1 - 20 of 61 Works in Dean Winchester Deserves to be Happy

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  1. Tags
    Summary

    Sam is almost halfway through the paper when he sees it.

    The title is clear and eye-catching and Sam can't help but have a closer look. He skims the first few lines and scoffs, unable to comprehend what manner of sorcery drove this poor bastard to do this.

    "Dean." He calls, "Look at this."

    "Is it a case?" Dean wonders, perking up immediately.

    "Dean…" he trails off, trying to find the right words. "This is - this is the stuff of chick flicks."

    Dean's expression twists. "I'm eating Sam, read it out."

    "It's titled 'Brothers'."

    He notes the way Cass' eyes flick over in interest.

    "I saved you from the pits of hell. I saved you from yourself. I know that you love me, yet you wish I were someone else."

    With a chortle Dean points his spoon at Cass. "Did you put out an ad? I know I'm your brother, no need to be sappy."

    Cass just glares at his brother until the smug smile is wiped off his face.

    "Your lips are like honey, your eyes a deep abyss." Sam looks up. "This isn't Cass. This is a…  love letter? Poem?"

    "Poor guy." Dean murmurs.

    ...

    Castiel puts an ad in the paper. The Winchesters are too dense to figure out that it was intended for Dean.

    Language:
    English
    Words:
    3,024
    Chapters:
    3/5
    Comments:
    18
    Kudos:
    34
    Bookmarks:
    10
    Hits:
    357
  2. Tags
    Summary

    Ever since Castiel lost his grace Dean has tried many things to help him deal with the burden of being human. It took them a while to settle and ease into age play but now they're comfortable in their routine with Castiel being Little almost 24/7. Sam watches unnoticed as his brother looks after Castiel and tries to deny the jealousy he feels until one day it bubbles to the surface and Dean is let dealing with an upset Little boy and little brother.

    Language:
    English
    Words:
    8,319
    Chapters:
    3/?
    Comments:
    26
    Kudos:
    85
    Bookmarks:
    6
    Hits:
    1282
  3. Tags
    Summary

    Suptober 2020
    Prompt: 12. Rewind

    Series
    Language:
    English
    Words:
    582
    Chapters:
    1/1
    Kudos:
    6
    Bookmarks:
    1
    Hits:
    21
  4. Tags
    Summary

    Their final moments are upon them. They’ve played their final card and Chuck is announcing curtain call. But Dean still has a few seconds left. A few seconds to right the only wrong he’s ever truly regretted.

    So Dean will do the only thing he can do. His one final move in the famous final scene of Chuck’s shitty story. Something that Chuck believed completely unfathomable. Something, that, throughout all the universes, he’d never seen – not once.

    Dean is about to answer a question that Cass should have never even needed to ask.

    And maybe – maybe – one last ditch effort in a world gone mad is enough to turn the tides just enough so they might hear what ‘the exultant sound of a canon booming in the night’ really means.

    OR

    Instead of sending them to Purgatory, Michael traverses all the universes with Dean and Castiel in the hopes of finding one where good prevailed and Chuck was defeated. Along the way Dean and Castiel's relationship is put under strain.

    Will Michael play mediator?

    Will the alternate versions of Dean, Sam and Castiel force them to face their decisions and mend their relationship?

    What ‘the exultant sound of a canon booming in the night’ really mean?

    Language:
    English
    Words:
    32,075
    Chapters:
    27/36
    Comments:
    116
    Kudos:
    307
    Bookmarks:
    59
    Hits:
    5933
  5. Tags
    Summary

    Remember Anna Milton? The angel who fell from Heaven and was reborn as human? Well, what if the same had happened to Dean?

    Dean Winchester, hunter, righteous man, son of John and Mary Winchester and brother of Sam Winchester. Jensen, archangel, angel of family, son of God and fiancé of Castiel.

    Two sides of the same coin. Literally. Dean Winchester is an angel, the fifth archangel Jensen. After Michael's attempt to kill him failed, he falls from Heaven and is reborn as human. For 30 years, he lives as a human and hunter, never knowing who he really was. Until Castiel pulled him out of Hell.

