1 - 20 of 419 Works in Openly Bisexual Dean Winchester

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  1. Tags
    Summary

    Sequel to Three Men and the Devil's Baby.

    This story picks up just after the new year, January 2018. Jack is now 8 months old living with retired Dean and Castiel in the cabin he was born in.

    Series
    Language:
    English
    Words:
    100,170
    Chapters:
    7/12
    Comments:
    4
    Kudos:
    51
    Bookmarks:
    11
    Hits:
    1,619
  2. Tags
    Summary

    Choices, that's what it all comes down to in the end, the decisions we make at the junctures we face: "What if I'd zigged instead of zagged, dodged instead of weaved?"

    What if, the night Dean Winchester found out the man of his dreams is heir to the Russian mafia he'd kicked Castiel to the curb instead of fucking him needy on the bedroom floor?

    Or...

    What if he went all in instead of touching lips through the bars of where their two worlds meet?

    Unfortunately Dean doesn't have an answer for either because things didn't play out that way, but life...

    Life never stops throwing you choices.

    Series
    Language:
    English
    Words:
    48,233
    Chapters:
    9/15
    Comments:
    85
    Kudos:
    45
    Bookmarks:
    13
    Hits:
    924
  3. Tags
    Summary

    Jody's new foster kid is proving to be... hard to reach. All she really knows about Jack is what she can glean from the box of personal items he brought with him and what his file says about his background. Jack himself is not talking. He can, as far as she can tell. He just won't. Maybe she knows someone who can help with that.

    Series
    Language:
    English
    Words:
    1,641
    Chapters:
    1/?
    Comments:
    19
    Kudos:
    33
    Bookmarks:
    7
    Hits:
    198
  4. Tags
    Summary

    Hogwarts is a school for hunters that Dean never wanted to attend, even when he learned that it existed. What he wasn’t expecting to find were the best friends he’d ever have: Benny, his hilarious partner-in-crime; Castiel, a quiet boy with a dark secret; and Ash, a tech-genius who could scurry his way through any computer network – even if he’s high.

    Dean spends two years hiding that he got sorted into “the bad house” – Gryffindor. The truth could no longer be hidden once Sam arrives – and is sorted into Slytherin. As war looms, the brothers are pulled in opposite directions for the first time in their lives. Dean sides with his housemates and the enigmatic principal of Hogwarts while Sam gets drawn in by dark forces trying to preserve the old ways.

    A fusion of Harry Potter and Supernatural where instead of a secret wizarding world there is a secret hunting world and Dean and Sam are Sirius and Regulus Black.

    Series
    Language:
    English
    Words:
    58,276
    Chapters:
    7/?
    Comments:
    20
    Kudos:
    31
    Bookmarks:
    8
    Hits:
    426
  5. Tags
    Summary

    “And now we wait,” he said, coming to stand right in front of Dean.

    Dean reached out to rub the front of Castiel’s pants. “And now we wait,” he repeated, biting his bottom lip and looking up at Cas through his lashes.

    Cas smirked. “Oh, you know exactly how you look, don't you, boy?”

    Dean blinked and licked his lips. “Whatever do you mean, sir?"

    Castiel hummed and ran a hand through Dean’s hair before pulling to tilt his head back. Dean’s head tipped back and let his mouth fall open and his tongue hang out oh so slightly.

    “My little tempter.” The Dom let the other man go and stepped back. “Go ahead. Get on your knees.”

    Series
    Language:
    English
    Words:
    6,146
    Chapters:
    1/1
    Comments:
    12
    Kudos:
    102
    Bookmarks:
    7
    Hits:
    1,182
  6. Tags
    Summary

    A young transmasc!Dean is on a case when he encounters an opportunity to transition magically. Starts with the initial event, and then focuses on his coming out and processing/accepting his identity decades later.

    The chapters each focus on Dean’s coming out to a specific character(named in the chapter title), and the events, changes, and thought processes that come with that

    Language:
    English
    Words:
    6,036
    Chapters:
    4/4
    Comments:
    1
    Kudos:
    54
    Bookmarks:
    5
    Hits:
    359
  7. Tags
    Summary

    Dean Winchester has spent his whole life cleaning up his father's messes. Now that his little brother, Sam, is settled in California and Bobby's got a handle on the garage, they convinced Dean to finally do something for himself. After a chance encounter at the Air Force recruitment fair Sam dragged him to, Dean got hooked on air traffic control, and he gets stationed at Kansas City Tower for his final leg of training. There, he has to impress his on-job instructor Castiel Novak, the ex-Air Force captain who piqued his interest in ATC in the first place. (And only in ATC. He swears. Those blue eyes and dark hair and stupid hat have nothing to do with it.) If all that wasn't hard enough, just one week into his OJT, Dean gets a call telling him his father is dying and has to move back home to live out his final days-which could be more like years.

