1 - 20 of 2,245 Works in Dean Winchester In Love
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Apple Pie And Pancakes by Vanitas101hhhh
Fandoms: Supernatural (TV 2005), Supernatural (TV 2005) RPF
19 Nov 2025
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Dean Winchester didn’t expect Stanford to change his life — he just wanted a fresh start, a solo dorm, and maybe some quiet nights with Queen on full blast.
Instead, he got a roommate with eyes like the sea before a storm, a heart full of mystery, and the patience to see through his walls.
Between apple pies, pancakes, and late-night bickering, Dean finds something he didn’t think he deserved — peace. Maybe even love.or in short:
Dean Winchester’s college experience checklist:Move into dorm ✅
Argue with roommate ✅
Fall in love with said roommate ❌ (pending review)
He didn’t sign up for feelings, but Castiel Novak might’ve missed that memo.
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Finally — FINALLY — Dean surrenders to his Omega nature and literally drags his sweet, clueless Alpha angel straight into his nest. 😏🔥
Ready, little hunters? 🎇
Better grab the fire extinguisher.😎🧯Series
- Part 21 of The Tragic Misadventures of Dean Winchester
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After everything you’ve survived, you’d think planning a wedding would be easy. It’s not. Between blood magic, Vegas, and Dean Winchester’s version of a bachelor party, ordinary still isn’t in your vocabulary. But maybe this time, you can get close.
Series
- Part 7 of Ordinary
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Wrapped in Feathers, Held in Angel's Light by WriterDMathis
Fandoms: Supernatural (TV 2005)
17 Nov 2025
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In the silent dark of night, Dean breaks beneath a nightmare—until Castiel’s wings hold him safely through it.
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Ever since his mother died, Dean Winchester’s world has been one of revenge and violence. His father, a well renowned bounty hunter, made it his personal mission to kill the man responsible. However, now that Sam is 18, he gives Dean a new mission. Protect your brother at college. So now, the 2 brothers take on Stanford.
Castiel’s family is one of prestige and wealth. But beneath the fanciful exterior lies a secret dark side. Are they basically the mafia? No one is really certain. Known as the “Angel of Death,” Castiel is the best assassin in his family. For the past 3 years, he’s been mostly out of commission, finishing his degree at Stanford, like his father wanted him too. How crazy could his last year get? -
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Castiel Novak, a special agent is known for being professional, detached and cold. His world revolves around his job— exhaustion is a criminal he cannot catch.
Dean Winchester is known to be a serial killer. A ghost in the night, he leaves no trace behind and vanishes without a sound.
When Castiel is assigned to the case of "The Hanuted Hunter", he wastes no time. Desperate to catch the monster, Dean Winchester, he runs race against time.
But in the middle of the hunt, stolen kisses in motel rooms, whispered confessions and lingering glances blur the line between hunter and hunted. While the secret remains silent, the two men cannot.
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Sam leaves the bunker with his “4 Cs” list.
Dean and Castiel try to follow it.🤔
It goes exactly as expected: hugs, soft kiss, questionable training, Ghostbusters II…
and a fifth C Sam definitely didn’t plan for.😏Series
- Part 20 of The Tragic Misadventures of Dean Winchester
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Destiel/Cockles One-shots by 5Fanfic_lover27
Fandoms: Supernatural (TV 2005), Supernatural (TV 2005) RPF
14 Nov 2025
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A collection of emotional, healing, and heartfelt one-shots exploring love in every universe — between an angel and a hunter, and between two actors who couldn’t help but fall for each other.
From quiet prayers and soft mornings to dramatic reunions and backstage confessions, these stories span canon, post-canon, and real life.
Destiel and Cockles, tangled in grief, devotion, domesticity, and undeniable love — one moment at a time.
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Dean’s always wanted a supernatural companion. Something strange and maybe a little dangerous - the kind of pet that would make people stop and stare. Now that he’s finally settled into a place of his own, it feels like the right time, but the supernatural creature he ends up taking home isn’t what he imagined.
