How to build a tunnel with OpenVPN and CAcert-certificates

WARNING: This is almost certainly not what you want to do!

Read this note from the OpenVPN 1.0 HOWTO (it seems to still apply to OpenVPN 2.0):

Important Note on the use of commercial certificate authorities (CAs) 
with OpenVPN

It should be noted that OpenVPN's security model in SSL/TLS mode is 
oriented toward users who will generate their own root certificate, and 
hence be their own CA. In SSL/TLS mode, OpenVPN authenticates its peer 
by checking that the peer-supplied certificate was signed by the CA 
certificate specified in the --ca option. Like the SSL-based secure web, 
the security of OpenVPN's SSL/TLS mode rests on the infeasibility of 
forging a root certificate signature.

This authentication procedure works perfectly well if you have generated 
your own root certificate, but presents a problem if you wish to use the 
root certificate of a commercial CA such as Thawte. If, for example, you 
specified Thawte's root certificate in the --ca option, any certificate 
signed by Thawte would now be able to authenticate with your OpenVPN 
peer -- certainly not what you would want.

Luckily there is a solution to this problem in the --tls-verify option. 
This option will allow you to execute a command to check the contents of 
a certificate, to fine-tune the selection of which certificate is 
allowed, and which is not. See the script verify-cn in the 
sample-scripts subdirectory for an example of how to do this, and also 
see the man page for the --tls-verify option.

we presume

                      <-- Route 10.1.1.0
                      <-- Port 1194 <---
OpenVPN-Server <-------->   Router <----->  THE BIG BAD NET ----- (Router) ---- OpenVPN-Client
192.168.1.1           mylinuxbox@dyndns.org                                      anyotherip
   ^                     192.168.1.11                                               ^
   |                                                                                |
10.1.1.1 ----------------------------------- (TUNNEL) ------------------------ 10.1.1.6 (pushed)

let's start with the openvpn-server (Linux-Box)

cd /etc/openvpn
mkdir cacert
cd cacert
mkdir certs private
chmod 0700 private

openssl req -new -newkey rsa:1024 -out certs/servercsr.pem -nodes -keyout private/serverkey.pem

CN 'common name' must be mylinuxbox.dyndns.org, 'challange password' and 'optional company name' is left blank

#################################################
# Sample OpenVPN 2.0 config file for            #
# multi-client server.                          #
#                                               #
# This file is for the server side              #
# of a many-clients <-> one-server              #
# OpenVPN configuration.                        #
#                                               #
# OpenVPN also supports                         #
# single-machine <-> single-machine             #
# configurations (See the Examples page         #
# on the web site for more info).               #
#                                               #
# This config should work on Windows            #
# or Linux/BSD systems.  Remember on            #
# Windows to quote pathnames and use            #
# double backslashes, e.g.:                     #
# "C:\\Program Files\\OpenVPN\\config\\foo.key" #
#                                               #
# Comments are preceded with '#' or ';'         #
#################################################

# Which local IP address should OpenVPN
# listen on? (optional)
;local a.b.c.d

# Which TCP/UDP port should OpenVPN listen on?
# If you want to run multiple OpenVPN instances
# on the same machine, use a different port
# number for each one.  You will need to
# open up this port on your firewall.
port 1194

# TCP or UDP server?
;proto tcp
proto udp

# "dev tun" will create a routed IP tunnel,
# "dev tap" will create an ethernet tunnel.
# Use "dev tap" if you are ethernet bridging.
# If you want to control access policies
# over the VPN, you must create firewall
# rules for the the TUN/TAP interface.
# On non-Windows systems, you can give
# an explicit unit number, such as tun0.
# On Windows, use "dev-node" for this.
# On most systems, the VPN will not function
# unless you partially or fully disable
# the firewall for the TUN/TAP interface.
;dev tap
dev tun

# Windows needs the TAP-Win32 adapter name
# from the Network Connections panel if you
# have more than one.  On XP SP2 or higher,
# you may need to selectively disable the
# Windows firewall for the TAP adapter.
# Non-Windows systems usually don't need this.
;dev-node MyTap

