My oldest file
Published: February 10, 2026
I got my first cassette recorder when I was 3 or 4 years old. It was small enough to be carried around so I naturally recorded everything around me. Two of those recordings survived and I still have them here, waiting to be listened to one day.
Cassettes taught me that information can be stored on media that you can't see with your naked eye. When I got my first computer at 5 years old, the concept of files stored on a computer came naturally to me. My mom's computer had access to the internet so we would sometimes browse through cars and maps for Midtown Madness that we would transfer to my Maxdata Artist using diskettes. A few years later, I took a diskette to school to take the website home that I wrote in second grade. I still have that diskette but the only USB drive won't read it. I really hope that it's the drive and not the disk. If I go deep enough into this rabbit hole, you might read about me trying to restore it with Greaseweazle.
One thing I vividly remember from before that time is the MS Paint color palette. The airbrush and the squiggly line tool I never figured out how to use properly. I also remember saving the images to the pictures folder. Of course, I never even thought about creating backups when I got my new computer that could run The Sims 2.
However, there is something that I hold on to from my time with Windows ME. We didn't have a printer at home but when I visited my aunt who worked at the University, I could print out one of my images.
I'm pretty sure that this is the oldest file that I still have. What's yours? Did you also grow up with Windows ME? Which games did you play? What was your favorite theme?