1 - 20 of 105 Works in Comfortably Bisexual Dean Winchester

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  1. Tags
    Summary

    Although the story takes place in the Fallout universe, you don't have to know the games.

    Castiel Novak was born before the Great War. He got into Vault 111 by mistake. Coincidentally, that’s the Vault designed to observe the effects of long-term cryogenic suspended animation on unsuspecting test subjects. Suddenly, Castiel wakes up, finding the other cryo-capsules empty. Confused, he leaves the vault and sees himself standing in front of a whole different world.

    Dean Winchester was born a long time after the Great War. He was raised in a hopeless world and learned how to deal with raiders, mirelurks and deathclaws at an early age. He lives in the small village called Sanctuary. He just thinks that maybe, life is getting a little less bad after the past events but then a confused, helpless, and odd-looking guy crashes into his life.

    Language:
    English
    Words:
    84,509
    Chapters:
    46/50
    Comments:
    17
    Kudos:
    73
    Bookmarks:
    18
    Hits:
    2566
  2. Tags
    Summary

    "Dean Winchester was 18 and one day when he took his little brother and ran. "

    Language:
    English
    Words:
    2,981
    Chapters:
    1/?
    Kudos:
    11
    Bookmarks:
    2
    Hits:
    100
  3. Tags
    Summary

    [podfic version]
    Dean Winchester is not a cat guy.
    But one softhearted Sasquatch brother and a mad dash to the pet store later, Dean somehow finds himself the sole caregiver for an abandoned baby kitten. It's a good thing that quirky pet store girl gave him the Twitter handle for her cat rescue buddy, CJ. Dean doesn't know about the kitten, but he sure as hell could use some rescuing right about now.

    Castiel Novak is not a baker.
    But one interfering best friend and some dismal Yelp reviews for his brother's coffee shop later, Castiel somehow finds himself standing in front of a cook top in his very first baking class, his non-existent baking aspirations literally going up in smoke around him. It's a good thing his gorgeous, green-eyed classmate is there to rescue him...

    Language:
    English
    Words:
    51
    Chapters:
    13/13
    Collections:
    1
    Comments:
    114
    Kudos:
    41
    Bookmarks:
    12
    Hits:
    1088
  4. Tags
    Summary

    Dean is going to community college to appease his parents. He signs up for and Anatomy class and is partnered with Castiel.

    This is just a cutesy little story based on actual events in the author's life...well the first couple chapters, at least.

    Series
    Language:
    English
    Words:
    2,887
    Chapters:
    2/?
    Comments:
    3
    Kudos:
    4
    Hits:
    87
  5. Tags
    Summary

    This thing Dean has going on with Crowley, it's really not a big deal. Yeah, he's hiding it from his friends and family, but he hardly has to tell them about everyone he ever sleeps with. After all, it’s only straightforward, morally dubious fun. It’s just sex.

    Which is why Crowley giving him the sweater comes as something of a surprise.

    Series
    Language:
    English
    Words:
    10,378
    Chapters:
    1/1
    Comments:
    43
    Kudos:
    401
    Bookmarks:
    50
    Hits:
    1470
  6. Tags
    Summary

    This is so stupid. Dean’s driving only just over the speed limit, stopping crisply at every stop sign, and slowing down when the traffic lights turn yellow instead of speeding up and trying to make it through. He never drives this carefully. He doesn’t drive this carefully when they have bodies in the trunk.

    Apparently, having a couple grams of weed on him turns him into a goody-two-shoes.

    Language:
    English
    Words:
    3,423
    Chapters:
    1/1
    Comments:
    17
    Kudos:
    73
    Bookmarks:
    13
    Hits:
    346
  7. Tags
    Summary

    Dean sneaks into his boyfriend's bedroom in the middle of the night to whisk him away for some classic Winchester romance.

    Language:
    English
    Words:
    4,464
    Chapters:
    1/1
    Kudos:
    38
    Bookmarks:
    1
    Hits:
    369
  8. Tags
    Summary

    Castiel is a painter in France who lacks inspiration. His brother Gabriel manages to convince him for a night out of drinks. There he meets a beautiful man named Dean who suddenly sparks his inspiration after a “one night stand”. Him and Dean both agree to hook up again and so begins their sexual friendship. But of course, they catch feelings for each other.

