According to the DNS registry, skippy.net was created on January 08, 1999. My earliest post is dated March 13, 1999, though the Internet Archive Wayback record only goes back to October 13, 1999.
I know there are a lot of people who've been active online for much longer than I, but I think it's worth a moment's reflection to consider just how much has changed in the last decade. I was one of the few people I knew to have a website. I used to hand-craft each page on my website. If you wanted to comment on something you would have sent me an email. I used to crop and resize digital photos to very small sizes.
Now having a website is, in many ways, redundant, what with the Facebooks and LinkedIns and other social networking sites. I upload full-size images to Flickr and don't worry about thumbnail generation any more. Commenting on sites is the norm, and any site that doesn't support commenting is somehow weird.
It'll be interesting to see what the next decade brings, and how the kids of today will approach the technology that will always have been a part of their lives.
January 25th, 1999 is the date of the first Wayback archive of my first personal website. I didn't have my own domain at the time. My first website (for a student organization) was February 25th, 1995, although the Wayback machine only grabbed it once. View the source on it, and you'll still see my name.
I totally agree that the technology has progressed as a fabulous rate. It's almost embarrassing to look at those early efforts.