116:3544]: SSL state (accept): SSLv3 flush data 2006.02.04 18:24:59 LOG7[2116:3544]: SSL state (accept): SSLv3 read finished A 2006.02.04 18:24:59 LOG7[2116:3544]: 1 items in the session cache 2006.02.04 18:24:59 LOG7[2116:3544]: 0 client connects (SSL_connect()) 2006.02.04 18:24:59 LOG7[2116:3544]: 0 client connects that finished 2006.02.04 18:24:59 LOG7[2116:3544]: 0 client renegotiatations requested 2006.02.04 18:24:59 LOG7[2116:3544]: 2 server connects (SSL_accept()) 2006.02.04 18:24:59 LOG7[2116:3544]: 2 server connects that finished 2006.02.04 18:24:59 LOG7[2116:3544]: 0 server renegotiatiations requested 2006.02.04 18:24:59 LOG7[2116:3544]: 1 session cache hits 2006.02.04 18:24:59 LOG7[2116:3544]: 0 session cache misses 2006.02.04 18:24:59 LOG7[2116:3544]: 0 session cache timeouts 2006.02.04 18:24:59 LOG6[2116:2224]: connect_wait: s_poll_wait timeout 2006.02.04 18:24:59 LOG6[2116:3544]: SSL accepted: previous session reused 2006.02.04 18:24:59 LOG3[2116:2224]: Failed to initialize remote connection 2006.02.04 18:24:59 LOG7[2116:3544]: FD 216 in non-blocking mode 2006.02.04 18:24:59 LOG7[2116:2224]: netDrives finished (1 left) 2006.02.04 18:24:59 LOG7[2116:3544]: netDrives connecting 127.0.0.1:139 2006.02.04 18:24:59 LOG7[2116:3544]: connect_wait: waiting 10 seconds 2006.02.04 18:25:09 LOG6[2116:3544]: connect_wait: s_poll_wait timeout 2006.02.04 18:25:09 LOG3[2116:3544]: Failed to initialize remote connection 2006.02.04 18:25:09 LOG7[2116:3544]: netDrives finished (0 left)

Here is the stunnel.conf file from the server:

; Sample stunnel configuration file by Michal Trojnara 2002-2005 ; Some options used here may not be adequate for your particular configuration

; Certificate/key is needed in server mode and optional in client mode ; The default certificate is provided only for testing and should not ; be used in a production environment cert = stunnel.pem ;key = stunnel.pem

; Some performance tunings socket = l:TCP_NODELAY=1 socket = r:TCP_NODELAY=1

; Workaround for Eudora bug ;options = DONT_INSERT_EMPTY_FRAGMENTS

; Authentication stuff ;verify = 2 ; Don't forget to c_rehash CApath ;CApath = certs ; It's often easier to use CAfile ;CAfile = certs.pem ; Don't forget to c_rehash CRLpath ;CRLpath = crls ; Alternatively you can use CRLfile ;CRLfile = crls.pem

; Some debugging stuff useful for troubleshooting debug = 7 output = stunnel.log

; Use it for client mode ;client = yes

; Service-level configuration

[netDrives] accept = 2139 connect = 139

In case you need it, here is the stunnel log from the client:

2006.02.04 18:23:43 LOG5[3236:2376]: stunnel 4.14 on x86-pc-mingw32-gnu WIN32+SELECT+IPv6 with OpenSSL 0.9.7i 14 Oct 2005 2006.02.04 18:23:43 LOG7[3236:324]: RAND_status claims sufficient entropy for the PRNG 2006.02.04 18:23:43 LOG6[3236:324]: PRNG seeded successfully 2006.02.04 18:23:43 LOG7[3236:324]: Certificate: stunnel.pem 2006.02.04 18:23:43 LOG7[3236:324]: Key file: stunnel.pem 2006.02.04 18:23:43 LOG5[3236:324]: No limit detected for the number of clients 2006.02.04 18:23:43 LOG7[3236:324]: FD 200 in non-blocking mode 2006.02.04 18:23:43 LOG7[3236:324]: SO_REUSEADDR option set on accept socket 2006.02.04 18:23:43 LOG7[3236:324]: netDrives bound to 222.222.222.222:139 2006.02.04 18:24:42 LOG7[3236:324]: netDrives accepted FD=220 from 192.168.1.247:1333 2006.02.04 18:24:42 LOG7[3236:324]: Creating a new thread 2006.02.04 18:24:42 LOG7[3236:324]: New thread created 2006.02.04 18:24:42 LOG7[3236:572]: netDrives started 2006.02.04 18:24:42 LOG7[3236:572]: FD 220 in non-blocking mode 2006.02.04 18:24:42 LOG7[3236:572]: TCP_NODELAY option set on local socket 2006.02.04 18:24:42 LOG5[3236:572]: netDrives connected from 192.168.1.247:1333 2006.02.04 18:24:42 LOG7[3236:572]: FD 252 in non-blocking mode 2006.02.04 18:24:42 LOG7[3236:572]: netDrives connecting 192.168.1.10:2139 2006.02.04 18:24:42 LOG7[3236:572]: connect_wait: waiting 10 seconds 2006.02.04 18:24:42 LOG7[3236:572]: connect_wait: connected 2006.02.04 18:24:42 LOG7[3236:572]: Remote FD=252 initialized 2006.02.04 18:24:42 LOG7[3236:572]: TCP_NODELAY option set on remote socket 2006.02.04 18:24:42 LOG7[3236:572]: SSL state (connect): before/connect initialization 2006.02.04 18:24:42 LOG7[3236:572]: SSL state (connect): SSLv3 write client hello A 2006.02.04 18:24:42 LOG7[3236:572]: SSL state (connect): SSLv3 read server hello A 2006.02.04 18:24:42 LOG7[3236:572]: SSL state (connect): SSLv3 read server certificate A 2006.02.04 18:24:42 LOG7[3236:572]: SSL state (connect): SSLv3 read server done A 2006.02.04 18:24:42 LOG7[3236:572]: SSL state (connect): SSLv3 write client key exchange A 2006.02.04 18:24:42 LOG7[3236:572]: SSL state (connect): SSLv3 write change cipher spec A 2006.02.04 18:24:42 LOG7[3236:572]: SSL state (connect): SSLv3 write finished A 2006.02.04 18:24:42 LOG7[3236:572]: SSL state (connect): SSLv3 flush data 2006.02.04 18:24:42 LOG7[3236:572]: SSL state (connect): SSLv3 read finished A 2006.02.04 18:24:42 LOG7[3236:572]: 1 items in the session cache 2006.02.04 18:24:42 LOG7[3236:572]: 1 client connects (SSL_connect()) 2006.02.04 18:24:42 LOG7[3236:572]: 1 client connects that finished 2006.02.04 18:24:42 LOG7[3236:572]: 0 client renegotiatations requested 2006.02.04 18:24:42 LOG7[3236:572]: 0 server connects (SSL_accept()) 2006.02.04 18:24:42 LOG7[3236:572]: 0 server connects that finished 2006.02.04 18:24:42 LOG7[3236:572]: 0 server renegotiatiations requested 2006.02.04 18:24:42 LOG7[3236:572]: 0 session cache hits 2006.02.04 18:24:42 LOG7[3236:572]: 0 session cache misses 2006.02.04 18:24:42 LOG7[3236:572]: 0 session cache timeouts 2006.02.04 18:24:42 LOG6[3236:572]: SSL connected: new session negotiated 2006.02.04 18:24:42 LOG6[3236:572]: Negotiated ciphers: AES256-SHA SSLv3 Kx=RSA Au=RSA Enc=AES(256) Mac=SHA1 2006.02.04 18:24:52 LOG3[3236:572]: readsocket: Connection reset by peer (WSAECONNRESET) (10054) 2006.02.04 18:24:52 LOG7[3236:324]: netDrives accepted FD=276 from 192.168.1.247:1335 2006.02.04 18:24:52 LOG5[3236:572]: Connection reset: 72 bytes sent to SSL, 0 bytes sent to socket 2006.02.04 18:24:52 LOG7[3236:324]: Creating a new thread 2006.02.04 18:24:52 LOG7[3236:572]: netDrives finished (0 left) 2006.02.04 18:24:52 LOG7[3236:324]: New thread created 2006.02.04 18:24:52 LOG7[3236:1336]: netDrives started 2006.02.04 18:24:52 LOG7[3236:1336]: FD 276 in non-blocking mode 2006.02.04 18:24:52 LOG7[3236:1336]: TCP_NODELAY option set on local socket 2006.02.04 18:24:52 LOG5[3236:1336]: netDrives connected from 192.168.1.247:1335 2006.02.04 18:24:52 LOG7[3236:1336]: FD 248 in non-blocking mode 2006.02.04 18:24:52 LOG7[3236:1336]: netDrives connecting 192.168.1.10:2139 2006.02.04 18:24:52 LOG7[3236:1336]: connect_wait: waiting 10 seconds 2006.02.04 18:24:52 LOG7[3236:1336]: connect_wait: connected 2006.02.04 18:24:52 LOG7[3236:1336]: Remote FD=248 initialized 2006.02.04 18:24:52 LOG7[3236:1336]: TCP_NODELAY option set on remote socket 2006.02.04 18:24:52 LOG7[3236:1336]: SSL state (connect): before/connect initialization 2006.02.04 18:24:52 LOG7[3236:1336]: SSL state (connect): SSLv3 write client hello A 2006.02.04 18:24:52 LOG7[3236:1336]: SSL state (connect): SSLv3 read server hello A 2006.02.04 18:24:52 LOG7[3236:1336]: SSL state (connect): SSLv3 read finished A 2006.02.04 18:24:52 LOG7[3236:1336]: SSL state (connect): SSLv3 write change cipher spec A 2006.02.04 18:24:52 LOG7[3236:1336]: SSL state (connect): SSLv3 write finished A 2006.02.04 18:24:52 LOG7[3236:1336]: SSL state (connect): SSLv3 flush data 2006.02.04 18:24:52 LOG7[3236:1336]: 1 items in the session cache 2006.02.04 18:24:52 LOG7[3236:1336]: 2 client connects (SSL_connect()) 2006.02.04 18:24:52 LOG7[3236:1336]: 2 client connects that finished 2006.02.04 18:24:52 LOG7[3236:1336]: 0 client renegotiatations requested 2006.02.04 18:24:52 LOG7[3236:1336]: 0 server connects (SSL_accept()) 2006.02.04 18:24:52 LOG7[3236:1336]: 0 server connects that finished 2006.02.04 18:24:52 LOG7[3236:1336]: 0 server renegotiatiations requested 2006.02.04 18:24:52 LOG7[3236:1336]: 1 session cache hits 2006.02.04 18:24:52 LOG7[3236:1336]: 0 session cache misses 2006.02.04 18:24:52 LOG7[3236:1336]: 0 session cache timeouts 2006.02.04 18:24:52 LOG6[3236:1336]: SSL connected: previous session reused 2006.02.04 18:25:02 LOG3[3236:1336]: readsocket: Connection reset by peer (WSAECONNRESET) (10054) 2006.02.04 18:25:02 LOG5[3236:1336]: Connection reset: 72 bytes sent to SSL, 0 bytes sent to socket 2006.02.04 18:25:02 LOG7[3236:1336]: netDrives finished (0 left)