# SSL/TLS root certificate (ca), certificate
# (cert), and private key (key).  Each client
# and the server must have their own cert and
# key file.  The server and all clients will
# use the same ca file.
#
# See the "easy-rsa" directory for a series
# of scripts for generating RSA certificates
# and private keys.  Remember to use
# a unique Common Name for the server
# and each of the client certificates.
#
# Any X509 key management system can be used.
# OpenVPN can also use a PKCS #12 formatted key file
# (see "pkcs12" directive in man page).
ca /etc/openvpn/cacert/certs/root_X0F.crt
cert /etc/openvpn/cacert/certs/servercert.pem
key /etc/openvpn/cacert/private/serverkey.pem # This file should be kept secret

# Diffie hellman parameters.
# Generate your own with:
#   openssl dhparam -out dh1024.pem 1024
# Substitute 2048 for 1024 if you are using
# 2048 bit keys.
dh /etc/openvpn/dh1024.pem

# Configure server mode and supply a VPN subnet
# for OpenVPN to draw client addresses from.
# The server will take 10.8.0.1 for itself,
# the rest will be made available to clients.
# Each client will be able to reach the server
# on 10.8.0.1. Comment this line out if you are
# ethernet bridging. See the man page for more info.
server 10.1.1.0 255.255.255.0

# Maintain a record of client <-> virtual IP address
# associations in this file.  If OpenVPN goes down or
# is restarted, reconnecting clients can be assigned
# the same virtual IP address from the pool that was
# previously assigned.
ifconfig-pool-persist /etc/openvpn/ipp.txt

# Configure server mode for ethernet bridging.
# You must first use your OS's bridging capability
# to bridge the TAP interface with the ethernet
# NIC interface.  Then you must manually set the
# IP/netmask on the bridge interface, here we
# assume 10.8.0.4/255.255.255.0.  Finally we
# must set aside an IP range in this subnet
# (start=10.8.0.50 end=10.8.0.100) to allocate
# to connecting clients.  Leave this line commented
# out unless you are ethernet bridging.
;server-bridge 10.1.1.0 255.255.255.0 10.1.1.50 10.1.1.100

# Push routes to the client to allow it
# to reach other private subnets behind
# the server.  Remember that these
# private subnets will also need
# to know to route the OpenVPN client
# address pool (10.8.0.0/255.255.255.0)
# back to the OpenVPN server.
push "route 192.168.1.0 255.255.255.0"
;push "route 192.168.20.0 255.255.255.0"
;push "route 0.0.0.0 0.0.0.0"


# To assign specific IP addresses to specific
# clients or if a connecting client has a private
# subnet behind it that should also have VPN access,
# use the subdirectory "ccd" for client-specific
# configuration files (see man page for more info).

# EXAMPLE: Suppose the client
# having the certificate common name "Thelonious"
# also has a small subnet behind his connecting
# machine, such as 192.168.40.128/255.255.255.248.
# First, uncomment out these lines:
;client-config-dir ccd
;route 192.168.40.128 255.255.255.248

# Then create a file ccd/Thelonious with this line:
#   iroute 192.168.40.128 255.255.255.248
# This will allow Thelonious' private subnet to
# access the VPN.  This example will only work
# if you are routing, not bridging, i.e. you are
# using "dev tun" and "server" directives.

# EXAMPLE: Suppose you want to give
# Thelonious a fixed VPN IP address of 10.9.0.1.
# First uncomment out these lines:
;client-config-dir ccd
;route 10.9.0.0 255.255.255.252
# Then add this line to ccd/Thelonious:
#   ifconfig-push 10.9.0.1 10.9.0.2

# Suppose that you want to enable different
# firewall access policies for different groups
# of clients.  There are two methods:
# (1) Run multiple OpenVPN daemons, one for each
#     group, and firewall the TUN/TAP interface
#     for each group/daemon appropriately.
# (2) (Advanced) Create a script to dynamically
#     modify the firewall in response to access
#     from different clients.  See man
#     page for more info on learn-address script.
;learn-address ./script

