1 - 20 of 52 Works in Rich Dean Winchester
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Wealthy, handsome, and very single Dean Winchester wanted to be CEO of his family's wine business. But in order to be considered for the position, he signed a contract with a clause that he had to be married wholeheartedly for at least a year by the eighty-fifth anniversary of the company, which was when his grandfather would name the next CEO. Guess who put it off until the last minute? But hey, he already arranged to marry one of his employees, no problem...well, no problem until she didn't show up, anyway.
The random employee he dragged along to witness the wedding had a solution.
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kinktober day 5: face fucking
Castiel goes on a date with a very intriguing and very hot client.
Series
- Part 5 of Kinktober 2025
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В 90-тих роках, під прожекторами канзаської сцени, у юного та ще нікому невідомого співака Кастіеля Новака закохується статний альфа, знаменитий на всю країну мільйонер Дін Вінчестер. Він дарує Касу пафосний букет червоних троянд, і спокушає на небезпечне життя у Лос-Анджелесі, повне слави, визнання та забороненого кохання.
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Castiel wished there was more to say, but there simply wasn't.
Their marriage was forfeit from the very start.
[A work on how their relationship has evolved over time and the different perspectives over time.]
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Castiel was sick of constant orders and snide remarks from Dean Winchester, the rich asshole from the apartment number 1967.
But he was willing to endure it to keep his job.
That is, until today, when Dean opened his mouth and pushed Cas over the edge.
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Dean and Castiel were the most eligible bachelors in the city and despite being two powerful Sentinels and Alphas, they were happy without a Guide. Then they meet a feisty blond that is the contrary of what society says they should want.
Naruto was a Beta that was more than happy living in the shadows. Then he met green-eyed Alpha that insisted on constantly touching him and his blue-eyed mate that smelled like blood but always had a kind smile for him.
What is a Beta supposed to do when he's pulled out of the shadows by two Alphas that don't seem to understand the status quo?
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Компанія “Сандовер” запрошує усіх колег взяти участь у таємному санті!
Плюси: Дін просто обожнює різдво, любить робити подарунки та бачити усмішки людей.
Мінуси: йому випадає зробити подарунок Кастіелю Новаку, про якого Дін взагалі нічого не знає (чесно кажучи, до сьогодні Дін навіть не підозрював, що у них є такий робітник). Тож йому доведеться познайомитись з хлопцем та дізнатись, що він любить.
Підводні камені: Дін генеральний директор компанії, а Кастіель прибиральник.Ох, і Дін не знає, що ціна за подарунок має не перевищувати п’ятдесят доларів.
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Castiel is a 23 year old intern working at a famous magazine owned by the handsome and brooding Dean Winchester. When the two of them meet, sparks fly immediately until tough decisions have to be made, plenty of tears shed and lots of sex and drama.
(Inspired by the song Only Love Can Hurt Like This by Paloma Faith, Pride and Prejudice and The Devil Wears Prada)
Series
- Part 3 of The Austen Adventures
- Part 2 of The Office Romance Series
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It's John and Donald's wedding day and John has some news to share.
Dean and Cas arrive to their wedding with a special gift.(This is obviously crack and a joke so... Yeah, I'm not that weird).
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When Dean Winchester’s daughter gets Castiel Novak fired from his job as a janitor at her private school, Dean takes it upon himself to give him a job at his company. At first, the two bond as single fathers but soon they realize that there is a stronger bond forming between them. Can they get past the disapproval of their families and find love with each other or will they have to sacrifice their happiness to keep the peace?
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It's been freaking six months. yes, full Six months and still when Castiel comes out from the office, Dean freaking Winchester will sit outside of the office, in the huge guest area with something new, something different kind of gift in his hand.
Dean was asking for Out on a Date. A one date.
Dean was in love with Cas, but Cas had some trust issues.
So will they make it out?😍
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Dean and Cas have been seeing each other casually for a while. Dean's kept his true life a secret all this time. How will Cas react?
Series
- Part 28 of xxxmas
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Dean Winchester and Castiel Novak worked on a highschool project once over ten years ago. Now Dean's little brother Sam is getting married and the younger brother of Sam's fiance Gabriel looks very familiar.
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“Did you ever ask me Cas?” Dean shouts, “Did you even ask me HOW I feel too? You think you can make decisions for EVERYONE?”
It feels like a eternity.
Dean’s voice cracks, “Just say it Cas. Just-Just say it and I’ll run away with you.”
He could say, but he wouldn’t. He could never do that to Anna.
“No.”
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Dean's been a good son and he's been what his dad ordered him to be. For years he's loved only women. Now he can't take it anymore.
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Anna Milton is one of seven heirs to Milton Industries, a generational business that has existed for more than a hundred years. It thrives on the suffering of those who don't have the kinds of funds to stand up to them. They take land from people, destroy entire towns to remake them into places that will line their pockets that is, until they came up against Dean Winchester.
Dean's a successful businessman in his own right and in just his lifetime he's built an empire of his own, worthy of standing up against the greed of Howard Milton the third. When the yearly Milton Christmas party rolls around Anna begs Dean to attend with her, even though she knows it would infuriate her parents. She lures him in with the offer of introducing him to her brother.
It's definitely going to be a party to remember.
Series
- Part 23 of 25 Days of the Holiday Season
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To inspect further, Dean walked towards the kitchen, but the moment his eyes wandered inside, he froze.
What the heck?
Either he was too drunk— smashed, hammered, absolutely piss drunk— or Castiel was really wearing that.
That being a tiny, black French maid outfit.
Still unaware of Dean's presence, Castiel continued to hum under his breath as he glided across the kitchen floor, grabbing mugs and whatnot, but Dean could do nothing but remain rooted to the ground and drool. The maid outfit, erm, it suited Castiel. Dean had no idea why in the world Castiel would wear something as vulgar as that, especially when he was working at Dean's home, but hey, Dean wasn't complaining. Castiel bounced on his toes to reach up to a top shelf, and his short, low-cut French maid outfit bounced with him. Dean swallowed thickly the moment he caught a glimpse of skin under the skirt.
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Written for the Banned Together Bingo 2020, for the square Humanism.
*~*
The world loved Dean. They thanked him for saving millions of lives who could have fallen victims to one of the many creatures, if they hadn’t been saved by one of his devices. They treated him like a national treasure, he was asked to visit schools, open big events, everything. He was marketed as family cantered, so everyone felt connected to him. He had a tough past, but that just made everyone love him even more. Overall, he was one of the most popular people around.
Personally Castiel hated him.
Series
- Part 15 of Summer's Banned Together Bingo
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When Lucifer left the family he left with all the money they had, not wanting to lose their business Michael asked for a loan from the only place he could think of, the Winchester family. The notorious Winchester family has been the most dangerous and powerful criminal group in their town, making a deal with them was like making a deal with the devil. Not being able to pay them back meant that Michael would lose his life, so he came up with the only solution he had, arrange a mating between his 16 years old brother Castiel and the leader of the Winchester family, Dean. Castiel was the embodiment of a twink, the omega was shy and submissive with a lean body and big blue eyes, he felt more comfortable in woman's clothes so he only wore them. Dean on the other hand was the perfect definition of an alpha, broad shoulders, strong body and dominant type.
What will happen to them, between marriage and domination will they find love? Or will it be only lust? The dominant alpha and submissive omega, polar opposites drawn together by fate. -
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Castiel married the love of his life, Dean Winchester, on a Monday.