1 - 20 of 950 Works in Caring Dean Winchester
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Summary
Dean has been a nuisance, constantly distracting Sam from the spell he is trying to learn that will give them the upper hand against a mara spirit that nearly killed Sam in his sleep on the last hunt. Sam hasn’t called him a brat, but if it were in Sam’s vocabulary, it would fit Dean to a T today.
Series
- Part 6 of Kinktober 2025
- Part 3 of Sam and Dean’s Kink Exploration
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Summary
On March 4, 1997, a hunt doesn’t go the way it should, and Sam Winchester pays the price.
It’s been eight years, three months, and seven days since Sam was stolen away from his family by a demon. After years of torment as Lucifer’s prisoner, with the help of an angel of the Lord, he’s finally free. With his son, Jack, in tow, he reunites with his brother and father. But adjusting to this new life is anything but simple.
In which Sam suffers, John hates his grandson, Dean gets to be an uncle, and Jack tries to be a normal kid.
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The Alpha, The Vampire and the Perfect Animal by Katnissonfire1
Fandoms: Supernatural (TV 2005)
30 Sep 2025
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After Dean and company rescue Sam from Crowley's clutches, Crowley is pissed. With Rowena still on the loose, and his only sure-fire weapon to take her out stolen from his grasp, Crowley is determined to take Sam back and use him to end her once and for all. But with Dean Winchester officially back from Purgatory and resuming his role of protecting Sam, Crowley knows no demon is going to get near Sam Winchester now. Instead Crowley enlists a fellow monster who has already had his eyes on the Winchesters to get the youngest Winchester back. But Crowley isn't the only one with an agenda, and rumors of his interest in Sam have spread. Specifically in the power laying dormant in the young man's blood. And the desire to control blood that special, that potent, is spreading, leading the young hunter to be put in an unwanted spotlight, and leaving it up to his big brother and their ragtag collection of friends to try and keep him safe when the scent of blood in the water has the sharks, or rather monsters, circling. With a new, but equally dangerous enemy in play, the boys lean on a new friend for his experience in the arena they suddenly find themselves playing in.
Series
- Part 2 of Blood Bound
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A week later, Sam woke up feeling like he’d been run over by a train. His body ached, his head was pounding, and his nose was stuffy. He pushed himself up on one elbow and coughed into the other one.
“Jeez, Sam. Need a drink?” Dean asked from where he was sitting on his own bed. He frowned when he looked over at Sam. “You okay?”
Sam nodded, rubbing at his eyes. “Think I’m sick.”
Series
- Part 30 of Sicktember 2025
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They’d been driving for an hour when Dean spoke up. “You haven’t touched your bagel or your coffee. What’s up?” His Sammy-senses were tingling, and he knew something was wrong with his brother. He just wasn’t sure what exactly it was.
Sam took a deep breath. “I dunno. Feel kinda weird.”
“Weird how? Bad weird?” Dean glanced over at his brother, glad they were on an empty stretch of highway.
“Like maybe I’m coming down with something?” Sam shrugged. “It’s probably nothing.”
Series
- Part 29 of Sicktember 2025
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Djinn takes Dean, but his dream is a bit different from what they show us.
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For once, Dean tries to prepare a proper birthday surprise for Cas. That's before a phone call disrupts his plan.
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John yells at Dean, and Sam just can’t take it anymore.
(The story has a pretty long beginning, so the central scene of the fanfiction doesn’t show up right away… please be patient.)
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Cas has been captured by a new kind of djinn created by Michael - one that uses nightmares to keep its victims under.
Dean tries his best to save Cas. The angel is badly hurt, though. -
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Dean Winchester was the pride and joy of the Isle of Lawrence, firstborn son of Chief John the Relentless. At nineteen years old, he’d killed more dragons than half of the adults on his island. Everyone knew he’d be the next chief of Lawrence and that he’d run it with the same cut-throat, kill-all-dragons-on-sight mentality as his father.
