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Saddest songs
Image: Time Out/DFP Photographic/Shuttetstock

The 50 best deplorable songs ever written

Demand a good cry? These are the songs to become the waterwork

Sometimes, a bad day calls for a shoulder to cry on. Others call for a stiff drink. And some days, you lot just need to throw on your headphones, crank up the volume and wallow in your own sorrow to the soundtrack of an emotionally devastating vocal that seems written exclusively for you.

Pitiful songs come in all flavors, from breakup anthems to 12-bar dejection. But if you're simply looking for a soundtrack calibrated to general angst, this list is for you. And don't worry... once you lot're done (or but out of ice cream), we've got a stack of extremely happy songs to go yous back on your feet.

Written by Andrzej Lukowski ,Oliver Keens,James Manning,Tristan Parker,Hayley Joyes,Nick Levine &Andy Kryza

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Best sad songs, ranked

'Nothing Compares 2 U' by Sinéad O'Connor

Image: Ensign

1. 'Nothing Compares 2 U' by Sinéad O'Connor

The original version of 'Nothing Compares 2 U,' tossed off by Prince in the mid-'80s and released by the imperial one's protégés The Family unit, is a direct-up (and pretty forgettable) break-upward song. But O'Connor's version dialled the sad cistron to 11, channeling the singer's very real grief from the death of her female parent five years previously. A superb song performance – the audio of naked sorrow – plus layers of weeping synth strings and an iconic, tear-streaked music video added up to one of the most successful sorry songs in musical history. Popular music doesn't become much closer to the bone.

'Hurt' by Johnny Cash

Image: Universal

two. 'Hurt' by Johnny Cash

On paper the thought of a land music legend roofing Ix Inch Nails sounds absolutely ghastly – fifty-fifty Trent Reznor idea so. Merely 'Hurt' was Johnny Greenbacks'due south final triumph, recorded less than a year before his expiry. Bad health had worn down Cash'due south scowling baritone, only the cracks in his vocalism helped the Man in Black turn Reznor's petulant angstfest into his own all-American epitaph. The video ramped upwards the heartache: shots of the fragile simply dignified Cash were intercut with shots of his wife June, footage of his past glories and pictures of the crumbling, derelict House of Cash museum in Tennessee. 'Hurt' is a human singing in the face of death, channelling a lifetime of memory, pain, hard-won success and thwarted ambition.

'Only Love Can Break Your Heart' by Neil Young

Image: Reprise

3. 'Only Love Tin can Intermission Your Heart' by Neil Young

Yeah, dance-pop troupe Saint Etienne made a jauntier version in 1991, and aye, it kind of overshadowed the enigmatic Canadian songwriter'south 1970 original. But it shouldn't have. Young's beaten-down folky carol is the sound of someone resigned non simply to momentary heartbreak but to a lifetime of sadness – yet somehow at that place's all the same a hint of a ghostly, golden melody in at that place. It's also been covered by Natalie Imbruglia, The Corrs, Psychic TV and Jackie De Shannon, to name a few from a very long listing. Plain misery is something that a lot of people relate to. Who knew?

'Teardrop' by Massive Attack

Epitome: Virgin Records

4. 'Teardrop' by Massive Set on

Trip hop provided the tasteful music fan's weepy soundtrack of choice for much of the '90s, with tracks like Portishead'due south 'Roads' inspiring plenty of late-night bedroom sob-alongs. 'Teardrop' stands above the pack — despite a plague of horrendous cover versions and a weird afterlife every bit the title song for House — because of the haunting vocals by Elizabeth Fraser of Cocteau Twins. The song became deeply personal for her when, on the 24-hour interval of recording, she heard that her ex-lover Jeff Buckley had drowned in Memphis.

'I Know It's Over' by The Smiths

Paradigm: Crude Trade

five. 'I Know It's Over' by The Smiths

Morrissey hates being pigeonholed equally miserable, but he really did bring it upon himself sometimes. In the '80s and in cahoots with Johnny Marr he contributed a whole series of wry studies in gloom and pain to the canon. 'I Know Information technology's Over' may be The Smiths' deepest journey into despair, with only the subtlest black humor ('I know it's over… and information technology never really began') to light the style. By the fourth dimension we become to the relentless questioning at the center of the song – 'If you're so clever/And so why are you on your ain this night?' – we are naked in front end of the mirror with no-one to blame for our sorrow but ourselves.

