top 100 saddest songs of all time

Dory Previn - "Beware of Young Girls" or "Mary C. Brown and the Hollywood Sign"

anything by sibylle baier. colour green is the darkest LP i've ever heard, and that's coming from a regular elliott smith listener.

A couple days ago, my daughter was singing "Maybe" from Annie, and I actually irl teared up. That song is inappropriately sad. It should be illegal except under tightly controlled circumstances.

41. This Mortal Coil - Holocaust (no I haven't heard the original but I can't see how it could possibly be any more sad - "your mother's dead", the rise and fall of strings and piano and one excellent performance by Howard Devoto)

― Bimble..., Wednesday, December 22, 2004 6:20 AM (fourteen years ago) Bookmark Flag Post Permalink

Fucking hell, I can't imagine knowing this song without being aware of the Big Star original. It's the pinnacle of devastation.

The Specials - I Can't Stand It

most of the "sad songs" people talk about are to me encouraging and uplifting, which i guess says a lot about me. people with the saddest voices in the world like robert wyatt singing about how it'll be ok, no really, just make me think "yeah, they have a point, it will be ok". to me a really sad song is something like "you can make it if you try" by sly and the family stone.

I think I sort of know what you mean. Like, “what a wonderful world” fills me with deep deep despair

Sad songs say so much, even when they’re in another language (Turkish, in this case):

https://www.youtube.com/watch?v=zdngjh5cy5E

Sezen Aksu • Kavaklar

seasons in the sun