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[mundungu]

Oldest game I actually still have lying around is Legacy of the Ancients for the Commodore 64.

I don't know if it counts, but I still have the box front and disks to an ancient Atari ST game called "Wrath of Denethanor" stashed in a cardboard box with some Atari 2600 cartridges and other misc Commodore/Atari computer floppies (All in 5 1/4", and if there is any part of those days I am happy to see gone, it is those).

Still have the Hero Quest slipcover, the disks are there (first full game I purchased with 3 1/2" floppies) though they're pretty much fragged.

Space Hulk, Ultima VI, Doom 2 for the PC...

And both Juggle's Rainbow and Juggle's House cassette tapes, though neither of them would likely work any longer, regardless of the fact that I was so young then that I can't even remember what they ran on, as well as the fact that they really stank.