'No Distance Left to Run' by Blur

Paradigm: Food Records

6. 'No Altitude Left to Run' by Blur

Damon Albarn was locked in to sensitive mode for this ane, stripping away all the beery bravado for a long and hard look at the end of his relationship with Justine Frischmann. With a melody like a lullaby and a title lyric that keeps coming back like a mantra, Mistiness's 'No Distance…' is an credence of sorts. But though the relationship is spent, the regret and resentment in the phonation and the lyrics lets u.s. know there's more than hurting further down the road.

'The Boxer' by Simon & Garfunkel

Epitome: Columbia

7. 'The Boxer' by Simon & Garfunkel

In which Paul Simon condenses the Corking American Novel into a folk song. The central story's a familiar one – Dick Whittington finds out the streets of NYC aren't paved with gilt after all – simply the Arthur Miller-worthy final paradigm of the unbowed boxer, and the string-swelling ii-minute coda brand it hit home with devastating force. There's a reason that Paul Simon chose this song to perform on the outset Saturday Night Alive later September eleven 2001.

'No Name #5' by Elliott Smith

Paradigm: Kill Stone Stars

8. 'No Name #5' past Elliott Smith

Like a handful of other singers on this list, Elliott Smith passed away tragically young. His decease in 2003 from ii stab wounds (probably self-inflicted) bandage a shadow over the 5 albums he had released, including 1997's Either/Or, the record which included the last and greatest part of the 'No Name' song serial that he'd started on Roman Candle in 1994. If there'south whatsoever couplet from Smith's catalogue that that sums up the tension, lethargy and loneliness of low, information technology'south hither: 'Got bitten fingernails and a caput full of the by/And everybody's gone at final.'

'Tom Traubert's Blues (Four Sheets to the Wind in Copenhagen)' by Tom Waits

Image: Asylum Records

9. 'Tom Traubert's Blues (Four Sheets to the Air current in Copenhagen)' by Tom Waits

With his numerous gravel-voiced tales of whisky-sodden debauchery, it's easy to forget that Tom Waits is something of a master at middle-piercing affective – never more so than on the opening runway to 1976's Small Change anthology. From the impossibly distressing sweeping strings that introduce the song, you know this is going to be a dark one. At that place are various theories as to what and who the song is about, simply as Waits growls through weird stories of alcoholic nocturnal street roaming, it hardly matters. When he brokenly cries, 'I begged you to stab me, yous tore my shirt open, and I'm down on my knees,' it's incommunicable not to believe that it's coming from someone who'south tumbled far lower than most always will.

'Lazarus' by David Bowie

Image: Columbia

x. 'Lazarus' by David Bowie

Bowie's final album oft plays like a self-written obituary, and information technology breakout unmarried's haunting horn jabs and slow tempo suggest a expiry march. ' Look up here, I'm in heaven,' he entones on the eerie track released less than a month earlier his untimely death. One more than melancholoc masterpiece from the Thin White Duke.

'Strange Fruit' by Billie Holiday

Paradigm: Sonet

xi. 'Foreign Fruit' by Billie Holiday

Though she's also remembered for her version of the harrowing 'Gloomy Lord's day' (AKA 'The Hungarian Suicide Vocal'), the incredible Ms Holiday left an indelible mark on the culture with 'Foreign Fruit.' Abel Meeropol's horrific verse form about lynchings in the southern states became the well-nigh powerful protestation song of the 20th century thanks to Vacation's interpretation: understated, tense and every bit full of sorrow and humanity as righteous rage, it's a song that lingers in your soul forever.

'The River' by Bruce Springsteen

Image: Columbia

12. 'The River' by Bruce Springsteen

At his almost bleakly compassionate, The Boss has more than in common with the great American tragedians Arthur Miller and Eugene O'Neill than whatever of his songwriter peers. 'The River' is as devastating as it gets, a mournful business relationship of two carefree young lovers forced into a joyless wedlock later on an unplanned pregnancy. ' Is a dream a lie if it don't come true, or is it something worse?' stands equally one of great lines of the 20th century.

'How to Disappear Completely' by Radiohead

Prototype: Capitol Records

13. 'How to Disappear Completely' by Radiohead

Anyone who thought in 1997 that Radiohead had reached the depths of bleakness with OK Figurer got a big surprise three years after, when the band released Child A and it turned out there were whole oceans of mumbling electronic melancholy they had all the same to plumb. The acoustic strumming here is a throwback to the ring'southward Bends-era songwriting, merely the unsettling synth drones, eerie lyrics and spine-spooky strings (recorded in Dorchester Abbey) sound like an audio document of Thom Yorke'due south post–OK Estimator mental breakdown.

