The origins might be interesting. I think the first people who actually "collected" lolcows, though they didn't call them that at the time, would be the subGs, with the High Weirdness by Mail thing. (Most) cows hadn't found it to the net by that point, but a lot of the discussion was on Usenet newsgroups like alt.slack. alt.folklore.urban and later alt.usenet.kooks also followed the phenomenon.
Usenet (and eventually the Internet itself) rapidly became a magnet for kooks, who found an outlet where, basically, nobody could shut them up and they might even find likeminded crazies.
Then there was a phase of sites like SA, the chans, livejournal drama (eventually turning into ED), leading up to what we have now.