I recently came up with an idea. To create a video experiment of using a 10 year old computer for modern tasks. I will probably use an iMac G3 desktop compared to a 1999-era Windows laptop. I'll try browsing around the web visiting sites like Engadget, Twitter, TehPrivates.com, etc and see how they hold up today. I'll see how well heavy-CSS sites work (like MobileMe or Engadget) and see if sites like YouTube function at all. A lot of today's websites use modern languages and coding, older machines don't take to this too easily. I'll see how easy it is to download a photo from a digital camera to the computer and upload it someplace like Flickr or Facebook. I'll try to copy a file to a USB flash drive. I'll perform a lot of basic tasks in addition to web browsing to see how things work. So I think this will be fun to see what works and what doesn't, it'll probably also be frustrating.
I'll try my best to stick with software that was used in that era - if possible I'll download a new browser to aid it's efforts in an additional test... currently debating if I should torture myself with Mac OS 9 - although Max OS X 10.1 would be just as bad. Windows may have the advantage in the web browser space with more updated browsers such as FireFox that are supported as far back as Windows 98.
Some of the machines I have available to me are the following:
Various G3 iMacs, up to 333MHz, OS 9 or OS X
PowerBook G3 500MHz OS 9 or OS X
Dell Pentium II Laptop Windows 98 (gasp!)
Compaq AMD Laptop (2000) Windows XP
When I get some free time I'll start off this project properly and post a video updated.