AirVPN with TOR with a Tomato Router ? in Eddie - AirVPN Client Posted ... Just a quick update, it appears not possible to do VPN with Tor with a Tomato router. The issue from when I tried it, you need be connected online normal (with ISP IP) then to run Tor to get a new Tor IP and then to connect to your VPN account, I assume while staying connected. Even if I disconnect my VPN server on my Tomato Router, get connected with normal internet and then run Tor and get a new Tor IP and then connect to my Tomato VPN (with tor config) I assume am breaking the connection or dropping it so not able to run Vpn with Tor. Tor over VPN works fine since if my Tomato router is already connected to VPN server, and then running Tor is fine (no break or drop in connection) Alternative is of course to run the OpenVPN client which works fine. If anyone does find alternative soloution or method to run VPN with Tor please update, thanks !