    Series
    Language:
    English
    Words:
    60,962
    Chapters:
    14/?
    Collections:
    1
    Comments:
    61
    Kudos:
    437
    Bookmarks:
    106
    Hits:
    9014
  6. Tags
    Summary

    Angels have a hierarchy. A father always has his favorites. Some have mundane tasks; some have monumental assignments.

    Series
    Language:
    English
    Words:
    360
    Chapters:
    1/1
    Kudos:
    5
    Hits:
    60
  7. Tags
    Summary

    When Castiel's grace is failing, he gets cold easily. So Dean buys him socks. Lots of socks.

    Language:
    English
    Words:
    2,186
    Chapters:
    1/1
    Comments:
    26
    Kudos:
    123
    Bookmarks:
    22
    Hits:
    503
  8. Tags
    Summary

    Is there a weirder weirdo than someone who dances in the kitchen? Maybe not, but it doesn't take much for Dean to learn to appreciate it.

    A divergence from S08E19 "Taxi Driver"

    Language:
    English
    Words:
    2,263
    Chapters:
    1/1
    Comments:
    10
    Kudos:
    32
    Bookmarks:
    3
    Hits:
    155
  9. Tags
    Summary

    He watches from behind the wall as Dean creeps slowly down the stairs, ensuring that his footfalls are almost silent. Stranger still is huge bag strapped to his back… if Sam didn’t know better he’s say its… moving?

    “Dean!” he snaps, letting his worry show, “Cass just… vanished in a plume of … trench-coat and before that… I saw something… I don’t even understand this.” He sputters.

    Impassive, Dean just glances towards the exit.

    “Did you hear me?” he tries again.

    “Yup.” Dean assures, still glancing at the door, “Heard you like a bell. We’ll talk in the morning Sammy. Night.”

    “Night?” he parrots. “Cass is in trouble.”

    “Cass is a um, heh.” He laughs, “Big boy.”

    Why isn’t he doing anything? And what’s in that damn bag?

    Sam wrenches it open.

    Sam takes a good long look at the child who now sits happily at their table. Glow-y blue eyes, hair dark as night, an unflinching stare that seems to be directed only at Dean, chewing on Dean’s index finger like it’s candy. With jerky motions he wraps the trench-coat around the child, still unable to reconcile what he knows with what he sees.

    Dean laughs, “Now you really are a baby in a trench-coat.” Cass bites down.

    Language:
    English
    Words:
    38,921
    Chapters:
    31/?
    Comments:
    302
    Kudos:
    439
    Bookmarks:
    66
    Hits:
    10776
  10. Tags
    Summary

    As far as happy endings go, Dean Winchester was certain that he’d hit the jackpot. His life was everything he’d imagined he’d never have. Yet here he was, curled up in the arms of the most perfect man he’d ever laid eyes on.

    Or

    A glimpse into the Apple Pie Life that Destiel definitely deserves.

    Pure fluff. Married Destiel AU

    Language:
    English
    Words:
    2,074
    Chapters:
    1/1
    Comments:
    5
    Kudos:
    189
    Bookmarks:
    23
    Hits:
    1544
  11. Tags
    Summary

    It was a well known fact that every omega had a metaphorical biological clock ticking away inside of them, just waiting to spring the alarm and make the poor guy or girl go just a wee bit baby crazy. And as much as Dean Winchester tried to deny it, mostly to himself, the one inside him was gonna blow at any second.

    Even though Dean would never admit it to anybody, especially his brother, he had always felt pretty maternal towards Lisa's son, Ben. He’d always wanted a nice, big family with plenty of pups of his own, ever since he had presented as an omega as a teenager. At least, whenever John hadn't been pressuring him to act like the alpha his dad thought he should've been, that is. It had only gotten worse when Sam presented as a beta, so Dean had shoved that dream so far back in his mind that he completely forgot about it ninety-five percent of the time.

