STUNNEL(8)

🌸 NAME 🌸

hii bestie, welcome to STUNNEL(8) β€” and the whole entire point of this page is one iconic thing: stunnel β€” universal SSL tunnel πŸ’–


πŸ¦‹ SYNOPSIS πŸ¦‹

the way you summon it, no cap:

stunnel [-c βŽͺ -T] [-D [facility.]level] [-O aβŽͺlβŽͺr:option=value[:value]]
[-o file] [-C cipherlist] [-p pemfile] [-v level] [-A certfile]
[-S sources] [-a directory] [-t timeout] [-u ident_username]
[-s setuid_user] [-g setgid_group] [-n protocol] [-P { filename βŽͺ '' } ]
[-B bytes] [-R randfile] [-W] [-E socket] [-I host]
[-d [host:]port [-f] ]
[ -r [host:]port βŽͺ { -l βŽͺ -L } program [-- progname args] ]

πŸ‘‘ DESCRIPTION πŸ‘‘

okay so the stunnel program is literally designed to work as an SSL encryption wrapper between remote clients and local (inetd-startable) or remote servers. the whole concept: you already have non-SSL aware daemons chilling on your system, and you can just… set them up to talk to clients over secure SSL channels. easy. ✨

stunnel can be used to add SSL functionality to commonly used inetd daemons like POP-2, POP-3, and IMAP servers, to standalone daemons like NNTP, SMTP and HTTP, and in tunneling PPP over network sockets β€” all without changes to the source code. not me being obsessed with a wrapper that just works πŸ™ˆ

This product includes cryptographic software written by Eric Young (eay@cryptsoft.com)