'Someone Great' by LCD Soundsystem

Prototype: Capitol Records

14. 'Someone Bully' past LCD Soundsystem

Information technology'south been said that the lost 'someone' of this song was the psychiatrist Dr George Kamen – LCD chief man James Potato dedicated the band'southward Sound of Silvery album to him. Whoever the bailiwick, the lyrics are an elegant narrative of grief and carrying on: the way the weather stays stubbornly lovely and coffee nonetheless tastes good. Y'all don't need words to feel the emotion here – even the instrumental puts a lump in your throat.

'Disintegration' by The Cure

Image: Fiction Records

15. 'Disintegration' by The Cure

Mondays bated, Robert Smith isn't known for being a cheery bloke: even his most upbeat pop songs get pretty dark every bit soon every bit y'all outset listening to the lyrics. But he was on peculiarly gloomy form in 1989, putting together the biggest, all-time and bleakest album of The Cure'southward career: Disintegration. Though it was the singles 'Pictures of You' and 'Lullaby' that got the airtime, the monster lurking in its depths was the title track: an eight-minute serpent of a song that twisted this fashion and that and turned pitiless eyes on the dissolution of a relationship.

'Famous Blue Raincoat' by Leonard Cohen

Paradigm: Columbia

sixteen. 'Famous Blue Raincoat' by Leonard Cohen

Old Len has a legendary knack for gloom, just he's never sounded as bitter as he did addressing the man who stole his (fictional) wife on 'Famous Blueish Raincoat' in 1971. As a poem or monologue it's a masterpiece: listening to information technology is like accidentally spying on somebody else's broken marriage, where all the pain is masked by repression and resignation. The vocalizer only really lashes out once or twice – 'my brother, my killer' (ouch) — and saves the bite in his phonation for the sign-off: 'Sincerely, 50 Cohen.' That's how yous kill with kindness.

'Re: Stacks' by Bon Iver

Prototype: Jagjaguwar

17. 'Re: Stacks' by Bon Iver

Never has something so breathless inspired so many feels. It'south hard to tell what Justin Vernon is singing about at the all-time of times, just when a vocal begins This my digging/And today is Kumran' and climaxes with something well-nigh backs, racks and stacks, you know someone'due south going pretty hard for the whole 'cloaked in metaphor' thing. Yet 'Re: Stacks' is the emotional centrepiece of Bon Iver'south lo-fi masterpiece For Emma, Forever Ago, balancing heartbreak and healing with stark and simple beauty. Even if it does include the phrase 'crispy revelation.'

'Boots of Spanish Leather' by Bob Dylan

Paradigm: Columbia Records

18. 'Boots of Spanish Leather' past Bob Dylan

This spine-tinglingly sorry ballad is just Dylan's restless voice stretching out over a solo guitar refrain. The song tells of a woman asking her lover what she should bring back for him from her travels. All he wants, he replies, is her dorsum safe and audio. But when she writes to say she's not sure when she'll return, her man realises she's left him backside and puts in a request. Those Spanish boots are the death knell to their relationship and a stiff symbol of a horribly broken center. Sigh.

'Neither One of Us' by Gladys Knight and the Pips

Image: Soul

19. 'Neither One of Us' by Gladys Knight and the Pips

The soul legend deploys the Pips to devastating effect on this slow, methodical human relationship post mortem in which Gladys examines an affair that simply wilted on the vine. Anyone who has always come up to the realization that their relationship cannot sustain solely on love will find a kindred spirit in Knight, whose final words – 'farewell my love… bye' – are delivered with staggering certitude that cuts to the bone. This isn't sudden distressing: Information technology'due south lived-in melancholy dripping with pragmatism.

'Brick' by Ben Folds Five

Prototype: Epic

20. 'Brick' by Ben Folds V

A year after indie rockers The Verve Pipe scored an unlikely hitting with a morose song about an unwanted pregnancy and its psychological cost, Ben Folds scored a mainstream breakthrough with this 1997 radio hit. A somber deviation from the pianist's otherwise playful itemize, 'Brick' was written every bit a fashion for Folds to cope with the guilt of his high-school girlfriend's abortion on the twenty-four hour period afterwards Christmas. Taking on multiple perspectives and a massive shot of empathy, the song traces the solar day from start to devastating finish, circling dorsum to that cutting chorus 'She's a brick and I'thousand drowning slowly' with increasingly desprate results.

