In the same way that the glass harmonica was purported to inflict melancholia there definitely are songs that can be so depressing to the right person that they are a cognitohazard.

Never heard cognitohazard before, talk about a clunky neologism. By the way, have you heard of my band, Clunky Neologism? We're not very good.

7 Years by Lucas Graham

Wonderful and Father of Mine by Everclear

Cats in the Cradle by Harry Chapin

I figured people might bring up specific songs in the comments. I don't necessarily expect anyone to have the same experience with particular songs, but I personally don't think I can ever again listen to "Flirted With You All My Life" by Vic Chesnutt without serious consequences.

Time in a Bottle by Jim Croce. It's a song about losing the love of your life and having to keep living. The enormous loss conveyed is soul crushing.

"If I could save time in a bottle

The first thing that I'd like to do

Is to save every day

'Til eternity passes away

Just to spend them with you

If I could make days last forever

If words could make wishes come true

I'd save every day like a treasure and then

Again, I would spend them with you

But there never seems to be enough time

To do the things you want to do

Once you find them

I've looked around enough to know

That you're the one I want to go

Through time with

If I had a box just for wishes

And dreams that had never come true

The box would be empty

Except for the memory

Of how they were answered by you

But there never seems to be enough time

To do the things you want to do

Once you find them

I've looked around enough to know

That you're the one I want to go

Through time with"

Yeah. Parting Glass will ruin me for quite a while.

Like Adagio in G minor by Albinoni?

Hate Me by Blue October

Cannot.

Bones in the Ocean - The Longest Johns Specifically the Community Project version.

"Now that I'm staring down at the darkest abyss, I'm not sure what I want but I don't think it's this."

"As the souls of the dead live for'er in my mind, as I live all the years they left me behind."

It broke me the first time I listened to it.

Lightning Crashes- Live

This version or Waltz #2 by Elliott Smith does kill me.

Also the piano version of Smoking Section by St Vincent. The outro of desperately repeating "it's not the end" in an attempt to convince yourself hits me just as hard as the darker lyrics of the first half of the song.

The Beach Boys album Pet Sounds. It's old, but timeless. It's not like any other Beach Boys album and probably the only Beach Boys album I have listened to repeatedly from beginning to end. Each song hits a little differently depending on where you are in life. It is the album I listen to when I'm feeling melancholy and I want to feel a little bit more okay about feeling that way by staring into the void instead of looking away. The mix of hope, joy, sadness, and existential dread are intense.

The hardest thing by the Gorillaz, Irish Goodbye by Kneecap. Lost my mother a couple of years ago and both of these songs bring back memories.

Years ago I got really fucking affected by This Too Shall Pass by A Sound Of Thunder