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In terms of backwards compatibility for PC, things are getting worse. Any game that has to "phone home" for license verification will stop working as soon as the company pulls their license servers. Then, you might have to hack a game you paid for in order to play it.

Furthermore, with the switch to 64-bit, Windows has decided to stop supporting 16-bit installers. So all those games that came out around the Win 3.1/95 transition will no longer work for you (I can install most of them on my XP box and the move them over to my Vista x64 box since the games themselves are 32-bit, they just use 16-bit installers). You can actually get DOS games up and running much more easily than you can Win 3.1/95 due to DOSBOX being so amazing.

It's not that I'm an idiot who does not understand computers/OSes/etc., it's just that games are not designed to be played 30 years after their release. It's hard enough to write a game that works on today's hardware.