1 - 20 of 1,383 Works in Dean Winchester is Bad at Feelings

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  1. Tags
    Summary

    Eight months later finds Dean Winchester topside once again; with every intention of averting the apocalypse aided by the help of Castiel, his angel companion that pulled him from hell. Along the way Dean finds he is a little less human than he thought and a little more determined to set things right.

    Meanwhile, Sam is mourning the loss of his brother, the last thing he needed was his dad to suddenly walk out of his grave and back into his life. Why was he back? And what part does he play in the apocalypse as well?

     

    OR: Dean was in hell much longer than he should have been but he never broke, and sometimes actions speak louder than words.

    Language:
    English
    Words:
    54,256
    Chapters:
    22/?
    Comments:
    98
    Kudos:
    199
    Bookmarks:
    51
    Hits:
    3680
  2. Tags
    Summary

    Dean Winchester didn’t do “relationships”, but with his Mother returning after eighteen years of being gone, Dean was desperate to show off something he was proud of. Only, Dean was twenty-six and had no one besides Castiel, his best friend of five years and counting. When it is evident that Dean's entire family must attend a two week vacation to Colorado, Dean figures he needs a date. And who better than Castiel--- who was more than perfect in Dean's eyes---to bring along as his fake boyfriend. Because bringing your fake boyfriend on a trip with your homophobic parents was a brilliant idea!

    Let's just say, Dean wasn't good at thinking things through. Especially a fake relationship with his best friend.

    Language:
    English
    Words:
    10,795
    Chapters:
    5/?
    Comments:
    2
    Kudos:
    43
    Bookmarks:
    6
    Hits:
    1164
  3. Tags
    Summary

    When a hunt goes bad, John Winchester dumps a 22-year-old Dean at the doors of an ER in St. Clair, MI before continuing on the hunt for the monster who nearly killed Dean.

    After Dean fights through an infection and an empty visitor's chair, a kind ICU nurse finds Dean's secret sketchbook. Based on the drawings she finds inside, she tries to convince Dean that his father may not have his best interests at heart, and Dean struggles to stick to his usual excuses.

    Language:
    English
    Words:
    6,184
    Chapters:
    1/1
    Comments:
    1
    Kudos:
    17
    Bookmarks:
    4
    Hits:
    130
  4. Tags
    Summary

    On a routine mission gone wrong, colleagues Dean and Castiel find themselves trapped on an alien planet.

    Or,

    The one where exploration is in both Dean and Cas’ job description, although perhaps not this kind of exploring…

    Language:
    English
    Words:
    38,668
    Chapters:
    7/7
    Comments:
    190
    Kudos:
    186
    Bookmarks:
    23
    Hits:
    2538
  5. Tags
    Summary

    "Dean. You're pushing it to be a case,” Cas said in a tired voice, getting up from the table and wiping his hands on his shorts. Hawaiian shirt still hanging unbuttoned on his shoulders, which was only a tiny bit distracting for Dean. "You are clearly uncomfortable spending time with us..."
    Dean had to remind himself that he should be looking at Cas's face, not at his collarbone or the exposed abdominal muscles. Or skin, lightly scorched by the sun, begging to be touched.
    ~
    One where they go on vacation but stumble onto potential case. While totally NOT having issues. Right?
    AKA beach episode case fic.
    ~
    Will be adding tags as I go.

    Language:
    English
    Words:
    43,542
    Chapters:
    6/?
    Comments:
    6
    Kudos:
    24
    Bookmarks:
    8
    Hits:
    579
  6. Tags
    Summary

    This is basically a collection of all the scenes that are head-canon to me, therefore everything is canon-compliant. Lots of Destiel smut and Destiel overall. Most scenes are explicit - see also the tags. For the most part chapters can be read as one-shots, but it's head-canon to me so it fits in either way, though some of the scenes tie back to one another.

    I'll include where in the canon these scenes take place and it's probably better to re-watch an episode for the chapter.

    I'll update as often as I can, and if you have any suggestions, let me know :)

    Anyway, happy reading!

