I miss Homestar Runner, The Real Happy Hour, and TikiBar TV seems to be circling the drain of jumping the shark. Then there was www.HappyPuppy.com
Oh, sure, some are still anwsering, but the people behind them seem to have move on to bigger or different things.
And I’m not even including things like Pointcast and pets.com, those were just casualties of economy.
So what do you miss from the pre-Web 2.0 era?
ETA: Forgot to add the site that led me to starting this thread: http://www.damninteresting.com/, last updated August 2009. 
emode.com used to have fun quizzes. Now it’s turned into something frightening. Ditto for bored.com.
Jumptheshark.com used to be fun; you could read the comments people posted for various TV shows, and see the votes on when a particular show had jumped. Now the site is totally gone.
I miss the lack of the term “Web 2.0”. The things that are supposed to make Web 2.0 distinctive are all things that were there in the Internet to begin with, even before the Web. They just have a buzzword now.
Maybe Prince was right when he said “the Internet is completely over” (or maybe he’s just been living in PrinceLand waaay too long).
I figured Web 2.0 was when things went all Ajaxy with instant feedback (Facebook, Gmail, Twitter, etc.) It was an arbitrary distinction.
I’ve had the same answer to this type of question for years and years now: satirewire.com. Best humor site ever. I’m probably the only one who remembers it, but it was great, dammit.
Acts of Gord – oh Gord…why did you have to leave the business?
Wow…has it really been seven years since Brunching Shuttlecocks folded? (although we now have Bad Gods to keep part of the mirth going)
Modern Humorist was awesome for awhile there.
Daaaaamn, I FORGOT Brunching! Yeah, that was awesome.
That Jogged loose Old Man Murray
I’ve never loved you more than I love you right now, Chronos.
You are decidedly not the only person who remembers and laments the loss of SatireWire. I still occasionally think to myself that SatireWire is what 80% of the bloggers out there are trying to replicate.
The Best Page in the Universe. Ever since Maddox got that book tour, the site’s been seriously lacking.
Like MST3K, ten years was far too short a time for the late, great Grudge Match.
Certainly! Along with the Journal of Irreproduceable Results and alt.sex.wizards
Ahh, thanks for triggering another memory: Operators Standing By!, the best part of Jetwolf’s (also very neglected) Heart of the Flames site.
I miss Hissyfit and Fametracker.
TWOP was a brutal replacement.
I miss Jetwolf. I knew her and a couple of other people through Usenet (anyone remember “Otaku Wars”? Didn’t think so.) Last I heard, she got married and moved to the Pacific Northwest. That was about 10 years ago. I didn’t even know about “Heart of the Flames.”
Memepool.
The Brunching Shuttlecocks.
Portal of Evil. Still online, but seldom updated, and fading into obscurity.
Web Pages That Suck. Still online and updated semi-regularly, but now faded into obscurity, especially compared to the current generation of Web-related graphic sites like Smashing.
Suck.com. “Gone fishing” in 2001; metamorphosed into Plastic.com, a current events-related site that is now far off the beaten path, Internet-wise.
Fucked Company. I miss watching the dot-com bust play out on FC’s main page.
OMG, I forgot Suck.com! How I do miss it, though.