I Am The Antichrist To You by Kishi Bashi. My first time listening to it was in the Rick and Morty Episode with Planetina. I loved it and looked it up afterwards. Love the video too, still gets me a little sad every time.
The Gary Jules cover of Mad World, for the Donnie Darko soundtrack.
Similarly, the original song by Tears for Fears sounds really upbeat and happy, but you’d never know it was a sad song unless you paid attention to the lyrics. I love both versions!
That is such a great cover.
Agreed, in a similar vein I am reminded of Dear God by XTC.
Hurt by Johnny Cash.
As much as I admire and respect Johnny Cash, I prefer the original bij Nine Inch Nails . Paging /c/unpopularopinion
The different renditions tell slightly different stories IMO. There’s also a very fine bardcore version by Hildegard von Blingin’ that changes it to the story of a regretful immortal by only altering maybe 20% of the lines. I like all three versions for different reasons.
There are a lot. I have a long playlist called “mope” But the first song that came to mind is:
“Blue Valentine” by Tom Waits. https://youtu.be/wsw0aWXufqM
Nine Inch Nails - “Leaving Hope” and “And All That Could Have Been”
Mad World - specifically the Gary Jules version. Even Tears For Fears like what he did with it.
Thats cheating.
Boulevard of Broken Dreams by Green Day
Emmylou Harris wrote two of my tearjerker songs. Both amazing and so sad.
Red Dirt Girl, and Boulder to Birmingham.
The National - About Today
Radiohead - Pyramid Song
Sufjan Stevens - Carrie & Lowell (album)
Deference for Darkness - Halo 3 ODST Soundtrack
"Somewhere Out There " from American Tail
Blonde Redhead, “For the Damaged”
The night we met - Lord Huron
Arms of an Angel, Sarah McLaughlan
Youth of the Nation - POD (kind of like Adam’s Song).
World at Large - Modest Mouse
In the Aeroplane Over the Sea - Neutral Milk Hotel (based on Anne Franke).
To Build a Home - Cinematic Orchestra
There were some others already mentioned. Very powerful.
Round Here by Counting Crows









