Here's the inventory of what I thought to backup in '03:
-About 20 wallpapers/etc of Legend of Dragoon. I don't recall ever saving one, much less 20.
-Lotta oldschool VGMs. Zelda, the early Final Fantasies, megaman. I knew I had some of these. I just didn't realize there were so many. On the plus side: this is the most kickass zelda remix ever.
-A short story I forgot I ever wrote.
-A longer story I recall writing part of, but then deleted because it sucked. I didn't remember saving it.
-Two full page B&W drawings that I don't remember ever having scanned onto a computer.
-A lot of pictures back when I decided to make photography a hobby. That didn't last. I don't remember taking about half of them.
-Some ABBA music. I legitimately have no idea what that's doing in there. I may not remember the VGMs, but that at least makes sense to me. Probably involves my girlfriend of the time.
-Speaking of: I forgot how flexible she was. Those photos, I definitely remember taking. Thought I deleted them. Oh well.
-A GIF of someone holding a gun to the head of a rubber duck. At one time, that was probably funny to me.
-Old photos of myself, often with family. Holy crap I've lost a lot of weight. Also: got a better haircut.
-More GIFs of random weirdness. I'm not even going to bother guessing anymore.
-Handful of poems I wrote. These I actually remember.
-Another story I was writing. Thought I lost this one forever. I was pissed. Now I've found it again. And no longer care: it wasn't very good. At least I know I've improved as a writer. A lot.
-A fake poster kindly informing me that beer has been helping ugly people have sex since 1862. No explanation of why I thought that worth keeping. But at least it solves the mystery of my conception.
-Chunks of an artificial language I was inventing. One day I may use them for something. Today is not that day.
And that concludes my tour down memory lane. Who else wants to share?