1 - 20 of 181 Works in Castiel and Dean Winchester First Meet
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Castiel Novak is a Witch. Dean Winchester is a Hunter. Can we make it any more obvious?
John Winchester has disappeared, leaving behind cryptic instructions for his sons, Dean and Sam, to follow. What begins as a deceptively easy scavenger hunt soon turns into a complicated mission.
Circumstance has put Castiel and Dean on opposing sides of a battle neither of them asked for. Fate is forcing them to put aside their differences and work together. But trust is a double-edged sword and each will have to make a choice - remain loyal or betray the ones they love. -
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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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You can drag me through Hell [and Heaven] if it meant I could hold your hand by DenielleFervelle, Voirloup
Fandoms: Supernatural (TV 2005)
13 Nov 2025
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Dean Winchester is 27, the barn is abandoned and the monster named Castiel is coming for the first time.
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It was supposed to be a joke. Dean only entered the contest because the neon flyer at the gas station practically yelled “Win a Free Seven-Day Cruise!” at him. He never expected it to be real—until a week later, when some overly chipper lady called to say he’d won.
All he had to do was pay a few hundred bucks. (What could go wrong, right?)
Now Dean’s on a boat he didn’t want to board in the first place… and there’s a stranger in his cabin insisting they’re roommates. The cruise line swears there’s no mistake. Dean’s not sure whether to demand a refund or see where this bizarre vacation is headed.
Or: Dean Winchester accidentally wins a cruise for two—and ends up stuck at sea with a very attractive, very infuriating stranger.
**
“Hi there, Mr. Winchester! How are you settling in?”
Dean planted both hands on the counter. “Yeah, so about that—what the hell do you mean settling in? There’s a guy in my room. A half-naked guy.”
Her smile didn’t falter.
“Yes, that would be your cabinmate, Mr. Novak.”
**
The universe, naturally, took that as a challenge.
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Dean finds himself standing in front of a beautiful man who is claiming to be an angel...
Work 5/5 in the Nook Fanfiction Challenge 1
Written by StormcrowSeries
- Part 5 of Nook Fanfiction Challenge 1
- Language:
- English
- Words:
- 2,036
- Chapters:
- 1/1
- Kudos:
- 2
- Hits:
- 123
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Castiel Novak wakes up six feet under his hometown. Left with a hand shaped mark on his chest and more questions than answers, he sets out to find out what exactly pulled him out of hell.
(A retelling of Lazarus Rising in a world where roles have been reversed and all bets are off)
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Lightning doesn't strike the same place twice. Until it does. Castiel knows all too well that the path to hell is paved with the purest of intentions. Freshly flung out of the Empty with Gabriel as the angel (devil?) on his shoulder, the brothers wake up in unfamiliar vessels as an invisible string pulls Cas back to his righteous man. When sparks fly for the second time, will he finally be able to bask in the warm embrace of Dean's love or will his deception burn it all down?
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The one where Gabriel convinces Cas to possess a female vessel once they escape the empty and meet Dean for the 'first time' to find out if his feelings are unrequited like he believes them to be and finally answer the burning question on everyone's mind; is Dean Winchester actually straight?
P.s. As a millennial who longs for the days of posting cryptic song lyrics on your socials to alert everyone to your current emotion state, all chapter titles will be song lyrics. Enjoy.
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On March 4, 1997, a hunt doesn’t go the way it should, and Sam Winchester pays the price.
It’s been eight years, three months, and seven days since Sam was stolen away from his family by a demon. After years of torment as Lucifer’s prisoner, with the help of an angel of the Lord, he’s finally free. With his son, Jack, in tow, he reunites with his brother and father. But adjusting to this new life is anything but simple.
In which Sam suffers, John hates his grandson, Dean gets to be an uncle, and Jack tries to be a normal kid.
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Dean Winchester, star closing pitcher with the Toronto Blue Jays and the only openly-bi player in Major League Baseball, is having one of the best seasons of his career. His entire focus is on helping his team win, reach the post-season and make a play for a spot in the World Series.
That is, until the most handsome man Dean has ever seen walks into the locker room and introduces himself as Castiel Novak, their new team reporter.
Sparks fly under the ballpark lights, and soon Dean realizes that maybe there’s more to life than just the love of the game.
Series
- Part 1 of Closer to the Heart Verse
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What happens in the Lux Room, Stays in the Lux Room by Sweetsister
Fandoms: Supernatural (TV 2005)
27 Sep 2025
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Cas has been depressed for months and is considering about ending his life. But the Lux Room offers him one last memorable night. Will his one-night stand partner, a complete stranger named Dean, convince him to stay alive?
