1 - 20 of 2,009 Works in Dean Winchester is Bad at Feelings
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Castiel novak cant keep a roomate for longer than a week, maybe due to his unusual waking hours or the fact that he's a regular stoner. Dean winchester, a high school drop out, finally caved and agreed to go to college so he could take over his uncles buissness. The only way he would accept is if he could take the cheapest route possible. Which meant a dorm a mile away from campus and, a roommate.
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Day seven of kinktober, prompt is chastity.
After Cas flirted with a bunch of women for a case, Dean found himself feeling quite jealous towards his boyfriend, deciding to teach him a lesson using a chastity device instead of facing his insecurities, because talking is not manly.
- Language:
- English
- Words:
- 4,900
- Chapters:
- 1/1
- Kudos:
- 2
- Hits:
- 54
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''I never loved you. - Dean's voice was laced with deep surprise. - ''Never, Cas, I…''
''Dean. It's not about whether you did it. I loved you.'' - He paused as he felt an unwanted warmth spread across his face. - ''I still do.''
''Against your will.''
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Slip the Noose of Prophecy (The Winchester Oracle: Book 4) by SteelRigged
Fandoms: Supernatural (TV 2005)
06 Oct 2025
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Devil walks the earth and the apocalypse has started. Both heaven and hell have been messing with the Winchester’s heads, and Sam and Dean don't know if they can trust this woman claiming to be the Winchester Oracle.
Worse, it's not clear if knowing the future can actually help them escape their fates. Is Prophecy a noose that can be slipped? Or will Sam and Dean be caught in the cruel trap of destiny?
This is a friends to lovers story with lots of twists and turns set in a universe nearly exactly like the one we know. Season 5, Baby!
(This is a supernatural rewrite with added girl and romance. I don’t know why I started this anymore, but I am committed. This is a Sam forward slow burn, spicy m/f romance, though all characters get love. Dean is also now in a slow burn with Castiel. This story follows the cannon plot of SPN. This is absolutely an indulgent Mary Sue work. But don't we all need to be a Mary Sue occasionally? Come and hang out.)
Series
- Part 4 of The Winchester Oracle
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Friends with benefits means no claim. Dean can do what he wants, and so can you. But you don't.
And when you start to, it makes Dean have a realization.
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- Part 31 of Dean Winchester I Will Love You
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What if Season 15 Episode 20 wasn't the end of everything? What if we were given just one more season? What would happen....
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Destiel is like seahorse
- Language:
- English
- Words:
- 2,101
- Chapters:
- 1/1
- Kudos:
- 5
- Hits:
- 76
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Max just needed out.
Dean just needed a reason to run.
A car. A road trip. Two people pretending not to fall apart.He’s trying not to ruin it.
She’s trying not to beg.Slow burn Dean x OC, with grief, guilt, filth, and everything Dean is not allowed to want.
If you want Dean Winchester wrecked and reverent, you're in the right place ;) -
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Dean is in Heaven, but the promised peace has a bitter edge.
Castiel lies in the Empty, yet something inside him still stirs.
There’s a pain Dean can’t name, a love left unfinished, and a new threat creeping through the folds of eternity.
Old friends return, new bonds are forged, and the past — especially the parts that still burn — comes back demanding to be heard.A story about redemption, memory, courage… and choices that change everything.
P.s.
Before diving into this long-fic, I recommend checking out my standalone story titled “Happy Birthday, Cas!”, also published here on AO3.
It’s not required to follow the plot, but it adds a touch of sweetness and emotional context — especially if you enjoy Dean awkwardly trying to make his favorite angel happy.
💚💙 -
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Dean’s Sunday isn’t a day off—it’s a nesting day. Suppressants, concealment spells, and a lifetime of pretending can’t drown out an omega’s instinct… especially when the only alpha he wants wears a beige trench and a crooked smile...
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At twenty two, Dean Winchester is supposed to be focused on finishing nursing school, taking care of his younger brother and finding a mate. He's not supposed to be diagnosed with a hereditary cancer condition that will change his life forever.
