Waiting by Alice Boman. Amazing and haunting sad song. "Haven't had a dream in a long time. Haven't been able to sleep. Are you coming back?" Swedish singer song writer, also check out Waiting (II). Heartwrenching yearning. #musicsky #nowplaying #waiting youtu.be/_KQdMgLW-K0

Norman Fucking Rockwell by Lana Del Rey. Sad banger! "Goddamn, man-child, you act like a kid even though you stand six foot two." About dating a narcissistic artist and about men. As one, I love this song! #musicsky #nowplaying #lanadelrey youtu.be/wPt0dGg4BKA

Letter To An Old Poet by boygenius. Love this song and boygenius! "I wanna be happy. I'm ready. To walk into my room without looking for you." I feel those words! About a toxic relationship that pushes and pulls you. #musicsky #nowplaying #boygenius youtu.be/rlura6D_9qs

Lovesong by the Cure. A classic sad song. "However far away I will always love you. However long I stay I will always love you. Whatever words I say I will always love you." Written to his wife on their wedding, loneliness of touring. #musicsky #nowplaying #cure youtu.be/hXCKLJGLENs?...

Head Full of Doubt/Road Full of Promise by The Avett Brothers. Sad banger! "And there was a kid with a head full of doubt. So I'll scream 'til I die and the last of those bad thoughts are finally out." Deep song about fighting demons. #musicsky #nowplaying #Avettbrothers youtu.be/QeYSqZPzwr8

That Moon Song by Gregory Alan Isakov. Pretty and sad. "And you came on strong like some running wave and your beauty left me broke and ugly." Enough said! #musicsky #nowplaying #GAI youtu.be/AtC-Xk47BcQ

Budy By Fenne Lily.Very catchy sad song. "All that we have won't grow. Falling is hard, I know." and "You'll never know what you do to me." The meaning is your on my mind and I would like to talk things through, but I know I will never do. I feel this song. #musicsky #nowplaying youtu.be/3C4GPZzz7Ws

Georgia by Phoebe Bridgers. Beautiful sad song "And if I breathe you will it kill me? Will you have me or watch me fall?" She wrote this about a high school relationship with someone in Georgia. Needing constant validation and feeling insecure. #musicsky #nowplaying youtu.be/VedZlnyChkI?...

Po' Folks by Nappy Roots (w/Anthony Hamilton). Shaking it up for this Thursday. "So rough it was, downright wrong I tell ya. Nobody never gave us nothin' but tough time and made us somethin'." Basically, it's hard being poor but be yourself and overcome. #musicsky #nowplaying youtu.be/QbN6VkleO48

Road to Joy by Bright Eyes. Post apocalyptic sadness. "I have my drugs, I have my woman they keep away my loneliness." and "the sun came up with no conclusions." Angst! #musicsky #nowplaying youtu.be/18S8D8kHFlE

Dark by Sammie Hugh covered by Zach Brown. Powerful lyrics. "And I know I'm not a good man but you gotta understand what I've been through." Love this cover, about having trouble ridding yourself of past trauma, for the one you love. #musicsky #nowplaying youtu.be/Ur6uKbAmf5A?...

Save Me By Aimee Mann. Perfect sentiment for the times. "If you could save me from the ranks of the freaks. That suspect they could never love anyone." Written about a friend. needing someone to love someone who feels unlovable. #musicsky #nowplaying youtu.be/B1H4BvAaqZo?...

Please, Please, Please, Let Me Get What I Want by the Smiths. Simple, sad and powerful. "Haven't had a dream in a long time. See, the life I've had can make a good man bad." Not a wasted note or word. #musicsky #nowplaying youtu.be/RGcNW9OQ3g0?...

Uncle John's Band by Grateful Dead. Not a traditional sad song. "Well, the first days are the hardest days, don't you worry anymore 'Cause when life looks like Easy Street there is danger at your door." Many interpretations, but mostly music is a haven. #musicsky #nowplaying youtu.be/D2zItg1sBJg?...

High Hope by Glen Hansard. Heartbreaker. "Maybe when our hearts realign. Maybe when we've both had some time. I'm gonna see you there." Hope of a lost relationship being rebuilt is keeping him going. Instead of "waitin' 'round while life just passes by." #musicsky #nowplaying youtu.be/y2gJ8uNtk4A

I'm Not Yours by Angus and Julie Stone. Great Friday SSOTD. "Jump into your white mobile and run away You're always leaving me behind." Love this brother and sister group and this song. Basically, listen, relationships are hard! #musicsky #nowplaying youtu.be/Uj1AOKUPYTY

Every Time the Sun Comes Up by Sharon Van Etten. Quite the song! "People say I'm a one-hit wonder but what happens when I have two? I washed your dishes but I shitted in your bathroom." Fun/sad. Also, I feel like every time the sun comes up, I'm in trouble! #musicsky #nowplaying youtu.be/fDW-W2J84Hc

Time After TIme by Cyndi Lauper. I feel this one in my stomach. "Lyin' in my bed, I hear the clock tick and think of you. Caught up in circles, confusion is nothing new." Written about relationship struggles. "confusion is nothing new!" #musicsky #nowplaying youtu.be/Hb3Sx1Z-7rk

This is my choice for my birthday SSOTD. I Know by Fiona Apple. Lyrics! "And you can use my skin to bury secrets in and I will settle you down. And at my own suggestion, I will ask no questions." Unrequited love and secrets. All the things! #musicsky #nowplaying #Fiona youtu.be/wB09p4MF7gw?...

