Remember when JPGs took multiple seconds to download? When your digital camera served up horrid pixel slop? When you actually scanned things? That was mental millennia ago, but there are probably traces sitting on your hard drive. What's the oldest?
Now it's possible that you're a ruthless eraser, importing the minimum from your old system when you upgrade to a new computer. But you might also be a somewhat sentimental hoarder, keeping copies of everything for posterity (or nostalgia). If so, crack open those folders and tell us what you can find.
As for myself, I'm afraid this crushingly nerdy picture of Super Monkey Ball toys I bought in 2004 is as ancient as it gets. Ugh.
Share yours in the comments, especially if it's more embarrassing than mine! Please.
Dino photo by Yoshikazu Takada