1 - 20 of 48 Works in Parentified Dean Winchester
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Hold Me Without Hurting Me (You'll Be The First Who Ever Did) by RomeOvid
Fandoms: Supernatural (TV 2005)
21 Sep 2025
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Jack turns himself into a toddler the moment he feels safe enough to be small again.
Cas blames Dean.
Dean blames himself.
What begins as penance becomes something deeper: a quiet domesticity, a second chance at raising a child without the shadow of John Winchester. But softness is dangerous when you’ve been taught to flinch from it.
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What if I'm far from home? Oh, brother, I will hear you call. by MoNsTeRsAmOnGMeN
Fandoms: Supernatural (TV 2005)
08 Sep 2025
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Then he was somewhere else.
The room was dim, orange light flickering against floral wallpaper. The air smelled of old smoke and spilled beer.
Sam staggered, bracing himself against the wall. His boots made no sound on the carpet. He looked around, trying to orient himself—and froze.
There was a crib in the corner.
He knew that crib.A misery spell sends Sam and Cas back in time to follow Dean, to walk his childhood with him
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Whiskey and gunpowder by Bipolar_apostate for finchandsparrow
Fandoms: Supernatural (TV 2005)
05 Sep 2025
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"So, I mean, yeah, I didn't know about the shtriga, or the poltergeist in DC or the shifter in New Orleans, but I was still there, you know? I just didn't know they were monsters, that's all."
Dean has never really considered what their childhood must have looked like from Sam's perspective, back when they were still keeping the truth from him. He might have been better off not knowing.
(Written for the prompt: "an old memory, recontextualized")
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Sam hasn’t been the same since his soul has left the cage. He’s exhausted, hallucinating, and in dire need of some peace and quiet.
Lucifer may have a bargain for him tonight.
Sam may be desperate enough to take him up on it.
Whumptember 2025 Day 4: “Keep your eyes open” | car ride to the hospital
Series
- Part 4 of Jasper’s SPN Whumptember 2025
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September 30th, 1992.
Dad’s been gone for three weeks, and Dean can’t shake this feeling that something bad is about to happen.
All Dean knows is he’s supposed to protect Sammy.
Whumptember 2025 Day 1: “I was just trying to help” | hurt/no comfort
Series
- Part 1 of Jasper’s SPN Whumptember 2025
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“How … How the hell’d you know that’d work?”
Dean shrugged. “Worked on you.”
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After being on the road with Dean for a few weeks, Sam notices that he hasn't been nesting. It worries him.
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Something was in the air that night, floating around like an old song. The clocks had moved back, but no one bothered to adjust the minute to the hour. Every time Dean looked down at his watch, he’d remember it was ahead, and celebrate the extra hour he’d been given. Whether it was to watch an old show on tv, or run down to the store before closing to grab a pack of beers, in his mind he’d been granted time to do something more.
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The call back of childhood excitement when the clocks shift (then the trauma that gets dumped into the mix). Reflection to the past, enjoying the present. Idk man, summaries are hard. -
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But Sam?
How could he be mad at Sam?
It’s his job to take care of Sam, even if he’s resented and hated the entire time, it’s still his job.
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2003 John Winchester is summoned to 2019 to find his sons are grown and his wife is alive again.
Rewrite of S14E13 Lebanon, but this time Cas and Jack are there and John leaves something important behind.
He stands, and she comes down the steps, and then he’s holding her. Kissing her. For the first time in twenty years he is kissing his wife. Every night he passed out thinking of her, even when her face stopped coming to him clearly. He barely notices when Sam and Dean stand up and leave.
Mary breathes, “You’re real.”
“You’re real,” he says.
She punches him in the face and he goes down hard. -
Please Be Rude by Ashpishposh0990, peachesandcream (peachesand_cream)
Fandoms: Supernatural (TV 2005)
13 Jun 2025
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When Sam leaves for college, Morrigan is only ten years old. Now, she's fourteen and knocking on what Dean said was his front door, trying to recruit him to help her and Dean find their dad, John Winchester. She felt guilty for disrupting Sam's new life, but Dean told her that they needed him, and she always listens to Dean. Sam agrees, but only for a few days, until he has to go back to college and do an interview. But, then Jess, Sam's girlfriend dies, and he decides to come with them indefinitely. Morrigan is unsure how hunting with both Sam and Dean will be, but she supposes she'll figure it out.
