That "Hate Me" Song by Blue October comes close. At least towards the end where they song builds up a climax and you would think the singer was getting a happy ever after then the completely unexpected symantical decrecendo. That is just beutiful. The whole album is different, in a good way.

I seen adam's song mentioned by a damn cool member, and yeah - I would have to agree. I think the genuine innocence of Blink 182 singing such a dark song just hits your very hard. It is like watching your child cry.

I think Third Eye Blind's God of Wine or Background songs get to me quite a bit as well.

If you wanna see my cry like a real man though, put Cicut Cervus or better yet the choural reproduction of shakespere's classic:

Blow, blow, thou winter wind,
Thou art not so unkind
As man's ingratitude;
Thy tooth is not so keen
Because thou art not seen,
Although thy breath be rude.
Heigh-ho! sing heigh-ho! unto the green holly:
Most friendship is feigning, most loving mere folly:
Then, heigh-ho! the holly!
This life is most jolly.

Freeze, freeze, thou bitter sky,
Thou dost not bite so nigh
As benefits forgot:
Though thou the waters warp,
Thy sting is not so sharp
As friend remember'd not.
Heigh-ho! sing heigh-ho! unto the green holly:
Most friendship is feigning, most loving mere folly:
Then, heigh-ho! the holly!
This life is most jolly.