1 - 20 of 69 Works in Sassy Dean Winchester

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  1. Tags
    Summary

    Castiel Novak has been running the Novak Slave Trade for over a decade. He's powerful, respected, and ruthless. When training a slave, he's cold, detached, and uncaring. He's the best trainer there is - as he should be, considering his father started teaching Castiel the business as soon as Castiel could walk. In fact, Castiel quit training slaves years ago. It got dull. He'll never take a slave of his own. He's content where he is. His life has routine.

    But what will happen when a new slave comes into Castiel's slave compound that's wild and sassy and impossible for any of Castiel's highly skilled trainers to break? Will Castiel be able to mold Dean Winchester into the perfect slave? Or will Dean Winchester finally be the one to teach Castiel what love is?

    Who will break first?

    THANK YOU to my lovely main beta reader Chelsy, as well as Maddy!

    ***Disclaimer: this is NOT a BDSM relationship, it is MASTER AND SLAVE from an illegal slave trading perspective. Don’t expect healthy things like aftercare/safe words (though they will come into play later). Castiel is not a complete sadist, but he’s not a very great guy, especially at the beginning. This story does have a happy ending!

    Language:
    English
    Words:
    15,075
    Chapters:
    6/?
    Comments:
    110
    Kudos:
    244
    Bookmarks:
    59
    Hits:
    4992
  2. Tags
    Summary

    (Y/n) is trying to patch Dean up.

    Series
    Language:
    English
    Words:
    437
    Chapters:
    1/1
    Kudos:
    20
    Bookmarks:
    1
    Hits:
    321
  3. Tags
    Summary

    Castiel simply cares for Dean's health and one certainly shouldn't take aspirin with beer.
    ---
    Pre-Slash/Implied relationship if you squint really hard

    Language:
    English
    Words:
    819
    Chapters:
    1/1
    Kudos:
    13
    Hits:
    218
  4. Tags
    Summary

    Dean and Cas finally decide to take a vacation together, away from monsters and saving-the-world-duties. Thirty days together in a cabin, they've earned it.

     Destiel 30 Day OTP Challenge, april 2019.

    The drabbles will be between 500 and 1000 words. I will change the warnings if/when needed. Warnings will also appear before each drabble. Enjoy! This work will be a series but some drabbles will be read as stand alones.

    1. A selfie together
    2. Sharing a milkshake
    3. Grumpy morning heads
    4. Picknicking
    5. Bake together
    6. Ice skating
    7. Wedding day
    8. Building an IKEA-cabinet
    9. Under an umbrella
    10. 1950's version of them
    11. Silly snapchat photo
    12. Ballroom dancing
    13. Lazy Sunday morning
    14. Princess and knight
    15. Movie night
    16. Clothes swap!
    17. First kiss
    18. Something sad
    19. Gaming together
    20. Pocky game
    21. They fight/argue
    22. Water fight
    23. Playing Twister
    24. Something NSFW
    25. Stargazing
    26. Ugly sweaters
    27. Romantic movie kiss
    28. Death
    29. Karaoke night
    30. DO WHAT YOU WANT

    Language:
    English
    Words:
    28,440
    Chapters:
    30/30
    Collections:
    1
    Comments:
    97
    Kudos:
    89
    Bookmarks:
    19
    Hits:
    1758
  5. Tags
    Summary

    Sam and Dean have been Omega's in hiding for most of their lives. Pretending to be Beta's hasn't been easy but at least they have each other. Everything changes with an unexpected heat and a new blue eyed Alpha comes into their lives whether they like it or not.

    Language:
    English
    Words:
    9,091
    Chapters:
    3/?
    Comments:
    44
    Kudos:
    112
    Bookmarks:
    35
    Hits:
    2759
  6. Tags
    Summary

    “So Dean, why exactly were you digging up a grave?”  

    Dean shifts, leaning forward to give Castiel a smile that’s undoubtedly charming. “Would you believe me if I said it was to save someone's life?

    “Not even a little bit,” Castiel says, smiling in return.

