Songs for a Depressing/Sad Condition

[Moon Rabbits]

Living In the Sunlight, Loving In the Moonlight - Tiny Tim.

Yes!

And:

Dissasociative - Marilyn Manson
This is a Dream of Win and Regine - Owen Pallett/Final Fantasy
Empty Streets - Late Night Alumni
Misery is a Butterfly, Heroine, My Impure Hair, For the Damaged, Equally Damaged, For the Damaged Coda, Magic Mountain - Blonde Redhead

I highly recommend Blonde Redhead; not all of their songs are slow and depressing like the ones above.