1 - 20 of 136 Bookmarks by Wayward_Demon
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There’s a hole in the world, and it’s shaped like Cas. It’s this yawning, seething rift in the fabric of the universe and it hovers behind Dean’s shoulder all the. Fucking. Time. He can’t escape it. And honestly? He doesn’t want to. This grief is all he has left.
Series
- Part 1 of Step 9
Bookmarked by Wayward_Demon
22 May 2026
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Summary
Red Strings of Fate touched everyone in one way or another, but only Dean Winchester could see them. Every day of his life, everyone he'd ever met. His own solitary thread trailed after him on every hunt, every research expedition to his grandfather's libraries. His premonitions of danger had saved him time and again, but he refused to follow a thread he knew held no guarantee of lasting love.
Skipping out on the Men of Letters' latest intrigue, however, led him to a church haunted by something much holier than ghosts, and an enigmatic priest who would push him to confront fate once and for all.
- Language:
- English
- Words:
- 44,341
- Chapters:
- 6/6
- Collections:
- 1
- Comments:
- 56
- Kudos:
- 93
- Bookmarks:
- 38
- Hits:
- 1,684
Bookmarked by Wayward_Demon
14 May 2026
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Summary
Castiel, a sarcastic and quiet bartender at a queer club, doesn’t intend to fall for the club’s newest drag queen. Cherrie Pye, however, clearly doesn’t care about Castiel’s intentions. She’s all glitter and attitude – strutting onto the stage and into Castiel’s heart like she owns the place.
Then Castiel meets Dean, the man behind the lashes. He’s no less charming than Cherrie, and totally straight.
(And Castiel? Well, he wants both of them. Obviously.)
A short, sweet slow burn (think toasted marshmallow) about drag, desire, mistaken assumptions, costume disasters, and learning to love someone in every version they come in.
- Language:
- English
- Words:
- 16,059
- Chapters:
- 4/4
- Collections:
- 1
- Comments:
- 85
- Kudos:
- 203
- Bookmarks:
- 51
- Hits:
- 1,274
Bookmarked by Wayward_Demon
14 May 2026
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Summary
Telepaths are supposed to be a secret, kept contained and exploited in an off-books laboratory. But their most rebellious experiment has secrets, too: Castiel can communicate, undetected by his captors, with a smuggler named Dean.
Dean’s planet-hopping search for the voice in his head has gone on for years, and it’s starting to attract dangerous attention for his family and crew.
Neither of them know how their bond is possible, but they do know that they’re running out of time. They have to find a way to use their impossible connection to save Cas before it’s too late.
- Language:
- English
- Words:
- 70,252
- Chapters:
- 9/9
- Collections:
- 1
- Comments:
- 97
- Kudos:
- 118
- Bookmarks:
- 50
- Hits:
- 2,079
Bookmarked by Wayward_Demon
08 May 2026
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Summary
Jack killed Mary. Chuck killed Jack. He threw one last apocalypse at Team Free Will and as always, they pushed through, they won. But that wasn’t the end of Dean’s problems. He made a mistake. He hurt someone he loves and they left him. Now he’s all alone with nothing but his brother and his guilt, regret and pain to keep him company. The one thing that seems to lift his spirit, after weeks of drowning in his sorrows, is a stray cat that he finds near a grocery store in Lebanon and takes home.
- Language:
- English
- Words:
- 38,107
- Chapters:
- 11/11
- Collections:
- 1
- Comments:
- 150
- Kudos:
- 284
- Bookmarks:
- 77
- Hits:
- 4,611
Bookmarked by Wayward_Demon
23 Mar 2026
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Summary
Blue Eyes tilts his head. A predatory smile twists his lips.
Dean squirms beneath his gaze. “What? Does it look like I know your name, demon-priest?”
“Mm. Names have a lot of power, you know.”
“God, why did I have to get stuck with the most pretentious demon that’s ever-”
“Mine is Castiel.”
And, oh, Dean doesn’t hesitate before wrapping his tongue around it.
“Castiel.” He likes it. Please, God help him, he likes it.
“Is there an echo?”
Jesus Christ.
——
Or, Dean is a hunter and Cas is the unendingly sarcastic sin-eating demon he accidentally binds his everlasting soul to, so now Dean has to deal with things like the passenger deciding what music to listen to (Taylor Swift), unceasing threats of vehicular harm, and a disturbingly high propensity for arson and knives.
Series
- Part 3 of Enemies to Lovers AU's
- Part 1 of Never Tear Us Apart
- Language:
- English
- Words:
- 90,795
- Chapters:
- 15/15
- Comments:
- 792
- Kudos:
- 2,220
- Bookmarks:
- 669
- Hits:
- 59,996
Bookmarked by Wayward_Demon
08 Oct 2025
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Summary
Castiel doesn’t know where the runaway in Dean has gone, but he’s not sure that man exists anymore. The omega in his backseat has been badly broken. He hasn’t said a word to Castiel; hasn’t protested aside from flinching, hasn’t even pleaded to be spared. He’s just… empty. Tired. Castiel can smell layers of fear, sour and old on the omega’s skin, an emotion so often felt that it’s now a permanent stain on his scent. He can only begin to imagine what Dean has been through to put him in this state of apathy.