Series
- Part 1 of peachesandcream's supernatural ocs <3
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A fan fiction about the Young Winchester boys . Sam and Dean are just 11 and 5 years old . Their mom is dead and their dad is obsessed with finding the thing that killed her , even if that's leaving him with a short temper and a drinking problem. The story starts with the boys alone in the hotel scared of a thunderstorm.
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Sam leaves a jar of peanut butter out on the counter.
Series
- Part 10 of Stories From My Tumblr Posts
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Sammy threw up.
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“Man, look—you make fun of me for doing girly things like—like eating vegetables, or whatever, right?" Sam says. "And I’m still a guy. I feel like a guy."
“I don’t even know what that means, dude,” Dean replies, taking a pull from his beer. “I’m just a dude because… ‘cause I am.”
“Yeah, but also ‘cause you feel like it.” Sam insists. Then he frowns at him, studying his face. “You... You don’t… feel like a guy all the time?”
Or, Dean and Gender: a Chronology.
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You'll never change what's been and gone by Cheerios_me_lovely
Fandoms: Supernatural (TV 2005)
17 Mar 2025
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When a young Sam and Dean Winchester appear in the bunker, the brothers are left with no choice but to take care of them.
In the process Sam learns a lot about his brother’s childhood, and makes it his mission to give young Dean a second chance to grow up without the burden of being a parent to him.
Dean is absolutely smitten by baby Sammy, and takes immediately to spoiling the kid rotten, but behaves coldly towards his younger self which leads to some much needed discussion.
Cas is confused why both kids follow him around like lost puppies, but Dean finds the sight adorable and ends up questioning his feelings towards the angel upon seeing him behave so paternally to the two boys
Series
- Part 1 of Second chance ‘verse
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Listening to the choir, so heartfelt, all singing God loves you (but not enough to save you) by DeanWinchesterIsBabyGirlCoded
Fandoms: Supernatural (TV 2005)
10 Mar 2025
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Dean doesn't quite know how he got here, but his legs feel stuck to the floor and as he shifts uncomfortably in the church pew he does everything he can not to puke.
Or, Dean finds himself in a church and has a talk with a priest.
Basically he's self hating and queer. Set in season 4ish? When he just met Cas.
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Dean's internal monologue during the fireworks scene in s5e16, with Sam. Dean thinks it's a dream, or a nightmare, until Cas sets him straight. So I decided to explore what that means for Dean specifically, to believe he's dreaming about that memory, and to find out that he isn't really dreaming it at all.
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It’s 1974, and Rock ‘N’ Roll is constantly evolving, but for Bobby Singer’s record label, every new act is starting to sound the same.
Castiel Novak, a seasoned journalist for the wildly successful Singer Labels, is well-versed in the world of sex, drugs, and rock ‘n’ roll. But when Bobby drags him along to find something new, they stumble into a lively neighbourhood bar and discover Dean Winchester and his band—a soulful, thunderous sound that’s destined to shake the music industry.
Assigned to follow the band while on their first U.S. tour, Castiel is thrown into life on the road with a young rock star who upends his world. As he follows their chaotic rise, he finds himself navigating fame, heartbreak, temptation, loss, and self-discovery. Amidst the exhilaration and the fallout, Castiel discovers a new kind of family—and a love he never expected.
Series
- Part 1 of Wayward Son
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Dean Winchester should have nothing to prove. He's the brightest star at COVEN Modelling, and that's after flaming out on his previous catwalk career. He's the comeback kid. Or so he’d like to think, until the spectre of what derailed his first career and poisoned the closest friendship of his life comes back to haunt him...
Castiel Novak has nothing to lose. He finally cut ties with his family's fashion empire and burned it down on the way out. COVEN is his last chance. That, and Dean works there. The man has been a rival longer than he was a friend, but if Cas really wants a fresh start, he'll have to clear the air…