50 beautifully sad songs

Photo: Andy Willsher/NME

50 beautifully sad songs

Last month we made a playlist of the 50 most uplifting songs ever. Now, we look at the opposite: 50 beautifully sad songs, beginning with Amy Winehouse – 'Back To Black'. Beneath the brassy exterior, Winehouse had a real fragility that was never better bared than on this iconic track, and its monochrome video.

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Added: 19 Nov 2010

Photo: Dean Chalkley/NME

50 beautifully sad songs

Arctic Monkeys – 'Love Is A Laserquest'. On the face of it, a laserquest should be a great day out. Of course, there's more to this sad tale than that. Alex Turner's on typically brilliant form here lyrically. It's a bleak, desperate picture of heart-break." I'll pretend that you were just some lover," he says - but we all know he's kidding himself.

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Added: 6 Jan 2012

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50 beautifully sad songs

Frank Ocean – 'Swim Good'. The lyrics to Frank Ocean's breakthrough song paint a dark picture of a heartbroken, suicidal man planning to drive his Lincoln car into the ocean. Soulful desperation at its best.

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Added: 7 Feb 2012

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50 beautifully sad songs

The Beatles – 'Eleanor Rigby'. Paul McCartney’s baroque masterpiece told a darkly lonely story about a woman who “died in the church and was buried along with her name – nobody came.” McCartney originally named the song’s protagonist a more cheery Miss Daisy Hawkins.

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Added: 2 Nov 2011

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50 beautifully sad songs

Radiohead – 'Street Spirit'. Even Thom Yorke thinks this is one of Radiohead's saddest songs, describing it as ""the dark tunnel without the light at the end". Didn't sound quite so sad when recently covered by The Darkness, though.

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Added: 14 Feb 2011

Photo: Paul Postle

50 beautifully sad songs

Blur – 'This Is A Low'. Britpop wasn't all about knees-ups and 'cor blimey, missus' type stuff. This plaintive song from 'Parklife' is Blur's most beautifully hopeful track. The shipping forecast has never sounded so loaded.

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Added: 15 May 2012

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50 beautifully sad songs

The Cure – 'Pictures Of You'. The goth image means The Cure are unfairly painted as masters of the morose, and it’s not always true. ‘Pictures Of You’ is, however, fairly desolate stuff, allegedly inspired by a house fire that left just the photos in his wallet.

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Added: 27 Apr 2012

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50 beautifully sad songs

Pink Floyd – 'Wish You Were Here'. Alienation was a common theme in Roger Waters' lyrics, but he never nailed it so succinctly or poignantly as in this song, the title track from the 1975 album. "We're just two lost souls swimming in a fish bowl, year after year," it says.

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Added: 6 Sep 2012

Photo: David Ellis/NME

50 beautifully sad songs

Flaming Lips – 'Do You Realize?', "That everyone you know will someday die?" asks Wayne Coyne. It's not the sort of fact of life you want to tackle at a festival but hearing this with all your friends under the stars rocks. It's sad but also uplifting, particularly the shamelessly manipulative key changes.

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Added: 5 Jan 2012

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50 beautifully sad songs

Nick Drake – 'Pink Moon'. A tragic character himself, Nick Drake’s glorious music tapped into a beautiful, calm and very English form of melancholy.

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Added: 6 Sep 2012

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50 beautifully sad songs

Alex Turner - Piledriver Waltz'. From the brilliant 'Submarine' soundtrack, this song starts off with some of the greatest lyrics, as quoted by you, the readers: "I etched a face of a stopwatch/ On the back of a raindrop." It's a miserable theme - he's heard that the lady is going to dump him - with a stunning rhythmic change that prevents it from being a Debbie Downer.

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Added: 20 Apr 2012

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50 beautifully sad songs

The Velvet Underground – 'Candy Says'. Written about transexual Candy Darling, the New York socialite and member of Andy Warhol's coterie, The Velvet Underground find sadness and shyness beneath the exterior in this small, delicate, slow song. "Candy says, 'I've come to hate my body'," it begins.

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Added: 9 Jan 2012

Photo: Andrew Whitton/NME

50 beautifully sad songs

The National – 'Sorrow'. Depression is not an easy thing to talk about, nor sing about, but this bleak track by The National feels suitably spiralling and claustrophobic. "Sorrow found me when I was young, sorrow waited, sorrow won," it says.