✨ OPTIONS ✨

the options, bestie. all of them. every single one. buckle up πŸ’…

  • -h β€” Print stunnel help menu πŸŽ€
  • -D level β€” Debugging level.
    • Level is a one of the syslog level names or numbers: emerg (0), alert (1), crit (2), err (3), warning (4), notice (5), info (6), or debug (7). All logs for the specified level and all levels numerically less than it will be shown. Use -D debug or -D 7 for greatest debugging output. The default is notice (5).
    • The syslog facility daemon will be used unless a facility name is supplied. (Facilities are not supported on windows.)
    • Case is ignored for both facilities and levels. πŸ¦‹
  • -O aβŽͺlβŽͺr:option=value[:value] β€” Set an option on accept/local/remote socket.
    • The values for linger option are l_onof:l_linger. The values for time are tv_sec:tv_usec.
    • Examples, and yes these are real, go off:
      • -O l:SO_LINGER=1:60 β€” set one minute timeout for closing local socket
      • -O r:TCP_NODELAY=1 β€” turn off the Nagle algorithm for remote sockets
      • -O r:SO_OOBINLINE=1 β€” place out-of-band data directly into the receive data stream for remote sockets
      • -O a:SO_REUSEADDR=0 β€” disable address reuse (enabled by default)
      • -O a:SO_BINDTODEVICE=lo β€” only accept connections on loopback interface
    • The available options and their defaults are:
Option          Accept    Local     Remote    OS default
SO_DEBUG            --        --        --             0
SO_DONTROUTE        --        --        --             0
SO_KEEPALIVE        --        --        --             0
SO_LINGER           --        --        --    0:0
SO_OOBINLINE        --        --        --             0
SO_RCVBUF           --        --        --         87380
SO_SNDBUF           --        --        --         16384
SO_RCVLOWAT         --        --        --             1
SO_SNDLOWAT         --        --        --             1
SO_RCVTIMEO         --        --        --         0:0
SO_SNDTIMEO         --        --        --         0:0
SO_REUSEADDR             1    --        --             0
SO_BINDTODEVICE     --        --        --        --
IP_TOS              --        --        --             0
IP_TTL              --        --        --            64
TCP_NODELAY         --        --        --             0
  • -o file β€” Append log messages to a file. πŸ“
  • -C cipherlist β€” Select permitted SSL ciphers.
    • A colon delimited list of the ciphers to allow in the SSL connection. For example DES-CBC3-SHA:IDEA-CBC-MD5
  • -c β€” client mode (remote service uses SSL). default: server mode 🌈
  • -T β€” transparent proxy mode.
    • Re-write address to appear as if wrapped daemon is connecting from the SSL client machine instead of the machine running stunnel. Available only on some operating systems (Linux only, we believe) and then only in server mode. Note that this option will not combine with proxy mode (-r) unless the client's default route to the target machine lies through the host running stunnel, which cannot be localhost.
  • -p pemfile β€” private key and certificate chain PEM file name.
    • A PEM is always needed in server mode (by default located in /etc/stunnel/stunnel.pem). Specifying this flag in client mode will use this key and certificate chain as a client side certificate chain. Using client side certs is optional. The certificates must be in PEM format and must be sorted starting with the certificate to the highest level (root CA).
  • -v level β€” verify peer certificate.
    • level 1 β€” verify peer certificate if present
    • level 2 β€” verify peer certificate
    • level 3 β€” verify peer with locally installed certificate
    • default β€” no verify
  • -a directory β€” client certificate directory.
    • This is the directory in which stunnel will look for certificates when using the -v options. Note that the certificates in this directory should be named XXXXXXXX.0 where XXXXXXXX is the hash value of the cert. πŸ”
  • -A certfile β€” Certificate Authority file.
    • This file contains multiple CA certificates, used with the -v options.
  • -t timeout β€” session cache timeout. default: 300 seconds. ⏳
  • -N servicename β€” Service name to use for tcpwrappers. If not specified then a tcpwrapper service name will be generated automatically for you. This will also be used when auto-generating pid filenames.
  • -u ident_username β€” Use IDENT (RFC 1413) username checking πŸ•΅οΈ
  • -n proto β€” Negotiate SSL with specified protocol. currently supported: smtp, pop3, nntp
  • -E socket β€” Entropy Gathering Daemon socket to use to feed OpenSSL random number generator. (Available only if compiled with OpenSSL 0.9.5a or higher) 🎲
  • -R filename β€” File containing random input. The SSL library will use data from this file first to seed the random number generator.
  • -W β€” Do not overwrite the random seed files with new random data. 🚫
  • -B bytes β€” Number of bytes of data read from random seed files. With SSL versions less than 0.9.5a, also determines how many bytes of data are considered sufficient to seed the PRNG. More recent OpenSSL versions have a builtin function to determine when sufficient randomness is available.
  • -I host β€” IP of the outgoing interface is used as source for remote connections. Use this option to bind a static local IP address, instead. 🌐
  • -d [host:]port β€” daemon mode.
    • Listen for connections on [host:]port. If no host specified, defaults to all IP addresses for the local host.
    • default: inetd mode
  • -f β€” foreground mode.
    • Stay in foreground (don't fork) and log to stderr instead of via syslog (unless -o is specified).
    • default: background in daemon mode
  • -l program [-- programname [arg1 arg2 arg3...] ] β€” execute local inetd-type program.
  • -L program [-- programname [arg1 arg2 arg3...] ] β€” open local pty and execute program. πŸ’»
  • -s username β€” setuid() to username in daemon mode.
  • -g groupname β€” setgid() to groupname in daemon mode. Clears all other groups. πŸ‘‘
  • -P { file βŽͺ '' } β€” Pid file location.
    • If the argument is a filename, then that filename will be used for the pid. If the argument is empty ('', not missing), then no pid file will be created. πŸ“Œ
  • -r [host:]port β€” connect to remote service.
    • If no host specified, defaults to localhost.

🌈 EXAMPLES 🌈

bestie these are the actual examples, copy them exactly, i am not playing 😭

In order to provide SSL encapsulation to your local imapd service, use

stunnel -d 993 -l /usr/sbin/imapd -- imapd

In order to let your local e-mail client connect to a SSL-enabled imapd service on another server, configure the e-mail client to connect to localhost on port 119 and use:

stunnel -c -d 143 -r servername:993

If you want to provide tunneling to your pppd daemon on port 2020, use something like

stunnel -d 2020 -L /usr/sbin/pppd -- pppd local

πŸŽ€ ENVIRONMENT πŸŽ€

If Stunnel is used to create local processes using the -l or -L options, it will set the following environment variables:

  • REMOTE_HOST β€” The IP address of the remote end of the connection. 🌍
  • SSL_CLIENT_DN β€” The DN (Distinguished Name, aka subject name) of the peer certificate, if a certificate was present and verified.
  • SSL_CLIENT_I_DN β€” The Issuer's DN of the peer's certificate, if a certificate was present and verified.

