>>2286554okay...
How to Disappear Completely - Radiohead
Dear Lover - Social Distortion
With or Without You - U2
Requiem for a Love Affair - Urbs
Tequila Sunrise - The Eagles
I Am A Rock - Simon and Garfunkel
Without You I'm Nothing - Placebo
Baker, Baker - Tori Amos
Crazy - Patsy Cline (Willie Nelson's version is good, too)
Bang Bang - Nancy Sinatra
Castles Made of Sand - Jimi Hendrix
A Thousand Miles from Nowhere - Dwight Yoakam (actually 90% of country music is a big BAWWWfest so if you can stand it, take your pick. This one is better than most IMO)
Drawn to Black - Insomnium
Deep Water - Portishead
But if you really want to cry until there are no tears left, have a pity ball with Somewhere Over the Rainbow as sung by Judy Garland.