1 - 20 of 50 Works in Matchmaker Charlie Bradbury
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As a friend to both Dean and Castiel, a witch and familiar who are more sweet around each other than she thought imaginable, Charlie knows it's her civic duty to finally get them together in what she's dubbed Operation Destiel, helping to smooth out some misunderstandings along the way. After all, there are some things people are only comfortable saying to a cat…
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When severed feet begin appearing at the Cloud 9 superstore where he works, Dean Winchester suspects the new hire. But Castiel, instead, helps to solve the mystery, and wins Dean over in the process.
Series
- Part 1 of Supernatural Sitcoms
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“It’s because he is a good father.”
“A good dad lets their daughter dress up, a gay dad dresses up with their daughter.”
Cas rolled his eyes, turning away from his friend. Dean and Emma were still in the arcade, a smile across Dean’s face as he watched his daughter play one of the machines, cheering her on. It was fun to imagine that they could be something more. Wonder what Dean’s lips felt like against his own or how their hands would fit together. But that’s all they were, fantasies that he made up to pass the time, Castiel didn’t get movie endings.
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Where Cas is working a part time job at the movie theatre and Dean is the young dad who regularly takes it daughter to the movies.
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Castiel wants a tattoo which confused Dean until he saw how beautiful it was on the tanned skin and realized he's been pretty stupid.
Series
- Part 6 of Destiel Oneshots.
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“I’m sorry.”
It was a plea for everything to turn out fine, but he was sure he wouldn’t be so lucky.
Castiel’s body felt like a weight had been lifted only to be replaced with a heavier one. Like he was drowning and got to the surface, catching one last breath before sinking for good.
He couldn't shake this feeling of remorse, and he knew it would never leave him. He just couldn’t stop thinking how he could have prevented all of it had he been less selfish.
“I’m sorry,” he’d said, as if it explained everything.
“I tried.”
As if having done so could take the other’s pain away.
“I don’t.”
And when Castiel walks away, he doesn’t dare to look back.
He just kept walking, putting more and more distance between him and the one that had loved him up until that moment.
And even if leaving meant he left yet another piece of himself behind so be it, he wouldn’t miss it anyway. He was so far from being whole that it didn’t matter anymore.
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Charlie just wants her best friend to be happy, and has been trying for four years to help Dean meet his perfect match. A last-ditch effort and a laid back holiday party in the woods could either help Dean find the Christmas spirit he'd been missing out on most of his life, or else backfire spectacularly. She could honestly use a Christmas miracle...
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On the fourth day of Christmas fics, AJ gave to me...
Cas has been in love with his roommate, Dean, for years and hasn't had the courage or the opportunity to tell him. After Charlie lets it slip that Dean loves Hallmark movies, Cas just might have the perfect way to confess his feelings, if the plan would just stop going horribly wrong.
Series
- Part 4 of 12 Days of Christmas (Fics)
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Dean and Cas have been blind to each other's feelings for the other for years, and Charlie decides they need a little push:
“I dare you,” Charlie leans over and whispers in his ear. Whatever she says causes his blue eyes to widen and he quickly looks at her, a furious blush blooming on his cheeks. His eyes dart towards the living room and he swallows nervously. “So, do you accept the dare?”
“I accept.”
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You know that Pedro Pascal edit that went crazy for a while on tiktok? Yeah. -
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Dean hated witches. Really friggin hated witches.
While investigating a case, Dean gets hit by a witch’s spell. Luckily, Sam had ganked the witch before she could finish her weird voodoo and all was well in the world, one less supernatural wrecking havoc.
That is, however, until radios start to get a little too accurate in how Dean’s truly feeling…
AKA Dean has to finally confront his communication issues via song. Sam thinks this is hilarious. Dean has a lot of bi panic around a certain blue-eyed angel.
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Five Times Castiel Rode the Bus, and One Time He Didn't by 3tuxedocats
Fandoms: Supernatural (TV 2005)
19 Dec 2022
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Castiel was a creature of habit. He woke up at the same time, ate the same breakfast, and caught the same bus to his job at the bookstore day after day. After work he took the same bus home, cooked a simple dinner, putzed around the house with his cat, Jack, and went to bed at the same time day after day.
