If there is an award for The Saddest Music In The World, I present it now and forever to William Basinski's Disintegration Loops. This isn't music that makes you weep; this is music-as-weeping, the sound of the lament of the universe itself, sorrow on the order of Miles Davis's "He Loved Him Madly". Some of the impact stems from the concept, both in its scope and execution, but at the end of the day (or the end of days, ha ha), it's the sound itself here that causes the tears to be shed. Anything more lachrymose than this wouldn't leave an audience behind to appreciate it.
Among my favorite records are the happy accidents. Out of some mistake, some fluke in the studio or some miscalculation, emerges an unduplicatable miracle. It happened with William Basinski's The Disintegration Loops (that's worth a discussion all its own), and it happened with Nurse With Wound's Soliloquy for Lilith, an album far, far out of gamut even for those purveyors of the cheekily strange. Steve Stapleton and his revolving crew of merry pranksters had long been making bunny ears and funny faces behind the heads of noise, experimental music and prog-rock. Now they ventured into a dreamtime with no sky above, no floor below, just an abyss unrolling without end in all directions.