It's a treacherous road / With a desolated view / There's distant lights / But here they're far and few / And the sun don't shine / Even when its day / You gotta drive all night / Just to feel like you're ok
This is the season with the Apocalypse World Alternate Universe, so most of these songs are covers.
"Wonderwall" by Bluegrass Rendition (cover of Oasis)
Jack
And all the roads we have to walk are winding/And all the lights that lead us here are blinding/There are many things that I/Would like to say to you but I don't know how
"I Think It's Gonna Rain Today" by Norah Jones (cover of Randy Newman)
Hunter's Burial for Cas and Kelly
Bright before me the signs implore me/To help the needy and show them the way/Human kindness is overflowing/And I think it's going to rain today
"Imagine" by A Perfect Circle (cover of John Lennon)
Castiel in The Empty, Lucifer in Apocalypse World
Imagine there's no Heaven, it's easy if you try/No hell below us/Above us only sky
"Street Fighting Man" by The Rolling Stones
Apocalypse Bobby
Hey! I think the time is right for a palace revolution/'Cause where I live the game to play is compromise solution
"Good Times, Bad Times" by Godsmack (cover of Led Zeppelin)
Castiel returns from the Empty/But Ketch comes back, too
In the days of my youth, I was told what it was to be a man/Now I've reached the age/I've tried to do all those things the best I can
"The Cowboy in Me" by Tim McGraw
Dean and his cowboy kink
The urge to run, the restlessness/The heart of stone I sometimes get/The things I've done for foolish pride/The me that's never satisfied
"Too Good at Goodbyes" by Sam Smith
Sam: "Was I wrong? I mean, when has knowing us ever worked out for anyone?" Dean: "I mean, we save people, Sam." Sam: "Yeah, we also get people killed, Dean…you keep saying I'm in a dark place, but I'm not, Dean. Everything I'm saying is the truth. It's our lives. And tried to pretend it didn't have to be. I tried to pretend we could have Mom back and Cas and --- and help Jack. But we can't. This ends one way for us, Dean. It ends bloody. It ends bad."
You must think I'm stupid/You must think I'm a fool/You must think I'm new to this/But I have seen this all before
"Shotgun Blues" by Isobel Campbell and Mark Lanegan
This is just Wincest porn (that love spell maybe?)
Oh, Daddy, love to hear you moan low/Oh Daddy, love to hear you moan/I know the night's rambling/But, baby, come on home
"Ain't No Rest for the Wicked" by Cage the Elephant
Lucifer and Anael take over heaven and pick out furniture
Oh there ain't no rest for the wicked/Money don't grow on trees/I got bills to pay/I got mouths to feed/There ain't nothing in this world for free
"Where Did You Sleep Last Night" by Nirvana (cover of Leadbelly)
Mary and Jack in Apocalypse World
I'm going where the cold wind blows/In the pines, in the pines/Where the sun don't ever shine/I would shiver the whole night through
"Ordinary World" by Red (Cover of Duran Duran)
Opening the Portal
Papers in the roadside tell of suffering and greed/Fear today, forgot tomorrow/Ooh, here besides the news of holy war and holy need/Our is just a little sorrowed talk
"Run Boy Run" by Woodkid
Heaven is dying, and Apocalypse world is teeming
Run boy run! The sun will be guiding you/Run boy run! They're dying to stop you/Run boy run! This race is a prophecy
"Love Like This" by Kodaline
Dean: "Sam, I'm not gonna apologize for protecting you." Sam: "So that's what you think you're doing here?" Dean: "You remember what happened the last time we had front row tickets to the Lucifer/Michael show? 'Cause I do. You DIED…and went to Hell. […]I don't care what happens to me. I never really have. But I DO care what happens to my brother." Sam: "Dean, we're going to that place, and we're gonna save Jack and Mom. Together. And if something happens, we will deal with it together. And if we die? We'll do that together, too."
I know a love like this won't last forever/I know a love like this won't last forever/But I, I know love a like this won't last forever/I know a live like this won't last forever/But I, and I/I don't mind at all
"Uninvited" by Bellsaint (cover of Alanis)
[Vampire bites Sam's neck.] Sam: "Dean!" Dean: "Sammy!" [Vamp drags Sam off, Dean goes to follow] Cas: "Dean. DEAN. He's gone." Dean: "NO!" [Dean tries to get past Cas, but Cas stops him.] Cas: "We don't have time! We can't save him." [Dean, horrified, eyes wide and tear-filled.] If it please the court, at this point, 13.21 Beat the Devil, Castiel's grace and powers are functioning normally. Dean could have gone after Sam, and Cas could have healed him. Instead, Cas causes them to waste precious time, which costs Sam his life and DEVASTATES Dean. [Now, I realize this was to allow the plot point of LUCIFER resurrecting Sam, however, FUCK CASTIEL because his whole inaction and Dean distraction here were just Modus Fucking Operandi of his goddamn obsession with Dean Winchester.]
Must be somewhat heartening to watch shepherd need shepherd/But YOU, you're not allowed, you're uninvited/An unfortunate slight
"I Can't Decide" by Scissor Sisters
Lucifer in the Apocalypse World [this may be the most apt song on every list I've made]
I'ts a bitch convincing people to like you/If I stop now, call me a quitter/If lies were cats, you'd be a litter/Pleasing everyone isn't like you/Dancing jigs until I'm crippled
"Wild Horses" by The Flying Burrito Brothers [cover of The Rolling Stones]
Mary and Jack don't want to leave their Apoca fen and force them all on us (except Bobby. Bobby's cool.)
No sweeping exit, or offstage lines/Could make me feel bitter/Or treat you unkind
"Can't You See" by The Marshall Tucker Band
Trapped in the Apocalypse World, Lucifer and Michael make an unholy alliance
I'm gonna buy a ticket, now/As far as I can/Ain't a-never comin' back/Ride me a southbound
"Let the Good Times Roll" by Ray Charles [cover of Louis Jordan]
Lucifer steals Jacks' grace, Dean becomes Michael's vessel, Dean-Michael finally kills Lucifer with the angel blade, and of course Michael runs off with Dean's hot little body.
Hey everybody, let's have some fun/You only live once/And when you're dead, you're done/So let the good times roll