Recommend some....

Ahh! I'm not the only one!!!

Hmmm I'm guessing....anything by The Cure? *shrugs*

Hall in Oats,or Kenny G. theres some gay pussy music for ya. stick that in your crack pipe and smoke it.

Grab a random band's album.

Randomly choose a song.

You have a 50% chance that it is a depressing relationship song.

Ha! Delicious! Oi! to you as well, I say! I tried that method and the song was GG Allin's "Castration Crucifixtion"... so I tried it again.... and got "Ass Fucking Butt Sucking Cunt Licking Masturbation"... a classic.... and then I realized:

That guy's theory.... IS EXACTLY RIGHT! 2 FOR 2! How did he do that??

Nothing like America's "Lonely People" to drive you nuts. Just the supreme wimp-rock band of the 70s trying to instill some false hope in you, when all they really do is make you want to jump off a bridge.

Joy Division "Atmosphere" (definitely not a happy song)
Joy Division "Love Will Tear us Apart"

she'll have you back-
tim mcgraw

i know it's country

He Stopped Loving her Today by George Jones (or Hammerlock if you need it all amped up)
I've just destroyed the world I'm living in by Willie Nelson
The Burning Down by King's X

Dylan-Blood on the Tracks

Beck's Mutations is depressing too! And that Smiths song always makes me sad!!

Leonard Cohen "Chelsie Hotel"
Leonard Cohen "So Long, Marianne"
Belle And Sebastian "Don't Leave The Light On Baby"
Portishead "Glory Box"
Portishead "Biscuit"
Portishead "Pedestal"
....just go buy Portishead's Dummy
The Beatles "Hide Your Love Away"
Nina Simone "The Other Woman"
Nina Simone "Don't Smoke in Bed"
Gay Dad "Oh Jim"
The Rolling Stones "Dead Flowers"
most anything off Billie Holiday's "Lady Sings the Blues"

I find Social Distortion works pretty well. You also might look into Mark Lanegan and/or The Screaming Trees. Lush is pretty good for that as well.

How can this thread have gone this far with no mention of:
Nick Cave
Gallon Drunk
or
Dead Can Dance-criminal I tell you....criminal

Later covered by The Bens. I've yet to hear their version, yet, because the song in and of itself brings back too many sad memories.

While this is generally considered to be THE quintessential Dylan breakup album, I actually prefer Nashville Skyline for sad songs from him. Yeah, it's a little country, but it's also one of the few albums where his voice sounds normal, and also Blood on the Tracks tends to sacrifice lyrics for emotion a little bit. But Tangled Up in Blue is a brilliant song.

Also, I'd definately reccommend Bright Eyes - The Calendar Hung Itself.