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After an explosive fight with his wife, Castiel Novak finds himself divorced and unemployed at thirty-four years old. Reduced to living with his cousin, Gabriel, he runs into the last person he expected to see: his ex-roommate and best friend, Dean Winchester. In a fit of generosity, Dean makes an offer to Castiel: move out of Gabriel’s house and into his. At least until Castiel gets back on his feet.
Living with Dean is easy, and almost immediately, Castiel and Dean fall back into their old friendship. And living with Dean awakens other feelings in Castiel, ones that he once thought impossible (doesn’t everyone appreciate the aesthetic qualities of their roommates?). But the specter of one disastrous night in college hangs over them both, making it impossible for them to truly reflect on their friendship–and maybe making it impossible for them to move forward into anything real.
- Language:
- English
- Words:
- 58,674
- Chapters:
- 14/14
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- 1
- Comments:
- 187
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“So, um…basically, it’s this… I need you to marry me. For plot.”
Castiel stares at him.
“What?” Dean asks, rubbing the back of his neck uncomfortably.
“I cannot believe gay marriage came to Moondoor before a significant part of America.”
- Language:
- English
- Words:
- 29,326
- Chapters:
- 5/5
- Collections:
- 3
- Comments:
- 321
- Kudos:
- 2,563
- Bookmarks:
- 531
- Hits:
- 28,919
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“I don’t know what I expected,” she continued. “Maybe if it had only been about sex…” she paused, glancing around the room. Dean ducked out of view, just in time. When Daphne spoke again, her voice was lowered, “But even then, I don’t think it would have worked. Between you and me, he’s not as good at it as Castiel was.”
What. The. Fuck?
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In which Dean sets out to prove that he's better at sex than Castiel, all the while insisting that he's straight. Really.
- Language:
- English
- Words:
- 21,087
- Chapters:
- 7/7
- Collections:
- 3
- Comments:
- 687
- Kudos:
- 3,542
- Bookmarks:
- 755
- Hits:
- 36,958
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Dean Winchester just got dumped by his fiance Cassie the night before their wedding. Castiel was caught looking at pornography by his wife Daphne and is demanding a divorce. They meet while drowning their sorrows at the Roadhouse. Too drunk to drive, Ellen suggests they take Ash's room for the night. They take it and one thing leads to another and they have sex. After they say good bye and Dean gives Castiel Sam's law office info, Dean thought he would never see him again.
A few weeks later Dean goes to his doctor and finds out he's pregnant and demands an abortion. But he has to follow Kansas Law when it comes to that. While he is waiting his 24 hours he starts to become attached to the little one. Now he is divided with what to do. Have an abortion and pretend this never happened or keep the little bugger and raise it as a single father.
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Lady Luck just can’t seem to help herself from kicking Dean Winchester in the balls. Unlucky in love (or whatever it was) once again, Dean finds himself down and drunk in his familiar spot at the Roadhouse, trying to figure out what to do next. He meets Castiel Milton, a serious, weird, sexy, and equally-drunk divorced man looking for a good time. They get along well, and they agree to a one-night stand... no commitments, no complications. But through a series of events, their one-night stand gets delayed... and delayed... and delayed. And while they’re waiting for their inevitable hookup, Dean finds himself in the healthiest, happiest relationship of his life, a relationship he never meant to have with a man he isn’t meant to have for more than a night. Will Dean let go of the man he’s fallen for to keep their agreement?
Series
- Part 2 of One-Night Stand
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Cas and Dean are radio DJs who host the second most popular morning show in Lawrence. They’ve been co-hosts for years at different stations across the country, and they own a house together out of necessity, even though they’re just friends. But for some reason, a lot of their listeners and even some of their friends and family seem to think that they’re secretly in some kind of relationship, which they’re totally not (besides that one time that totally doesn’t count). In spite of that, Dean thinks he’s got everything figured out, until an ill-fated on air game of Truth or Dare turns everything upside down (and the billboards around town aren’t helping either).
- Language:
- English
- Words:
- 21,219
- Chapters:
- 4/4
- Collections:
- 6
- Comments:
- 543
- Kudos:
- 8,877
- Bookmarks:
- 1,958
- Hits:
- 104,298
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The wrong girls by silver stake through the heart (Dusk_Sky)
Fandoms: Supernatural (TV 2005)
24 May 2025
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Dean’s been best friend with Cas for years, and in love with him for as long. But it’s not requited. Cas is a romantic at heart, and he’s waiting for the right girl. Searching her. He’s always dating. Dean dreads it, but he supports Cas all the same because all he wants is him to be happy. Even if it’s with someone else.
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Dean Winchester crashes his car and is rescued by Castiel Novak. It's the beginning of a beautiful friendship...
Series
- Part 1 of Crash and Slow Burn
- Language:
- English
- Words:
- 66,379
- Chapters:
- 15/15
- Collections:
- 1
- Comments:
- 130
- Kudos:
- 544
- Bookmarks:
- 139
- Hits:
- 10,687
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Awesome loved it read 2
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Castiel's marriage is a business transaction, more than anything. He loves his wife, but not in the way a husband should. Daphne hires a stable boy to help with their modest farm and while Castiel is glad to have the assistance, he's even more glad about who the help is, specifically.
Dean Winchester cleans the stables, rebuilds the chicken coops, and rocks Castiel's socks in a way Daphne never could.