Fade to Black by Metallica. TW sad song but metal... "Emptiness is filling me to the point of agony" About obsession with death, at a time when his gear was stolen and he was thrown out his house. Really sad, but also hopeful. #musicsky #nowplaying #metallica youtu.be/LAr6ZeLhY-E?...

Never Going Back Again by Fleetwood Mac. Worth it just for the guitar. "She broke down and let me in. Made me see where I've been." Recovering from a bad breakup and choosing not to go back. About his relationship with Stevie Nicks. #musicsky #nowplaying #fleetwoodmac youtu.be/0E7rUemfC-A

Adia by Sara McLachlan. Classic, sad, and beautiful! "Adia, I do believe I failed you. Adia, I know I've let you down Don't you know I tried so hard to love you in my way." She wrote it about falling in love with the ex of her best friend (her drummer). #musicsky #nowplaying youtu.be/Q5wW8N4pt3U

Golden Embers by Watchouse. Really sad song. "Loss has no end, it binds to our connection and we don't speak of it, we don't even try." Real talk! Grief, loss and the enduring memory of those we loved. #musicsky #nowplaying youtu.be/fEt2lf7L13g

Curs in the Weeds by Horse Feathers. Powerful SSOTD. "With hell on your face. Dirt on the walls. In the back of the place you grew and complained." Lost middle child, alienation, and sadness (Cur in the Weeds). #musicsky #nowplaying #horsefeathers youtu.be/RBPO9Kun_9A

Chesapeake by Better Oblivion Community Center. Great song and band name! "I was all covered in sound when you asked me to turn it down. Didn't even think it was loud. Can you hear it now?" Those words make me sad. Art is fleeting. #musicsky #nowplaying #phoebe/Conor youtu.be/P9lQ2kfRR1E

The Great Escape by Patrick Watson. Sad banger for a Friday. "Hey child, things are looking down that's OK, you don't need to win anyways. Don't be afraid, just eat up all the gray." Basically, eat up all the gray! #musicsky #nowplaying youtu.be/YA2h9PrIUxs?...

Bud by Fenne Lily. A gem of a SSOTD and artist. "Holding my tongue, it's real. Tell me the truth, I'll heal. Taking it slow before you go." A song for the unrequited love group. Come join us. #musicsky #nowplaying youtu.be/3C4GPZzz7Ws

Same Old Lang Syne by Dan Folberberg. Sad story. "And tried to reach beyond the emptiness but neither one knew how." Makes my stomach hurt. "She would've liked to say she loved the man but she didn't like to lie. True story about running into ex-girlfriend. #musicsky #nowplaying youtu.be/3QsvZ8P1QNk

Wild World by Cat Stevens. "Now that I've lost everything to you; you say you wanna start something new and it's breakin' my heart you're leavin'" Seems to be about a breakup but he states it is about his return to music after almost dying. Either way sad. #musicsky #nowplaying youtu.be/Jta56wBl7SM

Cavalier by James Vincent McMorrow. Really great SSOTD. "Speak until the dust settles in the same specific place, light refused to go." Poetic, nostalgic, deep, and beautiful song. I remember my first love! #musicsky #nowplaying #music youtu.be/j0DvjgagJko?...

Boots of Spanish Leather by Bob Dylan. A tale of two different sides of love. "Sayin', "I don't know when I'll be comin' back again It depends on how I'm a-feelin'" One of the saddest lines ever. One only wants love but the other is out wandering. #musicsky #nowplaying #Dylan youtu.be/iy6wryJMwVU

In celebration of 10,000 followers, here are my top five SSOTD's. 1. Daughter by Youth 2. Charon by Keaton Henson 3. Gasoline by Houndmouth 4. Fond Farewell by Elliot Smith 5. This Night Has Opened My Eyes by The Smiths Please share your top 5! #musicsky #nowplaying #music

10am Gare du Nord by Keaton Henson. Very sad! "Please do not hurt me, love, I am a fragile one and you are the light in my eyes. Please do not break my heart I think it's had enough pain to last the rest of my life." Obsessive love-about his breakup. #musicsky #nowplaying youtu.be/8LluhRTBk9g?...

