My Top Ten Sad Songs

Music is meant to be a joyful, delightful sensation. But unfortunately, mankind also saw that, in addition to happiness, music can also express sorrow. Sad songs have been with us for ever it seems, but with the advent of pop music, sad songs just got more prominent.

The following is a list of my personal top ten sad songs. I will stress the use of the word "my" in that sentence. I am not suggesting that my list is the absolute authority or the grand Bible of sad songs; they are simply the songs I personally object to on the grounds that I find them ... well, sad:

Your Song - Elton John: Most people would probably suggest "Sorry is the Hardest Word" as Elton's saddest song, but the accordion which gives the tune a slightly Gallic touch amuses me too much for me to consider it sad. I find his first chart success sadder. When Elton pleads, "I hope you don't mind if I put down in words, how beautiful life is while you're in the world," it is a bit disturbing, as if he thinks the object of his affection will laugh at him for being so sappy.

Forever Autumn - Justin Hayward: The Moody Blues' lead singer scored his first solo hit in 1978 from a concept album based on "War of the Worlds." The sense of loss – "'Cause you're not here, 'cause you're not here" – makes this song particularly sad, especially given all the minor chords this song is structured around. The flute notes that mark the end of every chorus are especially dirgeful.

Colour My World - Chicago: Again, as with Elton John, not many people would agree that this was Chicago's saddest song, or probably not even sad at all. It is supposed to be uplifting, in a slow, ballady kind of way. However, the very fact that it is so slow and includes chord changes that I find unpleasing is why I find it a bit sombre. And, just as with "Forever Autumn," the flute at the end doesn’t help.

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Article Author: Mark Edward Manning

Mark Edward Manning grew up in Boston, MA and now lives in London, England. He wrote commentaries for The Boston Herald in the mid 1990s.

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  • 1 - Aaron, Duke De Mondo

    Jan 06, 2006 at 11:27 pm

    Interesting list, Mark, and excellent writing also. most of these songs wouldn't occur to me if i was considering the idea of "favourite sad songs", which, i'd imagine, is why such lists are so fun to indulge in for a time, that different perspective on a particular record, that particular record, even, that has lain hidden midst the pop culture until now, least as far as yours truly is concerned. For sad Beatles songs, i think i would consider "Julia" to be a particular tear-tugger. i'm pretty sure it concerns Lennon's mother, but even regardless of this, the song is so beautifully mournful that it never fails to piss all over my day when it comes on.

    There's a song by my beloved Bright Eyes concerning a suicide attempt, or the thinking leading up to it anyhow, called No Lies, Just Love, that is incredibly tender and moving, but that i can't listen to, nonetheless. It's just too damn sad.

    Also, a song by Billy Bragg called Tank Park Salute that concerns his late father. Heartbreakingly beautiful, and sad as all hell.

    (an as a semi-disgusting side-note, on my own recent net-record shindig i devoted a song to the study of sad songs, number called Sad Song Sung. i won't link, it's linked enough here an there)

    I'm tryin to think of a sad Dylan song...

    Oh, my god, of course, possibly the saddest song the man ever penned, If You See Her, Say Hello. i still have trouble imagining how he brought himself to write that so soon after the whole relationship-ending carnage. On The Bootleg Series Vol. 2 (or is it 3?) there's an even more harrowing version, where he goes so far as to say "If you're making love to her, kiss her for the kid / who always has respected her / for doin what she did"). those are just stunning words to be arrising from that sort of situation.

  • 2 - Vern Halen

    Jan 07, 2006 at 12:37 am

    And don't forget.......... Sad Song by Lou Reed off of Berlin - perhaps the saddest song of all.

  • 3 - GoHah

    Jan 07, 2006 at 4:33 pm

    Aaron stole my thunder with Dylan's "If You See Her" from an album of (mostly) sad break-up songs Blood on the Tracks.

    I would also offer "Waterloo Sunset" by the Kinks, "Caroline, No" by the Beach Boys, "Sadly, Beautiful" by Paul Westerberg, and "I Know" by Fiona Apple." "Warmth of the Sun" by the Beach Boys is especially melancholy for being inspired by and on the same day as JFK's assasination.

    By the way, "Everybody's Talkin'" was written by and originally performed by Fred Neil.

