I was going to include this in a comment at Matt's blog but then I realized that this was too off topic for the comment. Thus y'all get it (edited differently) here.
I was watching VH1's video countdown of the 50 Most Awesomely Bad Songs of All Time (from the list with Blender) and something occurred to me. These aren't the 50 worst songs of all time, far from it. They might, however, be the 50 worst POPULAR songs of all time.
That is to say this is a list of fifty songs that everybody remembers, none too fondly in most cases. Which means that it'll generally produce enough shudders of revulsion and moments of hilariously painful listening that it'll be amusing enough to be remembered.
The reason I went back to it a few times was for the commentary on the songs; there was a mass of comedians and media personalities and whatnot making fun of each song. This did, however, get repetative; how many ways could there be to creatively say "this sucks"?
If someone (or rather, a group of someones) did a legit Fifty Worst Songs Of All Time it'd consist of songs the general public didn't get subjected to and thus the list would merely annoy the general public.