1 - 20 of 687 Works in Dean Winchester Being an Idiot
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The next time they meet, shortly after Death offered him that deal and Dean and Gadreel tricked him.
Snippet from chapter four:
"I see you still have not learned your lesson," he snapped his fingers destroying the ritual that had been taking place, "perhaps use your words before making enemies of primordial beings, Dean."
Dean spluttered, "I didn't think you would pop up if we called, I figured this would get a reaction."
"The next reaction will lead to your untimely death, do keep that in mind," he warned as he crossed the room, "now do tell me what exactly you thought was worthy of disrupting my schedule?"
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Original prompt: I really want to see a longer fic from you on the “stepbrothers falling in love” trope please
Or,
The one where John Winchester and Amy Milton fall in love and Dean and Sam get two stepsiblings named Anna and Castiel.
Series
- Part 4 of zation's 10-year anniversary
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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 hated himself.
or, more accurately,
Dean hates Other Dean.
Series
- Part 17 of Destiel Oneshots
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Unlike his father, Castiel was never a believer. He didn't believe he would ever have a home and a family - a real one, full of love, happiness, and respect; the kind that only existed in movies. That he would have a partner, a friend, and an example for his son. Someone to simply share his life with.
And then, he met Dean.
But, as life often has it, nothing stays simple forever. As his complicated past catches up with him, Cas must decide between his love for Dean and Jack's safety - and do it fast, before Lucifer’s clutches close around them all.
Or, perhaps, he just needs to learn what having a family is truly about.
(It's part of a series, but you can read it as a standalone work)
Series
- Part 2 of Hoist your colors - Destiel sailing AU
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Sam Winchester is ready to live a semi-normal life and start studying law at Stanford. He only has one problem: Lucy Dubois.
In which everyone's favorite know-it-all falls for the girl who really does know it all.
Part 1 of a concurrent duology - Written by Author 1
Series
- Part 1 of Gravy and Biscuits Duology
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Summary
i'm obsessed with sam omo rn.
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That’s a Lot of Sass for Someone Your Size by LSilverwood
Fandoms: Supernatural (TV 2005)
12 Sep 2025
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Sam and Dean have stumbled upon a case of random disappearances and gruesome deaths up in Denison Iowa, and suspect a witch is at play.
Layla is a borrower who lives in The Park Motel. When a pair of odd (and terrifyingly huge) men show up talking about nonsense like witches and demons and werewolves, Layla makes a mental note to stay far away from them. Suddenly a curse is upon Sam, and a slow, painful death looms around the corner.
In which Sam gets cursed, Dean is frantic, and a poor Borrower gets caught in the crossfire.
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When Dean is a Knight of hell, he happens to create a daughter who is half demon/half human who appears on his front door just a short time later. And she is aware that she is an asshole, but in her defence, she got it from her father.
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are you still there inside my chest by clementine_emeralds for pRawn_eateR, Xyyz22
Fandoms: Supernatural (TV 2005)
23 Aug 2025
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But he would not stop until every vein was reconnected, every slither of skin stitched back together, every fractured bone put back into the right place. He would not, could not bear to stop until Dean's heart was whole again, untouched and just as he had left it.
OR
Dean gets fatally shot, Cas's powers are failing, and somebody must commit one final act of desperation.
August of Whump Prompts: open wound (day twenty-one), pistol (day twenty-two), bleeding heart (day two)
Series
- Part 2 of Supernatural August of Whump 2025
- Part 7 of a cruel, cruel, capricious god
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In s13e16, Scoobynatural, Cas reveals that he had to marry a djinn queen to get fruit from the Tree of Life. Dean doesn't react well and decides to kill the djinn himself. Somehow, his emotional constipation has led him to the brink of death, and it's up to Cas to save him.
After what the djinn shows Dean, will things ever be the same between him and Cas?
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Castiel can’t seem to cope with being human, being on his own to roam around, not knowing what to do with himself now that he lost his purpose.