    Series
    Language:
    English
    Words:
    13,348
    Chapters:
    3/3
    Comments:
    53
    Kudos:
    273
    Bookmarks:
    33
    Hits:
    2530
  7. Tags
    Summary

    Sam is an overworked Alpha as the young new lawyer at his law firm. The last person he expects to see while working a case is his Omega brother Dean. Forced together they will have to deal with their unresolved feelings for one and another. Can Sam come to terms with what his big brother really means to him? and can he make his stubborn kind frustrating brother see the truth as well? That they were made for each other?

    Language:
    English
    Words:
    5,829
    Chapters:
    3/3
    Comments:
    61
    Kudos:
    261
    Bookmarks:
    43
    Hits:
    3654
  8. Tags
    Summary

    Karácsonyi AU!
    Dean huszonegy éves, és fogadásból-viccből ír levelet a Télapónak. Fogalma sincs róla, hogy a levelét megkapja a címzett, sőt személyesen kézbesíti is, mivel, kissé pimasz volt a levél hangvétele, ami szankciót is von maga után!. :)
    DE a novella "ha a vége jó, minden jó"! :D ❤️
    Dióhéjban erről szól a történet. ❤️
    Figyelmeztetések: szókimondás, lájt BDSM, Lájt dom-sub dinamika, (semmi különös), említett panty kink-bugyi fétis.

    Series
    Language:
    Magyar
    Words:
    2,496
    Chapters:
    1/1
    Comments:
    4
    Kudos:
    28
    Hits:
    128
  9. Tags
    Language:
    English
    Words:
    1,744
    Chapters:
    1/1
    Kudos:
    5
    Hits:
    248
  10. Tags
    Summary

    Sam didn't mean to start seeing his dead brother, the hallucinations just happen. The only problem is, they don't stop even after Dean comes back from Purgatory.

    In which Sam talks a lot to a Hallucination of Dean, the brothers misunderstand each other, and season seven is saved from the dull character conflict of Amelia-Sam-Dean.

    Language:
    English
    Words:
    5,449
    Chapters:
    2/2
    Comments:
    4
    Kudos:
    32
    Bookmarks:
    3
    Hits:
    291
  11. Tags
    Summary

    “If you can pass a series of tests, then I’ll let you off a week of a training.”
    That did the trick. Sam’s face lit up like a Christmas tree. “Seriously?”
    “Sure.” John smiled, “but you’ll be competing against Dean in these challenges.

    Or,
    Sam is mad that Dean keeps winning in training so his Dad creates a series of challenges.

    Series
    Language:
    English
    Words:
    4,562
    Chapters:
    1/1
    Comments:
    18
    Kudos:
    29
    Bookmarks:
    3
    Hits:
    507
  12. Tags
    Summary

    So, to whoever reads this, please take time to count your blessings and have a Happy Thanksgiving.
    Signed,
    Dean Winchester

    Or

    Dean writes a list of what he is thankful for after he claims to his teacher that he is ungrateful

    Series
    Language:
    English
    Words:
    2,067
    Chapters:
    1/1
    Comments:
    10
    Kudos:
    41
    Bookmarks:
    3
    Hits:
    534
  13. Tags
    Summary

    Dean Winchester's day was perfectly normal. For a Ghost. Alone in his own world, the universe seems to ignore him, erasing his every impact on the world around him. He goes through life day by day, trying his best to overcome the boredom that has overtaken him. After a rather odd dream he walks to his favorite diner, dances and sings on table tops, and catches the eye of a blue-eyed stranger. And for once, said stranger doesn't ignore his existence in the world. Dean stares at him, and he stares right back.

    Language:
    English
    Words:
    3,628
    Chapters:
    2/?
    Comments:
    8
    Kudos:
    16
    Bookmarks:
    3
    Hits:
    294
  14. Tags
    Summary

    Dean Winchester moves from place to place while his father hunts things. He meets Castiel, a mysterious cutie in a trenchcoat that always sits alone, observing every one, nobody messes with him, barely anybody knows his name, but his presence is almost eerie, it's kind of magical almost. Dean and Cas fall in love and when Dean tries to tell Cas what he does, Castiel knows because he is an angel, which he shouldn't have told Dean. When Dean leaves castiel has to do something that will damage their far in the future relationship and when they meet again in a very *hot* place, it's too much for castiel.