    Language:
    English
    Words:
    8,199
    Chapters:
    6/6
    Comments:
    4
    Kudos:
    73
    Bookmarks:
    13
    Hits:
    1503
  7. Tags
    Summary

    Sam stares at his reflection in the mirror.
    The familiar twinge in his chest makes itself known – like almost every night when he wakes after yet another gruesome nightmare.
    He rubs across the spot to the left of his sternum and draws in a deep long breath, holds it, and exhales slowly.
    Sam repeats the ministration a few more times, until the pain subsides and fades into a dull ache.

    Series
    Language:
    English
    Words:
    13,513
    Chapters:
    4/4
    Comments:
    11
    Kudos:
    30
    Bookmarks:
    4
    Hits:
    216
  8. Tags
    Summary

    You can barely stand Dean Winchester. His womanizer attitudes and his flirty nature get in your nerves like no other. Apparently he's a good guy. Or at least, that's what Meg says. Now that she's getting married, you need to find a new roommate to share expenses with. Dean Winchester wasn't your first choice, but it's what you've got. Maybe, just maybe, this arrangement will allow you to change your perspective about him and be friends. Or, maybe, you'll just fall in love with him. Oh, well.

    Language:
    English
    Words:
    22,996
    Chapters:
    14/14
    Comments:
    39
    Kudos:
    90
    Bookmarks:
    19
    Hits:
    3004
  9. Tags
    Summary

    Cas takes Sam’s (questionable) advice. With a little help from a 1980’s Cosmopolitan magazine.

    Language:
    English
    Words:
    5,497
    Chapters:
    1/1
    Kudos:
    48
    Bookmarks:
    4
    Hits:
    490
  10. Tags
    Summary

    My answers to this year's Suptober prompts, told as one contiguous story. Come join me on this wild-ass rollercoaster!

    Language:
    English
    Words:
    21,409
    Chapters:
    13/?
    Collections:
    1
    Comments:
    44
    Kudos:
    31
    Bookmarks:
    10
    Hits:
    486
  11. Tags
    Summary

    Sam learns about a ghost haunting an escape room. The only catch: it goes after couples.

    OR

    Sam gets fed up with the tension between Dean and Cas and uses an escape room to make them confront their feelings

    Series
    Language:
    English
    Words:
    1,033
    Chapters:
    1/1
    Comments:
    4
    Kudos:
    35
    Bookmarks:
    2
    Hits:
    215
  12. Tags
    Summary

    Sam Winchester is an Omega and he has presented early at only sixteen years old. He is terrified of The Mating Run, a ritual where an Alpha picks his Omega to mate with for life. His only comfort is that his elder brother Dean, who is an Alpha, will be joining the run as well to find his mate.

    Sam never expects Dean to choose him, and Sam finds himself a slave to his older brother.

    As the elders of the pack try to tear the two of them apart in fear of the power that their mating bond brings, both of the boys start to truly love each other.

    And they begin to wonder...will they be able to stay happily in love, or will forces outside of their control tear them apart?

     

    Language:
    English
    Words:
    15,216
    Chapters:
    5/35
    Comments:
    81
    Kudos:
    198
    Bookmarks:
    38
    Hits:
    6047
  13. Tags
    Summary

    What if Dean was never raised from perdition...
    or,
    It's been 3 years since Dean made that deal, and 2 years since he died.
    The angel Castiel lives with his new friends Bobby singer and Sam Winchester as he was thrown out of heaven for reasons he's not willing to share (damnit!) but the angel is starting to see that it was for the best as to now he has a best friend and is completely safe and happy-
    Just kidding! Things have suddenly turned upside down and one demon is all to blame- well, not just a demon, the king of-
    I have said too much 😶, you must fest your eyeballs onto my fic to find out more.

    (Tags have slight spoilers but you probably knew that it'd be involved in this fic).

    Language:
    English
    Words:
    7,288
    Chapters:
    8/?
    Collections:
    3
    Comments:
    2
    Kudos:
    10
    Bookmarks:
    4
    Hits:
    702
  14. Tags
    Summary

    “Who’s next?” He says, looking over the sea of people.

