1 - 20 of 113 Works in Castiel/Dean Winchester Angst
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Dean has been absolutely destroyed since the death of Castiel, and is given the opportunity to save him. However, at a cost. Dean Winchester must give up his ability to lie, and will never be able to think, speak, or breathe anything but the truth again. His world is about to change forever.
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the red means i love you by clementine_emeralds for Xyyz22, pRawn_eateR
Fandoms: Supernatural (TV 2005)
24 Aug 2025
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I would have loved you, if it didn't mean loving you.”
Cas did not dare recoil as Dean's lips—not Dean not Dean not Dean—joined his. Tender, yet solicited. Castiel was at his mercy now, vulnerability seeped into his clothes as much as his own blood was.
A cruel thing it was, the kiss. It felt so real.
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Cas has no choice but to participate in Michael's sick pantomime. Dean's loving gaze is worn throughout the excruciating mindfuckery.
August of Whump Prompts: mindfuck (day 11 alternate prompt), lacerations (day fourteen), love (day twenty-nine)
Series
- Part 8 of a cruel, cruel, capricious god
- Part 3 of Supernatural August of Whump 2025
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Dean Winchester is a seasoned war medic. He doesn’t believe in hope. He believes in survival. But one cold winter deployment, he finds a quiet, stubborn soldier with bright blue eyes and a ruined shoulder. Castiel Novak. Dean patches him up. Doesn’t think twice. Until they meet again. And again. On leaves. Between deployments. In shared bunkers and tired hospital tents. They begin to fall in love in pieces, over years. in stolen moments, not meant for forever.
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Castiel wakes up from the empty once again, Delirious, hurt and heaving.
Dean is going into a downward spiral quickly, struggling with suicidal ideation and self harm.
“Dean is begging. He’s shaking so hard it’s like a machine gun is going off in his body, rattling the man to his core. Castiel can’t make it out. He can’t figure out what he is praying to. Who is he praying to?
He can’t make it out, because there’s darkness clouding his mind all over again. It’s desperate, pulling and ripping its way through until it makes that specific vision go away. But Dean is praying.”
“I love— fuck. I love you, Cas. Castiel. I love you, fuck, please. Jesus, I can’t- Fuck. Please, I can’t.
He’s swung himself up so quickly into the real world that he can’t catch himself. It’s still dark, but he’s awake. Really awake. He’s no longer trapped in the nightmare. He can see his hands, oh, Jesus.”
Little snippet !
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Dean, Sam and Castiel go on a hunt, where Castiel gets severely injured trying to save dean. but instead of being grateful Dean is chaos and angry on Cas, coz it has been habit of him to throw himself into danger in front of Dean, every damn time and Dean doesn't understand why.
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A lost and depressed Dean wanders in the woods until a stunning, young angel makes his way into holding Dean in his arms.
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But that wasn't what surprised him the most. He tilted his body to turn on the shower, and noticed something he hadn't before.
On his left shoulder sat a handprint, seared into his skin. No wonder his shoulder hurt so much. Maybe Alastair put it there at some point to brand Dean as his? No, he would've felt it earlier. It must have had to to with his escape.
All of a sudden, it all came rushing back to him. The girl he was torturing's cries for help, the torture room seeming to fall apart...and pretty soon after was when he first felt the burning on his shoulder, then the feeling of being lifted up.
It must have been made by whatever busted him out.
In other words, a Supernatural Season 4 re-write.
CHAPTERS 1-5 WRITTEN 2 YEARS BEFORE THE OTHER CHAPTERS
At this point there's like 1 chapter a year lmao
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The Book Of You And I: Angsty Destiel Oneshots by BizarreJewel346, Destiel_impala_1967
Fandoms: Supernatural (TV 2005)
05 Mar 2025
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Hey guys, so this is basically a collection of Destiel angst/whump one shots! if there are any TW's needed we will put them at the beginning of the chapter so please read the chapter descriptions!
Also we don't know how many chapters this will end up being but please send prompts, god knows we will need them haha. No wincest or anything like that though please.
Hope you guys enjoy <3
Also chapter 1 is an extension of the chat between Cas and Dean in 14x14 with a bit more angst involved <3
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When Dean is shown one of his possible futures, everything he knew to be true would crack under the weight.
A human lives on.
An angel goes forgotten.
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Don't You Ever Let Me Go by BradleyAnderson
Fandoms: Supernatural, dean and castiel - Fandom, destiel - Fandom, Destiel supernatural, deancas - Fandom, Gay romance - Fandom, Destiel AU - Fandom
02 Dec 2024
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After heading up east to spend the summer with Ellen, Dean winds up falling into an intense and passionate affair with the next door neighbor. (Inspired by Cher's song 'All or Nothing' and Celine Dion's 'Love Doesn't Ask Why' because these two songs kept playing over and over again that summer when I had my first 'gay experience' with a man I'll never forget).