- Language:
- English
- Words:
- 36,849
- Chapters:
- 7/7
- Collections:
- 1
- Comments:
- 429
- Kudos:
- 911
- Bookmarks:
- 180
- Hits:
- 14,456
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THEN: Dean is an Omega who's met his truemate and then decided to be with his truemate's Omega younger brother instead. Except things are never that simple. Horror, soap, and comedy in that order.
NOW: All horror genre all the time.
Not sure how to tag for this but as of Chapter 60 we're starting to get into the reasons I believe Jim Jones when he claimed to be Most Heterosexual after having sex with male members of his following.
This story is completely posted as of February 25, 2022 and any updates after that are new appendices
Updates on Fridays- Language:
- English
- Words:
- 205,464
- Chapters:
- 81/81
- Collections:
- 1
- Comments:
- 1
- Kudos:
- 41
- Bookmarks:
- 21
- Hits:
- 3,833
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A boy sits on the front steps, his dark hair a wild mess. A gingerbread boy, Dean thinks. Dressed in pressed slacks and a sweater-vest to match his father’s. He looks about Dean’s age; maybe they’ll be in the same class. That wouldn’t be too bad, unless he’s mean. He could be mean; a lot of kids are mean to him, so he has to be mean back.
He hopes this one is nice.
...In the year 1986, at seven years old, Dean Winchester meets Castiel Novak.
Eleven years go by, then eight, then three.
Somewhere along the way, things start to change.
- Language:
- English
- Words:
- 41,989
- Chapters:
- 15/15
- Collections:
- 3
- Comments:
- 105
- Kudos:
- 541
- Bookmarks:
- 172
- Hits:
- 7,926
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When Dean wakes up with all the wrong parts in all the right places, his primary concern is figuring out who stole his dick and how to get it back. In the mean time, he may as well try out the new equipment. If only he had ever paid attention in a seventh-grade health class, he could have avoided the complications that came next.
- Language:
- English
- Words:
- 39,965
- Chapters:
- 11/11
- Collections:
- 1
- Comments:
- 76
- Kudos:
- 854
- Bookmarks:
- 188
- Hits:
- 15,420
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Wounded in battle, Sergeant Major Novak is forced into disability retirement and ends up living at an extended stay motel in New Mexico. Coincidentally it’s the same motel that John Winchester moves his sons to when his job transfers him to New Mexico.
Or,
The one where Castiel forms a beautiful bond with the Winchester brothers and especially so with the older one, Dean.
Series
- Part 25 of SPN Kink Bingo 2018
- Language:
- English
- Words:
- 32,658
- Chapters:
- 6/6
- Collections:
- 3
- Comments:
- 398
- Kudos:
- 1,235
- Bookmarks:
- 259
- Hits:
- 18,881
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tbr
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Read this again
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It's Castiel's wedding day. Dean realizes he has something to say.
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Work/Series Details
Speak Now by orphan_account
Published: 2012-06-27
Work/Series ID: 445206Relationship Tags:
Additional Tags:
Weddings, Interrupted Wedding, Speak Now Or Forever Hold Your Peace, Declarations Of Love, Fic Exchange, Slash, Human Castiel, Purgatory, Season 7 Spoilers, Post Season 7
Work/Series Summary:
It's Castiel's wedding day. Dean realizes he has something to say.
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It doesn't matter that Emmanuel can't remember anything from his past, Daphne marries him anyway. Then Emmanuel begins to confuse her with someone he loved before.
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Five Times Castiel Went Down on a Woman and One Time He Didn’t by wallmakerrelict for petramacneary
Fandoms: Supernatural
15 May 2013
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When Castiel told Dean that he was a virgin, that wasn't strictly true.
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https://www.tumblr.com/colorlessjay?source=share
So this one was inspired by the song "Something Blue" by VIOLAThe idea is that Dean and Cas were childhood sweethearts. Having to hide who they are from everyone because neither of their families would approve. They make promises to each other. They hope to one day just run away together and actually get married. Childish fantasies, Cas thinks, not taking Dean seriously when he says Cas is IT for him
Especially when John gives Dean a choice when he's 18. Either stay in town and be an adult. Or come with him and Sam on another road trip. And Sam comes first above everything else
Dean makes a promise to come back, but Cas doesn't believe him. But he indulges the idea and tells Dean he'll wait
That was 10 years ago, and Cas did wait. Stupidly, he did. Only until his family set him up with a nice young woman named Daphnie, who promises to make an 'honest man' out of him. His family hopes a marriage would cure Cas of his... desires
And Cas accepts. If nothing else, it'll make his family happy.
A week before the wedding, though, Dean comes back to town
And castiel considers disobedience
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[podfic version] Cas and Dean are radio DJs who host the second most popular morning show in Lawrence. They’ve been co-hosts for years at different stations across the country, and they own a house together out of necessity, even though they’re just friends. But for some reason, a lot of their listeners and even some of their friends and family seem to think that they’re secretly in some kind of relationship, which they’re totally not (besides that one time that totally doesn’t count). In spite of that, Dean thinks he’s got everything figured out, until an ill-fated on air game of Truth or Dare turns everything upside down (and the billboards around town aren’t helping either).
- Language:
- English
- Words:
- 91
- Chapters:
- 1/1
- Collections:
- 1
- Comments:
- 38
- Kudos:
- 155
- Bookmarks:
- 22
- Hits:
- 2,492
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A man walks naked out of a lake with one name in his head and without a clue who he is.
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In which God accosts Daphne Allen in a grocery store and begs her to fix a broken angel. Or, the lives of Daphne and Emmanuel Allen before Dean Winchester came.