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This, as a token by silver stake through the heart (Dusk_Sky)
Fandoms: Supernatural (TV 2005)
18 Sep 2025
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Castiel’s mission is to save the Righteous Man from Hell, so he does.
Little does he imagine that he’ll reach him too late... or that he’ll grow fond of him.
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Castiel’s mission is to save the righteous man that is Dean Winchester
- Language:
- English
- Words:
- 361
- Chapters:
- 1/1
- Kudos:
- 7
- Hits:
- 59
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Based on the prompt by the amazing corrupt_touch
"Cas Novak is annoyed by the block party on his street, it’s loud and the DJ is terrible. But when he finds out his neighbor Dean Winchester has been dared by party organizer Charlie Bradbury to man the kissing booth, Cas might change his mind."
Writer Castiel and Tattoo Artist Dean Winchester meet cute and first kiss at a kissing booth, what could be better?
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The Covert Identity by youve_changed_me_Dean for FloraGois
Fandoms: Supernatural (TV 2005)
18 Jul 2025
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Dean Winchester loves his job; working as a secret agent has its perks. There is nothing quite like the thrill of saving people and hunting down criminals. And with his baby brother Sammy at his side, it’s a family business. However, when he and Sam are assigned to the case of Lucien Shurley, a suspected crime lord with a rap sheet a mile long, Dean’s semi-predictable life takes a turn for the unprecedented and over complicated. He and Sam must go undercover to investigate Lucien’s own family, his brothers Gabriel and Castiel, and his young son, Jack, to find out just how involved they truly are. As the stakes rise and the body count follows, it is up to Sam and Dean to solve the greatest mystery of their careers; who is Castiel Novak and what does he know?
Based on the idea by the amazing @FloraGois and featuring the incredible artwork by @FloraGois and @irisberraart
COMPLETE
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When Castiel Novak opens his door to find a baby left on his porch—a baby that DNA says is his—his quiet, carefully structured life is thrown into chaos. Thrust into unexpected fatherhood, he’s forced to navigate diapers, sleepless nights, and the staggering weight of responsibility with nothing but instinct and determination. Along the way, a chance encounter in a city park brings someone into their lives who might just change everything - by showing up, staying steady, and making space for something more.
A tender, slow-burn journey about found family, quiet love, and the kind of connection that grows when you least expect it.
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- Part 7 of My Year Of The OTP 2025
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Dean meets Castiel in written form. Internal thoughts added as well as other details.
- Language:
- English
- Words:
- 457
- Chapters:
- 1/1
- Kudos:
- 1
- Hits:
- 14
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Castiel worked for centuries to earn the title of "Guardian". It is a Guardian's job to protect their assigned human, someone who will one day become a Hunter. Heaven chooses humans to become Hunters based on what is seen in their soul, and on their 25th birthday, it's their Guardian's job to escort them so that their training can begin. On the day of his promotion, Castiel is assigned to a human named Dean Winchester. For 25 years, Castiel watches over Dean, keeping him safe, and now his time has come. It's time for Dean to begin his training and become who he was always meant to be. As Dean learns about the true horrors of the world, he will learn to lean on Castiel for support, and Castiel, as difficult as it is, must remember that he is to never, ever, feel.
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Out and mostly proud, Dean heads to The Quest, a bar with good music and even better distractions, hoping to dip his toe into the pride pool. What he doesn't expect is Castiel—a devastatingly intense, soft-spoken man with no understanding of personal space and every intention of ruining Dean for anyone else.
One drink leads to a kiss, and that kiss leads to Dean on his knees, then face-down and blushing in a hotel bed, whispering please against the pillows.
Gentle turns rough. Flirting turns filthy. And somewhere between the sheets and the silence afterward, Dean realizes he’s never let himself be seen like this before—and maybe, just maybe, he actually fucking loves it.
**
Dean’s heart thudded. He licked his lips again, smiled crookedly, and muttered, “Well, lead the way—unless you wanna fuck out here.”
Castiel’s brows arched in surprise, a flush creeping up the slope of his cheekbones at the boldness—but it was interest that flickered in his eyes, not disapproval.
“You’re bolder than you look,” Castiel said, low and amused.
Dean smirked, his hand brushing Castiel’s as they started walking toward the door. “You have no idea.”
Series
- Part 1 of Pride Month
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Dean’s just trying to survive a brutal afternoon of taxes, sweat, and the relentless chaos of the Pride parade outside his window. He’s hot, pissed, and one noise away from losing it. When he finally storms out to yell at the world, he doesn’t expect to crash into a rainbow-flagged stranger - especially not one who’ll flip his whole day on its head. Turns out, Pride might have brought more than just glitter and traffic.
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A handsome singer
A mystery man
A crowed bar
A connection