'Isolation' by Joy Division

Paradigm: Manufactory

21. 'Isolation' by Joy Sectionalisation

Where do you lot even start with Joy Division? Almost every song recorded by the band before Ian Curtis's suicide in 1980 deserves a place on a playlist like this. Ducking the obvious ('Love Will Tear United states Autonomously') and the totally harrowing ('New Dawn Fades'), we've picked 'Isolation' for its dank synths, peppy bassline and urgent sense of desperation: 'Mother, please try to believe me/I'g doing the best that I tin can/I'k ashamed of the things I've been put through/I'1000 ashamed of the person I am.' Doom and despair with a disco beat.

'Shipbuilding' by Robert Wyatt

Image: Rough Trade

22. 'Shipbuilding' by Robert Wyatt

Elvis Costello wrote the lyrics for this poignant reaction to the Falklands War of 1982, simply though Ol' Dec's ain version is fantastic in itself, it'southward Wyatt's strained vocal that lifts this from heartfelt to gut-wrenchingly beautiful. And that bass that sounds like lurching timber hulls and the loss of so many in an avoidable disharmonize? That's ska bassist Mark Bedford swapping Madness for sadness.

'A Change Is Gonna Come' by Otis Redding

Image: Volt

23. 'A Alter Is Gonna Come' by Otis Redding

Sam Cooke's 1963 original is magnificent, a triumph of dignity in the face of lifelong suffering. But the Otis Redding version just sounds crushed, the song's ceremonious rights-era message of promise overwhelmed past widescreen orchestral despair. Following a weary, concluding-post trumpet salvo, Otis enters the song moaning like a dying man, clutching at the straws of promised change while clearly not believing a word of it. Fatalism never sounded and then lush and lovely.

'Enjoy the Silence' by Depeche Mode

Epitome: Mute

24. 'Bask the Silence' by Depeche Mode

Basildon's own synthpop superstars tend to operate somewhere between sleaze and sadness, and this cut from their awesome Violator album is definitely towards the latter terminate of that scale. In that location's a tragic contradiction at the heart of 'Savour the Silence': words are violent and damaging, sure, but oftentimes they're the merely way nosotros tin express the pain that they themselves crusade. After all, this vocal wouldn't be well-nigh as devastating as an instrumental.

'Blue' by Joni Mitchell

Image: Reprise

25. 'Blue' by Joni Mitchell

'Songs are like tattoos,' sings Joni here, and this one is a complicated piece: crowns and anchors, waves and shells, 'acrid, booze and donkey, needles, guns and grass,' all worked together into something rich, foreign and mournful. Is it about the end of an affair? An era? A dream? Joni's not telling, simply the song will last even longer than that wonky dragon you got in Thailand.

'Past, Present and Future' by The Shangri-Las

Image: Mercury Records

26. 'Past, Present and Future' past The Shangri-Las

The Shangri-Las were responsible for a whole cord of teen-popular tragedies in the '60s: doomed love, heartbreak and motorbike crashes were all grist for their manufacturing plant. 'Past, Present and Future' is the saddest of the lot, a quietly chilling story ready to Beethoven's 'Moonlight Sonata.' What happened out there on the embankment that nighttime, somewhere between the 2nd and third verses? The softly spoken narrator sounds similar she'll accept that secret to her grave.

'Death With Dignity' by Sufjan Stevens

Image: Asthmatic Kitty

27. 'Expiry With Dignity' by Sufjan Stevens

Sufjan'due southCarrie & Lowell is an frequently unbearably sad meditation on the passing of the female parent who walked out on him when he was a baby. But the first runway cuts the deepest: it'south a terminal good day to his female parent in which he refuses to pity himself but instead takes compassion on her, sighing, 'You lot'll never see united states of america again.'

'Trouble' by Cat Stevens

Image: A&Thousand

28. 'Trouble' past Cat Stevens

In 1969, suffering from a complanate lung and TB, Cat Stevens was told he had only had a few weeks to alive. He wrote some of his greatest songs, including 'Trouble,' while stuck in a spartan hospital in Sussex. Riddled with hurting and a sense of injustice, it ends abruptly and bleakly: 'I don't want no fight/And I haven't got a lot of time.' Stevens actually survived, lived through a near-drowning a few years afterwards and eventually found peace in religion. But that doesn't make 'Trouble' any less troubling.