    That doesn’t mean they were on the same page...

    Language:
    English
    Words:
    60,067
    Chapters:
    43/43
    Comments:
    8
    Kudos:
    30
    Bookmarks:
    4
    Hits:
    1026
  9. Tags
    Summary

    Castiel and Dean have finally expressed their feelings for one another and are becoming comfortable with the title of relationship between them. However, there is one thing that is making Castiel uneasy and it’s up to Dean to reassure the angel that their love is so much more powerful than sex.

    Language:
    English
    Words:
    2,940
    Chapters:
    1/1
    Comments:
    10
    Kudos:
    77
    Bookmarks:
    7
    Hits:
    556
  10. Tags
    Summary

    Cas wasn’t at school that morning, which was the first red flag in Dean’s mind.

    The second red flag, which made the first red flag look pale in comparison, was that Gabriel was standing next to Baby after school, leaning on her hood, his hands tucked in his pockets, face grim.

    ~
    alternatively, the one where Chuck makes good on a threat to send Cas away to a catholic boarding school, John drives his children away for the last time, and Dean, Gabriel, Sam, and Cas find their way out of a place that had never really been home.

    (COMPLETE, UPDATES REGULARLY)

    Language:
    English
    Words:
    18,934
    Chapters:
    7/7
    Comments:
    15
    Kudos:
    65
    Bookmarks:
    18
    Hits:
    901
  11. Tags
    Summary

    This is the last installment for the series. Thank you for reading! :D <3 <3 <3

    Series
    Language:
    English
    Words:
    754
    Chapters:
    1/1
    Comments:
    3
    Kudos:
    22
    Bookmarks:
    1
    Hits:
    144
  12. Tags
    Summary

    Sam has been thriving at university every now and then he would come home to visit Dean, stay the night at his place and watch him as he works on cars, sometimes he brings his friend over to meet Dean and stay for the few days he's there. That friend being none other than Castiel Novak, the handsome, hot as fuck, psych student. Every visit Dean stops himself from jumping the man, shoving his tongue down his throat and fucking him without mercy against the wall. Seeing the man alone is hard enough, painfully, literally hard.

    One visit, one night, when Sam has to go out, purposely leaving the two alone in the house together Dean decides he can't hold back anymore.

    Language:
    English
    Words:
    3,732
    Chapters:
    1/1
    Comments:
    3
    Kudos:
    185
    Bookmarks:
    8
    Hits:
    2387
  13. Tags
    Summary

    Dean chooses to stay at Sonny's, on the condition that Sonny gets Sam away from John.

    When the court papers are served, John downs two bottles of whiskey, and puts a bullet in his son's head.

    Six years later, after Dean has finally started to live again, something that looks like Dean's dead brother walks out of the grave.

    Language:
    English
    Words:
    2,585
    Chapters:
    1/1
    Comments:
    14
    Kudos:
    128
    Bookmarks:
    24
    Hits:
    603
  14. Tags
    Summary

    What it says on the tin. Season 5 episode3: Free to be you and me.
    Dean won't let Cas die a virgin, Cas won't settle for less than his best friend. Good for him.

    Language:
    English
    Words:
    666
    Chapters:
    1/1
    Comments:
    4
    Kudos:
    42
    Bookmarks:
    1
    Hits:
    494
  15. Tags
    Summary

    After fourteen years of driving across the country, Dean has finally decided to hang up his keys, settle down, and take over the Singer Auto Shop. Only one more week of driving stands between him and the next chapter of his life.

    One problem—Cas doesn’t know yet.

    For seven years now, Dean and Cas have been hooking up in the rare times their routes cross each other… and Cas secretly wishes their no-strings-attached arrangement could turn into something more.

    While Cas tries to find the words to tell Dean what he really wants, Dean wonders how Cas will fit into his life after he quits driving. Nowhere better to figure it all out than on the open road.

