Weeellllll...
The web didn't come about until 1991, and it wasn't until the introduction of NCSA Mosaic in 1993 that it really started to grow. I remember in the '93-'94 school year (I was a freshman at UWM) that if you wanted information, you were still using WAIS or Gopher, not HTTP.
I also started keeping an e-mail list of Madison Scouts members and alumni that year, and the vast majority of people on that list were .edu addresses. The few .com addresses were with companies that did a lot of research.
As I recall, the Internet (mostly e-mail and www) really got to be the "big thing" in 1995. So, those college freshmen of 2009 would have been about 4.
I was just old enough to see the progression from services like Prodigy Internet (at 2400 baud) that my father used solely for looking up weather information for Dallas when he went for training out there to the early incarnations of Compuserve and AOL, to the wonderful web and Earthlink (via UUNet).
Enjoying Netscape Navigator and the 19.2kbps modem we had on Windows 3.1 and surfing HTMLGoodies.com (And setup my first website, complete with frames AND a MIDI!) and chatting on the various ichat servers before I got addicted to IRC and DALnet.
I learned of the infamous WinNuke program and +++ATH0 bug for WinModems. I searched for people infected by NetBus and SubSeven and tried to help them get it removed. One of the people I helped got me introduced to a program called ActiveWorlds, which I spent a good bit of time on.
In the late 90s, RoadRunner had a beta test of their cable internet service. I dropped a friend's name and got setup. With my newfound bandwidth, I started chatting on various webcam services (CUSeeMe, NetMeeting, and other various webcam offerings). Through the end of the 90s and 2000/2001 I ended up signing up for almost every IM program I could find.
I started streaming music through a Winamp shoutcast server and through Realplayer. I was ticked off when Napster went under, but I already had about 80GB of MP3s from my friend in Maryland who ripped all his CDs, and WinMX already took Napster's spot.
I started my first blog. Chat sites I used to frequent started to go away. Websites would be replaced by a parked page made by someone who snatched up the domain. DoS attacks became more prevalent. Spam became worse and more frequent. I got to college and received my first virus just for plugging into the network. The last few years have just been the same old same old. More spam, more RIAA lawsuits, more piracy.
Looking back a lot of it seems like a blur, but sure enough, from the public web's infancy, I've been there most of the way. It's been fairly fun too