I know that there are probably a lot that I'm forgetting but here are the ones I remember:
No more crying by Sound Holic (lyrics)
Border of my life by Sound Holic (lyrics)
THE END by A-One
IT IS SO by A-One
U.N. Owen Was Her? by A-One
this post was submitted on 03 Sep 2025
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May I introduce you to The Smiths. Rusholme Ruffians and There is a Light That Never Goes Out are great examples, but really it describes most of their catalogue.
Bullet by Hollywood undead.
Singing about killing himself in a super upbeat song, even has kids at the end going "I wish that I could fly, way up in the sky", the part where he was singing about jumping off a skyscraper.
Ye, Renew the Plaintiff by Of Montreal
Has anybody mentioned Joy Division yet?
The Motown hit Keep Me Hanging On by the Supremes is the classic example of this.
It was even recognized for its pathos and turned into a sadder slow version by psychedelic band Vanilla Fudge
This is probably a controversial opinion, but Ive always felt a little bad for the guy this song is about.
I think it's unfair for her to say he doesn't care a thing about her. He obviously does. If he didn't he wouldn't want her to still be a part of his life.
This song is just about two people who want different things out of their relationship, and the singer is just unable to accept it.
She has the ability to cut him out of her life if that's what she really wants, same as he does. She should cut herself free if it's too painful for her to be his friend.
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Brown Sugar
A lot of that album was pretty subversive but hidden behind upbeat rock. The olds didn't realize what the kids were listening to because they just heard pop rock.
Someone else mentioned this too, but if anyone is into Japanese songs: I think there are probably more songs (especially Vocaloid ones) with extremely messed-up (and convoluted) lyrics than those that do not... I don't think most of them are well-known outside anime/vocaloid circles though. Trying to think about the more "cute and depressing" ones I could find:
NSFL
- Iyowa - Kyu-Kurarin: song is extremely cute. Supposedly implies breakup and suicide
- MikitoP - Shoujo Rei: involves two girls and one of them killed herself
- Mili - Nine Point Eight: one of my all time favorited; the title is somewhat self-explanatory
These are just what I could think of for now... A lot of songs with mentions of depression, suicide, etc... Other forms of messup, Telecaster B Boy is about being trans & not fitting in society I believe (song is a banger)
And this one is not "depressing" as-is, but Senbonzakura (that super famous Japan-esque song sung by Hatsune Miku that everyone has heard of) is about Imperial/WWII Japan sooo... take that as you will
Lots of great choices here - I'll throw in Moon Over Marin by Dead Kennedys.
Sounds like a bop, but is actually about the destruction of the environment.
Boys of Summer is about toxic obsession.
Mmmmbop
Like half of Fall Out Boy's discography. "Hum Hallelujah" gets a special mention for literally being about a suicide attempt. Also "Dance In the Dark" by Lady Gaga, "Stomach Vs Heart" and "Humor of the Situation" by Barenaked Ladies ("Angry People" as well), "Slip Slidin Away" by Paul Simon, "When I Come Around" by Green Day...suffice it to say, I enjoy this trope a lot :P
Love - Forever Changes. The whole album.
https://youtube.com/playlist?list=OLAK5uy_lIfiGGgw0nJ6H3UcVvp1UbFhwr0LGPiBE
Lots of mentions of The Boss, but not those other cheery Jerseyites. Bon Jovi with “Livin’ on a Prayer.”
Club America by The Cure
Ruru's suicide stream ? Would that one count ? Damn it's like all the songs flew out of my brain the moment I read this question ahahahh
Just Ain't Gonna Work Out - Mayer Hawthorne
https://www.youtube.com/watch?v=Kkrb4h4weW4
I can probably put some more but this one has been on me for a while.
You’re Gorgeous
Renai circulation, from the monogatari series. It's super cute but hidden inside is a cry for help.
A lot of Elliott Smith songs.
on melancholy hill - gorillaz