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Added: 28 Aug 2011

Photo: Andy Willsher/NME

50 beautifully sad songs

Elliot Smith – 'Needle In The Hay'. It's hard to separate thoughts of Elliott Smith's music from thoughts of his tragic demise. He always seemed like a troubled soul, and especially on this desperate track, used to great effect in Wes Anderson's The Royal Tenenbaums.

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Added: 26 Oct 2010

Photo: Tom Oxley/NME

50 beautifully sad songs

Grizzly Bear – 'Slow Life'. It's always a pleasant surprise how good the Twilight soundtracks are. The 'New Moon' included this track by the Brooklyn four-piece featuring Victoria Legrand on vocals. The song plays during a scene where Bella drowns. So that's cheery then!

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Added: 6 Dec 2011

Photo: Dean Chalkley/NME

50 beautifully sad songs

Kasabian – 'Goodbye Kiss'. "Open you're eyes and what do you see? The last stand, let go of my hand" could be the most poignant thing Kasabian have ever written. They're in nostalgic mood, looking back to the rock 'n' roll days that sent them insane. You've still got a bit of life in you yet, lads!

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Added: 15 Dec 2011

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50 beautifully sad songs

Pearl Jam – 'Black'. The band refused to release 'Black' as a single despite heavy pressure from their label. Eddie Vedder stated that "fragile songs get crushed by the business. I don't want to be a part of it. I don't think the band wants to be part of it." You've got to give him respect for that.

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Added: 15 Aug 2011

Photo: Ben Rayner/NME

50 beautifully sad songs

LCD Soundsystem – 'All I Want'. All James Murphy wants his 'your pity' and 'your bitter tears'. All we want if for him to start up LCD Soundsystem and headline a major festival next year. The fourth track from 2010 album 'This Is Happening' contains one of the greatest, weirdest bass lines in music history.

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Added: 6 Dec 2011

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50 beautifully sad songs

The Verve – 'The Drugs Don't Work'. Was it about recreational drugs or medication? It’s something that’s never really been cleared up. One thing’s for certain: this song taps into a kind of sweet-sad ennui that was the polar opposite of The Verve’s trademark swagger.

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Added: 2 Nov 2011

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50 beautifully sad songs

Sharon Van Etten – 'We Are Fine'. "Trying hard to breathe, head between my knees/ take my hand and squeeze, say I'm alright," says Van Etten in one of the most wrenching songs on her desolate album 'Tramp'. "We're alright" and "I'm alright" are repeated so often in this song they become a kind of mantra to get through. "It's OK to feel" soothes Beirut's Zach Condon.

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Added: 22 Nov 2011

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50 beautifully sad songs

Johnny Cash – 'Hurt'. Though it’s a cover of a Nine Inch Nails song, the late Johnny Cash brought a fragile poignancy to this track. It was the sound of a man who had lost his true love, and was himself staring death in the face. A beautiful, painful listen.

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Added: 9 Aug 2011

Photo: Getty

50 beautifully sad songs

Neil Young, 'The Needle And The Damage Done' Heroin was rife among the California scene that Neil Young mixed in, and this song, written about Crazy Horse guitarist Danny Whitten, is a stark, heartbreaking observation on drug use.

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Added: 6 Sep 2012

Photo: Richard Johnson

50 beautifully sad songs

Perfume Genius – 'Rusty Chains'. Perfume Genius's music is so heartbreakingly sad that even he cries at his live shows, as well as the rest of the audience. Mike Hadreas (he's not really called Perfume Genius, silly) explained its meaning: "It’s a song for a man whose lover has died. He asks to be taken next, so they can be together again."

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Added: 16 Jul 2012

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50 beautifully sad songs

Portishead – 'Glory Box'. The Bristol trip-hop group track from their unbelievable debut 'Dummy' is an uneasy, ambiguous love song. "I just want to be a woman," cries Beth Gibbons. It's a drowsy hymn of defeat that's been covered by many and used on numerous film soundtracks, includingThe Craft and Stealing Beauty.

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Added: 9 May 2012

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50 beautifully sad songs

Joni Mitchell – 'A Case Of You'. Anyone who has lost love, listened to this song and not bawled their eyes out is a bonafide psychopath. The central conceit - "Oh I could drink a case of you darling/ Still I'd be on my feet" - is overshadowed by the first line - "just before our love got lost you said I am as constant as a northern star". Anyone got a tissue?

