1 - 20 of 88 Works in Popular Dean Winchester
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Cas and Dean are different in every way. There is no reason that they should every interact. However, freewill exists for a reason.
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Dean and Castiel weren't what you would call friends, but they were certainly aware of each other. It wasn't uncommon for them to have a conversation (or a fight) when they saw each other in public. They liked to push each other's buttons, but what happens when that dynamic suddenly shifts from empty threats to teasing promises?
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It's important to consider that Dean Winchester personifies the American teenage ideal. He willl leads the football team, already attracts the attention of girls, elicits envy among boys, and is devastatingly handsome. In contrast, Castiel is deemed a "loser" by Dean and his social circle. Their apparent incompatibility is underscored by a history of resentment stemming from the dissolution of their friendship five years ago, resulting in an enduring cold war-like tension. Despite their shared high school environment and childhood proximity as neighbors (Since childhood, by the way), their differences are pronounced, with each inhabiting distinct universes. Castiel finds himself ensnared in this dynamic, his misery seemingly boundless.
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Dean Winchester is known for dating anyone, as long as they follow three simple rules.
First, they cannot ask him where he has been.
Second, they cannot inquire about who he has been with.
Third, they cannot ask what he has been up to.
This arrangement has served him well since it was proposed to him by his female classmates during his freshman year of high school. However, things become complicated when Castiel, a newly out teenager, asks Dean to be his boyfriend.
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Castiel gets through high school by staying unnoticed, hiding under the radar and making sure he is average as physically possible.
And then Dean Winchester, his long time crush, asks for a high five, and nothing and everything changes.
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As Dean walked past, he put his hand up for a high five. Seeing that it was—shockingly—directed to him, Cas raised his hand and gave Dean's a slap. No one denied Dean Winchester a high five. No one in their year anyway.
Before he could pull his hand away, Dean laced their fingers and said with a shit eating grin "You're now my boyfriend. Congratulations. Love you Babe."
Cas just stared shocked—and slightly confused and a tiny bit afraid—as Dean pulled his hand away and walked off. That was definitely not how it normally went when Dean was handing out high fives.
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Dean thinks that it's a grand idea to get Castiel, his best friend, to agree to be his fake boyfriend. His goal? Trying to get his ex-boyfriend Andrew back. He didn't realize that he was using Andrew to get over Castiel, and he didn't realize how painful the "break-up" was going to be.
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Cas, a 3rd-year biology student, is an introverted and very anxious guy. Full of insecurities, he doesn't need to add one more thing to worry about in his life (and certainly not his potential "asexuality"). However, one day, he meets Dean at a poker night his roommate Balthazar is hosting.
Dean is Cas’ exact opposite : easy-going, confident, funny… and also, very flirty. They keep bumping into each other around the campus and, somehow, every time Cas is with Dean, all of his worries seem to go away…
However, when Cas learns about Dean’s reputation as “the master of one-night stands”, he is certain that they are DEFINITELY ABSOLUTELY not compatible. Or, are they?
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I have gotten way better at writing over the years of my absence. So I decided to rewrite one of my old fanfictions, Your Love.
After Castiels dad dies, he moves into his aunts' house, in a completely new town. Starting at a whole new school, he'll have to face many challenges. And the biggest challenge? Figuring out his feelings for the biggest known jock, Dean Winchester.
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High school AU where Dean and Castiel get the lucky chance of being put at partners. Or is it as lucky as it seems?
I'll change the title later I came up with it at 3 in the morning
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Cas has a crush on Dean, and it goes better than anyone expected.
Series
- Part 1 of Closets and Coition
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Castiel never got over the heartache of losing his twin, Jimmy. 10 years later and the memories of the shocking discovery still haunted him. It never got him to stop asking why, seeing as Jimmy lived the life most teens would dream of- being the schools popular bad boy and dating the schools other popular bad boy. Dean Winchester. Today, years later, he tries to get through his boring adult life, while trying to juggle the thoughts of his brother’s demise; still unpopular as he’ll always be.
Dean felt like he lost everything, when the news of Jimmy’s death was relayed to him. All he remembered was graduating from high school, attending his dead boyfriends funeral and putting Lawrence in Baby’s rear view mirror. After, a few life experiences of his own, he decides its time to return home. Well great idea! Now he had Jimmy’s ‘totally opposite in personality lookalike’ to deal with. Castiel Novak was a whole other level of different to the Jimmy he was used to. How in the hell was he supposed to handle a man like that!?
Dean was not going to fall for Jimmy’s weird twin….no way, no how….right?
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Last year of High School for Dean and he began to think he would actually finish the year in the same school. Castiel kept hidden his platonic love for Dean for over six months. It takes him seven days to finally to meet Dean, the approach is insanelly smooth af and they miss a whole day of classes.
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It’s your first day of law school and you meet the hottest man you ever met, Dean Winchester. Can things starts out as study partners and become something more, especially when you both have secrets and the costs of those secrets. Can you learn to share those secrets to be together and is the cost too much?
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Dean had left this world with a parting gift to his beloved Castiel.
Twins.
Twins who would light up Castiel's world.
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Castiel's birthday happens to fall on the most annoying day ever...Valentine's Day. Normally Castiel's parents are there and Castiel does a little cake, binge-watches Netflix, and plays on his phone. This year? This year is not that. Do you know how Castiel knows that? Despite the fact, that his parents' anniversary also falls on Valentine's Day, and are out of town for a week. The big sign Castiel's normal lazy birthday of binge-watching wasn't happening?
HOW ABOUT THE GIGANTIC GROUP OF DRUNK TEENAGERS IN THE MIDDLE OF A RAGER! Teens parting hard, throwing up everywhere, and making out in every corner. This was EXACTLY why he refused to let his IDIOT older brother Gabriel plan his birthday. HE DIDN'T EVEN KNOW THESE PEOPLE!
His birthday is quickly becoming his worst nightmare...that is...till Castiel's crush walks through his front door.
Series
- Part 24 of Fluff one shots
- Part 2 of One shots inspired by songs
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When Castiel Novak heard that his two best friend’s wanted to live next to a fraternity his reaction was simple: hell no. But the rent was ridiculously low, and it was the only house within walking distance of the school that didn’t seem to be condemned. He figured he could just ignore the parties and naked girls. He was actually managing quite well. That is, until a certain fraternity President ended up outside his window. It went downhill from there.
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Dos muchachos, no mucho en común. Pero el amor esta en el aire en la Secundaria Truman...
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Being in love with someone who is still confused and unsure about what he wants is one of the most hurtful things to experience.
But everyday, Castiel hoped that Dean would realize. Everyday Castiel believed that Dean would get better.
But that was far from the truth.
His alpha and bestfriend Dean continued to hurt him and he continued to stay.
He loved Dean.
He loved Dean too much and he would change for Dean. He would give up anything for Dean; his self respect, his dreams, his own happiness.
Just to pretend that everything was ok.