1 - 20 of 96 Works in Self-Sacrificing Dean Winchester
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Dean Winchester has a father, a brother, and a '67 Chevy Impala he calls Baby.
That's it, that's all he's got.
So it doesn't make sense for them to want this promise of him that he couldn't break if he wanted to, if only for the words already being sewn too deeply into the fabric of his bleeding soul for him to even think of walking away, but he makes his vow anyway.
Once, twice, and then...well...
At least, if all else goes....he'll always have those promises.
His own...no one else's.
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When Sam tries to kill Crowley he fails and suffers for it. Sam soon becomes Crowley's new favourite plaything.
When Dean finds out what the King has been doing to his baby brother he wants to kill him but he knows better than to underestimate Crowley. Instead they strike a tentative deal. Sam is left alone, Crowley is never to even speak to him, and Crowley gets the Winchester he really wants. The Winchester who could may even come to care for him one day.
As long as he keeps his end of the deal.
On temporary hiatus.
Tags will be updated and content warning in the chapter summaries.
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Dean has to break at some point and he does. Sam tries his best but will it be enough?
Series
- Part 3 of Sunshine Caught in the Rain
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When people think of the Winchesters, they only ever remember the two brothers. But there’s a third—a sister. She moves through the world like a phantom. She can see through the illusions and masks that monsters try to wear. And at first, it started as wonder, but then it started showing her things no one should have to see. Now, it haunts her. She can never find peace. She’s learned to keep it buried, silent. Even her brothers have no idea what she can see. But the things in the dark? Some of them are watching right back.
-UNDER EDITING-
Series
- Part 4 of Sixth Sense
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I’m Losing Myself in the Mirror, Darling. Don't You See? by serrawn
Fandoms: Supernatural (TV 2005)
05 Jul 2025
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Dean Winchester-Novak keeps the floors spotless, the laundry folded, the smile rehearsed. That’s what perfect omegas do. That’s how they stay wanted.
He calls it love—this routine, this silence, this ache tucked under perfect sheets. But something inside him is unraveling, and no matter how tightly he grips the edges, it keeps slipping through.
Castiel Novak, his alpha, sees the cracks. Tries to reach through them. But Dean has built walls out of obedience and fear, and even love can bruise when it knocks too hard.
Maybe healing is possible.
Maybe not.
Some people break loud.
But Dean is breaking quietly.Series
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I got bored and have been giggling over a scenario I made in my head over Dean Winchester’s constantly self-sacrificing nature, and decided to finally write down the scenario. This is the product.
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Hope Is A Thing With Feathers: First Blood Tag by BosFan1936
Fandoms: Supernatural (TV 2005)
02 May 2025
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First Blood: Sam and Dean find themselves arrested and isolated, facing the monsters not just outside, but within their own minds. In a secret facility with no escape, they must hold on to hope — even when everything feels like it’s closing in. A story about brotherhood, pain, and finding light in the darkest places.
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"There's still time, you know," he murmurs.
"For what?"
"For you to kill me."
Or: on a hunt with Sam and Cas, as the Mark slowly kills Dean, he gives in to its temptation. And when he seeks out Cas' motel room, he doesn't know if he will be accepted or if Cas will at last give up on him. However, for better or worse, Cas seems to love him unconditionally.
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It can’t end like this.
He can feel the dry press of dirt on his lips, feel a fractured rib echoing heat into his torso, enough to warm his leather jacket. He can feel his hope shattering like a beer bottle on a brick wall at the end of a shitty night.
Dean breathes out, and it’s barely enough to rustle the leaves in front of him. He closes his eyes.
After failing to kill Lucifer with the Colt, Dean says yes to Michael to ensure Sam and Cas' safety, thus sparking the Apocalypse of biblical prophecy. But surviving it himself is another matter altogether.
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Dean has always had his guardian angel, Cas, watching over him, protecting him from the shadows. When Dean sacrifices himself to save a child and Cas can't save him in time, the angel is devastated. In Dean's final moments, Cas reveals his feelings, creating a bittersweet farewell before the reaper, Tessa, takes him to Heaven. In Heaven, Cas joins Dean, and they find a new way to be together, their love transcending life and death. Cas remains protective and caring, helping Dean recover from the trauma of his passing, showing that love is the most powerful force in all realms.
