1 - 20 of 262 Works in Crying Sam Winchester
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After saving a woman’s life, Sam becomes the object of affection by the serial killer Lucifer.
This story is dark, like really dark. Please be aware of the tags.
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"More than Lust" Sam Winchester/Female! Reader by MihaImpala67
Fandoms: Supernatural (TV 2005)
03 Jan 2026
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After a hunt, you and Sam go out to a diner. However, on the way back to the hotel things don't seem as platonic as the other thought.
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I exist, I exist, I exist by SoulmateBrigade for hitokiri
Fandoms: Supernatural (TV 2005)
31 Dec 2025
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Sam recovers from his time in the cage with Dean's help. CONTENT WARNING: mentions of past sexual trauma.
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The Huntress of Hearts, Season 1: Family by fanfic_samich_01
Fandoms: Supernatural (TV 2005)
15 Dec 2025
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VERONICA HEART
High-functioning autistic psychology major Veronica is thrown into a world of nightmares after saving Jessica from a demonic attack. She finds herself in an unexpected reverse harem, becoming an unlikely ally to the Winchester brothers and Jessica while navigating a new world and untangling a rapidly growing web of dark family secrets.JESSICA MOORE
Fueled by rage, Jessica insists on becoming a Huntress to track down and destroy the demon that attacked her, all while struggling with her own feelings for Veronica.SAM WINCHESTER
Sam's hope for a normal life is shattered when new psychic abilities emerge and his girlfriend is saved by Veronica, a woman who she has a complicated history with. He can no longer ignore his destined path.DEAN WINCHESTER
Dean continues his relentless search for their missing father. He watches with mounting fear as Sam's powers intensify, while also struggling to decipher how Veronica connects to his father after she's mentioned in his last journal entry.Connected by one demon, the four must race against time to solve a mystery while searching for a man who doesn't want to be found.
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“You crying, Sammy? Was it that bad?”
“No, Dean. It’s just… you’re really here.”❤️ Post-canon Heaven reunion fan art.
Originally created for the Wincest 20th Anniversary Zine (2025).
Series
- Part 8 of The Wincest Artbook
- Part 2 of Reunion
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All sam wants after a tough week of hunting is his favorite salad. But the diner is out of lettuce. Angst ensues.
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Dean has NO idea what to do when the wall breaks in Sam's mind and Sam's first move--once he's conscious again--is to try and 'service' him. So he sends Sam away on the spot, and Castiel brings Sam to Hayden’s apartment (original character).
Hayden and Sam have been best friends since high school. And even though she had no idea Sam was in Hell, or soulless, she readily takes up the challenge of helping him recover. But...it won't be easy. Or fast. 120 years of training and constant visions of Hell in Hayden's apartment keep Sam convinced he's in danger. It will take all of her attention to help him recover...and more magic than she knew she had.
(Formerly 'Look Closely')
*Of note: This story simplifies the cannon. It pretends the entire storyline of God Castiel didn't happen, Castiel brought his body back, put the barrier up to keep him from remembering, then when he realized there was no soul, Death got it and put it back at Dean's request, which shatters the wall. (Also that ONLY Sam and Lucifer were in the cage.)*
Series
- Part 5 of The Hayden AU
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He shot straight up in bed, eyes wide as he gasped for air. Dean was next to him, hands extended and eyebrows furrowed in concern. “Hey,” he said. “Hey, you’re alright.”
But he wasn’t alright. Sam couldn’t breathe, his chest was tight, his lungs couldn’t expand, his throat was raw - that didn’t seem very alright.
Dean reached for him again, but Sam flinched so hard Dean stopped in his tracks.
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Or, Sam has a nightmare in the bunker, and Dean helps him through it, just like he always has.
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Dean takes it upon himself to get Sam away from demon blood once and for all, even with his unorthodox ways.
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A series of one-shots with my favorite Ghostbusters, Sam and Dean Winchester, following Sam Whump.
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421背景，这个剧情发展真的超级适合angry sex……强制、虐虐的但是很爽的angry sex、做爱会哭的sammy，微微提及sam×ruby，不过仅仅是为了助兴
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Little fix it fic where the boys have some emotional first-time sex after AHBL.
Series
- Part 4 of Season 2 Horniness
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“You’re kinda nice, Dean,” he says, and Dean’s mouth falls open. Sam giggles and lifts a shaking hand to point at it. “Your teeth are showing.”
Dean huffs out a quiet laugh. “Oh, man, they got you on the good stuff,” he says. Sam responds with another giggle, and Dean shakes his head fondly.
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Or, Sam is injured on a hunt and ends up doped on pain meds in the hospital with his big brother at his side; an unwavering comfort.
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Dean wants to know why Sam’s been in such a bad mood lately, Sam wants to know why Dean’s escalating a one sided prank war and why it coincides with every time they fuck.
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Yeah, I Want It Harder (‘Cause This Love Shouldn’t Go To Waste) by soulstarix
Fandoms: Supernatural (TV 2005)
31 Aug 2025
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“Dean,” Sam moaned, the breathy wanton noise going straight to Dean’s cock. He rubbed his own hips down against the couch cushions beneath them, focusing on bringing his brother to orgasm more than himself.
Dean’s fingers massaged Sam’s clit for a bit longer until Sam was mewling and bucking his hips, the muscles in his thighs rapidly tensing and releasing.
”Deann,” Sam moaned, heat coiling in his stomach as the fingers between his folds grew more rough.
or,
dean eats sam out
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“I’m Begging For You To Take My Hand” by MoonchildFlannelAndFandoms
Fandoms: Supernatural (TV 2005)
15 Jun 2025
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Dean’s been hurt before. But not bad enough to land in a hospital with Sam nervously claiming to be his husband — again.
They’re legally married under fake names, running from more than just their pasts.
Sam says “husband” without blinking, but neither of them says what they really feel.
Callie the nurse just thinks they’re adorable.
Sam just wants Dean to wake up.
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As Sam pressed his hand against the wound pitifully, he realised two things:
1. The wound was too deep.
2. There wasn't enough time to do anything about it.
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When Sam is seriously injured, he knows he won't make it out. And god, he doesn't want to die alone.
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Father Sam is faced with a difficult dilemma: save his soul or yours.
Series
- Part 6 of Cursed Redemption
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Re-writing THAT scene from Playthings with a Wincest lense. Dubcon since Sam is vulnerable and drunk.
Series
- Part 1 of Season 2 Horniness
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So, I was thinking about the fight between John and Sam shown in SPN when Sam left for Stanford and wish there could’ve been a scene shown where Dean went after Sam and comforted him after the fight. So, I decided to create that scene in this fan fiction. Hope you enjoy!