1 - 20 of 211 Works in Flirty Dean Winchester

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  1. Tags
    Summary

    Supernatural AU: Dean is the son of a wealthy businessman on a trip to New York City to ‘learn the family business’. Dean’s not really sure that’s what he wants—he’d much rather party until the sun comes up. That all changes when he meets a man who throws his world into a tailspin—Castiel, the hotel bellboy who underneath that enticing red coat is so much more than he seems. Now Dean's got his work cut out for him--he's got to somehow prove to Cas that he's more than what the tabloids say about him.

    Language:
    English
    Words:
    86,292
    Chapters:
    12/30
    Comments:
    27
    Kudos:
    40
    Bookmarks:
    11
    Hits:
    1053
  2. Tags
    Summary

    Summer of ‘07 saw Cas packing up his life and going away from Lawrence.

    Summer of ‘19 saw Cas packing up his and his daughter’s life and shifting back to Lawrence.

    Different times, completely different lives, but there was one person in his heart both times: the insufferable Dean Winchester.

    Language:
    English
    Words:
    78,308
    Chapters:
    21/?
    Comments:
    49
    Kudos:
    114
    Bookmarks:
    26
    Hits:
    3503
  3. Tags
    Summary

    Castiel's cat, Bumblebee has been escaping his house and someone else has been feeding him. The cat is starting to pack on the pounds and is getting sick all over the house. Dean has been feeding a cat that he calls Lamia. The cat has been hanging around his place for a couple months and he's grown attached. When a flyer alerts Dean that Lamia has been cheating on his real owner with him, it sets in motion the events that will bring these two together.

    Language:
    English
    Words:
    4,195
    Chapters:
    2/7
    Comments:
    27
    Kudos:
    68
    Bookmarks:
    22
    Hits:
    879
  4. Tags
    Summary

    Love doesn’t always come easy and love doesn’t always follow a straight path. But one way or another, Dean and Castiel belong together – even if they take the long route.
    After an awkwardly funny meeting at a frat party in 2008, law student Castiel Novak and police cadet Dean Winchester become fast friends. Best friends, even. Friends who recognize their attraction to each other, but who respect that they want different things in life.
    Six years later, that hasn’t changed, though their friendship has only grown stronger. They get lunch, see movies, support one another, tell each other everything. And apparently, they make crazy sounding pacts together. Should Castiel – hopeless romantic longing for a committed relationship – not have found a partner within the next six years, Dean – charming Casanova with commitment issues – will marry him himself.
    But the deadline of their pact drawing closer isn’t the only threat looming over their heads in 2020. So is the mysterious bomber that Dean has chased for years now, ever since Cas almost died during the first attack.
    Now, his best friend is in grave danger once more…

    An action-filled rom-com, loosely based on the movies “Speed” and “The 10 Year Plan”.

    Series
    Language:
    English
    Words:
    4,500
    Chapters:
    1/?
    Collections:
    1
    Comments:
    5
    Kudos:
    36
    Bookmarks:
    10
    Hits:
    384
  5. Tags
    Summary

    When Sam and Dean need help on a case, they reach out to Rowena who sends you, a hunter, to help them with a ghost problem. Dean, however, may have just met his match in more ways than one.

    Language:
    English
    Words:
    5,263
    Chapters:
    1/1
    Comments:
    1
    Kudos:
    28
    Bookmarks:
    5
    Hits:
    317
  6. Tags
    Summary

    Dean and Sam just ate in a diner after a hunt. When they exit the diner, instead of Baby, they saw a pink impala. Dean jumped to conclusions and almost had a heart attack without knowing that the car was not Baby.

    Language:
    English
    Words:
    424
    Chapters:
    1/1
    Kudos:
    2
    Hits:
    44
  7. Tags
    Summary

    Have you ever had dirty thoughts about Jensen Ackles and/or Dean Winchester?

    Of course you fucking have. And, to make shameless use of an SPN Family hashtag, #YouAreNotAlone.

