Netgate Discussion Forum
    • Categories
    • Recent
    • Tags
    • Popular
    • Users
    • Search
    • Register
    • Login

    Going nuts with DNS over OpenVPN

    Scheduled Pinned Locked Moved General pfSense Questions
    16 Posts 3 Posters 1.4k Views
    Loading More Posts
    • Oldest to Newest
    • Newest to Oldest
    • Most Votes
    Reply
    • Reply as topic
    Log in to reply
    This topic has been deleted. Only users with topic management privileges can see it.
    • stephenw10S
      stephenw10 Netgate Administrator
      last edited by

      Do you control the server end of these tunnels?
      If not they are almost certainly pushing a default route to connecting clients and it you don't reject it the pfSense default route will be changed.

      Never use 'any' as the source in Outbound NAT rules if you can possibly avoid it (and you can). It can catch unexpected traffic, like traffic from the firewall itself.

      You shouldn't have outbound NAT rules on the internal interfaces.

      Consider using a different DNS serer locally. By using 1.1.1.1 everywhere you are creating routing conflicts and making it far more difficult to diagnose the issues.
      You want clients on those interfaces to use only 1.1.1.1 for DNS and to route those queries over VPN.

      Disabling gateway monitoring action will not prevent traffic leaking to WAN if VPN goes down and the gateway disappears entirely.
      In Sys > Adv > Misc set 'Skip rules when gateway is down'.
      That way if the gateway goes down there will be no pass rules and traffic will simply be blocked.

      Steve

      1 Reply Last reply Reply Quote 0
      • G
        gelcom @dma_pf
        last edited by

        @dma_pf said in Going nuts with DNS over OpenVPN:

        When you do an "extended" dns leak test in this site what are the results? https://www.dnsleaktest.com

        6da7789c-44ce-454a-9212-9183a8282d8d-image.png

        Kindly note "São Paulo, Brazil" is local pf and not remote VPN.

        1 Reply Last reply Reply Quote 0
        • stephenw10S
          stephenw10 Netgate Administrator
          last edited by

          Can we see a screenshot of the firewall rules on Interface_VMs_through_A. Assuming that is where you're testing from.

          Steve

          G 1 Reply Last reply Reply Quote 0
          • G
            gelcom @stephenw10
            last edited by

            @stephenw10 said in Going nuts with DNS over OpenVPN:

            Do you control the server end of these tunnels?
            If not they are almost certainly pushing a default route to connecting clients and it you don't reject it the pfSense default route will be changed.

            Yes, I do. OpenVPN server is a VM on my Oracle Cloud.

            Pls note my openvpn server.conf:

            port 1194
            proto udp
            dev tun
            user nobody
            group nogroup
            persist-key
            persist-tun
            keepalive 10 120
            topology subnet
            server XX.XXX.XXX.0 255.255.255.0
            ifconfig-pool-persist ipp.txt
            push "dhcp-option DNS 1.1.1.1"
            dh none
            ecdh-curve prime256v1
            tls-crypt tls-crypt.key
            crl-verify crl.pem
            ca ca.crt
            cert server.crt
            key server.key
            auth SHA256
            cipher AES-128-GCM
            ncp-ciphers AES-128-GCM
            tls-server
            tls-version-min 1.2
            tls-cipher TLS-ECDHE-ECDSA-WITH-AES-128-GCM-SHA256
            client-config-dir /etc/openvpn/ccd
            status /var/log/openvpn/status.log
            verb 3
            

            Never use 'any' as the source in Outbound NAT rules if you can possibly avoid it (and you can). It can catch unexpected traffic, like traffic from the firewall itself.
            You shouldn't have outbound NAT rules on the internal interfaces.

            Ok! Corrected source to Interface_VMs_through_A subnet

            Consider using a different DNS serer locally. By using 1.1.1.1 everywhere you are creating routing conflicts and making it far more difficult to diagnose the issues.
            You want clients on those interfaces to use only 1.1.1.1 for DNS and to route those queries over VPN.

            Indeed. I changed local pfsense DNS servers to google (8.8.8.8 and 8.8.4.4) and I kept openVPN to Cloudfare (1.1.1.1).

