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I probably have a few gigabytes of stuff dedicated to old software/hardware. I have Windows 3.1, MS-DOS 6.22, Windows 95, Windows 98/SE/Me, System 6, System 7/Mac OS 7, Mac OS 8, Mac OS 9, and a bunch of software for each of them.
Vista was a solid OS, but it's initial bad rep and the lack of control options for the UAC killed it's rep forever. 7 is a streamlined version of Vista (which isn't a bad thing in the slightest, since 7 is clearly what they wanted Vista to be, but they were probably rushed by their shareholders and Apple to get it out).
As for myself, I remember watching my dad always playing the Might and Magic series of PC games.
I remember when my buddy got his first 486 running Windows 3.1. We never left the house after that and were nerds ever since. We would stay up all night playing Wolfenstein and Doom, chatting with Dr. Sbaitso, and just generally tinkering.