First, you need to rip the Cd images with something like Alchohol 120%. Then you need a program to emulate CD drives. A good free one is Dameon tools (
http://www.daemon-tools.cc/portal/portal.php ). If you have troube with some games, you'll probably need to prep the image for Safedisk 2 use with Insekktors. That program patches the image and controls the CD drive to use them properly. Yes, it works with Emulated drives.
Now, you need a MONSTER computer to play 2 games at once, and a way to play either with 2 monitors or with one monitor, but switching back and forth between desktops. There are 3rd party software that do both (the latter needs no 3rd party soft, but you have to know what you are doing to get ti to work right).