At sixteen years old, Dean Winchester signed away his life in order to protect what he loves most. He's spent the last eleven years as the property of various alphas, each crueler than the last. Purchased by a new master that promises him nothing but safety, his life is about to dramatically change - and with any luck, it will be for the better.Series
- Part 1 of Maybe Sprout Wings Universe
- Language:
- English
- Words:
- 560,945
- Chapters:
- 79/79
- Collections:
- 9
- Comments:
- 11,763
- Kudos:
- 9,776
- Bookmarks:
- 2,072
- Hits:
- 706,666
Bookmarked by Wayward_Demon
25 Sep 2025
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Summary
This is the day that marked the Holy and Blessed Union of Dean Winchester and Jo Harvelle.
The merging of prominent bloodlines is always a grand occurrence, but breeding pedigree hunter families like Winchester and Harvelle is something to be rejoiced. It is also something to be meticulously planned, which thankfully the Host is very good at.
Or, the romantic comedy where Dean Winchester and Jo Harvelle are destined to get married, Castiel is given the task of playing matchmaker and fails terribly, the entire Heavenly Host becomes a sitcom audience, God warns against male pregnancy, and Jimmy Novak is incredibly unimpressed with angels in general.
- Language:
- English
- Words:
- 12,453
- Chapters:
- 1/1
- Collections:
- 7
- Comments:
- 1,048
- Kudos:
- 14,273
- Bookmarks:
- 4,289
- Hits:
- 125,923
Bookmarked by Wayward_Demon
29 Jul 2025
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Summary
Casual vagrant Dean Winchester blows into Palo Alto to check on his little brother. What is meant to be a quick visit ends up drawing out when he meets and accidentally ends up clicking with Sam's strange, grad student roommate Castiel.
- Language:
- English
- Words:
- 15,170
- Chapters:
- 1/1
- Collections:
- 1
- Comments:
- 79
- Kudos:
- 2,944
- Bookmarks:
- 506
- Hits:
- 25,151
Bookmarked by Wayward_Demon
21 Jun 2025
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Summary
Castiel Novak is a product of the system, having gone through too many foster homes since the age of seven. At fourteen, he lands himself in Sugar Lane Mobile Home Community under the care of Missouri Moseley. There, he meets one Dean Winchester.
A story about teenage hooligans, growing up, and finding a home.
- Language:
- English
- Words:
- 117,494
- Chapters:
- 23/23
- Collections:
- 2
- Comments:
- 869
- Kudos:
- 3,193
- Bookmarks:
- 999
- Hits:
- 70,259
Bookmarked by Wayward_Demon
16 Jun 2025
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Series
- Part 1 of Unconventional Love
Bookmarked by Wayward_Demon
07 Jun 2025
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Summary
Dean's a late bloomer. When he presents as an omega, everyone is surprised, and everything changes. Only a few months into omegahood, Dean decides to book it. A couple of truck rides and a state later, Dean's in Apple Springs, Colorado at a bed & breakfast called The Snoozing Squirrel. The off-beat omega owner is just the beginning.
The hard part is the offbeat brother of the offbeat omega, an alpha named Castiel.
- Language:
- English
- Words:
- 21,852
- Chapters:
- 1/1
- Comments:
- 224
- Kudos:
- 9,045
- Bookmarks:
- 1,626
- Hits:
- 111,057
Bookmarked by Wayward_Demon
29 Oct 2024
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What's the Matter? You Don't Think You Deserve to Be Loved? by anc
Fandoms: Supernatural
06 Feb 2015
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Summary
Castiel is a perfect kid with perfect grades. However, his life is far from perfect. Growing up in a small town in Alabama, where being gay is as big a scandal as robbing a bank, Castiel has had to endure an ungodly amount of bullying. And his number one tormentor? None other than his neighbor, Dean Winchester, one of the most popular boys at school. If only that was where Castiel's problems ended. To make matters worse, he had to go and fall that jerk Dean Winchester. Fantastic. Needless to say, Castiel had a feeling he was about to have one hell of a senior year.
Series
- Part 1 of Stolen Kisses and Blatant Lies
- Language:
- English
- Words:
- 135,890
- Chapters:
- 36/36
- Comments:
- 817
- Kudos:
- 942
- Bookmarks:
- 231
- Hits:
- 29,160
Bookmarked by Wayward_Demon
29 Oct 2024
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Summary
Dean Winchester was happy. He had a part-time job at a coffee shop, a girlfriend, and he was getting his degree in a little over a year. What else could he need?
At least, that's what he thought until his mysterious neighbour - Castiel Novak - moved in across the hall and showed Dean what he had been missing.
