Traffic routing or how to set up a VPN chain?

Question

openvpn

We have: a commercial VPN with its client on a PC (os windows), and its own server (the second VPN) with openVPN
Task: to organize a bundle so that the first (commercial) directs traffic (requests, packets, or what is it all called?) through the second so that he does not know what sites the user visits.

How or with the help of what can such a movement be organized?

Answer 1

Trying to reinvent TOR? :)
Let me guess: you don't have any access to a commercial VPN server other than through its client.
And this means the only possibility is to fence the tunnel inside the tunnel from the client side. And hope that a commercial VPN does not kill OpenVPN traffic to death (and they may well kill, but in this case it will be possible to experiment with the port number on your server).
Windows itself is poorly suited for such network perversions (this is not Linux for you), but you can always raise a virtual machine on the client to smash the tunnels - one on the host, the other on the virtual machine.

Answer 2

Judging from the description, you want to set up a double VPN.
When using a commercial VPN service in the scheme, everything becomes more complicated.
I think that it is possible to make a double VPN, only the scheme will be slightly different.
It is necessary that a commercial VPN be the last in the chain (provided that a linux openvpn client can be connected to it, )
My_PC --> Linux_Server --> VPN_Service