Because sometimes you just need to let yourself be sad for awhile. I spent so long on this list & will never get my youth back 🙃
  1. Perfect Situation-10/27/05 version -Weezer
    "What's the deal with my brain? Why am I so obviously insane?" Sad but not mellow. Not too depressing lyrics, but still very sad in a vague way. Chorus great to moan along to.
  2. Hannah Hunt- Vampire Weekend
    "If I can't trust you, then dammit Hannah. There's no future, there's no answer" terribly depressing story of a love falling apart. V mellow & beautiful & real. I'm still not over 2:41.
  3. Transatlanticism- Death Cab For Cutie
    "I need you so much closer" sad piano & v lonely lyrics. This song will mess you up.
  4. Same Mistakes- One Direction
    " & we take for granted that we'll be okay" I'm not even going to apologize for putting 1D on here. They get fake heartbreak.
  5. PTL- Relient K
    "Thought I could save you for a rainy day. I bet the sun was shining when I let you slip away" Upbeat sad. When done messed it up.
  6. I And Love And You- The Avett Brothers
    "Are you aware the shape I'm in? My hands, they shake. My head, it spins" sad piano & violins & moving on. This song is too much.
  7. Left On Laura, Left On Lisa- The Avett Brothers
    "Nobody knows it, but I am so sad. & that is the saddest of all my girl" i like to call this song hillbilly heartbreak in the most endearing way possible
  8. Winter- Noah Gundersen
    "Darling, if the sun could shine in brighter than all your distractions, I would climb into hell & light myself on fire" THOSE ARE THE MOST HEARTBREAKING LYRICS OF ALL TIME & I CANNOT HANDLE HOW BEAUTIFUL & SAD THIS SONG IS. This song made me emo.
  9. Details in the Fabric (feat. James Morrison)- Jason Mraz
    "If it's a broken part, replace it. If it's a broken arm, then brace it. If it's a broken heart, then face it" I liked this song in high school before everyone gave Jason so much shit for wearing fedoras. It's a hopeful sad. Like things suck now, but do get better.
  10. Barnacle Goose- Born Ruffians
    "& I'm frustrated with myself, but I can't change. Don't want to be me anymore" upbeat & self loathing. The true essence of my aura.
  11. Set the Fire to the Third Bar- Snow Patrol
    "I'm miles from where you are" another spooky song that hits you in the gut
  12. Blue Skies- Noah & the Whale
    "Blue skies are coming, but I know that it's hard" hopeful sad. Tells you it's going to get better while validating your pain, which is v nice of them.
  13. The Sound of Silence- Simon & Garfunkel
    "Hello darkness my old friend" this song is so sad it's literally a meme for sadness so get out of my face.
  14. Boston- Augustana
    "You don't know me & you don't even care" sad piano that is so beautiful. You are lying to me if you say that this didn't make you cry when you were 12 & I will FIGHT YOU FOR LYING.
  15. Cigarettes- Noah Gundersen
    "But the truth is, that you do. Not the way that you used to, but I keep coming back to you" This man is trying to kill my heart & it's working.
  16. A Drop In the Ocean- Ron Pope
    "It's like wishing for rain as I stand in the desert" Can you tell I love a sad man at a piano? Because I do.
  17. Elephants As Big As Whales- PlayRadioPlay!
    "We've both got better things to do" another story of heartbreak feat. Violins
  18. Jim Bogart- The Front Bottoms
    "Break your neck & I will love you like the bird that cannot fly" TFB mess me up so badly. Sad boy & acoustic guitar & unrequited love.
  19. I Miss You- Blink-182
    "Don't waste your time on me, you're already the voice inside my head" the true beginning of my emo soul. Obviously Blink is on this list.
  20. Nests- Keaton Henson
    "Oh mama, she broke my head. It's been 4 years & it does not end" Talking about heartbreak to your mother? HELP, IM DONE BY THE FIRST LINE.
  21. Skinny Love- Bon Iver
    "& if all your love is wasted then who the hell was I?" Ugh, my heart. This song slays me.
  22. Phantom Kin- Lipstick Lumberjack
    "Now there's nothing in the place where you used to fit" sounds upbeat & folky but actually about someone dying 🙃
  23. Motorcycle Drive By- Third Eye Blind
    "I've never been so alone & I've never been so alive" dying love that sounds harder than you feel.
  24. Hallelujah- Rufus Wainwright
    "Love is not a victory march, it's a cold & it's a broken hallelujah" ANOTHER SAD MAN & A PIANO. Literally the most emotional part of Shrek so fight me.
  25. Please, Please, Please, Let Me Get What I Want- The Smiths
    I don't even need to quote a lyric. Have you not gotten what you wanted? MORRISSEY IS THE KING OF SADNESS.
  26. Mad World- Gary Jules
    "I find it kind of funny, I find it kind of sad. The dreams in which I'm dying are the best I've ever had" DARK sad. Donnie Darko sad. A lil spoopy & existential, but sometimes you need it.
  27. Otherside (Ryan Lewis Remix)- Macklemore & Ryan Lewis
    "Oh god this boat is sinking, there's no sea left for me" about the mackleman's struggle with addiction. Hip hop sad.
  28. Plane vs Tank vs Submarine- Tigers Jaw
    "& I can't even breathe with this weighing in my chest" just a lil song with vague lyrics that are v sad
  29. Simple Math- Manchester Orchestra
    "The truth cannot be fractioned" another car crash video with sweeping musical movements that just demolish your spirit
  30. Pool Party Fun- Born Ruffians
    "It's hard when it hurts, but you have to say it doesn't" another sad boy & a guitar with lyrics that will crush your soul
  31. Rhode Island- The Front Bottoms
    "Everything you're feeling is common, even though you've never felt so alone" rock sad. I should probably just make a TFB list by itself at this point.
  32. Rocket Man- Elton John
    "Im not the man they think I am at home" space lonely. Galactic sad.
  33. Say My Name- The Neighbourhood
    Okay the lyrics here aren't especially deep. Butt someone's acting shady & the Neighbourhood gives the song a spookier vibe
  34. The Scientist- Coldplay
    "Nobody said it was easy, no one ever said it would be so hard" This music video is literally a sad looking dude getting in a car wreck. Sadness is Coldplay's art form.
  35. U.N.I- Ed Sheeran
    "It's like tsunami tides in my eyes, never getting dry" okay so technically this is on + but do yourself a favor & look up the iTunes festival live version because 100% sadder
  36. Sleepsong- Bastille
    "& you go to sleep on your own & you wake each day with your thoughts" he is always a little spooky, but this jam is extra lonely
  37. Still Hurting- Anna Kendrick
    "What about lies Jamie? What about things you swore to be true?" You pissed at someone for ending things? This is your anthem. Pick your favorite The Last 5 Years lady
  38. Casmir Pulaski Day- Sufjan Stevens
    "We lift our hands & pray over your body but nothing ever happens" you questioning how a good God can let terrible things happen? THIS IS UR JAM
  39. Something You Misplaced- Hellogoodbye
    "Maybe it's somewhere in a drawer, sometimes those things can get ignored" His voice at the beginning is so soft & sad & im broken inside
  40. Bruised- Jack's Mannequin
    "I swear I didn't mean for it to feel like this" Jack's mannequin got me SO EMO. Extra sad points for the acoustic version.
  41. With An Axe- Born Ruffians
    "No one can love you like I do" I should make a spooky playlist too. Lonely murder stalker sad.