1 - 20 of 132 Works in Dean Winchester's First Time With a Man

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  1. Tags
    Summary

    Kind hearted veterinarian Castiel Novak will do almost anything to help the animals. Including offering himself up like some prize. While he doesn’t expect anything besides a good donation to come out of his predicted misery he is more than a little surprised when it does. It turns out Dean is just as surprised by the unplanned outcome of the fundraiser, granted in a different way as his own secret comes to light. Because without even trying everything that is Castiel Novak weakens the iron gate he keeps around himself.

    Language:
    English
    Words:
    8,067
    Chapters:
    2/7
    Comments:
    1
    Kudos:
    18
    Bookmarks:
    3
    Hits:
    146
  2. Tags
    Summary

    Following the events of Season 15 Episode 19 "Inherit the Earth", Dean Winchester finds himself struggling with his grief, despite what seems like a decisive victory. Then, in an instant, everything changes and he is given a second chance to explore what it might mean to allow himself to embrace a certain "profound bond".

    Language:
    English
    Words:
    247,251
    Chapters:
    41/?
    Comments:
    856
    Kudos:
    728
    Bookmarks:
    164
    Hits:
    28264
  3. Tags
    Summary

    The Dust Bowl ravages the Midwest. Dean Winchester tries his best to keep his family's ranch afloat, but the situation grows worse year after year. Under his father's thumb, there's little he wouldn't do to save it--even if it involves a deal with the devil.

    A pious Mormon learns the truth. Castiel Novak's world stops turning when he researches the history of his church. He's on track for a doctorate degree and a temple wedding, but his faith crisis and his erotic visions of a man with green eyes threaten to disrupt his entire life plan.

    An accident.

    A miracle.

    Their collision is either destiny or an Act of God.

    Language:
    English
    Words:
    57,522
    Chapters:
    16/?
    Comments:
    37
    Kudos:
    56
    Bookmarks:
    24
    Hits:
    1322
  4. Tags
    Summary

    Like many men their age, the brothers had come to Boldcreak to pan for gold, though truth be told neither of them were much for prospecting.

    Or,

    The one where Dean goes to a whorehouse for a quick fuck but to his irritation, all the women are taken.

    Language:
    English
    Words:
    29,250
    Chapters:
    4/4
    Comments:
    164
    Kudos:
    253
    Bookmarks:
    34
    Hits:
    2900
  5. Tags
    Summary

    See title ^^^

    Language:
    English
    Words:
    2,224
    Chapters:
    1/1
    Comments:
    6
    Kudos:
    67
    Bookmarks:
    9
    Hits:
    565
  6. Tags
    Summary

    A new face catches your eye at the infamous gay bar in town. Who knew that new face would be your hero after a unfortunate night filled with blood, beer, and monsters.

    Language:
    English
    Words:
    1,391
    Chapters:
    1/2
    Kudos:
    3
    Hits:
    38
  7. Tags
    Summary

    In many ways, Dean has a good life—a spacious house in the Shenandoah Valley, the thriving farm he inherited from his late father, a devoted brother who lives only an hour and a half away. But he’s missing the one thing he wants most of all: someone he can take care of and build a life with. Or, as Sam would put it, someone to cook for.

    He figures finding The One isn’t something he can make happen. But the cooking blog his Instagram followers have been clamoring for? He can do that.

    And if flirting with the nerdy far-left activist who found his food pictures brings in more engagement to his culinary creations…well, he tells himself that it’s all part of the social media game.

    Language:
    English
    Words:
    182,197
    Chapters:
    21/24
    Collections:
    2
    Comments:
    696
    Kudos:
    616
    Bookmarks:
    164
    Hits:
    19834
  8. Tags
    Summary

    Before the first apocalypse, when Dean was still in his twenties and he didn't fully trust Castiel; what if an accidental trip into another realm changed everything?

