The web space on which pointlessness is currently hosted has been around for a long time now. About four years ago, I was using Brinkster as free web space to host various forum avatars easily, but they soon began to implement measures to kill hot linking, and I decided to find somewhere else. Then I used Graffiti.net for a long time. Control there was limited though, and I needed more. Free Hostia soon came up, and I moved the site over.
For a long time, various previous incarnations of pointlessness began and ended, all dying off soon after they started. The web space normally lay dormant, mostly being used to host various images that needed some space. These incarnations are now totally gone (I don't have any local copies, and the files are gone from my web space) unless anyone else saved them for some reason, and I doubt they'll be missed.
However, in August 2006, I got a sudden urge to do more with this space (possibly having something to do with the unexpected fresh start I got after accidentally wiping the entire account). Seeing how I'd managed to keep at Linux despite having been told I wouldn't last a month, I put some effort into it, and turned four random text files I'd made into basic HTML pages, and uploaded them.
Site activity was sporadic from the start, with updates (like the recoding and licencing) happening in quick bursts, with large periods of inactivity between. I originally intended for updates to be roughly weekly, but soon decided it was better to just update when I felt like it.
The licensing of the site was something I decided fairly early on was important. I decided that just in case the site became big, formal licensing would be helpful. At first, I decided to use the Creative Commons Attribution-ShareAlike 2.5 License (cc-by-sa) since Creative Commons seemed to have admirable aims and the licence seemed well suited to my site.
For a while, things remained this way, until I decided the GNU Free Documention License (GFDL) was big enough to warrent a dual-licensing arrangement. Doing this in a reasonable amount of space was fairly tricky, but I think I've managed to get it right. The cc-by-sa and GFDL can be considered to have equal status on this site, and all content not otherwise noted to be under different licensing terms can be used under either.
The current status of the site is that the structure is mature enough to handle what I want it to do so far (which isn't much) and I don't foresee any need to do anything other than uploading further articles in the near future.