i avoid feeling sad if i can. so i had a hard time thinking of these.
the things that make me saddest are war, divorce (specifically, divorces in which the parents think that their kids can't detect the negativity they feel toward one another because they are sure they disguise it so well--trust me. it isn't working), and rape. so.
a song that makes me sad is one that makes me think about my grade-school friend macphail. he didn't die the way that vincent did, but i discovered the song not long after mac died, and so it was kind of my healing song.
when joe got sick, a different song helped me through and also makes me sad, in a different way. eddie from ohio is pretty diligent about removing videos online of their songs, so i give you the band's lyric and song page for this one.
a tv-show that episode that makes me sad is easier to come by. series finales often do me in.
and of course when major characters die.
movies that make me sad are hardest for me to find, because i avoid sad movies so strenuously. "terms of endearment," duh.
but "kramer versus kramer," too.
but i think the one that has affected me most in, say, *this* century is the soloist. i didn't stop crying for days. mainly this was because it was shortly after someone i love like i love my own organs had spent his first days homeless, and the movie depicts homeless folks with what i can only imagine is fair reality. bawling.