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Piranha
This could be just another confirmation that I'm a raving lunatic, but so be it. There are some songs that make me cry; songs that I cannot sing along with, because I inevitably end up in tears. I know what those songs are, and I try to avoid them, but this morning, Peter Allen's original version of "Tenterfield Saddler" was on the radio as I was driving to work, and for me, that is the ultimate sad song. Stevie Wonder's "Lately" is another one.
jenelope
Ah, for me, it's always been Art Garfunkel's "The Same Old Tears on a New Background." Gets me every time. Also, it took about a year before I could listen to Chris Isaak's "Wicked Game" without crying because I identified it with someone so strongly. Which sucks because it was my favorite song at the time and it went from no one knowing the song to it getting heavy rotation on every radio station I listened to and every club I went to.
NatCat
This is a smidge embarassing, but for me "End of the Road" by BoyzIIMen is definately one of those songs. It was the last song played at my high school formal and everyone just stood around crying stupidly. I didn't even like half the people I went to school with, but ya know here I am years later, welling up at the thought of that song.
Pandrea
Nearly all my wallowing songs are embarrassing, particularly:
The Winner Takes It All, by Abba
Even Now, by Barry Manilow (shut up)
Without You, Nilssen
All By Myself (just like Bridget)

and then there's the non-embarrassing:
My First Night Alone Without You, Bonnie Raitt
If You Go Away, Scott Walker version
You Don't Know What Love Is, Billie Holliday

I can't listen safely to Strange Fruit by Billie, but that's for rather different reasons.
And I'm still unable to listen to Elliot Smith without feeling overwhelmingly sad.
Vanishing Point
For me it's probably Love Will Tear Us Apart and The Eternal by Joy Division. Particularly Love Will Tear Us Apart which does it to me every time I hear it.

When routine bites hard, and ambitions are low
And resentment rides high, but emotions won't grow
And we're changing our ways, taking different roads
Then love, love will tear us apart again
Piranha
All right. I'm now feeling huge regret at having opened this topic. So. Much. Sadness.
ejg25
The Lady In Red by Chris DeBurgh. Thanks to the very odd crucible that was my prom.

Maybe we should have a thread for all things that make you cry. Because I've got a good (pathetic) one. There's that OnStar radio/TV commercial that plays a real distress call from a little kid whose mother has collapsed in the car, and the OnStar person talks her through it... I burst into tears behind the wheel the first time I heard that. It's so moving, and I am such a sap.
Veda
QUOTE (ejg25 @ Today at 2:38 am)
There's that OnStar radio/TV commercial that plays a real distress call from a little kid whose mother has collapsed in the car, and the OnStar person talks her through it... I burst into tears behind the wheel the first time I heard that. It's so moving, and I am such a sap. [/quote]
Gah! Me too! Actually it was an OnStar commercial but I think it was one involving a pregnant lady. I don't remember the details of the commercial but it made me cry too!
Mirren
Four that are guaranteed to give me contact-lens related issues:

Taillights Fade by Buffalo Tom
Your Ghost by Kristen Hersh
Hold On by Sarah McLachlan
The Slim by Bob Mould

Hmm, they’re pretty much all about people dying; I must be very literal.
jenelope
Most of the OnStar commercials make me tear up. Then they make me want to rush out and buy a GM car, because OnStar really helps people! Which is, I suppose, the whole point of those commercials.
ejg25
Although I can foresee, "Help! OnStar, I was listening to one of your commercials and got so overwhelmed I crashed into a tree."
Nalian
Haha. That would be pretty funny.

There are too many songs for me to list here.
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