1 - 20 of 40 Works in Prankster Dean Winchester
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Listing Works
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Summary
Ever since Sam accidentally found out about Dean and Cas being together, he hasn't stopped teasing them. Until finally Dean and Cas have enough of his shit.
Series
- Part 3 of Supernatural/Destiel oneshots
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Stash of Sweets by Entwinedlove
Fandoms: Supernatural (TV 2005), Harry Potter - J. K. Rowling
13 May 2023
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Hermione learns her daughter has been recruited to help in the prank war happening in their home.
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First Impressions by truecolours412
Fandoms: Supernatural (TV 2005), Star Trek: The Original Series
03 Oct 2022
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"Thanks, man, you really saved my bacon there," Dean jokes, voice low and smooth. He leans back against the wall of the lift, finally facing Castiel properly, and continues to casually fidget with the object as he flashes an easy smile. Seeing Castiel's one quirked eyebrow, he sends a cheeky wink in return, allowing his eyes to roam up and down over him.
Castiel notes the exact moment a half-second later when the crewman’s eyes finally land on Castiel's rank insignia.
Life aboard a Federation starship can be routine, but Castiel's morning is interrupted by a brash new crewman escaping the fallout of a prank.
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The culmination of the guys Halloween debacle, as they take their childlike forms to heights of mischief.
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- Part 3 of Teenie Halloweenie
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Team Free Will have been turned into children! Thankfully Gabriel is there to make sure they have a good Halloween.
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- Part 2 of Teenie Halloweenie
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“You can’t pinch me, Cas.” Dean laughed, as he, again, stopped Cas from getting to him.
“And why is that?”
“I’m wearing green.” Dean smirked. Cas stopped. He stared at Dean, trying to process what he had just said… and what on earth he could have possibly meant by it.
“You’re wea– What does that even–” Then he sighed and rolled his eyes. “Dean is this another stupid superstition?!”
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- Part 29 of Holidays with the Winchesters
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Dean and Castiel prank Gabriel while he's out of town.
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- Part 2 of Prankster
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Theatre employees Dean Winchester and Castiel Novak have a standing agreement. They must never fold.
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- Part 16 of Suptober 2021
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A prank war breaks out between Sam and Dean - Mickey drags Castiel into it as well.
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- Part 5 of Shameless/Supernatural AU
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Cas keeps falling asleep when low on grace. Dean takes advantage of that. Just some harmless pranks… right?
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Mess with the trickster, you get the tricks by Saltdolphin for lizleenimbus
Fandoms: Supernatural
07 Jan 2021
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Dean decides that pranking the trickster is a good idea.
It, in fact, was not.
Team free will must figure out a way to break their newfound curse, while also retaining as much dignity as possible. Although with Sam being a moose, Dean being a squirrel and Castiel being a bird, that might be a bit difficult.
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Instead of leaving to go frolic with Crowley, demon Dean stays in the bunker to make the most out of the situation. Stupid pranks dissolve into vengeful acts, with Dean coming to learn that if it wasn't for the love of his sibling, he'd very much like to rip Sam's throat out. One-shot AU for 10x01.
Series
- Part 2 of Supernatural One-Shots: Songs
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The Bad Cop, Worse Cop Adventures of Freckles and Feathers by Alicethrutheburrows
Fandoms: Supernatural
13 Jun 2020
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Miami. A place with beaches, babes, palm trees, and a growing drug-fueled crime organization. To help combat the drugs littering the streets, Captain Singer puts together a Tactical Narcotics Team composed of Miami's two finest and fearless officers. Charming casanova Dean Winchester has fought tooth and nail, rising through the ranks for this position. Trench coat toting Castiel Novak knows more hand-to-hand combative techniques than he does people skills. Between Dean's big mouth and Castiel's take-no-shit attitude, their introductory meeting ends on a less than stellar note and a couple of hard to shake nicknames.
After six months of partnership, the nicknames have stuck and so has the sexual tension. When a murder in the middle of the night launches their biggest lead on a cleverly evasive drug lord, Dean is shocked to find Sam at the center of it. Sam comes clean with his involvement and Charlie, their witness, seeks revenge against the man responsible for killing her friend. As the stakes rise higher so do Dean’s feelings putting everything in jeopardy. Is a cop with everything to prove, a cop with everything to lose, one computer hacker witness, and a damn good ADA enough to save the day?
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Dean is always starting a prank war with you, but you always end it quickly with something he can never top.
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Anonymous asked: Could you possibly do a Dean Winchester x reader where they start a prank war with each other because they would rather do that than admit their feelings for each other?
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While Dean is away on a hunt, Sam goes snooping in his room and comes across his brother’s journal. Naturally, he reads it, but finds it’s not filled with what he expected.
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Dean thought it would be a good idea to play a prank on Cas.
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Dean has always been a Prankster and Castiel falls victim to his jokes. It’s all fun and games until Cas tries to get back at him. For some reason, he can’t. With the help of his sister and blue pills he get what he wants and more.
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Dean wandered down to the kitchen of the bunker, yawning. His only thought was coffee. He needed coffee. Today was going to be a long day of research and he was not going to be able to focus without at least three cups of the stuff. Thankfully, Sam was usually the first one up so there would probably be a pot of coffee already made, just waiting to be drunk. As he got to the kitchen, Dean was stopped in the doorway by an icy voice.
“Don’t look at me, don’t talk to me, and don’t even think of going near the coffee machine. I will stab you.”
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Dear Cas,
I can remember six separate jokes we played on your parents' over the years that compete for the top spot on my list of All-Time Best Pranks.
This is how I remember us.
You, of course, saw it differently.