    This fic is basically intended to be an Ackleholics Anonymous community: a safe space for all of our confessions. The idea is that each confession will inspire a one-shot (all to be posted as unrelated chapters), so that we can collectively indulge in all these filthy fantasies. Any and all confessions are welcome, whether sweet and fluffy, or just plain filthy smutty. Scenes can range from softcore and vanilla, to sinfully kinky and fucked up.

    So if you've ever had a dirty thought about this drop-dead gorgeous sex god... come on in and join the club ;)

    Language:
    English
    Words:
    93,602
    Chapters:
    42/?
    Collections:
    1
    Comments:
    1409
    Kudos:
    451
    Bookmarks:
    73
    Hits:
    41268
  8. Tags
    Summary

    Dean might be a little on edge. Sam has been kidnapped by some Greek God, and Dean is desperate to find some books in the local library to research as fast as he can to save Sam. Except Dean certainly wasn't prepared for the small town Librarian to be the hottest man he'd ever laid eyes on. And when the Librarian, Castiel, gets a little flirty, Dean can't help flirting back, because Cas is smart and funny, and not to mention absolutely gorgeous. Who knew libraries could be useful for more than just finding some books?

    Language:
    English
    Words:
    800
    Chapters:
    1/1
    Comments:
    2
    Kudos:
    63
    Bookmarks:
    3
    Hits:
    313
  9. Tags
    Summary

    Dean Winchester is a living, breathing, walking, talking, fucking sex god. Yet throughout all of SPN, we never get to see his cock. (Thanks, CW. Thanks a lot.)

    ... But what if SPN was meant to be a steamy show on HBO? Or, better yet, a XXX porno? What if each episode featured hardcore sex that had to be cut out to keep the series PG-13? These would be the deleted dirty scenes.

    And you get to play the role of every lucky character who gets with Dean.

    Language:
    English
    Words:
    201,932
    Chapters:
    40/?
    Collections:
    2
    Comments:
    872
    Kudos:
    712
    Bookmarks:
    114
    Hits:
    68406
  10. Tags
    Summary

    Deana Winchester tries to get Castielle to notice her feelings.

    Heads up, this is super cliche, but super cute

    Series
    Language:
    English
    Words:
    1,481
    Chapters:
    1/1
    Comments:
    2
    Kudos:
    14
    Bookmarks:
    3
    Hits:
    241
  11. Tags
    Summary

    The homes that Castiel Novak designs for Angelic Houses are to die for. They’re pristine, perfectly designed and organized, and they’ve caused more than a few bidding wars. It’s the perfect job—he’s organized, good with math, and he’s able to pick up on design trends relatively quickly. The only thing that isn’t perfect? His obnoxious older brother, Luke. Castiel’s been vying for a position on a flipping team for years now, but Luke has never even considered it. When a lecherous gossip reporter overhears an argument, they receive an offer they can’t refuse.

    They’re invited to compete on Flip Off, a competition where two people flip houses and compete for the highest profit. Castiel wants the leverage a win would bring him, but he also wants to prove himself. Enter Dean Winchester, a contractor with his own team and one that’s blissfully unconnected to Angelic Houses, allowing Castiel to prove himself without any help from the family company.

    The undeniable attraction between them certainly doesn’t help matters, but Castiel is resolute in his decision to make a move only after they’ve finished working together. At least, that had been his plan until Dean made him an offer he simply couldn’t refuse.

    Language:
    English
    Words:
    16,283
    Chapters:
    6/6
    Collections:
    1
    Comments:
    50
    Kudos:
    268
    Bookmarks:
    51
    Hits:
    2065
  12. Tags
    Summary

    Dean finds an unexpected upside to babysitting Castiel and Meg's daughter for the day.

    Series
    Language:
    English
    Words:
    1,286
    Chapters:
    1/1
    Kudos:
    13
    Hits:
    126
  13. Tags
    Summary

    Dean hit on the wrong witch.

    Series
    Language:
    English
    Words:
    125
    Chapters:
    1/1
    Collections:
    1
    Kudos:
    5
    Hits:
    36
  14. Tags
    Summary

    Dean Winchester teaches Castiel how to flirt. Don't tell Sammy!