    Language:
    English
    Words:
    51,645
    Chapters:
    8/8
    Collections:
    1
    Comments:
    20
    Kudos:
    86
    Bookmarks:
    22
    Hits:
    1207
  9. Tags
    Summary

    At the end of season five, Sam throws himself in the pit, and in season six, he's rescued. But what happens if instead of Lucifer's escape being through Rowena in season eleven, it was right after Sam's rescue? And what if it was with his fellow angel and worst nemesis, Michael?

    Lucifer's on top again, and only the Winchesters and their trusty angel, Castiel, can save humanity from the end of all life as they know it and Dean will do anything to save Cas from making the ultimate sacrifice, even if it requires an 'unique' sacrifice of his own.

    Language:
    English
    Words:
    6,522
    Chapters:
    5/66
    Kudos:
    11
    Bookmarks:
    4
    Hits:
    313
  10. Tags
    Summary

    "Hide your true self, bury it deep within yourself until it has rotted away into the place all forgotten memories go."
    ~
    Dean Winchester knew what monsters were: snarling angry beasts hunting humans in the night. They were vicious but predictable, less than human.

    What he never expected was that monsters could be human too.

    Caught between the monster growing stronger inside of him with every passing day and the monster that calls itself father, Dean's struggle for survival takes on a deadly nightlife during his first solo hunt.

    Language:
    English
    Words:
    29,069
    Chapters:
    7/7
    Comments:
    7
    Kudos:
    18
    Bookmarks:
    4
    Hits:
    445
  11. Tags
    Summary

    Castiel wakes up in his bed in the bunker alone. This is strange, he doesn’t recall going to sleep in his old room. After all Dean and him always sleep together in Dean’s room now. He decides not to dwell too much on it and heads to the kitchen.

    He finds Dean in there. He’s sitting at the table with Sam discussing something about their latest case. Sam looks up at him when he walks in.

    “Hey!” Sam says. “How are you feeling?”

    “Fine, thank you Sam.” he responds and smiles warmly at Dean before leaning in to kiss him. Something is wrong though. Something is very wrong. For one Dean doesn’t make any move to kiss him back like he usually does. And when he pulls back Dean is blushing fiercely and is frozen in shock, and Sam is choking on his coffee and coughing to clear his throat.

    Language:
    English
    Words:
    2,340
    Chapters:
    1/1
    Comments:
    1
    Kudos:
    151
    Bookmarks:
    7
    Hits:
    1563
  12. Tags
    Summary

    “The portal can only be opened by an angel who bonded with a human,” Castiel sighs, leaving Dean just as clueless as before

    “Bonded?"

    “Sexual intercourse, Dean.”
    ---------------------------------------------------------------
    In order to defeat Chuck, Dean needs to find a suitable hook-up for Castiel. Except first the angel comes out as gay, and then only seems to be interested in the worst guys ever. In the end, Dean decides to take matters in his own hands.

    Language:
    English
    Words:
    4,611
    Chapters:
    1/1
    Comments:
    12
    Kudos:
    177
    Bookmarks:
    12
    Hits:
    1288
  13. Tags
    Summary

    Dean's absentmindedness when it comes to inventory is, for once, not at fault here.

    He and Castiel find themselves accidentally transported back in time, just as the Sacred Band of Thebes is about to challenge Spartan dominion.

    The Sacred Band is an army composed of those who are erastês (elder, lover) and erômenos (younger, beloved).

    Mistaken for Theban warriors, they'll just have to make do for now until they can figure out how to get back home.

    Language:
    English
    Words:
    14,548
    Chapters:
    17/17
    Comments:
    136
    Kudos:
    127
    Bookmarks:
    17
    Hits:
    1748
  14. Tags
    Summary

    When Castiel triggers his pact with the Empty, Dean hitches along for the ride. Aside from a tweaked back from being thrown into the dungeon wall, he’s not all that much worse for wear when he opens his eyes to the void.

    There’s the small matter of the two of them being trapped here while Chuck destroys the rest of the universe—Sam and Jack included—but they’ve been in some tight spots before. At least now Dean gets to actually respond to his best friend’s confession.