One day he had a new bus driver, and his routine would never be the same again.
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A collection of Destiel one-shots that are mostly fluffy, some smutty (title will have an * if it contains sexual content) and absolutely zero sad/tragic endings. Each chapter is a separate one shot, with its own summary. So read on and enjoy!!
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Charlie has had enough with trying and failing to set her friends up, so she throws a karaoke party where people are assigned a musical, but no one knows that she purposefully gave Dean and Castiel both "Wicked".
Series
- Part 4 of Suptober 2022
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Having had nothing but bad luck in previous relationships, both Dean and Cas aren't sure if they're ever going to find that one person they're meant to be with. Maybe they're just destined to be alone...
Dean's best friend Charlie disagrees.
Aka Matchmaker Charlie does her best to beat some sense into those two idiots. Seriously, how do they not realise they're perfect for each other?
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Sam is in hell. He’s trapped in an existence where Dean and Cas are pining endlessly after each other. The amount of UST between them is driving him insane. Insane enough to start a fanfiction book club with Charlie, apparently.
But with fanfiction comes tropes. And with tropes come successful get togethers. So it stands to reason that if the real Dean and Cas get caught up in all these tropes, they’re bound to get together. Right?
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When both Cas and Dean tell Sam that they love the other, Sam is 100% done. He’s been dealing with their unresolved sexual tension for way too long. So, he calls Charlie.
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Castiel never regretted breaking up with Balthazar and still, weeks later, he'd let himself be talked into one last date. Just one last chance, so Balthazar could prove that he's changed. After half an hour of waiting alone in the restaurant, Castiel knows he hasn't. Sick of the pitiful glances thrown into his direction, he decides to leave, embarrassed and humiliated, when a voice stops him.
“Hey, babe, sorry I’m late. Traffic was hell.”
Looking up, it isn't Balthazar standing in front of him, but a stranger. A stranger with green eyes and a devilish smile on his lips.
Is it too soon to say it's love?
Series
- Part 1 of Destiel Drabbles
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The yearly family trips to the Singer cabin turned deadly when Jo and Ash disappear. Charlie attempts to keep her sibling's legacy of throwing wild parties by inviting the gang up to the cabin on the anniversary of Jo and Ash's disappearance, not knowing that the creature that took her siblings still resided in the woods and was hungry for more. Can Charlie and her friends survive the night until help arrives, or will they fall victim to the mountain?
This is based off the video game Until Dawn and uses some plot points from the game.
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The French Deception by delicious-irony (deliciousirony), supernatural9917
Fandoms: Supernatural
20 Sep 2020
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Lord James Emmanuel Stephen Castiel Scott, second son of a duke, has returned to Britain after years spent in France as a spy in the wars against Napoleon. His childhood friend Lady Celeste Middleton, Marchioness of Bradbury (Charlie to her friends), invites him to a house party in the country so she can play matchmaker: she knows that her friend Sir Dean Winchester is perfect for Castiel. When he declines her invitation, she invents a tale of intrigue with which to entice him. He insists on playing the part of a displaced Frenchman to identify her extortionist. His prime suspect? Sir Dean Winchester, who is clearly a fortune hunter.
Sir Dean Winchester tried to rescue his estate by making his fortune in His Majesty’s Navy, but was cheated out of his rightful prize. Forced to retire when his father died, he needs to marry for money to pay off his father’s debts. When Lady Bradbury invites them to her house party, he hopes to make a match among her wealthy friends. Unfortunately, the only one who catches his eye is the mysterious - and sadly impoverished - émigré Castiel Novacque. As time goes on and they grow closer, Dean begins to wonder if he really is willing to give up the hope of love for the sake of money. -
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What better way to meet new people than a Pride parade?
Or, the one where Cas and Dean take one look at each other and forget the rest of the world even exists.
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Castiel Novak had it all. A high paying job, a beachside house worth millions, and a best friend who truly had his best interests at heart (despite his unorthodox way of showing it). That all changed when Balthazar finally convinced him to see a doctor about his hearing issue.
A story about discovering what is important, mending bridges, and maybe (just maybe) finding love along the way.