Just a great song. Musically it builds beautifully to the finale. A little depressing, but still, real life.

Almost a clasical piano piece but with amazing vocals

She was the sun, shining upon,
The tomb of your hopes and dreams so frail

Gothic, dark, etc.

One of the finest songs to come from o'rourke's bacharachisation. Lovely changes, brilliant lyrics and an epic ending which is as depressing as it is funny.

Despite the vocal style of James (not appreciated by myself) this track is a true masterpiece - listful, solemn and mysterious. Numerous good covers inc. Kelly Joe Phelps, & Chris Thomas King (O Brother Where art thou). The original's guitarwork is superior to other versions - sparse and perfectly timed. However Phelps has, in my oppinion, a more appripraite voice for the track.

The most eeire, scary and downright supernatural blues track ever recorded. Robert Johnson's vocal style sends shivers down anyone's back on the first, and repeat, hearings of this masterpiece.

Take time and notice the evidence of Hoodoo pratice in lyrics (hot foot powder) and a brief history of a failed relationship once believed to have been Robert Johnsons...

Whenever anyone asks for sad song recommendations, this is the first that comes to mind. It's a heartbreaking song. It's not really *depressing*, it just � heartbreaking.

I believe this song was written in the late 60's by Bob Dylan, however it was performed by Nico, whose original band was The Velvet Underground before she went solo. This track has a lovely up-beat combination of piano and violin to acompany Nico's deep, melodic voice. I love it because of it's artistic without being depressing or too complex.

i'm too tone deaf to fully describe why this song is so good. it's melodic and melancholic without being too depressing. vocals and production are outstanding.

This reminds me of Portishead but it's not as downright depressing. There's a really cool whistle/mellotron hook in it.

"Mad World" was written and originally performed by the popular 80's band Tears for Fears. A more mellow, piano-based cover of the song was featured in the cult movie "Donnie Darko" (Jake Gylenhaal, Patrick Swayze) as performed by folk artist Gary Jules. His version of "Mad World" reached the coveted Christmas #1 spot in the UK in 2003, despite that it was 3 years old and performed by an unknown artist.
This song is quite possibly my favorite song of all time, at least in my Top Ten, because I feel that it describes life very accurately. The chorus of the song is:
"I find it kind of funny
I find it kind of sad
The dreams in which I'm dying
Are the best I've ever had."
To me, this song is saying "Hang in there...I know life sucks on this earth, but you will go to a far better place after your death."
Depressing? No. This song helps me to carry on.

What a depressing yet beautiful song... I was thinking of recommending this when I first heard it, but today it fits my mood better and I feel compelled to do so. Bertrand Burgalat's production mixes modern beats and bleepy sound with strings, alongside Cinnamon's old-school tuneful indie guitar pop with a female vocalist. God, this song is depressing; did I say that yet? But it's one of those depressing songs that's actually glorious to hear, accompanied as it is by beautiful, rousing music. The vocal is rather tender; as if she's sympathetic about what a fuckup the listener is.

Those uplifting lyrics in full (actually, there's more, but I'll spare you):
"when you were young/you had the sun in your eyes/the grass was greener/the days were sweeter/in the next life/you know where you came from, but there's no sparkle in your eyes/you're gonna die/and there's nothing in between to shout about'.

Why would you want to listen to something like that? I'm not sure, but I have it on repeat play today; check it out!

Time to get our your hankies. There aren't too many singers who can make you believe every word they sing but Iris is one of those few. And when she's sings a song this sad, you'll be wiping away the tears long before the 6:49 passes by.

Haunting melody inspired by the Beethoven's Moonlight Sonata.
Lyrics are truly depressing for a so called "girls band" and this song so unique has been qualified as one of the saddest ever made in the sixties. The Shangri-Las is a fascinating and under-rated band that deserves to be re-discovered. Quick list of recommended songs : Remember (Walkin' in the Sand) -yes they did this too!-, I Can Never Go Home Anymore, Give Us Your Blessing, Leader of the Pack, etc...

To me, songs like this best express the genius of Brian Wilson. Listen to the tender lyrics and vocal on this...this is the happiest he has ever sounded. (Given the time that this was recorded, it's almost depressing...this was probably also the last time in his life that he was truly happy. What the more poetic call bittersweet?) Yet, this is so mellow and unassuming. It's blissful, joyous - and above all else, madly in love, as evidenced by the spoken "I love you." at the end. The writing credits lists Wilson-Love, but all I can hear is Brian here. Mike Love was never this genuine.

As for the arrangement, it hints at what was to come with "Pet Sounds". Fender bass! Tambourines! Harpsichords! It's a beautiful thing, and Sonny Bono built his career off of it. Sleep well, sweet Congressman.

It's another doomy orchestral vocal masterpiece! A devastating piece, this would be a depressing song if it weren't for the incredible string arrangement, which is like warm sunlight. I can't recommend this (and the album it's taken from) highly enough.

This song is so sinister sounding, and so dark, but at the same time you can dance to it. It's uptempo, but somehow still vaguely depressing. Plus, "It's better in the matinee, the dark of the matinee" is just such a cool lyric.

i don't know much about this band... three singers, killer melodies, fairly depressing but thoughtful and insightful lyrics. this song is loooong and worth it. (oh yeah, and add "i believe that" to the beginning of the song title--it wouldn't all fit)

Hands down, this ballad by Kate Bush has THE BEST violin solo of any non-classical song. The song itself, though a bit of a downer, is really very beautiful.

"The Fog"

You see, I'm all grown up now.
He said,
Just put your feet down child,
'Cause you're all grown up now.

Just like a photograph,
I pick you up.
Just like a station on the radio,
I pick you up.
Just like a face in the crowd,
I pick you up.
Just like a feeling that you're sending out,
I pick it up.

But I can't let you go.
If I let you go,
You slip into the fog...

This love was big enough for the both of us.
This love of yours was big enough to be frightened of.
It's deep and dark, like the water was,
The day I learned to swim.

He said,
Just put your feet down, child.
Just put your feet down child,
The water is only waist high.
I'll let go of you gently,
Then you can swim to me.

Is this love big enough to watch over me?
Big enough to let go of me
Without hurting me,
Like the day I learned to swim?

'Cause you're all grown up now.

Just put your feet down, child,
The water is only waist high.
I'll let go of you gently,
Then you can swim to me.

This is a powerful and deep song. I love it. It moves me. Every time I listen to it, it moves me.

I knew that this song was depressing even before I knew what it was about. Poor Fran�oise just can't find a boy! I've seen the Scopitone for this, and I really doubt that she was having trouble finding dates, but �est-la-vie, right? Anyhow, it's an absolutely beautiful ballad.

This song is a very sad revelation of what it means to truly love someone. Gibbard is telling a story of what it's like to be awaiting bad news in a hospital. The piano reflects the sad realization that at some point, the person you love will die, and if you're really going to be there for them, you have to watch them. The best lyric is "but I'm thinking of what Sarah said: 'love is watching someone die.'" It's a very well written, thought-provoking song.

I love this song! So sweetly depressing. However, it is surprisingly upbeat for a depressing song! You've just gotta love those paradoxes!! :)