Woeful Album covers
I was reminded this morning of a site I bookmarked several years ago, and may even have written about here, called Sad and Useless, which details photographic evidence of amusingly depressing things. These include items such as an album of the most depressing home offices in the world. Out of all their albums, the Awkward Album Covers album is the one I come back to most.
Some of the other covers are merely gross or deficient, but this one has a certain pride in itself that makes it special. It (almost) makes me want to hear the album.