1 - 20 of 2,500 Works in Sub Dean Winchester
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Dean gets baby's first BDSM kit and asks Cas to use the contents on him.
They both have a VERY good time.
- This can be read by itself
Series
- Part 9 of Weird Together
- Part 5 of PeachyHalloween's Kinktober 2025
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A Public Solution to a Private Humiliation (Day 12, Prompt 6) by the-gaudiest-of-vpns (3emo5you)
Fandoms: Supernatural (TV 2005)
12 Oct 2025
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They're both getting pent up waiting for Jack and Sam to give them some alone time, so Cas takes things into his own hands.
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- Language:
- English
- Words:
- 5,751
- Chapters:
- 1/1
- Kudos:
- 5
- Hits:
- 197
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Castiel is accustomed to working with mistreated submissives. At 28, he's one of the leading experts in his field, having pioneered the usage of a much softer style of domination as a treatment for Submissive Rejection Syndrome. His insistence on handling issues of "defiance" with gentleness and patience has ruffled some feathers in the world of submissive psychology, but there’s no arguing with his success rate.
When he gets the call about Dean, though, Cas almost can't believe what he's hearing. Suffering from the exceedingly rare Complete Submissive Rejection Syndrome, Dean has never once in his life gone into subspace, and has become so feral and violent in an effort to keep dominants away from him that he’s in danger of being put down.
The man is a challenge like nothing Cas has ever faced before, and he doesn’t know if mere kindness will be enough to pull him back from the brink. Chasing Dean’s trust, Cas struggles to find a way to tear down the submissive’s walls and show him he’s safe enough to let himself go.
But true trust is a two way street, and Cas has walls of his own. When Dean starts to knock on them, will Cas be brave enough to answer?
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Kinktober 2025:
Chapter 1. Dean and Cas get dirty in the garden
(orgasm control [first time writing that!], finger sucking, outdoor sex)Chapter 2: oral sex, come licking, hand cuffs, kneeling, possessiveness, rimming, anal fingering and fisting, coming untouched
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Possessive to a Thew (Day 11, Prompt 14) by the-gaudiest-of-vpns (3emo5you)
Fandoms: Supernatural (TV 2005)
12 Oct 2025
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Someone gets a bit too handsy with what is Castiel's
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Dean decides to surprise Castiel for their anniversary by wearing something the angel has been asking about for a while now.
Series
- Part 8 of Kinktober 2025
- Part 7 of Kinktober 2025 same canon
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A Smack in a New Direction (Day 10, Prompt 25) by the-gaudiest-of-vpns (3emo5you)
Fandoms: Supernatural (TV 2005)
11 Oct 2025
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They finally acknowledge the kinkiness of their sex life, and almost immediately have kinky sex about it.
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After Gadreel, Dean hopes Sam will slap him around and forgive him. But Gadreel is symptom of a deeper issue, and Sam wants more. Dean might still not be learning what he should
Series
- Part 10 of kinktober 2025
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Dean is being used by his Daddy in his office. He doesn't like the idea of having sex in front of daddy's board members, but it does not faze Castiel.
Series
- Part 1 of Kars' Kinktober 2025
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“I thought you liked being a good boy, Dean.”
“I do,” he said, his voice cracking.
You repeated the movement of your hips, and he let out a choked moan.
“Then why are you being bad?”AKA You catch Dean breaking the rules and punish him.
Kinktober Day 9: Punishment
Series
- Part 5 of Kinktober 2025 (Supernatural)
- Language:
- English
- Words:
- 2,278
- Chapters:
- 1/1
- Kudos:
- 21
- Hits:
- 337
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Summary
Cas likes tying knots. Cas likes Dean.
There's not much more to this than that.kinktober day 9 - shibari
Series
- Part 9 of gard3nsofbabylon's kinktober 2025
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Sam parks the Impala by a public park. "Open your fly, Dean."
Series
- Part 4 of Sam and Dean’s Kink Exploration
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Kinktober Day 9. Shibari
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Complaining and Pillow Biting (Day 9, Prompt 22) by the-gaudiest-of-vpns (3emo5you)
Fandoms: Supernatural (TV 2005)
08 Oct 2025
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Sam is just in the next room over, so they have to be very quiet. Something Dean is very good at (not).
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Eager for Your Commands (Day 8, Prompt 18) by the-gaudiest-of-vpns (3emo5you)
Fandoms: Supernatural (TV 2005)
08 Oct 2025
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Summary
Dean is a really BIG fan.
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Castiel has been in chastity while Sam and Dean drove cross-country to deliver a car for Bobby. Gabriel decides to tease his brother about the matter.
Series
- Part 4 of All Of Me Verse
- Part 17 of SPN Kinktober 2025
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It's Dean's first day of college. He's taking the basics and doesn't want to draw attention to himself, just wants to get his education and degree and open his own shop. His Biology professor is gorgeous and a Freudian Slip at the end of class utterly mortifies him.
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John drops off his promiscuous (yet somehow blushingly innocent) omega son off at Castiel's convent for a lesson in chastity.
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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
Dean flirts with another person, and Sam decides to teach his brother a lesson.
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