The term "simultaneous connections" generally refers to the number of devices that can be connected to the VPN service and talk to the internet at once. For example, when I was driving across the country and working in my hotel room at night, I often had both my MacBook Pro and iPad connected to the internet.I used the MacBook Pro for writing, keeping the iPad open to do searches and find supporting information. Both of these were connected to the internet at one time. This was possible because the VPN service I was using allowed up to three connections to open at once.This is also a good way to provide support for more than one family member on a single subscription. Generally, there's no good reason for a VPN provider to allow less than two or three connections. If your provider only allows one, find another vendor. We gave extra points in our VPN directory to those vendors who allowed three or more connections.