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Added: 25 May 2011

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50 beautifully sad songs

Nick Cave – 'People Ain't No Good'. The saddest misanthropic anthem of all time. Love is gone and Cave is down on the world: "It ain't that in their hearts they're bad, they'd stick by you if they could/ But that's just bullshit baby, people just ain't no good". Gulp.

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Added: 2 Mar 2011

Photo: David Edwards/NME

50 beautifully sad songs

Bonnie Prince Billy – 'Death To Everyone'. A song so desolate - 'death to you, death to me' - I'm not sure what environment it calls for. It's a rant and shrug at the universe from the album 'I See A Darkness' which has the fitting cover art of an evil-looking skull.

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Added: 8 Feb 2012

Photo: James Quinton/NME

50 beautifully sad songs

Bon Iver – 'Skinny Love'. 'For Emma, Forever Ago' was the breakthrough album from Justin Vernon's Bon Iver which he wrote and recorded while recuperating from some shit in a cabin in Wisconsin. 'Skinny Love' is about not wanting to end a relationship but knowing you have to (probably).

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Added: 14 Jan 2011

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50 beautifully sad songs

Walker Brothers – 'Sun Ain't Gonna Shine Anymore'. Loneliness, emptiness, tears, no sun and a blue coat. It's not looking up for the Walker Brothers is it? Also "The sun ain't gonna shine any more... when you're without her" is probably the worst thing to say if you're comforting a heartbroken pal.

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Added: 15 Apr 2011

Photo: Dan Dennison/NME

50 beautifully sad songs

Bat For Lashes – 'Laura'. The first track to be heard from Natasha Khan's 'The Haunted Man' is a beauty. 'Laura' sounds like a bit of a party girl with a penchant for wearing glitter and dancing on tables. But inside she's hollow. "Oh, Laura, you’re more than a superstar," sings Khan, but her friend just wants to go out on the piss.

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Added: 13 Jul 2012

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50 beautifully sad songs

Morrissey – 'Every Day Is Like Sunday'. Perhaps the definitive song about getting the Sunday blues, Moz directs his ire at the grease-tea and deals of a silent and grey coastal town "that they forgot to bomb". Not the best person to go on holiday with, then.

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Added: 3 Nov 2011

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50 beautifully sad songs

Antlers – 'Kettering'. The second song on 'Hospice', the concept album about the relationship between a hospice worker and a patient dying of bone cancer, doesn't take any prisoners. We'll never know if the album is autobiographical but this song sounds so genuinely poignant there must be some truth in the story.

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Added: 6 Sep 2012

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50 beautifully sad songs

Sufjan Stevens, 'John Wayne Gacy Jr'. This track from 'Illinois' tells the story of 1970s serial killer John Wayne Gacy Jr. Stevens sings about the childhood abuse Gacy suffers and references his use of 'chloroform' with his victims and his nickname 'Killer Clown'. It's a sorrowful number made all the more potent because it's true.

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Added: 7 Mar 2011

Photo: Pieter M Van Hattem/NME

50 beautifully sad songs

Yeah Yeah Yeahs – 'Maps'. Written about the relationship between Karen O and Liars frontman Angus Andrew, ‘Maps’ describes them being pulled apart on respective tours. Karen O’s tears in the video are real – ironically, because Angus was hours late to the video shoot and Yeah Yeah Yeahs were about to set off on tour.

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Added: 6 Sep 2012

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50 beautifully sad songs

Grandaddy – 'Everything Beautiful Is Far Away'. If David Bowie's 'Space Oddity' was a song about the terror of floating uncontrollably into space, this song was about what happens when you land, the reminiscences of a space traveller lost in a desolate world.

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Added: 6 Sep 2012

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50 beautifully sad songs

Dolly Parton – 'Jolene'. There’s pure desperation in this stunning Dolly Parton song, once covered by The White Stripes. In it, Parton takes the role of a desperate woman appealing to the beautiful Jolene not to steal her husband. “You could have your choice of men, but I could never love again,” it says, crushingly.

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Added: 6 Sep 2012

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50 beautifully sad songs

Ben Folds Five – 'Brick'. Though it’s not immediately obvious, this track describes the process of taking a girlfriend to get an abortion. It’s the sensitivity with which Ben Folds describes the experience – the cold car seat, the feeling of uselessness – that makes this track so uniquely moving.