Series
- Part 44 of You Deserve to Be Saved, My Beloved❤️🩹
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That time that Dean Winchester pissed off an angel of the Lord by Amemipiaci_tu
Fandoms: Supernatural (TV 2005)
29 Dec 2024
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"Cas, please, please! Help me out, here. I know my brother is a pain in the ass more often than not, and I'm sure you have good reasons not to answer his prayers, but unless you've been kidnapped by a commando of your brothers, please, show up as soon as you can." Sam ended his prayer with an amen and waited with his breath on hold. For a handful of seconds nothing happened. Then the familiar rustle of feathers announced the arrival of a pretty pissed angel of the Lord.
"I am eons old, but you and your brother are at the top of my annoying humans list, Samuel Winchester,"Or
The one where Dean is his usual reckless self, Cas has had enough of it and Sam is caught in the middle.
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Dean hates being a pretty boy, it made him feel like less of a man, and his looks made stuff happen to him so much easier.
Series
- Part 1 of Fics based off of songs
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Professor Castiel Novak prides himself on being an attentive educator, always noticing when his students struggle. So when Dean Winchester, a bright but overburdened psychology student, begins falling behind, Cas can’t ignore it. Dean, overwhelmed by multiple jobs, caring for his younger brother, and mounting bills, is visibly crumbling under the pressure.
Cas's heart breaks as he watches Dean’s exhaustion, his fading strength, and the emptiness in his green eyes. Unable to stand by, Cas steps in, offering support in class and helping with exams. But soon, the boundary between professor and student blurs, especially after Cas secretly follows Dean home and discovers the harsh reality of his life.
As Cas becomes more involved, their bond deepens. His protectiveness over Dean grows into something possessive and fierce. Slowly, Dean begins to accept Cas’s help, finding comfort in his kindness and warmth. With Cas by his side, Dean heals—his strength returns, his smile brightens, and his future seems hopeful again.
But Cas’s worry never fades. His love and care become the anchor that saves Dean from a life of pain and exhaustion, giving them both a chance at happiness together.
Series
- Part 36 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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Dean Winchester-Novak, an omega, is happily mated and married to his alpha, Castiel Novak. Dean is heavily pregnant with their first child, and everything seems perfect until Dean suddenly falls ill with a high fever, coughing, and severe difficulty breathing. As Dean’s condition worsens, Cas steps in, doing everything he can to care for his mate and their unborn child. Through sleepless nights, desperate moments, and whispered words of love, Cas proves that he will always be there, no matter how hard things get.
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"You always have a choice. You can either roll over and die or you can keep fighting, no matter what."
-Dean Winchester, Season 2, Episode 1: In My Time of Dying
Series
- Part 3 of Wrong Turn
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In The Depths Of Despair by andsoitgoes (darkdemonology)
Fandoms: Supernatural (TV 2005)
12 Jun 2024
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Set during s15e18, Dean is about to lose Cas forever as the Empty seeps in and Billie breaks through the door. That is, until he gets an idea, one that Dean knows Cas will never forgive him for, but will save him. What follows is Cas, Sam and Jack scrambling for answers, and with the return of a few familiar faces, is there a chance that Cas and Dean can reunite?
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"Like I'd ever abandon you, " Dean says, rolling his eyes. "You're stuck with me for life, you idjit."
Series
- Part 5 of To become Dean Winchester
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Dean and Cas pop out of The Empty together but not quite whole, they are alive and breathing but Cas is missing a wing and Dean's eyes are black-- but not black like a demon's.
He thought saving Cas from The Empty would be easy. Just open the portal, grab him and go, but it's never that easy because why would it be?
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Cas stood by the pillar in the entrance of the bunker, Dean and Michael ahead of him. Michael glanced at him, obviously amused.
“Only an archangel can kill an archangel Winchester, you know that.”