Baby Britain by Elliot Smith (Seth Avett & Jessica Lee Mayfield). Heartbreaker! "Separated from the rest. Fights problems with bigger problems." About a friend who is struggling with addiction and falling apart. Elliot Smith classic, catchy and sad. #musicsky #nowplaying youtu.be/gimnxa4AltE

Empty As a Drum by Turnpike Troubadours. Sad storytelling. "But here's to hopin' she'll still come. I'm too old to be this dumb." Written like a short story. Empty without her and filling it with drinking. She showed up but oh what a mess they got into. #musicsky #nowplaying youtu.be/rsIanTh3G0E

Helpless by Crosby, Stills, Nash & Young. This one sticks in my head. "Babe, can you hear me now? The chains are locked and tied across the door. Baby, sing with me somehow." Neil Young's childhood; about polio, divorce, and longing. #musicsky #nowplaying #CSNY youtu.be/G7CHSv8c77w?...

500 miles by Hedy West covered by Joan Baez. This is really a classic SSOTD, goes way back in folk music. "Not a shirt on my back, not a penny to my name. Lord I can't go on this a-way." Traveling, too poor to go home but homesick. Great version. #musicsky #nowplaying youtu.be/B_K6z3HiRAs

Blues Runs the Game by Jackson C. Frank covered (Laura Marling). Tragic song and life. "Maybe tomorrow, honey, someplace down the line. 'll wake up older So much older, mama. I'll wake up older and I'll just stop all my tryin'". Mental illness and tragedy. #musicsky #nowplaying youtu.be/ZpDsPb9aZFs

The Funeral by Band of Horses. Great SSOTD and live version! "To the outside, the dead leaves they own the lawn; 'Fore they died and had trees to hang there upon." Written about his aversion to forced togetherness and mortality. Coming up only! #musicsky #nowplaying youtu.be/N_Xz6Aq5lwk

Charlene by Anthony Hamilton. One of my favorites! "Woke up this morning found a letter that she wrote. She said she's tired that I'm always on the road." Overall, it is his fault for putting music over her, but she should come back. #musicsky #nowplaying #Charlene youtu.be/QUmxh7H8vok

Using Again by Tod Benjamin. Hard hitting SSOTD. "The cost of my living was more than I planned so I held a needle like a gun in my hand." About his struggle with addiction. He no longer plays this song since he got clean. #musicsky #nowplaying #music youtu.be/NACMpkxm-fA

Crosses by Jose Gonzalez. Love this SSOTD. "People staring. They know you've been broken. Repeatedly reminded. By the looks on their faces." The song is about comforting someone who is struggling but also about his own struggle with mental illness. #musicsky #nowplaying youtu.be/4nC8WjPFnGU

See You Later, I'm Gone by Robert Lester Folsom. Chil Monday SSOTD. "Your summer smile has left me sad and though it's here it's not for me." Written when he was a college freshman about drifting apart from his girlfriend. Nostagic,sad and rediscovered . #musicsky #nowplaying youtu.be/_AGNRUR9xmg

Someday (Triple J LIke A Version) by the Stokes covered by Julia Jacklin. This is a sad banger! "Oh, my ex says I'm lacking in depth but I will try my best." Basically, relationships and life are hard but "I ain't wasting no more time." #musicsky #nowplaying youtu.be/Hl9FV9thfRE

Morning Song by the Avett Brothers. Good SSOTD. "Hurts so bad. You don't come around here anymore. Worse than that. Nothing really helping I've been thinking 'bout drinking again." Broken relationships and finding strength. #musicksky #nowplaying #Avett youtu.be/fBQZnHv74dQ

Vanilla (stairwell version) by Holly Humberstone. This SSOTD resonates with me. "And I could go on and on and on and on and on but the truth is: I have my best nights without you." recorded in a stairwell in her childhood home. Bottom line don't settle. #musicsky #nowplaying youtu.be/x8YhFtdeAiM

The SSOTD is Diamond and Rust by Joan Baez. Heartbreak. "Well, I'll be damned here comes your ghost again but that's not unusual." About an unexpected phone call from Bob Dylan. The memories are diamonds but tarnished with rust of pain and time. #musicsky #nowplaying youtu.be/IrVD0bP_ybg

Pitseleh by the late great Elliot Smith covered by Seth Avett & Jessica Lea Mayfield. This is a version you should check out! "I'm not half what I wish I was, i'm so angry." Pitseleh is a yiddish term of endearment (little one). About love and addiction. #musicsky #nowplaying youtu.be/GNnwasdCUPg

Stop Your Tears by Aldous Harding. A monster of a sad song. The first lyrics "I will never marry my love. I will die waiting for the bells. Death, come pull me underwater. I have nothing left to fear from hell." I mean, really! About all things. #musicsky #nowplaying youtu.be/naNmJ-ft4Ig

One More Try by George Michael. Classic sad song. "I'm so cold inside. I'm just not willing to try." He wrote it about leaving a bad relationship and being scared to enter a new one. At the end he decides "I said maybe just one more try." #musicsky #nowplaying youtu.be/bG5N3GC-m20