    Dean has to decide whether to continue to let his life be defined by his father's mistakes and his misguided obligation to everyone else, or if he's brave enough-and strong enough-to find a life in his own shape.

    Language:
    English
    Words:
    87,742
    Chapters:
    13/?
    Comments:
    230
    Kudos:
    187
    Bookmarks:
    34
    Hits:
    5,142
  8. Tags
    Summary

    Dean Winchester’s been in a long distance relationship with his boyfriend, Castiel Novak for two years, their connection solely existing through texts and phone calls. Despite Dean's persistent requests, Cas’ busy schedule as an acclaimed writer keeps them from meeting in person. Frustrated yet determined, Dean decides to surprise Cas by booking a flight to LA, even though he hates flying. With only his address and his best friend Charlie as backup, Dean sets out on an adventure to finally meet his elusive boyfriend. Meanwhile, Castiel, a reclusive poet and fiction writer, lives a solitary life in LA, finding solace in his work and occasional interactions with his brother, Gabriel, and his beloved cat, Queenie. Little does Castiel know, Dean's impromptu visit is about to turn his world upside down, challenging his solitude and opening his heart to the possibility of love.

    Series
    Language:
    English
    Words:
    11,639
    Chapters:
    7/7
    Comments:
    25
    Kudos:
    191
    Bookmarks:
    34
    Hits:
    2,179
  9. Tags
    Summary

    This Week on Swap My Life! The Winchesters are a fun loving, horse ranch owning, country living family in Texas. With three kids, two huskies, a German Shepard, among others, the ranch is a busy place. Hard work is important but their kids have the run of the ranch because kids should be kids as long as they can be. Dean works long hours leaving his wife Lisa to manage the house and kids alone. Their open door policy leaves them with a revolving door of visitors popping in and out throughout the day, not always at the best times for Lisa. The Winchesters are swapping with The Novaks. Castiel and Hannah started their tech company right out of college, building it into the most formidable force in the industry to date. The Novaks employ a team, overseen by Hannah, to help them keep everything running smoothly including a family stylist and personal chef. Their six year old twins, Jack and Claire, spend days with the nanny as well as a STEM tutor Hannah had picked out since their first ultrasound! Their housekeepers keep their Chicago loft sparkling, just like Hannah prefers for it to be. Will this end in a disaster or will both families come away from this experience with more than they ever could have hoped for?

    Language:
    English
    Words:
    59,065
    Chapters:
    11/11
    Collections:
    1
    Comments:
    32
    Kudos:
    112
    Bookmarks:
    43
    Hits:
    1,693
  10. Tags
    Summary

    Title: If only he would say
    Pairing: None
    Rating: Mature
    Word Count: 952
    Warnings: None.
    Summary: Dean was certain this case would be the death of him. Vetalas had been found to be feeding off this particular street. Their targets were pretty men, around six feet tall and in decent shape. There seemed to be no preference if the person was a dom or sub; they were just looking for food since the four victims had been two doms and two subs, all male. So, Castiel and Dean went into the club, in character and costume, as a different kind of bait.
    A/N: Drabble for bingos
    Created for @anyfandomgoesbingo / Square(s) Filled: Accidental boner

    Language:
    English
    Words:
    953
    Chapters:
    1/1
    Kudos:
    4
    Hits:
    67
  11. Tags
    Summary

    Gabriel and Dean have been dating for several years now. Never quite tying the knot so to speak. But they were pretty committed to each other. They've discussed the possibility of having children before, but never did anything about it. Dean getting pregnant was an accident- but they would try to make this work...

    Language:
    English
    Words:
    13,186
    Chapters:
    6/?
    Comments:
    15
    Kudos:
    92
    Bookmarks:
    10
    Hits:
    2,467
  12. Tags
    Summary

    Picking right up from where we left off in the final chapter of Willow, we find out who Dean's daughter is and why she is showing up on his doorstep out of the blue. How will Dean and Cas handle this extremely unexpected addition to their new little family?