Bookmarked by Wayward_Demon
08 Sep 2024
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Summary
When Sam and Eileen break up over Sam’s reluctance to leave his bachelor brother behind, Dean and Cas are forced into living a 24/7 fake relationship to prove to Sam that he can move out and settle down with the woman he loves. Cas is all in, and Dean is more than willing to do whatever it takes to convince Sam that they’re a real couple.
What they don’t know, is that Sam and Eileen have faked their breakup to finally force the reluctant couple together, and Sam is committed to seeing the game through until he’s certain that their fake relationship has turned into the real thing.
He knows that he's going to need a lot of brain bleach by the time the dust settles.
- Language:
- English
- Words:
- 30,121
- Chapters:
- 9/9
- Collections:
- 2
- Comments:
- 392
- Kudos:
- 1,820
- Bookmarks:
- 417
- Hits:
- 22,211
Bookmarked by Wayward_Demon
08 Sep 2024
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Summary
Dean is an omega, and on the run from a forced marriage to a beta, when he gets saved by a mysterious wolf.
[If you read this anywhere but Ao3, you've been duped! Had! Swindled! This beast is free on Ao3]
- Language:
- English
- Words:
- 49,623
- Chapters:
- 6/6
- Collections:
- 2
- Comments:
- 105
- Kudos:
- 748
- Bookmarks:
- 156
- Hits:
- 14,931
Bookmarked by Wayward_Demon
08 Sep 2024
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Summary
The girl waves at Castiel, her bangles tinkling cheerfully. “Did you really let Claire get her eyebrow pierced?”
Castiel blinks and glances at his daughter. He’d assume that would be obvious, since she's still wearing her current favorite—a yellow-gold sixteen-gauge curved bar, with tiny cone-shaped spikes on either end. “Yes?” he finally answers. What a lot of fuss about a tiny piercing.
“Well, so what if she wanted a tattoo?” Emma presses. “Like. Just a little one. You wouldn’t have her sneak around and go to some scratcher, would you? You’d take her yourself and stuff. Since you know people in the industry. That'd be the right thing to do, yeah?”
Castiel’s eyebrows rise. Claire smiles, smug and pleased with herself.
“Um. That’s… I don’t…” he flounders.
“What the hell. Kiddo, I told you ‘no,’ so now you’re tryin’ to get your friends’ parents to tell you 'Yes?'” a warm, deep voice growls over Castiel’s shoulder. “What’s the matter with you?”
(In which tattoo artist Castiel meets the man of his dreams at his teenage daughter's school night.)
- Language:
- English
- Words:
- 29,160
- Chapters:
- 3/3
- Collections:
- 1
- Comments:
- 108
- Kudos:
- 1,066
- Bookmarks:
- 221
- Hits:
- 10,177
Bookmarked by Wayward_Demon
08 Sep 2024
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Summary
Senior year has just ended and Dean has two priorities for his last summer at home. The first is to earn enough money to buy the Impala from his Dad. The second is to hang with his friends and squeeze in as much fun as possible before heading off to college in the fall. Having the troubled son of a family friend come and stay with them over the summer? Definitely not part of the plan.
- Language:
- English
- Words:
- 91,735
- Chapters:
- 15/15
- Comments:
- 698
- Kudos:
- 864
- Bookmarks:
- 222
- Hits:
- 13,278
Bookmarked by Wayward_Demon
08 Sep 2024
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Summary
For both Dean Winchester and Castiel Novak, junior year of high school was a disaster. Now it's senior year and they're both desperate for a new start. Dean is trying for a scholarship, so he can get out of his father's house and maybe put his music skills to use. Castiel is just trying to make it to graduation. After that, he's off to Princeton, even though he'd much rather study art somewhere else.
The two boys have never spoken before. Dean knows he's not good enough for Cas, who's from one of the richest families in the city. Cas, on the other hand, has crushed on Dean for years but is convinced the school bad-boy doesn't know he exists. After a few chance encounters, the boys begin to realize they might find their new beginnings in each other.
- Language:
- English
- Words:
- 80,504
- Chapters:
- 17/17
- Comments:
- 117
- Kudos:
- 1,089
- Bookmarks:
- 298
- Hits:
- 19,114
Bookmarked by Wayward_Demon
08 Sep 2024
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Valley of God by emmbrancsxx0, valleydean (emmbrancsxx0)
Fandoms: Supernatural (TV 2005)
29 Nov 2023
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Summary
Dean and Castiel have been dating for a little under a year, and things are going great - or, at least, that's what Dean thought. On the weekend before the summer solstice, Cas is hired to take a group of campers on an excursion through the Appalachian Trail in the Hundred-Mile Wilderness. Much to Cas' shock, Dean tags along. When the campers are attacked by mysterious forces in the forest, they end up in a peculiar town hidden under an eternal mist. Soon, members of their group start to go missing, and Dean can't shake the feeling that something led them to town for a purpose.
Series
- Part 8 of Halloween Horror
Bookmarked by Wayward_Demon
12 Jan 2024