1 - 20 of 82 Works in Sassy Dean Winchester

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  1. Tags
    Summary

    "You have given me what I needed most. I want to do the same for you," Amara had told him.

    What if what Dean Winchester had needed most wasn't Mary back, but was for his long coveted Angel to finally be HIS Angel.

    Of course getting what you wish for is never as simple as it first appears and it isn't long before Dean discovers being with Castiel means getting a hell of a lot more than he bargained for.
    ~~~
    Dean had known Cas to go over protective on him before, but this was ridiculous. It was only a bit of food poisoning, or a bug. Living most of his life on the road, surviving on truck stops and greasy diner food, Dean had had plenty in his time. Twenty four hours at the most and he’d be back to his usual self. There was really no need for Cas’ panic.

    Was weird that he hadn’t healed him though.

    “Your healing mojo must be off,” Dean grumbled. “Still feel like crap.”

    “You’re not sick.” Cas' eyes never left the road ahead.

    “Oh yeah?” Dean cocked a cheeky eyebrow, “The chunks I blew at the side of the road back there would prove otherwise.”

    “You’re not sick,” Cas repeated, deathly serious. “...You’re pregnant.”

    Series
    Language:
    English
    Words:
    135,257
    Chapters:
    23/36
    Comments:
    306
    Kudos:
    551
    Bookmarks:
    112
    Hits:
    23501
  2. Tags
    Summary

    “Dean. I’m wounded. My vessel is bleeding and my stomach feels like it’s splitting into two pieces. I think Jimmy’s dying. Maybe I’m dying.”

    “You’re not dying, Cas, you’re trans.”

    Language:
    English
    Words:
    1,454
    Chapters:
    1/1
    Comments:
    7
    Kudos:
    59
    Bookmarks:
    5
    Hits:
    539
  3. Tags
    Summary

    After falling in love as master/slave in a slave trading compound - and two years apart after Castiel set Dean free - Dean Winchester finally gives in. He finds himself in Seattle, looking at the man he can't stop loving no matter how hard he's tried.

    Will they be able to manage a happily ever after?

    Or will their pasts come back to ruin it all?

     

    ** picks up directly after Light in the Dark Epilogue**

    Series
    Language:
    English
    Words:
    71,193
    Chapters:
    17/?
    Comments:
    747
    Kudos:
    732
    Bookmarks:
    115
    Hits:
    30077
  4. Tags
    Summary

    When Dean Winchester didn’t present at 16, everyone thought he was a Beta. John Winchester wasn’t happy about it, because the only presentation that was acceptable for his sons was Alpha, but at least he wasn’t an Omega. But when Dean goes into a surprise preheat presentation in the middle of his math class, sparking a confrontation with John, he packs Sam up and gets them both out.

    Moving to the middle of the suburbs with a kid brother and 30 bucks to his name wasn’t really in his plans but he was determined to succeed despite his secondary gender. The twin Alphas next door seemed to feel like he was missing something, too bad for them, Dean doesn’t need no Alpha.

    Language:
    English
    Words:
    16,733
    Chapters:
    11/11
    Collections:
    1
    Comments:
    33
    Kudos:
    147
    Bookmarks:
    16
    Hits:
    1618
  5. Tags
    Summary

    A drunk night spent striking out on Tindr and Grindr lead Dean to fill out a questionnaire for a "unique matchmaker".

    Language:
    English
    Words:
    27,966
    Chapters:
    11/?
    Comments:
    60
    Kudos:
    133
    Bookmarks:
    23
    Hits:
    3454
  6. Tags
    Summary

    Dean Winchester is set to marry Prince Castiel of Novak.They fight and They fall.(CRACK WRIITEN AFTER DEPRSSION FROM THE ENDING)

     

     

    AUTHOR IS NEW

    Language:
    English
    Words:
    11,429
    Chapters:
    5/?
    Comments:
    34
    Kudos:
    87
    Bookmarks:
    7
    Hits:
    3013
  7. Tags
    Summary

    Dean Winchester never thought he was the type to get domesticated, but here he is: married to his best friend, living in a nice house outside the suburbs, raising a half-angel highschooler.

    And, because he’s a sap, getting conned into attending Cas’ PTA meetings for him when he’s away.

    But where a Winchester goes, drama inevitably follows.

    The Karens’ll never know what hit ‘em.

    Language:
    English
    Words:
    6,203
    Chapters:
    2/2
    Comments:
    41
    Kudos:
    442
    Bookmarks:
    80
    Hits:
    3035
  8. Tags
    Summary

    Cas is tired of Dean’s attitude so he spanks Dean’s ass until he cries and comes.

    Language:
    English
    Words:
    1,362
    Chapters:
    1/1
    Collections:
    2
    Comments:
    44
    Kudos:
    377
    Bookmarks:
    28
    Hits:
    8253
  9. Tags
    Summary

    Dean and Castiel started in 90 Day Fiancé and Happily Ever After, now married with two kids our favorite couple makes a return to Pillow Talk!

