The (not so) Secret Area of VIP Quality, fabled valley of the VIPPERS. It has its roots in the ＶＩＰ boards of 2ch which had a large focus on ASCII art and inane posting. Table Cat, VIPsaurus and Koyomi Mizuhara are the most popular ASCII characters and there's a myriad of other random topics. My favorite features are the three buttons above the title that play music when you click on them. I can't think of any other website that lets me shitpost to the groovy sounds of Earth, Wind and Fire.
mugi.moe, kumin.dance, hestia.dance and yuruyuri.moe
Exactly what it says on the tin for each. The Yuru Yuri page also includes links to torrents, purchases, YouTube videos of the seiyuus goofing around and a sizeable collection of images if your YrYr folder needs fattening.
One of [s4s]'s off-site colonies. A shrine to all things dank, it boasts an odd combination of completely static webpages and decidedly less static webpages with each one centered around anything from flavor of the week shitposting to long standing memes like baneposting. Third King, CIAss and Froge are my favorites. It also has a flash archive with all the essentials.
Small, community run wiki about all things technology. As the name suggests, it is focused primarily on Linux/GNU and matters of free software but also has articles on Cyberpunk culture, Astronomy, the practice of tripfagging and even E-cigs. Very helpful if you're interested in something but don't know much about it yourself. It's what I used to do my first Linux install.
http://classic.dryang.org/japanese/teacher.html and gaijinchronicles.com
The wonderful misadventures of Azrael, a JET in Kyoto. If you're in the mood for some humorous editorials then look no further. Much of his writing covers the day to day life of a middle school English teacher trying his darndest to maintain his sanity in an outrageous land. Besides getting some laughs out of me, reading his blog also taught me some things about Japan that I didn't know about at all, such as the national past time of Japan's youth. If you want a place to start I'd recommend The Octopus and The Worst Porn Ever.
/r/seventhworldproblems and /r/fifthworldproblems
Two odd subreddits I came across about a year ago. The former doesn't seem to be anything more than ironic shitposting but the latter has this vague rp shtick surrounding the lighthouse that's the centerpiece of the subreddit that I find somewhat reminiscent of LOST and The Prisoner. It gets me wondering what other bizarre subs are lurking in the great expanse that is Reddit.
Speaks for itself. Personal property of the High Priestess Maxine Dietrich. Main index contains items such as "Kids and Teens for Satan", "Join Hell's Army", and "Advanced Satanism". Click on Join Hell's Army to view a special message from Satan to His followers concerning Spiritual Warfare. It also has a special lightweight version of its front page in case the heavy web design is just too much for your internet connection.