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I'd recommend Mitski's whole discography.
jk jk (though they are all very good), if I had to reccomend a song from each album that I think fits with the theme I'd go with: Bag of Bones from Lush, I want you from Retired from sad new career in business, Francis Forever from Bury me at makeout creak, I bet on losing dogs from Puberty 2, Pink in the night from Be the cowboy, Should've been me from Laurel hell.
calling for my followers or interested people who likes sad songs: I'm building a playlist for my last fic request (bc I thought it would be interesting) and the theme is "songs for when you're broken-hearted but won't admit" which is a playlist that Idia will mention~
it can be sad songs about love, a bit of copping, not so salty, songs to when you're thinking about this person you had lost but still isn't sure about what you feel... basically those vibes. Being it indie songs, oldies, 90s, what matters is that is a sad song :D there's no deadline bc it's more of a independent playlist so I can still add songs endlessly
I thought we could do this thing together bc why not? (and idk much sad songs, so elucidate me with your music tastes)
feel free to submit here or in the asks of my sideblog @myplaylists-angeli <3