  • 4 - Rodney Welch

    Jan 07, 2006 at 11:52 pm

    The saddest song I know is "Kentucky Avenue" by Tom Waits. It starts off with the singer talking about the latest news in the neighborhood -- "Eddie Grace's Buick got four bulletholes in the side/Charlie DeLisle's sittin' at the top of an avocado tree" -- and then it becomes apparent he's talking to a girl, a girl he loves, a girl he wants to run away with. Come on, he says, just the two of us, we'll run away, we'll do fun things, we'll play pranks on the people we can't stand.

    While he's talking about all these things, all these plans, all these dreams, comes this heartbreaking revelation:

    I'll take the spokes from your wheelchair
    and a magpies wings
    and tie `em to your shoulders and your feet
    I'll steal a hacksaw from my dad
    and cut the braces off your legs
    and we'll bury them tonight in the cornfield

    Put a church key in your pocket
    We'll hop that freight train in the hall
    And we'll slide down the drain all the way
    To New Orleans in the fall...





  • 5 - Flounder

    Jan 08, 2006 at 2:18 am

    "Fast Times at Ridgemont High" by Sammy Hagar always elicits a tear.

  • 6 - larry

    Jan 08, 2006 at 3:14 pm

    hank williams. your your






    hank williams your your
    cheating heart. larry cheating





    williams






    cheating

  • 7 - Vern Halen

    Jan 09, 2006 at 9:26 am

    "Sad Song" by Lou Reed - should go without saying.

  • 8 - Aaman

    Jan 09, 2006 at 9:40 am

    Garth Brooks - She's gonna make it - goes into areas no song should

    ...She’s gonna make it
    And he never will
    He’s at the foot of the mountain
    And she’s over that hill
    He’s sinkin’ at sea
    And her sails are filled
    She’s gonna make it
    And he never will

    And you know it’s not like she’s forgot about him
    She’s just dealing with the pain
    And the fact that she’s survived so well without him
    You know it’s driving him insane

    And the craze thing about it
    Is she’d take him back
    But the fool in him that walked out
    Is the fool who just won’t ask

  • 9 - Sara

    Jan 09, 2006 at 1:18 pm

    I think Britney's "Everytime" is kinda sad.

    And "Unbreak my heart" By Toni Braxton.

    And the Titanic song! I saw the movie again yesterday, and I was SO close to crying!!

  • 10 - Aaman

    Jan 09, 2006 at 1:35 pm

    So am I, everytime I see it, I wish they had deleted everything from the point the ship is launched till when it is just about to hit the iceberg - what a waste of film-stock!

  • 11 - Sara

    Jan 09, 2006 at 2:39 pm

    Yea, :)
    But I just can't stand watchin when the guy dies in the water!

  • 12 - Victor Lana

    Jan 09, 2006 at 10:13 pm

    Some good choices in the post and comments. My top two of the moment are:

    -Tim McGraw's "Live Like You Were Dying" (I know it's meant to be inspirational, but I think of his Dad every time {my hero Tug McGraw} and get all choked up)

    -Dido's "White Flag" is another song that breaks me every time.

  • 13 - GoHah

    Jan 09, 2006 at 11:24 pm

    The classic country weeper from Hank Willims--straightforward and effective:

    Hear that lonesome whippoorwill
    He sounds too blue to fly
    The midnight train is whining low
    I'm so lonesome I could cry

    I've never seen a night so long
    When time goes crawling by
    The moon just went behind a cloud
    To hide its face and cry

    Did you ever see a robin weep
    When leaves begin to die?
    Like me he's lost the will to live
    I'm so lonesome I could cry

    The silence of a falling star
    Lights up a purple sky
    And as I wonder where you are
    I'm so lonesome I could cry

  • 14 - Mark Edward Manning

    Jan 10, 2006 at 5:39 am

    I actually think "Hunter" is a sadder Dido song than "White Flag." I think "WF" is a bit catchy. "Hunter" starts off promising but gets tediously dreary.

    Britney Spear's "Everytime" is pretty awful, I'll agree with that one.

    One song I forgot to mention - and people will think I'm crazy because most people love this one - is "Dreams" by The Cranberries. I'm not fond of the chord structure in that one, I tend to find songs that are too heavy on the E major scale sad, it's the one major chord I don't find happy ...

