I still own every gaming system I have ever owned.
I still own (and occasionally play) every game I have ever owned.
All of these are many years old. The latest gaming console I bought was a Nintendo 64. I also have a teal Game Boy Color from 1999 (or 2000—I forget which). Before that was a SNES and an original Game Boy.
All of my games are still playable. Although there are a few glitches—my N64 controllers have worn-down joysticks; my copy of Kirby Dream Land 2 consistently loses its game saves.
To be able to play a game that is 15 or more years old and still relive the memories of these games from my youth is fairly special and unique. I wonder about the proliferation of walled-garden devices, activation and license checks requiring the mercy of a third party to continue supporting, planned obsolescence of services for old games and consoles to push the new. I wonder what this means for the future experience of retro technology—not just for games but for any kind of software.
Of course everything today is not like it used to be. My SNES games don't quite look and feel the same on a modern high-resolution LCD TV versus the old clunky CRT displays (can you even buy these any more?). My original Game Boy developed dead vertical lines on the screen—thankfully, my Game Boy Color was fully backward compatible and has continued to work.
But I don't expect the experience to be exactly the same as it would have been when these systems were considered the latest and greatest.
I do expect to be able to play these games and relive the moments for may or years to come. What I don't know is whether the technology of today will be fortunate to have the same longevity.