    (Inspired by the song "Drive Me, Crazy" by Orville Peck)

    Language:
    English
    Words:
    36,495
    Chapters:
    8/8
    Collections:
    1
    Comments:
    170
    Kudos:
    458
    Bookmarks:
    116
    Hits:
    3939
  16. Tags
    Summary

    An AU where Dean transfers to Castiel’s school. They quickly fall in love with each other but keep those feelings hidden out of fear that they won’t be reciprocated. Dean winds up in a terrible accident and goes into a comatose state in which Cas cares for him.

    Language:
    English
    Words:
    14,031
    Chapters:
    7/7
    Comments:
    7
    Kudos:
    37
    Bookmarks:
    4
    Hits:
    514
  17. Tags
    Summary

    In an alternative universe after receiving a hot tip from a bookie, Private Eye Dean Winchester stalks his prey in a seedy bar. He observes the well-dressed cocky newcomer in town, Castiel Novack exchange a tantalizing conversation with a seductive red-headed vixen who is well known to be involved in the middle of a crime circuit. When Castiel slinks off into an alleyway for a smoke break, Dean follows him which leads to an interestingly frisky interrogation, as both men size up each other’s egos and bodies.

    Language:
    English
    Words:
    1,110
    Chapters:
    1/?
    Collections:
    1
    Kudos:
    3
    Hits:
    95
  18. Tags
    Summary

    Cas is a florist. Dean is an angry customer-become-regular-become-head-over-heels. Flower puns follow. Go figure.

     

    A flower shop AU.

     

    Cas barely had time to look up over the bouquet of lavender roses he put there before a calloused hand slammed a couple bills on the counter and his eyes met a piercing, fuming, green look surrounded by exquisite freckles all around.

     

    “Quick, how do I say ‘fuck you’ in flower?” the man said, and Cas found himself at a loss for words momentarily before snapping back to present.

     

    “I, uh,” he stuttered, taken aback by the question. He blinked, taking in the rest of the stranger. He was dressed in a smart suit, cut to fit (quite nicely), hair short, brown, and ooh, the freckles. It was only April but it seemed like the guy got them quickly. Cas watched him lean into the counter with both his hands resting on the wood, the lean muscle visibly flexing even underneath the suit. “Wait, can you repeat that?”

    Series
    Language:
    English
    Words:
    10,000
    Chapters:
    1/1
    Comments:
    27
    Kudos:
    214
    Bookmarks:
    28
    Hits:
    2455
  19. Tags
    Summary

    Deancas Valentines Day Roadhouse Wedding Ficlet! Dean and Cas are getting married! Pretty much everyone they ever met is attending, and that includes exes - some react more maturely than others.

    Inspired by all the headcanons I have seen about Benny and Crowley at the wedding. Some background about Dean/Benny in purgatory, bitter Crowley, implied wedding hookups, and of course some cute Dean/Cas fluff.

    Language:
    English
    Words:
    1,353
    Chapters:
    1/1
    Comments:
    4
    Kudos:
    69
    Bookmarks:
    3
    Hits:
    407
  20. Tags
    Summary

    It starts innocently enough. Dean wants to buy some new porn, that's all. And a butt plug. Innocent things. He's, maybe, a little, excited. Nervous, too, and it all jangles around inside of him, making him itchy and jumpy and twitchy in a way that's almost got him feeling drunk.

    The Fantasy Island Adult Toy Store has been down the block from Winchester Total Landscaping for a while now, and he's been in there before (duh). But there's a new owner now, and the Google reviews are pretty good. Hey--support local businesses, right? Maybe the guy'll need Dean to mow his lawn, which is a thought that has Dean almost (almost, thanks) nervously giggling to himself as he steps inside.

    And thus begins the Sex Education of Dean Winchester.
    ___
    A Four Seasons Total Landscaping/Fantasy Island Bookshop AU, ft. memories of Destivember, accidental press conferences, and kink.

    Language:
    English
    Words:
    8,498
    Chapters:
    1/1
    Collections:
    1
    Comments:
    34
    Kudos:
    202
    Bookmarks:
    23
    Hits:
    1297

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