1 - 20 of 46 Works in Geek Dean Winchester
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After feeling smothered by John, Sam, and Cas, Dean looks forward to a night of geeking out with his friends. To say Cas was stressed was an understatement. There were so many things Cas needed to get done before the pup arrived. When a chance to trade out his junker of a car presents itself, Cas jumps at the chance.
Timestamp of TheStarsAreRainingDown Taking place after Michael's trial and before Chapter 31
Beta read by MalicMalic
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- Part 8 of Stars
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Hollywood has Sam thinking about the possibility of happily ever afters.
Series
- Part 41 of Every First Time
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It's Halloween, and Cas is in charge of their couple's costume. Dean enjoys it immensely.
Pure fluff and smut, because the universe can always use more of it. This turned out way more sappy than I originally intended, but I hope you don’t mind!!! 🖖
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[podfic version] Dean Winchester is on his own for the first time at 23 after Sam leaves for school. Feeling more alone than he ever has before, Dean finds himself drawn to his window where he can see into the apartment of a hot/weird guy. Each glimpse he gets causes him to like the guy a little bit more, and after forming a strange, one-sided connection with him, he can hardly believe his luck when the hot/weird guy turns out to be the owner of the coffee shop he just started frequenting. Now, if only he could crack the cool and collected shell the hot/weird guy uses in public to reveal the geeky side he’s so used to seeing through the window, everything would be perfect...
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Dean has amicably broken off a long-term relationship with Lisa, bought his own house, and is living on his own for the first time in five years. He is financially stable and has built himself a good safety net, so there is no better time to explore new horizons and get to know the person Dean Winchester could be at his very best. His main goal is to find new hobbies, try new things, and be more open about who he is and what he likes, including about his sexuality. Although he has planned on enjoying single life for a while to fully heal from the breakup, a meeting with an attractive stranger could make him reconsider that plan.
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Breaking into places to steal supernatural artifacts is kind of par for course for the Winchester brothers at this point. Doing it at a small town library to retrieve an ancient spellbook that was accidentally dropped in the returns box, not so much. And having an Angel of the Lord reading Harlequin romance novels while the boys search? Definitely unexpected, to say the least. But Dean needs Cas to know just how unrealistic those things are, even if he has to prove it by showing him. With a kiss.
Suptober, Day 20: Library Hours
Series
- Part 17 of Suptober 2021
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As a teenager Castiel felt invisible, and one boy made him feel seen. It’s been years since he last saw Dean Winchester, and when they accidentally meet again, their friendship quickly sparkles back to life. But just because they had a romantic relationship a decade ago, doesn’t mean Castiel is going to fall in love with Dean again now, does it?
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Dean Winchester loves his six-year-old daughter, Claire, and he loves running his café, Bean Me Up. But the stress of looking after both of them is starting to take its toll.
Sam convinces him to take a financial class so he can hire some extra help, but Dean doesn’t count on the instructor’s blue eyes, and dark hair...basically he’s smokin’ hot.
And on top of all this, Claire’s best friend is giving her trouble—a kid called Jack, whose dad has some weird ideas about games in the sandpit.
He needs a cup of Serenity.
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After Dean cajoles Cas into watching Star Wars with him, Cas is unamused at being compared to C-3PO. Hijinks ensue.
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Written for the Destiel Harlequin Challenge based on the following prompt:
When twenty-eight-year-old, woefully unemployed, Dean Winchester, arrives to his interview with hotter-than-hell billionaire architect, Castiel Krushnic—mastermind behind The Spire—he quickly realizes Castiel’s job proposition isn't what he was anticipating. Castiel’s hiding a life-changing secret, one that could ruin his career as the most influential architect in the world, and he's willing to pay Dean five thousand dollars a day—just to help him keep it. Will Dean accept Castiel’s offer to become his “pretend boyfriend” for the next five days in order to ensure the success of the most important week of his life? Or will his smartass sarcasm keep him from submitting to Castiel’s will? And what will happen when Castiel discovers Dean’s hiding a secret, too—one that could threaten the stability of their arrangement and prevent him from getting too close to the one man in the world who might be capable of gaining his trust…
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Dean's had a lot of strange gigs over the years (stripping, escorting, porn, etc), but having a dragon as a patron is a bit weird, even for him.
Series
- Part 18 of Tumblr Fic
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When Dean’s best friend Charlie suggests that he take a course on fiction at the local college, he decides to give it a try. Thinking it could be beneficial for his job at the library and also give him the inspiration he needs to continue writing, Dean signs up for Professor Novak’s Science Fiction and Fantasy class. What he wasn't expecting was for the professor to be a fantasy himself. All sex hair, black liner, and tattooed in poetry, Dean is lucky he can swallow in his teacher’s presence, let alone speak sanely and intelligently. He may be the oldest student in the class, but Professor Novak merely has to look at Dean with those deep blue eyes lined in black kohl to turn him into a stuttering teenager with a crush.
Luckily for Dean, Professor Novak doesn't seem to mind at all.
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Day 7 - Cosplaying
Charlie had roped them all into playing Dungeons and Dragons with her. When Charlie suggested they dress up as their characters it might have been a joke. Castiel wasn’t sure. Sam had laughed, at least. But Charlie didn’t seem like she was joking, and Dean’s face had lit up at the idea.
Series
- Part 7 of 30 Day OTP Challenge - Destiel
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Dean's running late for the LARPing event. Like, really late. Charlie may or may not throw him in the stocks, he's so late. But then Dean bumps into a hot guy, literally, and sparks definitely fly. Now to wait until the day's over so he can meet Benny again, and take him up on that coffee date offer.
Series
- Part 4 of Writers Block Ficlets
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Pre-Supernatural TV series. Young Dean and teen Sam are staying at Bobby's, while strange cases of murder and missing teens start happening around the area. They investigate, while the creature responsible gets ever closer to them. Can they figure it out before it takes them too?
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Bartender Dean Winchester has been keeping a watchful eye on a certain Novak in his town, conflicting with himself whether to actually tell about his harbored secrets and lust would help or make his life go down hill. But he doesn't get to ask, because the spotlight is transferred to Castiel Novak
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You sit in an ambulance, a blanket around your shoulders. You watch cops walk about, talking to each other and over the radio. You bury your face between your knees, and hug yourself tight with your arms.
You hear someone clear his throat, and you look up.Two men stare back at you. One of them is tall with shaggy brown hair. He has brown, puppydog eyes. The other is shorter, and has green eyes. You notice his leather jacket. He gives you a smile, and pulls out a badge.
"FBI. We'd like to ask you some questions, if you don't mind."
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Dean's a closet geek who gets found out by Sam's weird study partner. Naturally mischief and mayhem ensue. Even without Gabriel's help.
AKA: The one where Dean won’t leave his brother’s study partner alone and Castiel just wants to be able to use the campus computers again.
(No longer in the fandom so it’s incomplete)
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For two years, Dean’s been slaving away beneath his boss – many label him a secretary, but he fucking hates that and feels like it only applies to someone wearing a pencil skirt, so he insists on his title of Executive Assistant. And for what? In the vain hope that one day he’ll manage to become an editor for Sandover Publishing, and that he’ll see the manuscript that he’s slaved over since college finally realized in print.
That’s the dream, anyway.
Right now, he’s fucking late.
Dean wants to be an editor. Castiel just wants to stay in the country.
‘The Proposal’ – as you’ve never seen it before. -
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Series
- Part 1 of SPN AU & TROPE BINGO