'By the Time I Get to Phoenix' by Isaac Hayes

Image: Enterprise

29. 'Past the Time I Go to Phoenix' by Isaac Hayes

Glen Campbell start took Jimmy Webb'due south suspension-up song 'By the Time I Get to Phoenix' for a spin in 1967, and brought it home in under three minutes. Two years later it was carjacked by the velvet-voiced Isaac Hayes and driven all the fashion to Soulsville. Subsequently nine minutes of deplorable backstory, Ike finally reaches Webb's three verses – and then keeps on motoring, way past Oklahoma and onto unmarked roads equally the strings and horns swell. This is technicolour heartbreak on calibration and then epic it makes Glen Campbell sound similar a kid in a pedal automobile.

'It's So Hard to Say Goodbye to Yesterday' by Boyz II Men

Epitome: Motown

30. 'It'south So Difficult to Say Goodbye to Yesterday' by Boyz Two Men

The Philadelphia R&B hitmakers'southward early smash is actually a embrace of a lesser-known Motown tearjerker, but it became immortal thanks to the '90s group's soulful, haunting vocal harmonies. This has, over the years, become a multi-purpose balm for the crestfallen, equally effective during a breakup, funeral, farewell, retirement or good old-fashioned walk downwards memory lane.

'Be Without You' by Mary J Blige

Image: Capitol Records

31. 'Be Without Y'all' past Mary J Blige

MJB's Grammy-winning ballad hits home because, similar all of her all-time work, it'due south completely real. Yes, she and her homo have been written off by others. Yeah, they've been through some sh... stuff. But she knows she just tin can't be without him, and she wants us to know information technology. A modern-24-hour interval classic.

'Crying' by Roy Orbison

Image: Monument

32. 'Crying' by Roy Orbison

Though Mr O's been through a pause-up, he'due south putting on a brave face. Then he spots his ex in the street, feels that lump in his throat and adjacent thing he's sobbing similar a babe. 'Crying' reads equally a vocal of defeat, but as that butter-rich vox mounts majestically from octave to octave, The Large O'southward tears go a triumph. Permit information technology all out, Roy!

'My Old Man' by Ian Dury

Epitome: Strong Records

33. 'My Old Man' by Ian Dury

Until the last poetry, this never feels similar Ian Dury is doing anything other than list memories of his once-absent begetter in a contemplative stream of consciousness. The natural catamenia and everyday observations highlight that in that location are some things we'll only cherish when it'due south likewise late.

'Where Dreams Go to Die' by John Grant

Epitome: Bella Spousal relationship

34. 'Where Dreams Become to Dice' by John Grant

Featured on Grant's debut album The Queen of Kingdom of denmark, this soulful pianoforte carol may sound similar something The Carpenters might have recorded back in the '70s. Simply pay attention to the lyrics and you'll detect they're all nigh what happens when y'all fall head-over-heels style besides fast and still feel only a tad bitter virtually it going wrong: 'Baby, you lot're where dreams go to dice/I regret the 24-hour interval your lovely carcass caught my eye.' Stop drunk-texting your ex and put this on instead.

'Black Eyed Dog' by Nick Drake

Paradigm: Island Records

35. 'Black Eyed Canis familiaris' by Nick Drake

In 1974 Nick Drake recorded five songs for his quaternary album, the sequel to his stark masterpiece Pink Moon. 'Black Eyed Domestic dog' was one, documenting the weary vocaliser's struggles with low. That album was never finished: in November that year Drake died, anile 26, from an overdose of amitriptyline. 'Black Eyed Domestic dog' surfaced years later on equally a terrible, cute testament to a life cut short.

'Shivers' by The Boys Next Door

Epitome: Mushroom Records

36. 'Shivers' by The Boys Next Door

Sung by a immature Nick Cave in 1979 and written past Rowland S Howard (guitarist for Cave's first band The Boys Next Door, subsequently The Birthday Party) at the age of 16, 'Shivers' was meant as a tongue-in-cheek dig at overblown teen angst. But Cave's gloomy delivery and Howard's spiralling guitar part stripped abroad the cynicism. The song accidentally turned into an achieved bit of genuine heartbreak and a cult hit to boot: a happy accident for something so self-consciously miserable.