All he can do is mess up
And he intends to fix that
OR
They could’ve done SO MUCH with human cas and i got mad so i took matters into my own hands
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Inspired by the song "Start Again" by One Republic
I was heavily inspired by Back To The Past (And Then Some). There are a few key differences, but the general idea was the basis for this fic.
Determined to right some wrongs and destroy the path that was chosen, Dean and a newly female Castiel go back to September 1st, 2005.Series
- Part 2 of Inspired by songs
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A handful of angel grace, a touch of rock ralt, stir in holy water for 67 seconds or more. by B33_D33_SS_EM for forrestdean
Fandoms: Supernatural (TV 2005)
14 Aug 2025
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First and probably only fluff fic I'll ever write.
No angst.
No hurt.
All fun and cute.Inspired by @forrestdean's post on X, please tell me your thoughts on it as it is my first time writing anything lovey-dovey with no angst or gore..
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Why is it that when bad things happen they always seem to be happening to the oldest Winchester brother. Maybe Dean should pay just a bit more attention to the things he touches while taking inventory of the bunker's storage rooms.
A collection of short one shots where Dean “touch don’t look” Winchester has to deal with the consequences of his own actions.
(also known as me giving a go at smut writing)
++ First chapter is the table of contents ++
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Castiel Novak and Dean Winchester were lifelong best friends until a wedge was driven between them by Dean's homophobic father.
Now, years later, John is dead, and Dean is divorced. To start his new life, Dean moves miles away to a new town where nobody knows his name. Or so he'd hoped.
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There was only one chair by 4stackedfrogs for AidenJames
Fandoms: Supernatural (TV 2005)
31 Jul 2025
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Dean gets called down to the library for a talk. When asked by Sam to take a seat he realizes all the chairs are mysteriously missing, except the ones Sam and Cas are sitting in. Sam refuses to move, leaving Dean with one other option...
(inspired by a PurCon9 interaction with my beloved S involving the JenMish panel)
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When Cas opens his little secondhand bookshop next to his brother’s bustling pie café, he expects nothing more than dust, solitude, and the occasional literary kindred spirit. What he doesn’t expect is for someone to start leaving detailed, insightful annotations in the margins of his unfinished manuscript. Or that he’d fall for the stranger behind those notes. Or that he’d also fall—quite inconveniently—for a grease-streaked mechanic with a bright smile and an uncanny love of classic literature.
Cas is certain he’s falling for two different men. Gabriel, of course, knows better
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It’s that time of year again, when two very different worlds flood the city’s most iconic bar.
On one side, fighter pilots, home from the skies, adrenaline still coursing through their veins. While on the other, Broadway stars, fresh from sold-out shows and still humming with applause.
Dean and Castiel used to walk the halls of the Air Force Academy together. Now they stand on opposite ends of two very different stages. Dean in the cockpit, Castiel under the spotlight.
Nothing could go wrong, of course. They practically hate each other. At least, that’s what they keep telling themselves.
Until their eyes meet across the crowded bar, and the past comes rushing back like a storm neither of them is ready to face.
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The Covert Identity by youve_changed_me_Dean for FloraGois
Fandoms: Supernatural (TV 2005)
18 Jul 2025
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Summary
Dean Winchester loves his job; working as a secret agent has its perks. There is nothing quite like the thrill of saving people and hunting down criminals. And with his baby brother Sammy at his side, it’s a family business. However, when he and Sam are assigned to the case of Lucien Shurley, a suspected crime lord with a rap sheet a mile long, Dean’s semi-predictable life takes a turn for the unprecedented and over complicated. He and Sam must go undercover to investigate Lucien’s own family, his brothers Gabriel and Castiel, and his young son, Jack, to find out just how involved they truly are. As the stakes rise and the body count follows, it is up to Sam and Dean to solve the greatest mystery of their careers; who is Castiel Novak and what does he know?
Based on the idea by the amazing @FloraGois and featuring the incredible artwork by @FloraGois and @irisberraart
COMPLETE