In a similar situation, the Irish song “The Parting Glass” that was done accapella by Neil Finn (and with harmony from Nick Seymour) at the Royal Albert Hall, closing out a bittersweet concert that was a farewell to the late drummer Paul Hester.
Forgot to add…
Also, another tribute to Hessie done by Neil was a solo performance of “Better Be Home Soon” done on the ARIA Awards.
Caje?
I love you, man! Those are 2 of the most beautiful songs I have ever heard in my LIFE.
Thank you for showing me something new.
At this stage of my life, it is most important that I find something new pretty much all the time…
Quasi
God damn you, Tom Smith.
I don’t generally cry, but these songs have made my eyes a bit watery due to various reasons:
The Sundays - “Wild Horses” - Her voice and the lyrics
http://new.music.yahoo.com/The-Sundays/videos/view/Wild-Horses--2147918
The The - “Love Is Stronger Than Death” - The lyrics
Cowboy Junkies - "Blue Moon Revisited (Song for Elvis) - Her voice
Incubus - “Oil and Water” - Lyrics and music hit home during the end of my marriage
Rihanna - “Umbrella” - Same reason as above; represents the right attitude during a relationship (unless Chris Brown is beating the crap out of you, of course)
Luther Vandross - “Dance With My Father” - just an emotional and powerful song
Try to keep your eyes dry while listening to Townes van Zandt perform “Marie”!
Another heartbreaker from TVZ: “Waiting Around to Die”
Yeah, that one’s a tearjerker. It’s technically his great-grandfather (my mama’s Daddy was his oldest son.) What a great song.
He tied a cord to the end of a mop
Said, '‘son here’s your pony, keep ‘er at a trot.’’
And I’d ride in circles while he laughed a lot
'Til I plopped down beside him.
He was 90 years old in '63
and I loved him and he loved me
and Lord I cried the day he died
'Cuz I thought that he walked on water
A lot of country music songs make my liberal atheist ass cry like a baby. Most of them are by Garth Brooks. In fact, I can think of at least ten Garth Brooks songs that never fail to make me cry. Most of them are about the hard lives of farmers and truckers: Wolves, The Cowboy’s Song, Cold Shoulder.
Then there’s Learning to Live Again, a song about trauma recovery (probably the death of a spouse.)
How about Ireland?
That one’s about the hard lives of soldiers. (lyrics)
Then there’s that song that was a hit not too long ago, ‘‘Don’t Blink.’’ (Kenny Chesney.)
*
Just like that you’re six years old and you take a nap
Then you wake up and you’re twenty-five…*
I was 25 when I heard it, and yeah, I bawled.
I also love The Walk by Sawyer Brown.
There are four that consistently get to me:
American Tune, by Paul Simon (I prefer the version with Garfunkel, but this is the version I could find on YouTube)
Your Long Journey, sung by Robert Plant and Alison Krauss
Keep Me In Your Heart for a While, by Warren Zevon
Past Due, by the Weakerthans (song starts about 20 seconds in)
Oh man, there’s nothing like a guy writing his own elegy to get the tear factory working. When he sings the line, “…if I leave you, it doesn’t mean I love you any less” is when the process starts.
I can never listen to the last track from the soundtrack of Ken Burns’ The Civil War without tearing up. Maybe not strictly a song per se (as it’s the reading of a letter with the song “Ashokan Farewell” playing in the background) but still deeply moving.
Outstanding.
I never cry at that song. Can’t stand whiners.
Vincent, however, makes me cry regularly. But then my eyes water at the touch of the breeze. 
I actually have a Janis Ian CD I’ve never listened to, because I was so taken aback by how sad At Seventeen was.
Wildfire also makes me cry.
There is also one in Spanish, *Naturaleza Muerta *by Mecano http://www.lyrics007.com/Mecano%20Lyrics/Naturaleza%20Muerta%20Lyrics.html
It’s always country songs!
Where’ve You Been by Kathy Mattea just kills me- who would do this to old people??
What’s Your Mama’s Name by Tanya Tucker
Whiskey Lullaby by Brad Paisley
“Airbag” - Radiohead
Also “No Surprises”
Airbag always resonates with me because I feel like I’ve gone close to the edge but come back. No Surprises hits me really hard when I feel completely broken.
To this day I can’t listen to the Flaming Lips - either Yoshimi or The Soft Bulletin. I associate both too much with a broken relationship. Great albums, both of them. But if I try to play either I’m sobbing with heartbreak after like thirty seconds.
Also, add pretty much the entire album of Beck’s “Sea Change”
A beautiful, beautiful album. IMHO the best breakup album ever. Still makes me cry, but it’s a good cry.