1 - 20 of 6,836 Works in Dean Winchester/Reader
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Dean’s clumsiness should come with a warning label because now, he and Sam are both paying the price for his little accident. Lucky for them, the cure is hands-on, but there’s a zero-percent chance that you’re getting out of this without breaking a sweat.
Prompt: Sex Pollen
Series
- Part 10 of Avery's Kinktober 2025
- Part 10 of Three Hearts, One Flame
- Language:
- English
- Words:
- 2,872
- Chapters:
- 1/1
- Kudos:
- 2
- Hits:
- 35
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A fair contest? And it involves pie? This was yours and Deans time to shine.
- Language:
- English
- Words:
- 1,295
- Chapters:
- 1/1
- Hits:
- 5
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Not So Extinct Hybrid by Anonymous
Fandoms: Supernatural (TV 2005), Harry Potter - J. K. Rowling
17 Oct 2025
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When Sam, Dean, Cas, and you are working a case, and no one can decipher the ancient text needed to solve the case, you save the day.
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Dean and *reader* dance to his favorite song and have an audience.
AKA: Sam's a nosy lil bitch and he can't resist interrupting their moment to tease them
- Language:
- English
- Words:
- 384
- Chapters:
- 1/1
- Kudos:
- 4
- Hits:
- 37
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There's something wrong with you that's not wrong with other people. You're a hunter, and a damn good one, but you might be a monster.
There might be something in you that needs to be put down. Something broken that can't be fixed.
It's why you've had one rule your whole life. The only thing your father has ever made clear is that, no matter what, you need to stay away from John Winchester. He can't even know you exist, or he'll kill you and never blink.
And when your paths cross a hunt, you should've run, but you didn't. You couldn't. Because you looked at Dean Winchester, and something changed inside of you. Something called you to him, and you can't figure out what it was, but you know it's strong. And you know that, whatever Dean's doing to you, you don't really care to fight it. Things are broken in you, just as much is broken in him, and you fit perfectly together in a way you'll never be able to describe.
But it's more complicated than that, though. The world pulls you and Dean apart again and again.
And you find your way back, again and again.
Chapter 41 - 10/16
Series
- Part 1 of Babylon The Great
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The FanFiction Writers of the Supernatural Fandom are hosting a Kinktober and Fictober challenge this year. This is my attempt at writing as many pieces as possible. There will be a mixture of different ships, reader inserts, OCs, etc. Additional Tags and Warnings will be added with each chapter.
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Basically, a one-shot book based on your favorite Supernatural character.
- Language:
- English
- Words:
- 9,641
- Chapters:
- 4/?
- Hits:
- 313
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Dean’s your mentor, and he’s tiring of your back talk.
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you finally convince dean to go to a spooky attraction with you, but he has no idea what he's signed up for.
Series
- Part 4 of Dean Winchester, I'll Always Love You
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“and again, I know it’s kinda weird and you can obviously say no and that’s totally fine, but I thought I’d ask anyway, and…” Dean trailed off.
You didn’t quite know what to say, and he sucked a lip into his mouth, anxiously waiting for your response.
“I mean… Why?” you asked.
“I… just think it’d be hot if you used me like that.”AKA Dean has a weird request, and you agree to indulge him.
Kinktober Day 16: Consensual Non-Con
A note: I'm not trying to shame consensual non-con kinks or (legal age, consensual) sex work. This is just me working through some of my feelings about my past SA and how it currently affects my sex life. So anyway, be warned that there are a lot of complicated feelings happening here.
Series
- Part 7 of Kinktober 2025 (Supernatural)
- Part 5 of processing my sexual trauma via self-insert
- Language:
- English
- Words:
- 2,659
- Chapters:
- 1/1
- Kudos:
- 2
- Hits:
- 61
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Dean's last saloon dalliance by VoodooChildStories for sorryitsmyfirstdayonearth
Fandoms: Supernatural (TV 2005)
15 Oct 2025
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Dean Winchester, honest outlaw, has recently come into some money. And he knows just who to spend it on.
Prequel to Blackbird, but can be read as a stand-alone.
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To Ravenna, her little sister deserves only the best when it comes to marriage: a man who will adore her and wants her for his wife not because of her money, but because he loves her deeply. It’s why she brought Rosetta to their mother’s land, so she could have the same luck their parents had when they fell in love.
Rosetta and Mr Samuel Winchester hit off so quickly and so easily, it must simply mean to be.
If only his older brother and her older sister didn’t hate one another so much. -
Little-Diable’s Kinktober 2025 by littlediable
Fandoms: Supernatural (TV 2005), Peaky Blinders (TV), The Lord of the Rings: The Rings of Power (TV 2022), Criminal Minds (US TV), Twilight Series - Stephenie Meyer, Star Wars Sequel Trilogy, The Walking Dead (TV), The Boys (TV 2019)
15 Oct 2025
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1st of October Dean Winchester - Sex Tape recording
5th of October Tommy Shelby - Aphrodisiac
8th of October Halbrand - Outdoor (River)
12th of October Spencer Reid - Overstimulation
15th of October Jasper Hale - Lasso play
19th of October Kylo Ren - collab with @earlgreydream
22nd of October Negan - Walkie Talkie sex
26th of October Charlie Swan - Handcuffs
31st of October Soldier Boy & Billy Butcher-Threesome -
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Summary
You and Dean had an argument. It’s nothing new with that blockhead. But the makeup sex afterwards is worth it.
Prompt: Make-Up Sex
Series
- Part 9 of Avery's Kinktober 2025
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You can say we are nothing, but you know the truth by MangaBitch
Fandoms: Supernatural (TV 2005)
15 Oct 2025
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Dina had been repressing and running from her sexuality for years, internalised Biphobia and the steel fists of her father John. Lying to herself of how she felt about women. But she couldn't pretend that she wasn't drawn to you. And Sam could sense it too.
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Burnin' For You (Home On The Highway) by enchantedeclipse
Fandoms: Supernatural (TV 2005)
14 Oct 2025
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There wasn't really anything interesting about your daily life. You woke up, went to work at what was probably the only active diner in town, then went home. Since you'd left school and moved out and far away, that was your routine. Except on one of those days, two tall guys walk in asking all sorts of questions about the local "bear" attacks...
(Yes that is a Blue Öyster Cult reference as the title I couldn't help myself)
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Sam and you just want to kiss. Again and again and again. Will Dean be able to keep up?
Series
- Part 8 of Sorry's Smutober Spectacular 2025
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“What'd you say if I asked to watch you fuck yourself?” Dean murmured into your ear.
You felt goosebumps rise on your arms and leaned even closer to him, hands drifting beneath his shirt.
“I’d say yes,” you breathed.
“Well in that case—can I watch you fuck yourself, baby?”AKA Dean discovers you have a dildo, and he wants to see you use it.
Kinktober Day 13: Dildos
Series
- Part 6 of Kinktober 2025 (Supernatural)
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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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Imagines to feed into your delusions.