For me it’s Weezer - The World Has Turned And Left Me Here, actually that whole album makes me wanna get drunk and call ex hook-ups and tell them I love them, maybe even call my mom and tell her I love her, but she’s still a bitch.
i like Townes Van Zandt but, in general he is just depressing to listen too.
Willie Nelson, manages to turn smells like teen spirit into a downer.
Gloomy Sunday, aka the hungarian suicide song. Enjoy 
Alice in Chains. Layne looks close to death in this particular performance.
Is it sad that I consider songs like this depressing?
“Time grabs you by the wrist, directs you where to go” I wish time would tell me were to go.
“It’s something unpredictable, but in the end it’s right.
I hope you had the time of your life.” I wish I had something unpredictable, but in the end it’s right or the time of my life.
“For what it’s worth it was worth all the while” or at lest something that was worth all the while
“As we go on
We remember
All the times we
Had together” I don’t have any time together worth remembering
“And as our lives change
From whatever” my life is still just at whatever
“We will still be
Friends Forever” I don’t have any friends forever
“Where we’re gonna be when we turn 25
I keep thinking times will never change” I’ll be 25 this year and not a fucking thing in my life has changed
this was a really depressing look in to my life and i’m a little bit drunk right now so sorry for this sad depressing rant, i’m going to drink some more and watch some porn and then go to sleep, fuck you all especially ZMorris83 for making me think of all this depressing shit.
The ultimate feel bad song:
Makes me want to kill myself like he did: Stab myself in the heart.
Not even kidding, “The Wrestler” by Bruce Springsteen nearly has me blubbin’ every time I listen to it…
I am posting this cause when my mommy and I saw this movie together we teared up a bit.
ANY OTHER VERSION IS FINE, but this was just sniffle inducing…
Ghostface - All I Got Is You
Being an old dwarf, these old tear-jerkin’ gems come to mind.