What I enjoyed the most about the old web were the portals. There were video game-specific portals, band-specific portals, etc. Portals usually included a forum, a front page with the latest news, and downloadable contents (wallpapers, files, etc). Also, the web was mostly made up of personal websites which all looked different from each other.

Something less talked about is how prevalent viruses and trojans were back then. If you were tech-savvy enough, you could create your own 'trojan' and infect someone with it. The infected computer could then be controlled remotely via client program. Fun times.