Here is the stunnel.conf file from the client:

; Sample stunnel configuration file by Michal Trojnara 2002-2005 ; Some options used here may not be adequate for your particular configuration

; Certificate/key is needed in server mode and optional in client mode ; The default certificate is provided only for testing and should not ; be used in a production environment cert = stunnel.pem ;key = stunnel.pem

; Some performance tunings socket = l:TCP_NODELAY=1 socket = r:TCP_NODELAY=1

; Workaround for Eudora bug ;options = DONT_INSERT_EMPTY_FRAGMENTS

; Authentication stuff ;verify = 2 ; Don't forget to c_rehash CApath ;CApath = certs ; It's often easier to use CAfile ;CAfile = certs.pem ; Don't forget to c_rehash CRLpath ;CRLpath = crls ; Alternatively you can use CRLfile ;CRLfile = crls.pem

; Some debugging stuff useful for troubleshooting debug = 7 output = stunnel.log

; Use it for client mode client = yes

; Service-level configuration

[netDrives] accept = 222.222.222.222:139 connect = tcServer.crcBusinessServices.com:2139

Any ideas what could be wrong?

Thanks, Neil

-- Neil Aggarwal, JAMM Consulting, (214) 986-3533, www.JAMMConsulting.com FREE! Valuable info on how your business can reduce operating costs by 17% or more in 6 months or less! http://newsletter.JAMMConsulting.com