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Added: 6 Sep 2012

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50 beautifully sad songs

Ryan Adams – 'The Shadowlands'. No one does simple vocals and piano like Ryan Adams, particularly on 2004 album 'Love Is Hell'. He's also master of the image. In 'The Shadowlands', roaches climb the walls, mummy hides the pearls, she's angry like a salesman. Deft sketches that say so much.

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Added: 6 Sep 2012

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50 beautifully sad songs

The Smiths – 'I Know It's Over'. Morrissey has unleashed more than his fair share of forlorn lyrics on the world, but he’s never been more desolate than on this track. “Oh mother, I can feel the soil falling over my head,” it begins.

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Added: 2 Nov 2011

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50 beautifully sad songs

Death Cab For Cutie – 'Transatlanticism'. Released in 2003, this is the kind of indie power balladry that would have soundtracked a tearful goodbye on The OC, a song about being separated from the ones you love in which the power lies in its minimalism.

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Added: 6 Sep 2012

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50 beautifully sad songs

Blur – 'No Distance Left To Run'. Describing a painful break-up between Damon Albarn and Elastica's Justine Frischmann, 'No Distance Left To Run' is a painful song for the singer to perform. "It upsets me, that song," Albarn has said. "To sing that lyric I really had to accept that that was the end of something in my life."

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Added: 6 Sep 2012

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50 beautifully sad songs

Sparklehorse, 'Sad And Beautiful World'. This song is sad enough to begin with but if you're a Sparklehorse fan, jeez, you're going to be sobbing. Singer Mark Linkous died in 2010, having battled depression for most of his life. If you can bear the sorrow, this is a perfect song to remember him by.

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Added: 6 Sep 2012

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50 beautifully sad songs

Bruce Springsteen – 'The River'. It may have been released 31 years ago, but there's a topicality to 'The River's' tale of a young couple struggling to survive in tough economic times in a dead-end town. The harmonica is haunting, and pained.

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Added: 6 Sep 2012

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50 beautifully sad songs

Leonard Cohen – 'Famous Blue Raincoat' "It's four in the morning, the end of December," begins this mournful letter-in-song by the high priest of melancholy. If anyone tells you Leonard Cohen is music for depressives, they've probably heard this song.

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Added: 6 Sep 2012

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50 beautifully sad songs

Sinead O Connor – 'Nothing Compares 2 U'. She didn’t write the song (Prince did), but you can tell Sinéad O’ Connor feels every word of this timeless break-up song. The two tears that roll down her cheek in the video were, apparently, not faked.

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Added: 10 Feb 2011

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50 beautifully sad songs

Bright Eyes – 'Nothing Gets Crossed Out'. You can hear Conor Oberst's voice shaking in this look back to the past and fearful glance to the future. It's a powerful, clear description of the paralysis of fear: "But all I do is just lay in bed And hide under the covers". Does anyone else think Bright Eyes would be a lot better if they changed their name?

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Added: 10 Jan 2011

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50 beautifully sad songs

Radiohead – 'How To Disappear Completely'. "I'm not here', "this isn't happening"... sounds like someone wants a break. Bingo! Thom Yorke's lyrics come partly from the advice he received from Michael Stipe about the pressures of touring. Listen out for Johnny Greenwood on the ondes martenot.

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Added: 16 Aug 2011

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50 beautifully sad songs

Robert Wyatt – 'Shipbuilding'. Plunging basslines and fragile vocals spin an intricate capsule story, the idea of a struggling industrial community getting by making of ships that their sons are then sent off to war in. "With all the will in the world/Diving for dear life/When we could be diving for pearls." Gets you in the gut.

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Added: 6 Sep 2012

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50 beautifully sad songs

Jeff Buckley – 'Morning Theft'. Made all the more poignant by Jeff Buckley's untimely death at the age of 30 in Memphis, Tennessee, 'Morning Theft' is an under-appreciated gem from his second, unfinished album, '...My Sweetheart The Drunk'. "I miss my beautiful friend", he sings, before the song changes gear sweetly and unexpectedly. We miss you, Jeff.

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Added: 6 Sep 2012

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50 beautifully sad songs

Anthony & The Johnsons – 'Hope There's Someone'. You only have to hear the first line of Anthony's most famous song to want to go to bed and cry and eat yoghurt for weeks. It was released in 2005 and remains one of the greatest songs of the 21st century. 50 beautifully sad songs - Spotify playlist

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Added: 6 Sep 2012

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