a basic song, but lullaby by low will always make me tear up, no exceptions :,) besides that, some others are kiss me goodbye by kashmir, loverfriend by rosalyn, sail to the moon by radiohead and maybe you're the one that's supposed to heal me by handball
Numb - link park
Waiting for the end - Linkin Park
Nobody's listening - Linkin Park
Sad song - We the kings
Wake me up when september ends - green day
Stan - eminem
All by my self - celine dion
Most of the Vocaloid songs with deep meanings and depressing tone makes me sad, especially when covered by someone with a clear and beautiful voice.
Examples are Hatsune Miku's "Rolling Girl", and Megurine Luka's " Just Be Friends"
There is actually a song - exactly in this version - that makes me sad. But at the same time happy. Sounds strange...but this song touches me emotionally very much. Probably because I associate a sad and yet beautiful event with it.