    Language:
    English
    Words:
    2,337
    Chapters:
    1/1
    Kudos:
    53
    Bookmarks:
    6
    Hits:
    970
  10. Tags
    Summary

    Castiel has had a rough week. He's tired, he's angry, and he's about had enough of this hunt. He doesn't mean to hurt Dean in the process but that's what unfortunately happens. Guilty and exhausted, he somehow finds his way into more trouble. Good thing he has his stubborn angel watching over him to help keep him out of trouble.

    Language:
    English
    Words:
    3,706
    Chapters:
    1/1
    Comments:
    3
    Kudos:
    111
    Bookmarks:
    10
    Hits:
    1009
  11. Tags
    Summary

    Caught between the lesser of two evils, omega Dean Winchester is thrown into the orbit of Castiel Novak—a gorgeous, older, and incredibly wealthy businessman…and perhaps the only alpha who wants him for his brains, not his body. Castiel has no interest in bending Dean over the nearest surface and fucking his brains out, which is a first. Not that Dean cares about the alpha’s lack of interest. Nope. Uh-uh. He couldn’t care less.

    Language:
    English
    Words:
    165,202
    Chapters:
    22/22
    Collections:
    3
    Comments:
    2340
    Kudos:
    2647
    Bookmarks:
    596
    Hits:
    71466
  12. Tags
    Summary

    You’re unlucky in love when you find a lost wallet outside a bar and are smitten with the photo on the ID inside. Could your luck have turned, or have you found yourself in the middle of something unfortunate?

    Series
    Language:
    English
    Words:
    9,868
    Chapters:
    5/?
    Comments:
    4
    Kudos:
    12
    Bookmarks:
    3
    Hits:
    270
  13. Tags
    Summary

    "You can have all of this, Winchester," Castiel rasps, voice breathless with arousal, as he leans back on the table, stretching his torso, and crooking a finger at Dean, "-and if you want it," He continues, and with a dark, hungry glint in his eyes, spreads his legs wide apart, "-come and get it."
    ~•~
    teacher's-pet!castiel × jock!dean.

    Language:
    English
    Words:
    5,221
    Chapters:
    1/1
    Comments:
    23
    Kudos:
    573
    Bookmarks:
    56
    Hits:
    6453
  14. Tags
    Summary

    Castiel helps Dean with a migraine even though he didn't ask him to.

    "Dean's curses ceased as he looked up from his pillow with squinted eyes before asking, "What're you doin'?"

    Castiel shrugged [...] before mumbling hopefully, "Helping?""

    Series
    Language:
    English
    Words:
    1,330
    Chapters:
    1/1
    Kudos:
    50
    Bookmarks:
    7
    Hits:
    525
  15. Tags
    Summary

    Sam is watching TV in the motel room when Dean decides that his choice of channel is not at all acceptable. And so, he fights to get his hands on the remote control and an argument quickly ensues - along with a whole lot more. But will Dean get his way?

    Language:
    English
    Words:
    3,063
    Chapters:
    1/1
    Comments:
    4
    Kudos:
    126
    Bookmarks:
    19
    Hits:
    2460
  16. Tags
    Summary

    Dean is a proud Mama's Boy.

    His classmates try to shame him.

    It doesn't go well for them.

    Series
    Language:
    English
    Words:
    1,441
    Chapters:
    1/1
    Collections:
    1
    Comments:
    31
    Kudos:
    625
    Bookmarks:
    31
    Hits:
    3995
  17. Tags
    Summary

    Castiel always notices the same guy in designer suits come into the Walmart where he works as a cashier, but he only comes in after midnight. Dean leaves his phone behind one night, Castiel sees the nude pictures he has because he is one nosy boy. That's where it begins.

    Language:
    English
    Words:
    23,357
    Chapters:
    11/11
    Comments:
    37
    Kudos:
    272
    Bookmarks:
    47
    Hits:
    9262
  18. Tags
    Summary

    A young laboratory technician, Dean Winchester, accidentally opens a portal to another universe and is captured by two of the most feared dragons in all the land.

    Language:
    English
    Words:
    6,634
    Chapters:
    3/?
    Comments:
    4
    Kudos:
    52
    Bookmarks:
    10
    Hits:
    1013
  19. 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!

    Series
    Language:
    English
    Words:
    112,914
    Chapters:
    35/35
    Comments:
    1697
    Kudos:
    1730
    Bookmarks:
    313
    Hits:
    58338
  20. Tags
    Summary

    As requested on Tumblr: a beach day fic!

    A fluffy, beach vacation one-shot with Team Free Will

    Language:
    English
    Words:
    1,505
    Chapters:
    1/1
    Comments:
    2
    Kudos:
    27
    Bookmarks:
    1
    Hits:
    347

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