    “I am.” Jack raises his hand, all eyes snapping to him. The music playing could actually be heard for a few moments.

    The winner of the last two rounds smiles, patting the table. “Well come in then.” He does as he’s told, the people making way for him to pass. He sits down across from the other, setting his hands in his lap. “How much are we betting?” He asks, looking him over.

    “I don’t actually have any money.” Jack admits, but before he could be kicked out he starts speaking once more. “But I’m willing to get you a drink if I lose? A friend of mine is here, he’s over at the bar.” It sounds like a question, and it kind of is.

    The guy seems to think it over for a few seconds before nodding his head. “Sure.”

    “We’re not playing gay chicken anymore, little thing.” He states before going back to kissing his suck. Then sucking. Jack squirms, everything starting to feel uncomfortable. His skin feels weird, everything feels weird. The guy licks a small strip over his neck, his leg pushing between his legs. Jack sucks in a sudden breath.

    “Can you stop?” He asks, voice tight in his throat. He doesn’t get a response.

    Language:
    English
    Words:
    5,090
    Chapters:
    1/1
    Collections:
    1
    Kudos:
    11
    Bookmarks:
    2
    Hits:
    72
  15. Tags
    Summary

    "Dean? What's wrong?"

    "What? No, nothing... nothing's wrong, I think." Dean rubbed the back of his neck. "So, we're in love with each other." As soon as the words left his mouth, there was a choking sound from the opposite end of the table. He turned over to see Sam by his computer, struggling to not do a spit-take with his beer. "Hiya Sammy." Dean said, cringing inwardly, "Did not see you there."

    Sam waved him off. "Don't let me interrupt."

     

    Or where Dean realizes he is in love with Cas by being a Swiftie

    Language:
    English
    Words:
    Chapters:
    1/1
    Comments:
    4
    Kudos:
    5
    Hits:
    32
  16. Tags
    Language:
    English
    Words:
    417
    Chapters:
    1/1
    Comments:
    1
    Kudos:
    8
    Hits:
    83
  17. Tags
    Summary

    Dean has been acting strangely towards Cas, and Sam wonders if there is something supernatural going on. Cas checks him out and finds something that none of them were expecting.

    Language:
    English
    Words:
    1,533
    Chapters:
    1/1
    Comments:
    2
    Kudos:
    61
    Bookmarks:
    2
    Hits:
    451
  18. Tags
    Summary

    Imprisoned in a government ministry for a crime he didn't commit, Sam Winchester is fated for execution if his case is not appealed. Desperate to save his brother, Dean seeks out the services of Castiel, a member of the state's hive-mind legal council, who agrees to fight his case in the Court of the Authority. But as their defence develops and evidence is brought to light, it appears that what was taken for a tragic misunderstanding was in fact something much deeper, something that throws Sam and Dean into a secret they didn't even know they had, something to do with their long-dead father. And as they try to fight demons from a past that wasn't even theirs, Dean comes face to face with a part of himself he was always too scared to see.

    Language:
    English
    Words:
    2,703
    Chapters:
    1/?
    Kudos:
    6
    Bookmarks:
    2
    Hits:
    66
  19. Tags
    Summary

    As the years went by, bottled up feelings became too much to bear

    Series
    Language:
    English
    Words:
    2,132
    Chapters:
    1/?
    Comments:
    1
    Kudos:
    3
    Hits:
    52
  20. Tags
    Summary

    Dean Winchester is heading back to Hogwarts for his final year. He's the newly assigned Head Boy, alongside his best friends Charlie, Cas, and Benny. This ought to be the best year of their lives as they go through the final stages of school together.

    So why does it feel like the beginning of the end? Why does it feel like Dean's best friend, Castiel, has started making all the wrong choices? Why does it feel like Castiel has completely changed?

    Dark times are ahead. Dean can feel it. He can only hope that by the end of the year he hasn't lost everyone he's cared about - most importantly, Cas. He hopes he will never lose Cas.

    Language:
    English
    Words:
    56,230
    Chapters:
    13/?
    Comments:
    25
    Kudos:
    27
    Bookmarks:
    2
    Hits:
    502

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