Hidden in the back of the emporium, caged and collared, is an angel with dirt-matted feathers, half-healed bruises, and eyes that burn cold when they finally meet Dean’s. Dean knows he’s in no way prepared for this, but he also knows he can’t just leave him there.
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Dean loves Sam too much to ever let him go, certainly won't lose him to something as stupid as college or loyalty to John. Where Sam goes, Dean goes. It's as simple as that, damn whatever anyone else thinks about it.
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There is not sweeter innocence than our gentle sin by Lupins_grampa_sweater
Fandoms: Supernatural (TV 2005)
12 Nov 2025
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In a world where they both made it out at the end, Dean and Cas finally get to have a normal life.
In a fandom full of angst I provide fluff.
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Dean Winchester has survived Hell, Heaven, Purgatory, and approximately twelve different apocalypses. Now, with a little magical backup and more stubbornness than sense, he’s going to rescue Castiel from a mystical, slightly passive-aggressive moving house, with the Empty still lurking around the corner.
The only hitch?
He’s doing it with whiskers and a fluffy tail.
Sure, it’s nuts. But so was everything else that ever got them here.
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New town, new school for Sam. It's his fifth high school in three years but John promises it's going to be Sam' s last one. Dean and Sam settle into their new routine and enjoy being normal. A few months after school starts Sam meets Lexi. He could tell she was trouble the moment he laid eyes on her but it's the kind of trouble he's always wanted. Dean feels the same way about the new waitress at the diner.
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- Part 6 of The Ties That Bind
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Dean's sick of working his ass off for crumbs, struggling to put his brother through school and keep his deadbeat dad alive he's not gonna turn his nose up at a couple of grand for being a warm mouth for some rich folks. It's easy and he's comfortable.
Then he meets Castiel, and all he can think about is blue eyes and running away.
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Dean stops running (sort of).
Cas gets jealous (definitely).
Popcorn, blankets, and one honest kiss (lots of kisses!) later... things finally make sense. 💚💙Series
- Part 19 of The Tragic Misadventures of Dean Winchester
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Dean is suddenly struck by the intimacy of sharing such a small space with another being. It’s been a long time since he’s shared a bed with anyone. It’s a long time since he’s gone through the song and dance of a night-time routine where there isn’t the expectation for more, where he can fall asleep to the rhythm of someone else’s steady breathing.
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Dean remembers the memories of he and Cas sneaking around through the years.
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Nestled behind his ribs by silver stake through the heart (Dusk_Sky)
Fandoms: Supernatural (TV 2005)
06 Nov 2025
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Castiel sneaks out of the Empty and has to share a vessel with Dean.
Things get more complicated than he expected, with all those... human feelings.
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After a month of Castiel's death, Dean follows Jack's advice and writes a letter to Cas.
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Well, I'll Be Damned (Here Comes Your Ghost Again) by goldenboydean
Fandoms: Supernatural (TV 2005)
05 Nov 2025
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Then: There are rumors of a faith healer performing miracles all over the Midwest. Dean Winchester knows damn well that miracles ain't real and that faith healers are full of shit, but this one... This one might just be the real deal. And he's not the only one who thinks that.
Castiel Novak knows a thing or two about faith healers and although Dean would normally never dream of dragging a civilian along on a case, he could really use Cas' expertise here. Besides, with Sammy off at Stanford and John barking orders at him from three states away, Dean is pretty fucking lonely. And Castiel, with his kind eyes and his uncanny ability to get under Dean's skin in all the best ways, fits into the Impala's passenger seat just right.
Until, of course, it all comes crushing down around them.
Now: It's been five years since Castiel last saw Dean, but when he gets a call in the middle of the night, he recognizes the voice on the other end of the line immediately. Dean is in trouble and he needs Castiel's help. And, well.
Castiel always comes when Dean calls.