# If enabled, this directive will configure
# all clients to redirect their default
# network gateway through the VPN, causing
# all IP traffic such as web browsing and
# and DNS lookups to go through the VPN
# (The OpenVPN server machine may need to NAT
# the TUN/TAP interface to the internet in
# order for this to work properly).
# CAVEAT: May break client's network config if
# client's local DHCP server packets get routed
# through the tunnel.  Solution: make sure
# client's local DHCP server is reachable via
# a more specific route than the default route
# of 0.0.0.0/0.0.0.0.
;push "redirect-gateway"

# Certain Windows-specific network settings
# can be pushed to clients, such as DNS
# or WINS server addresses.  CAVEAT:
# http://openvpn.net/faq.html#dhcpcaveats
push "dhcp-option DNS 192.168.1.11"
;push "dhcp-option WINS 10.8.0.1"

# Uncomment this directive to allow different
# clients to be able to "see" each other.
# By default, clients will only see the server.
# To force clients to only see the server, you
# will also need to appropriately firewall the
# server's TUN/TAP interface.
client-to-client

# Uncomment this directive if multiple clients
# might connect with the same certificate/key
# files or common names.  This is recommended
# only for testing purposes.  For production use,
# each client should have its own certificate/key
# pair.
#
# IF YOU HAVE NOT GENERATED INDIVIDUAL
# CERTIFICATE/KEY PAIRS FOR EACH CLIENT,
# EACH HAVING ITS OWN UNIQUE "COMMON NAME",
# UNCOMMENT THIS LINE OUT.
;duplicate-cn

# The keepalive directive causes ping-like
# messages to be sent back and forth over
# the link so that each side knows when
# the other side has gone down.
# Ping every 10 seconds, assume that remote
# peer is down if no ping received during
# a 120 second time period.
keepalive 10 120

# For extra security beyond that provided
# by SSL/TLS, create an "HMAC firewall"
# to help block DoS attacks and UDP port flooding.
#
# Generate with:
#   openvpn --genkey --secret ta.key
#
# The server and each client must have
# a copy of this key.
# The second parameter should be '0'
# on the server and '1' on the clients.
;tls-auth ta.key 0 # This file is secret


# ct 9/2005 Page 198
auth SHA1

# Select a cryptographic cipher.
# This config item must be copied to
# the client config file as well.
cipher BF-CBC        # Blowfish (default)
;cipher AES-128-CBC   # AES
;cipher DES-EDE3-CBC  # Triple-DES

# Enable compression on the VPN link.
# If you enable it here, you must also
# enable it in the client config file.
;comp-lzo

# The maximum number of concurrently connected
# clients we want to allow.
;max-clients 100

# It's a good idea to reduce the OpenVPN
# daemon's privileges after initialization.
#
# You can uncomment this out on
# non-Windows systems.
user nobody
group nobody

# The persist options will try to avoid
# accessing certain resources on restart
# that may no longer be accessible because
# of the privilege downgrade.
persist-key
persist-tun

# Output a short status file showing
# current connections, truncated
# and rewritten every minute.
status openvpn-status.log

# By default, log messages will go to the syslog (or
# on Windows, if running as a service, they will go to
# the "\Program Files\OpenVPN\log" directory).
# Use log or log-append to override this default.
# "log" will truncate the log file on OpenVPN startup,
# while "log-append" will append to it.  Use one
# or the other (but not both).
;log         openvpn.log
;log-append  openvpn.log

# Set the appropriate level of log
# file verbosity.
#
# 0 is silent, except for fatal errors
# 4 is reasonable for general usage
# 5 and 6 can help to debug connection problems
# 9 is extremely verbose
verb 3

# Silence repeating messages.  At most 20
# sequential messages of the same message
# category will be output to the log.
;mute 20

openvpn --config /etc/openvpn/server-cacert.conf

there should be no errors... :-)

Now it's time for the client (here: WinXP)

Question: This method seems a bit confusing. I'm using MyCert.exe for my clients to generate their certificates. I've verified their e-mail addresses at CACert, but my clients always get the same IP. The CN seems to always be the same:

Mon Jun 27 15:39:04 2005 xxx.xxx.xxx.xxx:1866 VERIFY OK: depth=1,/O=Root_CA/OU=http://www.cacert.org/CN=CA_Cert_Signing_Authority/emailAddress=support@cacert.org Mon Jun 27 15:39:04 2005 xxx.xxx.xxx.xxx:1866 VERIFY OK: depth=0, /CN=CAcert_WoT_User/emailAddress=user@address.com

Can you provide an example using the MyCert.exe and possible make the windows explainations a little more detailed? Thanks.

openssl pkcs12 -in client-cacert.p12 -clcerts -out client-cacert.pem

openssl pkcs12 -in client-cacert.p12 -nokeys -cacerts -out root_X0F.crt

##############################################
# Sample client-side OpenVPN 2.0 config file #
# for connecting to multi-client server.     #
#                                            #
# This configuration can be used by multiple #
# clients, however each client should have   #
# its own cert and key files.                #
#                                            #
# On Windows, you might want to rename this  #
# file so it has a .ovpn extension           #
##############################################

# Specify that we are a client and that we
# will be pulling certain config file directives
# from the server.
client

# Use the same setting as you are using on
# the server.
# On most systems, the VPN will not function
# unless you partially or fully disable
# the firewall for the TUN/TAP interface.
;dev tap
dev tun

# Windows needs the TAP-Win32 adapter name
# from the Network Connections panel
# if you have more than one.  On XP SP2,
# you may need to disable the firewall
# for the TAP adapter.
dev-node OpenVPN

# Are we connecting to a TCP or
# UDP server?  Use the same setting as
# on the server.
;proto tcp
proto udp

# The hostname/IP and port of the server.
# You can have multiple remote entries
# to load balance between the servers.
remote mylinuxbox.dyndns.org 1194

# Choose a random host from the remote
# list for load-balancing.  Otherwise
# try hosts in the order specified.
;remote-random

# Keep trying indefinitely to resolve the
# host name of the OpenVPN server.  Very useful
# on machines which are not permanently connected
# to the internet such as laptops.
resolv-retry infinite

# Most clients don't need to bind to
# a specific local port number.
nobind

# Downgrade privileges after initialization (non-Windows only)
;user nobody
;group nobody

# Try to preserve some state across restarts.
persist-key
persist-tun

# If you are connecting through an
# HTTP proxy to reach the actual OpenVPN
# server, put the proxy server/IP and
# port number here.  See the man page
# if your proxy server requires
# authentication.
;http-proxy-retry # retry on connection failures
;http-proxy [proxy server] [proxy port #]

# Wireless networks often produce a lot
# of duplicate packets.  Set this flag
# to silence duplicate packet warnings.
;mute-replay-warnings

# SSL/TLS parms.
# See the server config file for more
# description.  It's best to use
# a separate .crt/.key file pair
# for each client.  A single ca
# file can be used for all clients.
ca root_X0F.crt
cert client-cacert.pem
key client-cacert.pem

# Verify server certificate by checking
# that the certicate has the nsCertType
# field set to "server".  This is an
# important precaution to protect against
# a potential attack discussed here:
#  http://openvpn.net/howto.html#mitm
#
# To use this feature, you will need to generate
# your server certificates with the nsCertType
# field set to "server".  The build-key-server
# script in the easy-rsa folder will do this.
;ns-cert-type server

# If a tls-auth key is used on the server
# then every client must also have the key.
;tls-auth ta.key 1

# ct 9/2005 page 199
auth SHA1

# Select a cryptographic cipher.
# If the cipher option is used on the server
# then you must also specify it here.
;cipher x
cipher BF-CBC

# Enable compression on the VPN link.
# Don't enable this unless it is also
# enabled in the server config file.
;comp-lzo

# Set log file verbosity.
verb 3

# Silence repeating messages
mute 20

* have a look at push "redirect-gateway", maybe you should enable this.

Don't forget...

That's all ! ;-)

(2005-04-22/nju)

Troubleshooting

openVPN (last edited 2022-05-15 13:33:46 by AlesKastner)