  • 15 - Sara

    Jan 10, 2006 at 11:26 am

    AND WHO THINKS PEOPLE LIKE PARIS HILTON ARE SAD???!!

  • 16 - Sara

    Jan 10, 2006 at 11:27 am

    cuz I do!!

  • 17 - John Owen

    Jan 10, 2006 at 4:06 pm

    Man. So many.

    George Jones - He Stopped Loving Her Today
    Neil Young - Tired Eyes
    Morphine - I'm Free Now
    Tom Waits - Whistle Down The Wind
    Nick Cave - Nobody's Baby Now
    Johnny Cash - Long Black Veil
    Freedy Johnston - This Perfect World
    Gram Parsons - $1000 Wedding
    The Pogues - A Pair of Brown Eyes
    Jim White - The Wound That Never Heals
    Joy Division - Love Will Tear Us Apart

    Thats like, 11, which is one more than ten, but to be honest my favorite songs are the weepers so I figure I ought to throw in as many as I can. As a service to you all, y'know.


  • 18 - KYS

    Jan 10, 2006 at 4:51 pm

    Jackson Browne's "Sleeps Dark and Silent Gate" gets me every time.


    Sometimes I lie awake at night and wonder
    Where my life will lead me
    Waiting to pass under Sleep's dark and silent gate

    I found my love too late
    Running around day after day
    Looking for the time to play
    While my old friends slipped away

    Never should have had to try so hard
    To make a love work out, I guess
    I don't know what love has got to do with happiness
    But the times when we were happy
    Were the times we never tried

    Sitting down by the highway
    Looking down the road
    Waiting for a ride
    I don't know where I've been
    Wishing I could fly away
    Don't know where I'm going
    Wishing I could hide
    Oh God this is some shape I'm in
    When the only thing that makes me cry
    Is the kindness in my baby's eye

    Sometimes I lie awake at night and wonder
    Where the years have gone
    They have all passed under
    Sleep's dark and silent gate

  • 19 - Terry

    Jan 10, 2006 at 8:34 pm

    How about Queen's "Who wants to live forever"

  • 20 - Rob

    Jan 11, 2006 at 8:53 am

    How about:

    "Hurt" - NIN, but especially the Johnny Cash version. He sounds like he's forcing the last remaining breath in his lungs out to sing that song.
    "Fire and Rain" - James Taylor
    "Prince of Darkness" - Indigo Girls (I may have the title wrong). This song gets me every time!

  • 21 - Mark Edward Manning

    Jan 11, 2006 at 9:23 am

    Rob, "Fire and Rain" is one of the best contemporary folk songs I've ever heard. I don't consider it sad. Wistful and pensive maybe, but not really sad.

    It seems that most people tend to concentrate on the lyrics in a song. While that's certainly important in judging a sad song, I personally judge a song more by its music - the chord structure: What key is it written in? That's most important to me.

  • 22 - Mark Edward Manning

    Jan 11, 2006 at 9:25 am

    For instance, it's like that country song "It's Getting Better All the Time," by Brooks & Dunn. If it's getting better all the time, why the fuck is your song so damn sad?!

  • 23 - Mark Saleski

    Jan 11, 2006 at 9:32 am

    mark, do you think that "Silent All These Years" is sadeer than "Me and a Gun"?

    hmm...maybe the latter is better described as 'disturbing'.

  • 24 - Sean

    Jan 11, 2006 at 11:47 am

    Minstrel Boy -- Traditional song, covered by Joe Strummer for Black Hawk Down soundtrack.

    Love in Vain - Robert Johnson

    Alabama - John Coltrane

  • 25 - Guppusmaximus

    Jan 11, 2006 at 12:04 pm

    Great topic!

    It reminds me of a book that I once heard about"The Art of Crying" where we are our most creative during times of depression...

    My List(Not in order):
    Toad the Wet Sprocket,"Pray your Gods"
    Opeth,"Hope Leaves"
    Elvis Presley,"How Great Thou Art"
    Candlemass,"Solitude"
    Dokken,"Alone Again"
    Second Coming,"Travisty"
    Big Wreck's,"That Song"
    Sting,"Shape of My Heart"
    Candlebox,"Cover Me"
    Porcupine Tree,"Collapse the Light into Earth"




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