Castiel was the youngest child of the Long Lost King of dragons. Who had recently left the safety of the dragons nest wanting to go out and see the world.
When the two meet one day in the woods sparks fly, but will the sparks light a fire to keep them warm during hard times or will they burn both their lives to the ground leaving a smoldering wreck.
Series
- Part 1 of Freckles and Scales
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As the night falls for the last time, Dean is there—beside his brother, unwilling to let go.
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It starts with Castiel losing his wings, and going through a whole journey until he finds something.
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After Jessica’s funeral, Dean is eager to get on the road as soon as possible so he and Sam can search for their father. But what he really wants is to take Sam away from Palo Alto and all the bad memories. Sam says he needs to do something before they leave. Dean agrees, but something about the request doesn’t sound quite right. He decides to follow Sam and find out what his brother is up to.
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Destinee is Sam and Dean's younger sister. She is 20 years old. She knows about what her brothers do. She has a girlfriend, but she has to leave her to go hunting with her brothers. She meets Crowley, the King of Hell and she doesn't understand her feelings for him. Will she work her way into his heart, or will he break her heart?
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What breaks us and what stitches us back together by Vayvarca
Fandoms: Supernatural (TV 2005)
21 Aug 2025
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This is a story of what never was and what never could be but what happened somewhere, somehow, nevertheless. It’s a story about a father and his two sons. A father punished for his sins.
Or:
John Winchester kills Sam in a fit of rage. When Dean comes home, he doesn't believe Sam is really dead - and if Sam can't walk and eat and close his eyes on his own anymore, then Dean'll do it for him. -
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Sam Winchester is owned by the devil and, even after escaping the cage, he still finds himself on his knees, at the mercy of Lucifer.
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Dean's "Meat Man!" phase triggers an intense hallucination and nightmare for Sam which finally leads him to opening up about what happened to him in the cage.
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Dean didn’t know Castiel had a house. Not until Cas was dead anyway. And in his grief stricken wondering, he finds it.
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I Look Into The Mirror And See You For What You Truly Are by B_K_Ann
Fandoms: Supernatural (TV 2005)
19 Aug 2025
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Cas wasn't able to heal Sam's hallucinations at the mental institution and, in a last ditch effort to do something for Sam, Dean breaks him out and brings him back to the bunker. But there just isn't a cure for the sleep deprivation because more so than his mind, Sam's own soul is what's eating him away from the inside. That's just what happens when you throw a soul into Lucifer's dog bowl.
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It's been 15 days since Sam had last slept and Dean finally gave up on researching for an answer and decided to stay with his baby brother in the end.
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“If you’re talking about the time you ate all those souls…you had to be stopped, Cas.”
“I agree,” Castiel shrugged, “But would you have tried to kill me if I was human and had caused such chaos?”
A muscle in Dean’s jaw rippled, “We don’t deal with humans, that’s what the cops are for!”
“Dean…” Sam admonished softly, looking stricken.
Dean blinked, stunned by his own words. “I mean…I didn’t mean –“
Castiel swallowed, closing his eyes against a lance of pain in his chest that had nothing to do with the binding or the sigil. “Yes, you did. And its true, in any case.” Castiel gave him an out, but the words stung. He wasn’t human. Which meant he was – in a hunter’s mind – a creature.
An animal.
Something inside him felt like it was icing over...
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Castiel is a seraph and a soldier. He doesn’t know how to be anything else. But knowing Sam and Dean Winchester has changed him in ways no angel has been changed before.
Not a human, not an angel. All he knows is what he’s not. When an ancient spell threatens to strip him of the free will he worked so hard for, Castiel has to re-learn what it means to be an angel, not just a Warrior of God.
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Summary
Dean hated leaving Sam alone, especially after Cas broke down his wall and left Sam to suffer with centuries of trauma from being trapped in Lucifer's cage. But still, they were low on supplies and needed to do a grocery run. Sam was in no condition to go outside and, honestly, how much can really happen in 28 minutes?
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Sam finally opens up to Dean about some of what happened to him in the cage.