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I thought I deserved the darkness, but you showed me the light. by serrawn
Fandoms: Supernatural (TV 2005)
25 Nov 2024
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Dean Winchester tried to end his life four times after losing Cas—three times he faced the darkness alone, and once, Cas was there to pull him back.
Haunted by grief and unable to breathe without Cas, Dean fell into despair, drowning in memories and silence. But when Cas returned, drawn by love and the faint spark of grace he’d left behind, he found Dean on the edge of no return.
In a race against time, Cas fought to save the man who held his heart. Together, they began to rebuild—fragile, broken, and bound by a love that refused to let go, even in the face of death itself.
Series
- Part 40 of You Deserve to Be Saved, My Beloved❤️🩹
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In a world where love collides with danger, Dean Winchester-Novak and Castiel Novak have built a life together amidst the shadows of the Russian mafia. Castiel, a powerful and protective leader, is deeply devoted to Dean, a kind-hearted omega who lights up his world. As they prepare to welcome their first child, their happiness seems within reach—until a single moment shatters their lives forever.
A sudden attack leaves Dean gravely injured, his body broken and his voice stolen. As Cas fights to keep his mate alive, haunted by guilt and grief, their bond is tested in unimaginable ways. With their daughter gone and Dean teetering between life and death, Cas clings to hope, determined to bring his love back from the brink.
Will love be enough to heal the wounds left behind, or will the darkness consume them both?
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Maybe my heart isn't enough for loving you but my love is more than enough by serrawn
Fandoms: Supernatural (TV 2005)
17 Sep 2024
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Dean Winchester, an Omega, has lived his entire life with heart failure. At 20, he finds a lifeline in Castiel Novak, a dedicated and caring Alpha and his cardiologist. The two fall deeply in love and mate, building a life together despite the shadow of Dean's failing heart. As Dean's condition deteriorates, Cas is pushed to the brink of despair, fighting to save the Omega who means everything to him. Despite their love and efforts, Dean's heart gives out, leaving Cas shattered and lost. This story explores their profound connection, the anguish of losing a soulmate, and the hope of finding peace together in eternity.
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Castiel is a 23 year old intern working at a famous magazine owned by the handsome and brooding Dean Winchester. When the two of them meet, sparks fly immediately until tough decisions have to be made, plenty of tears shed and lots of sex and drama.
(Inspired by the song Only Love Can Hurt Like This by Paloma Faith, Pride and Prejudice and The Devil Wears Prada)
Series
- Part 3 of The Austen Adventures
- Part 2 of The Office Romance Series
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A short collection of Castiel’s experience with faith.
Series
- Part 1 of Castiel
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(Croatoan/endverse fic) They were both drowning, but there was an understanding that they were both drowning together. Even if they didn’t know how to help one another.
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Dean took Sammy and ran away from their abusive dad. Dean's worked as a mechanic his entire life in order to support Sam's dream of becoming a lawyer. Then someone catches Dean doing advanced math and wants to know more about Dean's life and who he is.
Something bad happens and Dean needs help. He needs to face his fear and go to court again. He doesn't want to burden Sam, who can he call? Will Dean be able to stay sober?
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Go listen to the song I'm Your Man by Mitski, that's what I listened to while writing this.
Dean visits his hometown and childhood best friend, Castiel, for the summer. When Cas asks Dean to teach him how to kiss one afternoon and everything goes downhill. Dean can’t help but catch feelings, and his dad does NOT approve.
Meanwhile both Sam and Dean deal with problems at home and Dean struggles with anxiety. -
Destiel gay love in the war and 1945-1967 by Supernatural1806
Fandoms: Supernatural (TV 2005), destiel - Fandom
19 Aug 2023
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This story is about one British boy and one German boy. Its about Castiel running away from some bad guys and ended up in a boat that sailed to England. (I know the distance doesn't make sense just pretend it does;) )
He gets wounded and ends up relying on a British boy names Dean to survive. The two boys start feeling attractions, and is forced to be quiet because of the time they live in. So many things happen. John finds out about Dean being gay. Cas and Dean get separated from each other. what can they do? will they be able to find each other again? will they stay together? -
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Castiel is back from the Empty, and Dean wastes no time in diving in and planting his lips…well, all over the angel. Cas responds enthusiastically and all is well (or as well as Dean ever gets to have)…until sex with Cas turns out to have a surprising finish.
Weird side effects or not, Dean will take Cas any way he can get him, and he makes the best out of every time. With each time, though, the repercussions of those side effects on Cas are more and more serious. Is Dean destined to lose Cas, one way or another? Or can he change the course of the future by confronting their past?