Saddest. Songs. Ever.

Here is a devastating list of the saddest songs ever. Contributed by friends and acquaintances. This would be the perfect accompaniment if you were hosting a Cry Party. Or if you were whoopin’ it up with friends and you wanted to bring the mood way the fuck down.

[Apologies for your having to endure terrible youtube advertisements. I can recommend the free AdblockPro plugin to make these and other ads magically disappear.] Mary Chapin Carpenter -I Am A Town Yo La Tengo - Tears Are In Your Eyes Kilkelly Richmond Fontaine - The Janitor Don McLean - American Pie The Decemberists - Eli, the barrow boy Raffi - Baby Beluga The Smiths - I Know It's Over Hurt - NIN (Johnny Cash version). T.B. Sheets - Van Morrison Diamanda Galas - Gloomy Sunday Nick Cave And The Bad Seeds - She Fell Away Tomorrow Is A Long Time - Bob Dylan (Original Version) Judy Garland - Over The Rainbow (as Hobo) Simon and Garfunkel - Bridge Over Troubled Water Tim Hardin - Hang on to a Dream How To Disappear Completely Gomez - We Haven't Turned Around Terry Jacks - Seasons In The Sun Glen Hansard - Leave Sam Stone - John Prine Maura O'Connell with Karen Matheson - Down by the Salley Gardens (1998) John Prine - Lake Marie Nirvana - Where did you sleep last night - Unplugged in new york Chumbawamba - By and By Joy Division - Love Will Tear Us Apart Jim Croce - Operator (Live) Redford (for Yia-Yia & Pappou) - Michigan, 14/15 Greg Laswell - And Then You The Replacements - Unsatisfied The Replacements - Achin' to Be Sufjan Stevens - Casimir Pulaski Day Bon Iver & St. Vincent - Roslyn Linda Perry & Grace slick - Knock Me Out Carmen Mcrae Miss Otis Regrets 1980 White Lion - When the Children Cry Kris Kristofferson - Casey's Last Ride Elliot Smith - King's Crossing Rod Stewart - The Killing of Georgie (Part I and II) Star Anna & The Laughing Dogs - Alone In This Together (Live on KEXP) The Great Lake Swimmers - Changing Colours Our Town - Iris DeMent (H.Q.) Mazzy Star - Into Dust The Mamas & The Papas - Monday Monday Metallica - One (Official Music Video) Soul Asylum - Runaway Train Upside Drown - Go (at Black Butte Center for Railroad Culture) Leonard Cohen - I'm your man Ray LaMontagne- Empty Leonard Cohen - Dance me to the end of love Morphine - Gone For Good Peter, Paul, And Mary - Puff The Magic Dragon (Live 1965) Karen Dalton - Katie Cruel Björk - Gloomy Sunday. nina simone - strange fruit Sinead O'Connor & Roger Waters - Mother Dr.John & Odetta - Brother Can You Spare a Dime Some Say Leland - Hunchback (Local Live) Catherine Wheel - Descending Babe Des Ark - Peace to you too, motherf*cker Al Green - How Can You Mend A Broken Heart Ani DiFranco - You Had Time Damien Rice - Older Chests Seems so long ago, Nancy - Leonard Cohen Tom Waits - Georgia Lee Anne Briggs - Go Your Way Abner Jay - I'm So Depressed Ted Hawkins- Sorry You're Sick Simon & Garfunkel - The Dangling Conversation I Can't Make You Love Me - Bonnie Raitt (1991) George Michael - Kissing a Fool Low - Weight of Water Belle & Sebastian-Beautiful Joey+Rory - When I'm Gone Smog - I Break Horses (1999) Willie and Lukas Nelson - Just Breathe (Pearl Jam cover) Nick Drake- Riverman Ooh Child - Beth Orton Roberta Flack - Jesse Big Bird at Jim Henson's Memorial One Tin Soldier Harry Nilsson - Without You 1972 Smoking Popes - Pretty Pathetic

If you have more songs, please add them to the comments along with a YouTube link.