🧚 CERTIFICATES 🧚

  • Each SSL enabled daemon needs to present a valid X.509 certificate to the peer. It also needs a private key to decrypt the incoming data. The easiest way to obtain a certificate and a key is to generate them with the free openssl package. You can find more information on certificates generation on pages listed below.

Two things are important when generating certificate-key pairs for stunnel. The private key cannot be encrypted, because the server has no way to obtain the password from the user. To produce an unencrypted key add the -nodes option when running the req command from the openssl kit. πŸ”

The order of contents of the .pem file is also important. It should contain the unencrypted private key first, then a signed certificate (not certificate request). There should be also empty lines after certificate and private key. Plaintext certificate information appended on the top of generated certificate should be discarded. So the file should look like this:

-----BEGIN RSA PRIVATE KEY-----
[encoded key]
-----END RSA PRIVATE KEY-----
[empty line]
-----BEGIN CERTIFICATE-----
[encoded certificate]
-----END CERTIFICATE-----
[empty line]

okay bestie that's the first half πŸ’– part 2 is right behind this one, don't go anywhere πŸ‘‘

🎲 RANDOMNESS 🎲

Okay bestie, listen up, because this part is literally the soul of the whole thing. stunnel needs to seed the PRNG (that's the pseudo random number generator, bestie) so SSL has good randomness to work with. Think of it like ✨vibes✨ but for cryptography. Here's the tea: these sources get loaded in order until enough random data has been gathered πŸ‘‘:

  • The file specified with the -R flag. πŸŽ€
  • The file specified by the RANDFILE environment variable, if it's set.
  • The file .rnd in your home directory, if RANDFILE is not set. 🏠
  • The file specified with --with-random at compile time.
  • The contents of the screen if you're running on Windows. πŸ–₯️
  • The egd socket specified with the -E flag. πŸ”Œ
  • The egd socket specified with --with-egd-sock at compile time.
  • The /dev/urandom device. πŸŒ€

With recent (that's >=OpenSSL 0.9.5a) versions of SSL, it will stop loading random data automatically once sufficient entropy has been gathered. Slay. With previous versions though, it just keeps gathering from all the sources above, because there's no SSL function that can tell it when enough data is available. Not her fault, the API just wasn't giving. πŸ’€

Heads up bestie: on Windows machines that don't have console user interaction (like mouse movements, creating windows, etc.), the screen contents are not variable enough to be sufficient. So you should provide a random file for use with the -R flag. No cap.
Also, the file specified with the -R flag should contain random data β€” and that means it should contain different information each time stunnel is run. This is handled automatically unless the -W flag is used. If you want to update this file manually, the openssl rand command in recent versions of OpenSSL would be useful. 🫢

One important note, and it's a big one: if /dev/urandom is available, OpenSSL has a habit of seeding the PRNG with it even when checking the random state. So on systems with /dev/urandom you're likely to use it even though it's listed at the very bottom of the list above. πŸ™ˆ And listen β€” this isn't stunnel's behaviour, it's OpenSSL's. Not us, bestie. πŸ’…


🚧 LIMITATIONS 🚧

  • stunnel cannot be used for the FTP daemon, because of the nature of the FTP protocol, which utilizes multiple ports for data transfers. It's just not giving what needs to be given, sorry. 😭 That said, there are available SSL enabled versions of FTP and telnet daemons, however. So you have options. 🌈

πŸ‘€ SEE ALSO πŸ‘€


πŸ’– AUTHOR πŸ’–

  • Michal Trojnara β€” <Michal.Trojnara@stunnel.org> πŸ‘‘

And that's the whole page, bestie!! This one is from 2003-08-01, the STUNNEL(8) manual β€” so yes, it's vintage, but she still eats. πŸŽ€βœ¨ Thanks for reading all the way through, ily, go seed your PRNG responsibly πŸ’…πŸ¦‹πŸŒΈ