    Thing is, the only way out of the Empty that Castiel knows of involves annoying the Entity enough to merit ejection. And Dean can’t think of anything more annoying than other people having loud sex when you’re trying to enjoy some peace and quiet.

    No, he has no other motivation for suggesting this.

    Language:
    English
    Words:
    6,482
    Chapters:
    1/1
    Collections:
    2
    Comments:
    18
    Kudos:
    235
    Bookmarks:
    15
    Hits:
    2032
  15. Tags
    Summary

    Honestly, this is a case-study fic for the one and only Dean Winchester. It was written all in good fun, and takes many twists and turns. I'm really in over my head with this one. Original character used as his main love interest to be a precursor to any Destiel happenings. Hope you all enjoy!

    Language:
    English
    Words:
    9,069
    Chapters:
    2/?
    Comments:
    2
    Kudos:
    9
    Hits:
    91
  16. Tags
    Summary

    2006: Castiel Novak, a new transfer student at Franklin College, strikes up a friendship with popular senior Dean Winchester. He quickly falls in love, but Dean is still coming to terms with his sexuality, so Castiel resigns himself to pining from a distance. Just as Dean and Castiel’s relationship begins to change, everything falls apart, and Dean leaves town without so much as a goodbye.

    2019: Dean hasn’t set foot in his old college town in more than a decade; not since the day Cas, the love of his life, broke his heart. When Dean finally returns to Franklin College for a job interview, he finds that Cas never left. Will the two of them be able to clear up the misunderstanding that tore them apart?

    Language:
    English
    Words:
    41,878
    Chapters:
    11/11
    Collections:
    1
    Comments:
    181
    Kudos:
    337
    Bookmarks:
    101
    Hits:
    4130
  17. Tags
    Summary

    Sequel to “Snap”

    Sam’s getting used to his new trickster abilities, and so Gabriel decides to kill two birds with one stone with a little bet. Whoever can pull off the perfect trick to get their stubborn brothers in bed together wins! Meanwhile, someone plans on taking revenge against Dean and Gabe by hitting them right where it’ll hurt the most…

    Series
    Language:
    English
    Words:
    63,793
    Chapters:
    16/16
    Comments:
    88
    Kudos:
    273
    Bookmarks:
    26
    Hits:
    5832
  18. Tags
    Summary

    Of course Jack wouldn't leave Castiel in the Empty.

    However, Dean found that he was still waiting for the other shoe to drop. They had won – sure. But they had won before. It didn’t take long for a new threat to appear – for some new horror to reveal itself, borne from the remnants of the previous disaster. It felt inevitable.

    But nothing happened. Finally, Dean awoke one morning to the realization that Cas just wasn’t coming back on his own. So Dean prays.

    Language:
    English
    Words:
    6,217
    Chapters:
    1/1
    Comments:
    9
    Kudos:
    220
    Bookmarks:
    19
    Hits:
    2056
  19. Tags
    Summary

    Dean is dying.

    In his last moments, he remembers his past male lovers and his road to accepting his bisexuality. And he thinks about his feelings for a certain angel, who sacrificed himself only a few weeks prior.

    But is it truly too late?

    Language:
    English
    Words:
    20,640
    Chapters:
    10/10
    Comments:
    35
    Kudos:
    125
    Bookmarks:
    20
    Hits:
    1748
  20. Tags
    Summary

    On his way back from a witch hunt in Minnesota, Dean is chased through the night by a strange light in the sky. He wakes up to a warmly lit room and a nerdy-looking guy who claims to be a scientist from a far-off star system.

    He expects to be probed; that’s just a given, right?

    What he doesn’t expect is to want it.

    What he really doesn’t expect is to end up with an alien boyfriend.

    Language:
    English
    Words:
    11,264
    Chapters:
    1/1
    Collections:
    1
    Comments:
    26
    Kudos:
    301
    Bookmarks:
    40
    Hits:
    3087

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