    Language:
    English
    Words:
    3,174
    Chapters:
    5/?
    Comments:
    3
    Kudos:
    9
    Hits:
    143
  15. Tags
    Summary

    There's a bar hidden between the blurry lines of time and space and perception, and to those in the know, it's called Limbo. It's one of those places... a sliver cut between worlds, where dimensions and realities overlap. Where supernatural beings of all walks of life–or, in Castiel’s case, death–come to let their glamour fade and exist in their skin without prejudice. Whether that skin has horns, or claws, or fangs, in Limbo no one bothers to look twice.

    He's been here for years, a staple behind the bar, mixing drinks, crafting a steady, even, uneventful life for himself. Everything on a schedule, everything predictable. It's how he keeps himself sane. It's how he keeps others safe. But that was over three weeks ago. Three weeks since everything went to hell and his carefully constructed life fractured down the middle. Three weeks, and now the only constant in his life is the Thirst.

    Language:
    English
    Words:
    13,894
    Chapters:
    6/6
    Collections:
    2
    Comments:
    144
    Kudos:
    545
    Bookmarks:
    130
    Hits:
    4775
  16. Tags
    Summary

    It’s Stiles birthday and he only wants one thing: to be ridden hard and put away wet, from both ends. Now Derek is always more than a willing participant for Stiles requests in the bedroom, however, this time Stiles has something else in mind, particularly more than one something. After a little discussion and a little growling, they agree, adding a partner to their sex-capades–

    (”Don’t call it that, Stiles.”)
    [”Don’t be such a Sourwolf, Derek, that’s what they are. I’m just calling it as it is.”]

    -is something they both want. What they don’t count on is running into two men who are so striking they can’t seem to choose. And lucky for Stiles they seem to come as a package deal. ‘Cause hey, three might be a party, but fours an orgy. An orgy that has Stiles smack dab in the sloppy center of it.

    Language:
    English
    Words:
    5,767
    Chapters:
    1/1
    Collections:
    2
    Comments:
    40
    Kudos:
    330
    Bookmarks:
    60
    Hits:
    3744
  17. Tags
    Summary

    Of Bikers, Tattoos, and fucking wannabe wendigo hunt that has Dean cursing and his fanclub cooing.

    "Aww, isn't the little omega cute when he curses?"

    Series
    Language:
    English
    Words:
    12,721
    Chapters:
    1/1
    Comments:
    8
    Kudos:
    103
    Bookmarks:
    15
    Hits:
    1500
  18. Tags
    Summary

    Dean isn't looking for anything romantic, not even a good lay, but when he has the chance to hook up with a myseterious young man with enticing blue eyes, he can't resist. He falls into bed with him, and they share a passionate night together. The sad part? He doesn't even know his name...

    Language:
    English
    Words:
    11,064
    Chapters:
    5/?
    Comments:
    31
    Kudos:
    51
    Bookmarks:
    6
    Hits:
    1093
  19. Tags
    Summary

    Castiel hated the rules of the Royals.

    "Do this, do that." It was like they were better than the people who lived in the township. He always loved humanity, and he never knew what would happen when he unleashed it. His family has more to it than he thought, and when he met a firey Omega to keep him in line, the Alpha was absolutely in love. Even though the Omega was a peasant. Whats wrong with being human? Aren't they all?

    Language:
    English
    Words:
    49,020
    Chapters:
    16/16
    Comments:
    27
    Kudos:
    127
    Bookmarks:
    26
    Hits:
    7167
  20. Tags
    Summary

    Sam, Dean, and the reader are on a case that takes them to a fancy hotel. They find a swanky room that's too fancy to resist.

    Language:
    English
    Words:
    2,613
    Chapters:
    1/1
    Comments:
    3
    Kudos:
    136
    Bookmarks:
    12
    Hits:
    7788

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