Well, this is a interesting topic and yes, well within the realms of possibility for one who is reasonably technical.Using a commercial service will cost you some money and if you do it other wise you are going to sacrifice in speed.
Now lets talk about a nifty little tool that can be used on either windows or linux to encrypt your communications.
Typically, the problem with most protocols is that they are simply not designed to be secure and many do not have a good idea of encryption or SSL. This tool called "Stunnel" actually allows you to encrypt TCP connections within an encrypted SSL tunnel
You can then use it to encrypt unsecure protocols. So this works by either receiving unencrypted data and sending it on to an SSL server or receiving encrypted data and sending the decrypted data to a port on another machine.
Almost all connections can be secured using stunnel. Below is an example of making a VPN over PPP using Stunnel, which is part of the functionality you'll find in Identity cloaker, introduced in a earlier post
Setting up VPN ove PPP
Give it a Whirl!
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