            With all these corrections problems persists:

            When I run https://www.dnsleaktest.com on local machine it points correctly to google DNS and local location (São Paulo).

            When I run the test on "Interface_VMs_through_A" machine it shows the same WAN address (incorrect) with Cloudfare DNS (correct).

            Still leaking.

            Can we see a screenshot of the firewall rules on Interface_VMs_through_A. Assuming that is where you're testing from.

            Sure. Here we go

            cb9858c2-b76a-4212-bf36-dfb991b702e2-image.png

            Please note I keep seeing logs in this interface pointing to 1.1.1.1 with a rule name I don't have: NEGATE_ROUTE: Negate policy routing for destination (10000001) .

            Maybe this "hidden" rule is leaking my DNS?

            3509cd68-07e9-4cde-b830-5ba237270c28-image.png

            kind regards

            1 Reply Last reply Reply Quote 0
            • stephenw10S
              stephenw10 Netgate Administrator
              last edited by

              @gelcom said in Going nuts with DNS over OpenVPN:

              NEGATE_ROUTE: Negate policy routing for destination (10000001) .

              Ah, it's because you have or had set 1.1.1.1 as a DNS server for pfSense with a gateway and that adds a static route to it creating the conflict triggering the negate rules. If you reboot removing that route it will probably go away but to be sure (or to not reboot) go to Sys > Adv > Firewall&NAT and set 'Disable Negate rules'.

              Steve

              G 1 Reply Last reply Reply Quote 0
              • stephenw10S
                stephenw10 Netgate Administrator
                last edited by

                Actually, ironically, it's probably because you're pushing 1.1.1.1 as a DNS server from the OpenVPN server which means it is included in the VPN networks alias.
                Disabling negate networks should prevent it anyway.

                Steve

                1 Reply Last reply Reply Quote 0
                • G
                  gelcom @stephenw10
                  last edited by

                  @stephenw10 said in Going nuts with DNS over OpenVPN:

                  Ah, it's because you have or had set 1.1.1.1 as a DNS server for pfSense with a gateway and that adds a static route to it creating the conflict triggering the negate rules. If you reboot removing that route it will probably go away but to be sure (or to not reboot) go to Sys > Adv > Firewall&NAT and set 'Disable Negate rules'.

                  Rebooting pf did not the trick but checking Disable Negate rules did.

                  Now leakdns shows remote openvpn ip and remote location. GREAT!!!

                  Is this an expected behavior on pf?

                  With this option turned on should I expect any other changes on pfSense?

                  Isn't possible to remove that "hidden" static route instead of enabling this option?

                  kind regards

                  1 Reply Last reply Reply Quote 0
                  • stephenw10S
                    stephenw10 Netgate Administrator
                    last edited by

                    Check the routing table to see where 1.1.1.1 is added.
                    But it's probably because your servers are configured to pass is to the clients and your clients are NOT configured to reject routes.

                    But in a setup like yours you should disable negate networks anyway since you are relying on policy routing for isolation.

                    Steve

                    G 1 Reply Last reply Reply Quote 0
                    • G
                      gelcom @stephenw10
                      last edited by

                      @stephenw10 said in Going nuts with DNS over OpenVPN:

                      Check the routing table to see where 1.1.1.1 is added.

                      No entries for 1.1.1.1 ....

                      1 Reply Last reply Reply Quote 0
                      • stephenw10S
                        stephenw10 Netgate Administrator
                        last edited by

                        Might be used in an IPSec tunnel if you have any defined. It pretty much has to be a subnet used somewhere in a VPN config to hit that rule.

                        Steve

                        G 1 Reply Last reply Reply Quote 0
                        • G
                          gelcom @stephenw10
                          last edited by

                          I don’t know. I don’t have any other vpns setup.

                          Anyway…

                          Thanks for the support.

                          @stephenw10: I owe you a beer!!! :-)

                          Problem is solved.

                          Kind regards

                          1 Reply Last reply Reply Quote 1
                          • First post
                            Last post
                          Copyright 2025 Rubicon Communications LLC (Netgate). All rights reserved.