1 - 20 of 710 Works in Dean Winchester Has Sex
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New town, new school for Sam. It's his fifth high school in three years but John promises it's going to be Sam' s last one. Dean and Sam settle into their new routine and enjoy being normal. A few months after school starts Sam meets Lexi. He could tell she was trouble the moment he laid eyes on her but it's the kind of trouble he's always wanted. Dean feels the same way about the new waitress at the diner.
Series
- Part 6 of The Ties That Bind
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Dean Winchester and Castiel Novak.
Two teams, two goals and only one winner.
But what if Dean gets hurt and is out of the game for a period of time?No one could possibly know how those two bond over one horrible game.
And also what feelings Castiel awakes in the supposedly straight Dean.- Language:
- English
- Words:
- 569
- Chapters:
- 1/5
- Kudos:
- 1
- Hits:
- 86
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Delinquent Dean Winchester tries to seduce the preacher’s son, Castiel Novak. He gets more than he bargained for.
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(like a heartbeat) drives you mad by periodically_puzzled
Fandoms: Supernatural (TV 2005)
13 Nov 2025
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"Seriously think I’m losing my mind from reliving the Jess thing all the time,” Sam mutters down at the map.
That’s probably the truth. His brain’s so oversaturated with problems now that it just snapped last night and invented a new one. Because you know what’s less traumatic than watching the love of your life get brutally, supernaturally murdered the same way your mother was twenty years ago? Literally anything.
If that means sex dreams about his brother, apparently it means sex dreams about his brother.
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Castiel spent decades living in shame about his omega status. Now divorced and nearly fifty, he’s finally living openly when one reckless night with a younger alpha, Dean, leaves him staring at a pregnancy test.
Castiel must confront the reality of what that night meant, and what comes next.
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Or: Old!Cas gets pregnant after a one night stand with Young!Dean. -
Tell me how to breathe in and feel no hurt by Lupins_grampa_sweater
Fandoms: Supernatural (TV 2005)
28 Oct 2025
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During a routine hunt, Dean starts up something with a nurse who helped Sam when he got badly injured. It starts out as just one of his usual flings, but within a few days Dean finds himself unusually connected to the girl.
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Nothing has been the same since Sam returned without his soul, and Dean is struggling to accept it while doing his best to find a way forward. However, when a spiked drink turns their normal post-hunt bar visit into a violent blurring of lines, Dean finds himself drugged and at Soulless Sam's non-existent mercy.
Written for the Wincest Big Bang 2025
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After plotting to get some alone time with your boyfriend, Dean Winchester, the need to be quick and discrete leaves you feeling more enthusiastic than normal. The thrill of getting caught is fun, but getting caught by Sam? That sends you and your body into overdrive.
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Dean just killed the entire Styne family, including a kid who, by all accounts, was still an innocent. When Castiel tries to stop the bloodlust Dean is showing, Dean decides that it is too much: he beats him up, plants Castiel's angel blade right by his face...
But maybe he is stopped, even for just a few minutes, pushed to claim what is meant to be his by the Mark of Cain. -
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Dean is brave and goes to experience his very first glory hole. But his unknown partner is far more familiar than he bargained for.
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Like a Dolphin's Belly [PodFic] by Podfics in the Impala (Drasna) for applegeuse
Fandoms: Supernatural (TV 2005)
20 Oct 2025
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PodFic version of Like a Dolphin's Belly by applegeuse
Dean wants to shave Sam's pussy, so she lets him.
Series
- Part 89 of Podfics in the Impala
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Dean's pretty darn observant. You helped him explore one of his sexual fantasies to an exquisite conclusion. In between figuring out this whole hunters to friends to lovers thing, well, he wants to make sure it's good for you, too.
Series
- Part 3 of Control Panel
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Dean Winchester was perfect in Lee's eyes. But he does have a certain fondness for one of his friend's special talents...
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'TRAGEDY IN ALLISON SQUARE DRIVE
In the early morning of June 11th, 2018, as the friendly neighborhood of Allison Square Drive readied themselves for a new day at the office, a scream split the silence outside.'
On Sunday June 17th, 2018, just a couple of weeks after Castiel returned from the Empty, Sam finds an article on one very odd death, that certainly looks like their kind of gig. The victim left a husband and a young child behind, and the brothers quickly understand that the monster they're hunting is looking for new couples.
Dean volunteers himself to go, but for their plan to work, he needs a partner in life.
In comes Castiel. -
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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Dean may have liked Rhonda Hurley, but Sam isn't the same. It turns out, they just need the right angle, and Sam can go much, much further.
Series
- Part 3 of swjp kinktober 2025
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Cas lost his grace and Dean is on a hunt to find the only enochian codex to restore his grace. Cas misses dean; and finally after nine days-long hunt, Dean finally comes home — but finds Cas asleep in his bed, wearing his shirt. Quiet admiration turns to tender touches, whispered confessions, and What starts as a soft, intimate reunion blooms into desperate, and ends with them wrapped in each other’s arms, finally home, finally together.
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count a couple of stray hopes out loud by NotEvenALittle
Fandoms: Supernatural (TV 2005)
10 Oct 2025
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After Cas absorbs all the souls in Purgatory and goes off to become God, Dean tells Sam that he's done with Cas.
He isn't.
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cas and deanna are very stressed because of the final exams and deanna has the perfect idea to relief some of it and make sure her girlfriend can relax from time to time
kinktober day 10: oral sex
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Somehow Cas managed to convince Dean into letting him drive the impala. It ends up with Dean fantasizing about Cas’s hands which leads to porn!
Kinktober Day 5 & Day 10 - finger sucking, oral sex
Series
- Part 3 of Kinktober 2025