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Hi there, I'm a big fan of the Sims games myself. While I don't know a whole lot about Windows 8, I can say I've gotten older games to run on newer operating systems.
What you could do is try right-clicking the E: drive in My Computer where it lists the Sims CD and click Explore. Through that, you should be able to find the Setup.Exe file and try clicking it to run.
You may have to right-click it and run it in Compatibility Mode (I recommend Windows XP SP2, most games work well with that one).
It's a good sign that your drive reads it, it just might not be recognizing the Autorun file.
Good luck with it, if I think of anything else, I'll update.
google setting compatability modes windows 8... the game needs to run as emulation of the platform it was written for see http://www.online-tech-tips.com/windows-8/run-a-program-in-compatibility-mode-in-windows-8/
try using two old batteries and two new batteries, also why calibrating try putting the board on a small stool - this worked for us. Good Luck!!! by the way our room is really tiny and there is hardly any space around the board.
Ahh i see.... Starting with windows 2000/XP. Windows no longer supports DOS... Im kinda sad about that myself D= but it doesnt end there for you my friend. Organ trail is a great game.
My tip is for you to get a program called DOS box from source forge. Simple google DOS BOX. Install the program and run the program from within dosbox. If you dont know how to run dos box simply drag the EXE you are trying to run into the window. Give it a try and it will work trust me. GL in the game....