'Young Hearts Run Free' by Candi Staton

Image: Warner Brothers Records

37. 'Young Hearts Run Free' by Candi Staton

Nearly four decades before Robyn unleashed 'Dancing on My Ain,' Candi Staton gave us the OG tears-on-the-dancefloor canticle. Yes, 'Young Hearts Run Free' shimmers with disco glitz, but the lyrics detail Staton's struggle to extricate herself from an abusive relationship. 'Say I'm gonna leave a hundred times a day,' she sings, her voice filled with regret. 'It's easier said than done, when yous just can't break away...' Utterly sublime.

'Silver' by Caribou

Image: Merge

38. 'Argent' by Caribou

On this standout rail from his Our Love album, Caribou's Dan Snaith is stuck in the kind of love that hurts – cycling through love, thwarting, resentment and love again: 'Why'd you have to change your heed/Just every bit I was irresolute mine?' The bloodshot synth melodies are enough to brand your heart outburst, and to top it all off there'southward that sampled fragment of a word, looping round and round throughout the runway every bit if replaying itself over and over in somebody's memory.

'Waitin' 'Round to Die' by Townes Van Zandt

Image: Fat Possum

39. 'Waitin' 'Round to Die' by Townes Van Zandt

The king of '70s singer-songwriter sad, Townes Van Zandt is responsible for some of country's nearly bruising ballads, from the outlaw tragedy of 'Pancho and Lefty' to the folksy melodrama of 'Tecumseh Valley.' This is 1 of his earliest compositions, an old-fashioned but overpowering tale of hardship, cruelty and drug addiction. Witness the scene from tour doctor Heartworn Highways in which Townes uses it to serenade his neighbour, who promptly bursts into tears.

'Me and Little Andy' by Dolly Parton

Image: RCA Victor

forty. 'Me and Little Andy' past Dolly Parton

Like a twangy retelling of the gut-wrenching Niggling Match Daughter, Dolly soulfully narrates the wintertime tale of a niggling girl who shows up on her doorstep, a piffling domestic dog in tow, looking for warmth and sustenance after beingness abandoned by her alcoholic parents. In a creepy fleck of function-playing, Parton even raises her voice a few octaves to impersonate the voice of the ill-fated child , whose ultimate demise at the crescendo is a gut punch for the ages. Spoiler alarm: the canis familiaris doesn't go far either.

'La Ritournelle' (Instrumental Mix) by Sebastien Tellier

Image: Astralwerks

41. 'La Ritournelle' (Instrumental Mix) by Sebastien Tellier

With lyrics in place, this gorgeous song from French singer Tellier embodies all the hope and anticipation of a new love matter. But the instrumental makes it an absolute tearjerker, with a lilting piano motif that says wet Parisian streets, broken hearts and the knowledge she's not coming back. Deliciously French.

'The Crying Game' by Dave Berry

Image: Polydor

42. 'The Crying Game' past Dave Berry

Semi-forgotten at home in the UK simply still apparently a superstar on the continent, Drupe made his name in 1964 with this sentimental popular unmarried. It'due south as weepy every bit they come up, especially the bit where he asks the moon for advice on how to become over a break-up, and its unexpected chord changes have been navigated over the years by Boy George, Kylie and many others. This was besides the first always UK hit to characteristic a wah-wah pedal – not a sound you might immediately associate with tragedy, simply that makes it all the more than surprising when it hits you right in the heartstrings.

'Ghosts' by Japan

Paradigm: Virgin Records

43. 'Ghosts' by Nippon

'When the room is quiet, the daylight virtually gone…' The scene'due south set for four-and-a-half minutes of ambient synths and introverted crooning past a bunch of glam kids from Catford. 'Ghosts' is a deft sketch of a troubled mind running in ever-narrowing circles. It's sad, strange and chilling – but somehow it made the singles chart Pinnacle Five. The '80s were a very weird time.

'Moments of Pleasure' by Kate Bush

Prototype: Trevor Leighton

44. 'Moments of Pleasance' by Kate Bush

'This Woman'due south Work' is Kate Bush'due south well-nigh iconic piano carol, merely 'Moments of Pleasure' is probably fifty-fifty more poignant. Here, Bexleyheath'due south finest looks dorsum longingly at friends, collaborators and family members she has lost along the way . Her vocals are exquisite, the orchestral arrangements by movie composer Michael Kamen are stirring without being schmaltzy, and the song itself builds beautifully to a devastating terminal two verses. When Bush starts singing about her late mother (who succumbed to cancer in 1992, the year before 'Moments of Pleasure' was released), you lot might detect y'all demand to take a moment.

