A little bit of rain - le mis soundtrack

Oh boy. Is there a theme you're looking for?

Johnny Cash - Hurt

I have a playlist for this so hopefully at least one song is up your alley:
Asleep by The Smiths
I Can Make You Love me by British India
Boring by The Brobecks
Blood by The Middle East
The Answer by Kodaline
Cancer by Twenty One Pilots
Worry by Jack Garratt
Radiohead Creep (cover) by Daniela Andrade
Tautou by Brand New

I have more if you would like, let me know what songs you like the vibe of and I can recommend more like those.

The Gin Club - Honey Don't

Fourth of July- Sufjan Stevens (watch the YouTube video with Grave of the Fireflies)
A Different Age- Current Joys
All I've Ever Known- Bahamas
If I Go, I Am Going- Gregory Alan Isakov
Save Yourself- Kaleo
(Not that sad, rather comfy) Deathbed- Powfu

Are You Bored Yet - Wallows

Don't listen to Billie Eillish. You will kill yourself.

For the damaged coda

The tragic truth by ffdp

Time by Pink Floyd- you’ll love it.

I'm adding to my previous comment:
Are You Bored Yet - Wallows
Dead To Me (Slowed Version) - Kali Uchis
Pennies From Heaven - Frank Sinatra (Lyrics aren't sad, but it feels like it)

I like the Bing Crosby version of Pennies From Heaven. The Muppet Show version is good too!