    Language:
    English
    Words:
    1,873
    Chapters:
    1/1
    Kudos:
    57
    Hits:
    449
  15. Tags
    Summary

    Dean and Cas are roommates, and now they’re stuck together during quarantine. Not that Cas minds, except Dean is being extra flirty, which is proving to make Cas’ crush on Dean explode more and more. Every day Dean seems to be ramping up the flirting, showering Cas with romantic gestures that just seem to go over Cas’ head. Dean makes a bold move, one that Cas can’t mistake, that finally pushes them together.

    Series
    Language:
    English
    Words:
    6,528
    Chapters:
    1/1
    Collections:
    1
    Comments:
    39
    Kudos:
    233
    Bookmarks:
    24
    Hits:
    1535
  16. Tags
    Summary

    Dean rushed through the alleyways, a huge grin on his face and laughter bubbling up as the officer chased him. He had been taunting this guy for months. It was about time he finally found him. But Castiel was so damn tired of chasing this delinquent. He had no idea why this little twink had latched on to him and apparently found it hilarious to taunt him. He was so done with this Cat and Mouse game.

    Language:
    English
    Words:
    26,979
    Chapters:
    15/?
    Comments:
    9
    Kudos:
    98
    Bookmarks:
    22
    Hits:
    3845
  17. Tags
    Summary

    “Dean, hands to yourself please.”

    The man in question straightens up in his chair, turns his flirty smile from the man two seats from him and onto officer Novak. “Sorry, Cas.”

    “Cas?” Hannah asks.

    “We get some regulars. They come to know a few of the officers, the patrol officers, especially.” Novak explains, the look on his face, almost slightly bored, slips a little. “As you know, I’m usually the one monitoring the Strip.”

     

    Police!Officer Cas is being filmed at work (A-la: Jail Las Vegas) for a reality TV show. Meanwhile Dean is a sex worker, not only familiar with the Strip’s booking process, but with a certain blue-eyed officer.

    Series
    Language:
    English
    Words:
    118,357
    Chapters:
    20/22
    Comments:
    727
    Kudos:
    810
    Bookmarks:
    161
    Hits:
    14806
  18. Tags
    Summary

    There's nobody, nobody that loves me like he can
    I don't need him but I want him more than you'll understand.
    ---------------------------------------------------
    "I know this isn't proper conduct in a church, but I just have to say that I like how your suit makes the blue in your eyes stand out."

    "Thank you?" I settled on causing the handsome man to laugh and pat my hand roughly before letting go.
    ---------------------------------------
    The prologue of " You can't give me up like a bad habit. "
    -----------------------------------------------
    Where outsider Dean Winchester stumbles into the church that Castiel volunteers at.
    ----------------------------------------------------------------
    A story of love at first sight and the rise before the fall.
    ------------------------------------------------------

    Series
    Language:
    English
    Words:
    1,595
    Chapters:
    1/1
    Kudos:
    7
    Bookmarks:
    1
    Hits:
    160
  19. Tags
    Summary

    Cas and Dean have been dating for a month, but Sam is clueless, despite the fact that they haven't been hiding that they're together. Or so they thought. After reflecting on Sam's obliviousness, Dean deviously suggests he and Cas try to be as obvious as possible to see how long it’ll take for Sam to realize. Cue Dean and Cas' escalating attempts to prove they're together, and Sam mistaking every scenario until Dean just can't take it anymore.

    Language:
    English
    Words:
    4,990
    Chapters:
    1/1
    Comments:
    40
    Kudos:
    315
    Bookmarks:
    37
    Hits:
    1940
  20. Tags
    Summary

    With just a year to live, Dean meets Lou Smith. The way she smiles makes his heart skip a beat, and the closer he comes to the end, the more he's drawn in by her presence. As Dean faces down hell hounds, Lou offers him comfort and possibly a way to stay out of hell.
    Part 1 of 3

    Series
    Language:
    English
    Words:
    34,792
    Chapters:
    12/?
    Comments:
    73
    Kudos:
    33
    Bookmarks:
    10
    Hits:
    736

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