'Swimming Pools (Drank)' by Kendrick Lamar

Image: Aftermath

45. 'Swimming Pools (Drank)' by Kendrick Lamar

A hundred chiliad dipshit frat boys have got 'Swimming Pools' twisted into a turnt upward party anthem – which might have been what Kendrick intended all along, the smart bounder. Either fashion, his memories of the damage he saw beverage do to his family, his community and himself are nauseatingly vivid. When his conscience stages an intervention in the rapidfire second verse, nosotros run into him every bit he suddenly sees himself: drowning in poison.

'Time' by Culture Club

46. 'Time' past Civilisation Society

December, 1982: I'm at a seventeenth birthday party in a part room in a small Kent town. The girl I am secretly in beloved with but take never spoken to is dancing to The Jam whilst I lurk only off the dancefloor trying to work up backbone. As the DJ drops Culture Club, she turns and kisses the biggest dickhead in the 6th grade, and Boy George soundtracks a teenage eye breaking. George wrote 'Time' about his hush-hush love for Civilization Gild drummer Jon Moss, which only makes it sadder: he's mourning the end of the affair before information technology even began.

'The Past is a Grotesque Animal' by Of Montreal

Image: Polyvinyl

47. 'The By is a Grotesque Animal' by Of Montreal

Eccentric indie rockers Of Montreal briefly became the best band in the world when frontman Kevin Barnes poured all his confusion and self-loathing at the collapse of his marriage into this stupendous slice of music (and bellboy album Hissing Animate being, Are You lot the Destroyer?). A brutally honest 12-infinitesimal dissection of the human relationship from start to end, gear up to a throbbing, glammed-up motorik backing, 'The Past is a Grotesque Animal' is frazzled and harrowing merely also thrillingly audacious.

'After Laughter (Comes Tears)' by Wendy René

Paradigm: Stax Records

48. 'After Laughter (Comes Tears)' by Wendy René

There's not really much to this one, other than a reminder that misery is eternal and inevitable and though you might be happy now, you'll end up crying later. Coupled with a mournful earworm of a song hook (subsequently sampled by Wu-Tang Clan) and some muted Booker T organ piece of work, that was all the late Wendy René needed to record this tragic classic. She retired from music three years subsequently, turning to religion after the sudden death of her friend and Stax labelmate Otis Redding.

'Symphony of Sorrowful Songs, 2, Lento e Largo' by Henryk Gorecki

49. 'Symphony of Sorrowful Songs, 2, Lento eastward Largo' past Henryk Gorecki

E'er been stuck in a temp chore spending your working hours constantly picking over everything that y'all've done incorrect in your life? I have. My solution was spending a lot of fourth dimension on Terminal.fm listening to minimalist composers. When I got to Gorecki'due south 'Symphony of Sorrowful Songs', information technology sounded like the world collapsing in on me. Listening back to it now, it's virtually besides grandiose and heartbreaking to be relatable. Merely sometimes that's really how bad you feel.

'I Love Creedence' by Casiotone For The Painfully Alone

1996 SNOWBOUND, ALL RIGHTS RESERVED

50. 'I Honey Creedence' by Casiotone For The Painfully Alone

Owen Ashworth's solo project was aptly named, specialising in wrenching portraits of millennial misery – like Girls without the jokes – mumbled in too-tired-for-suicide baritone over chintzy viii-chip keyboard beats. Merely Ashworth'south observational skill keeps his output firmly on the tragic side of twee. '…Creedence' is a perfect instance: a love friendship between ii women is left to slip abroad into a permanent friend zone, while the narrator ekes out a loveless living equally a lawyer's typist.

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The 17 best funny songs of all time

The 17 all-time funny songs of all fourth dimension

"Musical comedy" tin can often induce groans, but when talented, hilarious performers belt something out that's both vocal and joke, the laughs are certain to follow.

The 25 best happy songs

When you just need a quick pick-me-upwardly, these tried-and-truthful happy songs are guaranteed to get y'all that feeling y'all're looking for.

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Source: https://www.timeout.com/music/50-best-sad-songs

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