Worst of the Web

Ambit's Totally Useless
A growing list of dozens of Web sites with absolutely no purpose.
http://www.ambitweb.com/useless/useless.html

The Chaos Engine
Offers a look at the current quality and condition of the web and the internet as a whole. Covers areas such as spam, privacy, serious breaches of "netiquette", forceful marketing, technology and web design.
http://www.the-chaos-engine.20m.com/

Golden Trash Awards
For sites that lack originality, creativity, and purpose.
http://www.goldentrashawards.com/

NuttySites.com
Directory of some of the worst, nuttiest, and downright wackiest sites on the net.
http://www.hamsterdance.com/

Shitty Blogs Club
Humorous club for bloggers who can laugh at their own attempts at blogging.
http://shittyblogsclub.blogsome.com/

Worst of the Web
Features one site per day, with an archive back to November 1996.
http://www.worstoftheweb.com/