    Series
    Language:
    English
    Words:
    15,994
    Chapters:
    2/?
    Comments:
    22
    Kudos:
    41
    Bookmarks:
    3
    Hits:
    904
  13. Tags
    Summary

    Castiel, a concierge at Elysia Hotel in Kansas City, is good at his job. He knows how to get what he needs to make the guests happy. He's just not as good at getting what HE wants to make him happy. And now, the thing he wants is the worst thing he could ever wish for. The groom of the wedding the hotel is in high gear putting together is light brown haired, green eyed, and has a jawline that could cut glass. Because of course that's the way Castiel's life works.

    Language:
    English
    Words:
    2,788
    Chapters:
    2/?
    Comments:
    1
    Kudos:
    4
    Bookmarks:
    1
    Hits:
    57
  14. Tags
    Summary

    Dean always wondered if he could get more out of life if he just put himself out there- but he swore to always stay in the shadows after his upbringing with an abusive father. Stay down, and protect Sammy. Dean spends his days now writing his heart away, dwelling in fantasy lands...but one day, fantasy comes to him. Who is that creature trapped in the woods? What do they want with Dean? And will he ever get back to Sam? Read on to find out!

    Language:
    English
    Words:
    7,767
    Chapters:
    4/?
    Collections:
    1
    Comments:
    2
    Kudos:
    56
    Bookmarks:
    7
    Hits:
    637
  15. Tags
    Summary

    Co-creator of original work: Jay Maximoff

    Some healthy relationships for my lovely boy Dean

    Language:
    English
    Words:
    11,651
    Chapters:
    8/?
    Comments:
    2
    Kudos:
    3
    Hits:
    162
  16. Tags
    Summary

    Соавтор: Jay Maximoff
    Бета: Neolina_W

    Здоровые отношения Дина, где все говорят словами через рот? Пожалуйста!

    Language:
    Русский
    Words:
    9,790
    Chapters:
    8/?
    Comments:
    2
    Kudos:
    3
    Hits:
    90
  17. Tags
    Summary

    “You’re so beautiful when you talk about the things you love.” Castiel’s voice was low and deeply exciting.

    “I thought you didn't want to have sex with me tonight?”

    Castiel smirked. “I said I do not intend on having sex with you. My pretty boy, there is never a time where I don't want to just eat you alive.”

    Series
    Language:
    English
    Words:
    4,515
    Chapters:
    1/1
    Comments:
    4
    Kudos:
    95
    Bookmarks:
    3
    Hits:
    921
  18. Tags
    Summary

    Dean Winchester, currently a pretty receptionist at Novak Inc, hates his job. But then one day, Dick Roman walks in, demanding to speak the boss. Next thing Dean knows is that he is promoted to privat secretary of Castiel Novak - head of the company. Apparently Dick Roman wants to destroy the city and take over the world. For some reason Castiel has chosen Dean to help prevent him from that. But behind those pretty blue eyes lies something dark. If Dean isn't careful, he'll risk drowning in them.

    Language:
    English
    Words:
    30,523
    Chapters:
    12/36
    Comments:
    18
    Kudos:
    79
    Bookmarks:
    13
    Hits:
    2,333
  19. Tags
    Summary

     

     

     

     

    "Dean frowned, actively trying not to think about the random stoner kid with the piercing blue eyes. It helped that he had other, more pressing concerns to distract himself with.

    It was his Junior year of high school; Besides his student technical directing work-study, Dean had also bumped up to three AP classes this year and was volunteering with the guidance department's helpline. Just the night before, Sam had given him a long-winded lecture about the importance of Eleventh Grade. He'd reminded Dean that colleges would scrutinize this year's grades on his outgoing applications the following fall.

    Dean sighed; He knew that school and everything else could be a manageable task. He just needed to stay focused, keep his nose to the grindstone, and somehow avoid all the drama outside of the theater department."

    Language:
    English
    Words:
    37,945
    Chapters:
    25/33
    Comments:
    15
    Kudos:
    84
    Bookmarks:
    15
    Hits:
    2,919
  20. Tags
    Summary

    He drove off to the bunker, thinking about where Castiel could be. In a brother way, of course. If Sam was gone, he would act the same way- He started thinking but realized it really wouldn’t be the same at all. If Sam was actually gone, he would’ve just thought he was on a hunt.

    But Castiel was different. He wouldn’t just go off like this for a hunt. The angel had a problem, and Dean was determined to help out, for some reasons.

    Language:
    English
    Words:
    8,250
    Chapters:
    3/?
    Kudos:
    9
    Hits:
    166

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