Gran Turismo for Playstation. Probably one of the greatest driving sims ever. To really enjoy it, you'll want a driving sim setup. You can find them on Amazon, Ebay, etc or you can build your own. Biggest part is the wheel & pedals. I have the old Logitech G27, which works pretty well but is no longer made. If I were buying new today, I'd probably go for the Thrustmaster T300 as it's supposed to have a lot better feel.
Pic of my setup:
