You know what I don't miss? DOS. I had a bunch of games on a computer my father gave me, and I forgot how to call up a directory for DOS, so I could only ever access like two games, because I couldn't remember the file paths to get to the others.
Also, Windows 95.
I would say the Blue Screen of Death, but I had just as many of those on Vista as I did on 95 or 2000.
The only thing I really miss from the '90's, not counting my huge collection of classic rap CDs, is online multiplayer combat flight simulators like X-Wing vs. TIE Fighter. I also had a membership to an online WWII flying game at one point that was lots of fun, but overall, we have moved on, and everything is way better now.
It seems crazy to be talking about the 1990s as if they were a long time ago, until I realize that I am nearer to 30 than even 25, and that it was over 12 years ago that we entered "The New Millenium," having survived Y2K, both terms I will never ever miss from that era.