Now, he's trying to manage the hectic schedule of his accelerated program and the constant threat hanging over his head of surgery, revision and more surgery. -
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接着11季完结后剧歇时的fic。Dean活着，Sam活着，Cas被驱逐咒弹飞了，他们要去把他找回来，一切终于都变好了。Dean站在世界之颠。
在他的脑后有个声音轻轻地说道“从来就没这么简单。”但Dean无视它。 -
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Sometimes sharing a bed is just a practical solution… until feelings get involved!
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・﹒ෆ﹒ 𝘿𝙚𝙖𝙣 𝙒𝙞𝙣𝙘𝙝𝙚𝙨𝙩𝙚𝙧 𝙞𝙨 𝙢𝙤𝙪𝙧𝙣𝙞𝙣𝙜 𝙩𝙝𝙚 𝙡𝙤𝙨𝙨 𝙤𝙛 𝙪𝙨𝙚𝙧 𝙖𝙛𝙩𝙚𝙧 𝙛𝙖𝙞𝙡𝙞𝙣𝙜 𝙩𝙤 𝙨𝙖𝙫𝙚 𝙩𝙝𝙚𝙢 𝙤𝙣 𝙖 𝙝𝙪𝙣𝙩. 𝙃𝙚 𝙨𝙚𝙚𝙨 𝙩𝙝𝙚𝙢 𝙞𝙣 𝙖 𝙙𝙧𝙚𝙖𝙢.﹒ෆ﹒ ・
・﹒ෆ﹒ 𝙄𝙣𝙨𝙥𝙞𝙧𝙚𝙙 𝙗𝙮 𝙄𝙧𝙞𝙨 𝙗𝙮 𝙩𝙝𝙚 𝙂𝙤𝙤 𝙂𝙤𝙤 𝘿𝙤𝙡𝙡𝙨.ෆ﹒ ・
- Language:
- English
- Words:
- 1,529
- Chapters:
- 1/1
- Kudos:
- 3
- Hits:
- 53
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Sam had known he was different growing up and it wasn’t just hunting or the way he never seemed to fit in with his family.
OR
Sam Winchester is gay and scared to tell his brother.
Whumptober day 3, alternative prompt used: concussion
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E se o presente de Amara para Dean por tê-la ajudado a fazer as pases com seu irmão não fosse ter Mary de volta, mas sim voltar desde o início?
E se Amara mandasse Dean e Castiel de volta para 2004? Um ano antes de tudo começar... Um ano a mais para se preparar para o que está por vir.
Uma chance de fazer tudo de novo, uma chance de consertar tantas mortes.
Mas... por que ela mandou Cas junto de Dean?
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I'm sorry- Lucifer is free and flapping in the wind and the Big Bad of season 12 is the freaking human Ministry of Magic?
Lucifer is hell bent on getting God's attention, positive or negative. Step 1: Get a "yes" from Sam Winchester. Step 2: Kill anyone who worships his father, sow doubt into his believers. Step 3: Profit.
When Lucifer manages to get his hands on America's nuclear arsenal, Sam is left with no other choice. Unbeknownst to any of his allies, Lucifer is walking beside them as Sam desperately tries to warn them and keep the archangel under control despite the heavy cost to himself. -
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Dean was in love with Aaron ever since he first saw him.
Love and hunting don't mix well, he knows it, but maybe, just maybe, some people are worth the risk- Language:
- English
- Words:
- 2,510
- Chapters:
- 1/?
- Hits:
- 18
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It's been close to two months since they beat Chuck, since they earned the power to write their own story. Except there's no energy left to grab the pen when a major part of that story is missing.
Dean Winchester is intimately familiar with grief, but this time feels different. He's left only with questions and no sign of answers.
And then a cat shows up in the garage.
...What the hell?
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"Mom, I'm tired/Can I sleep in your house tonight?"- Kinktober Day 2 (Age Play) by cosmic_caden
Fandoms: Supernatural (TV 2005)
02 Oct 2025
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Dean is not okay and neither is Sam. They can't talk about their feelings like normal people, but perhaps they can get it all out another way?
Or: What happens when Dean lets himself cry for the first time since he was a childTakes place during season 4 after Dean gets out of hell!
Series
- Part 3 of Kinktober 2025
- Language:
- English
- Words:
- 4,329
- Chapters:
- 1/1
- Kudos:
- 12
- Hits:
- 234