    That was exactly why the omega knew that his biological clock was gonna kick his ass any day now. Where he used to mostly forget about the idea of having a bunch of pups, it was now taking up the vast majority of his thoughts lately.

    Language:
    English
    Words:
    5,784
    Chapters:
    1/1
    Comments:
    31
    Kudos:
    322
    Bookmarks:
    30
    Hits:
    2849
  12. Tags
    Summary

    "God helps whoever dares cross your way, Winchester..." 

    Dean has the rest of his life to do whatever the hell he wants and he's spending it on life regrets. Years of military duty has left him hollow; there's no way he'll ever dump his unstable self on his family's doorstep, no matter how much they say they wouldn't mind it.

    Of course, he never expect a teenager to be the one to fix him. She probably has just as much issues as he does, but Krissy gives him the one thing he never even think of: normalcy. His new friends consisted of two rebellious lesbians and a paranoid dog, and he wouldn't ask for anything else.

    As a cherry on the top, a certain angel is still willing to pick up his broken pieces.

    Language:
    English
    Words:
    43,182
    Chapters:
    18/?
    Comments:
    93
    Kudos:
    123
    Bookmarks:
    24
    Hits:
    2733
  13. Tags
    Summary

    How terrible it is to love something death can touch.

    or

    The Empty fulfills its promise and Dean Winchester isn't having it.

    Series
    Language:
    English
    Words:
    2,213
    Chapters:
    1/1
    Comments:
    2
    Kudos:
    47
    Bookmarks:
    11
    Hits:
    410
  14. Tags
    Summary

    One-shots of all the ways Castiel can be taken by The Empty.

    ...

    “I’d like to welcome you all here today to mourn the passing of a good friend.” His voice is solemn, the slight waver indicates that something is actually wrong – that Dean isn’t just playing a prank on them.

    “He’s stuck with me for years.” Dean exhales. Castiel glances at Sam to see if he has any inkling of what is happening.
    Why would Dean call them here? Today? To stand near a shallow grave?

    The set-up is a funeral. Not a hunter’s funeral but a more traditional one. But, the thing is, there’s no body to be seen. And in Castiel’s knowledge, for a funeral, you need a corpse.

    Sam raises his hand half-way.

    “What?” Dean seems annoyed.

    “Are you talking about Cass?”

    “No. Sam!” Dean rolls his eyes. “How can we have a funeral for Cass if he’s standing right there.”

    "What I'm trying to say is that I love you Cass"

    Castiel takes a step forward, wanting to pull Dean close – to hug him or to taste his lips, for the very first time – when he feels the tugging on his grace.

    In his confusion, he stumbles, falling directly into the grave that Dean dug.

    Never to rise again.

    Language:
    English
    Words:
    11,070
    Chapters:
    11/11
    Comments:
    69
    Kudos:
    95
    Bookmarks:
    11
    Hits:
    1574
  15. Tags
    Summary

    A bunch of one-shots based on how I think Supernatural will end.

    ...

    “There’s something I’ve always wanted to know… so I’ll give you a chance to save them.” Chuck raises one finger then. “One of them.”

    “What?” Sam snaps, glancing around with wild eyes. “It’s Dean, you gotta save Dean.”

    His voice is desperate yet resigned. Sam’s breaths come in pants and he’s clearly frazzled. The brothers clearly recognize that Chuck means business. Castiel tries to catch Dean’s gaze, to try and gauge his reaction but he’s facing Sam, staring at his brother intently.

    As expected, Dean shakes his head no before turning to face the angel. “Cass, you know Sammy has a future. Please. Do this for me.”

    He’s never been able to deny Dean anything. But doing this would mean losing him. And if he saves Dean, they lose Sam. It’s an impossible choice. Castiel feels his eyes burn and he’s forced to look away from Dean. How can he pick one when they both mean so much to him? It feels like he isn’t in his body, like some other person is standing here, being asked to pick which one of their family members lives and which dies. Flashes of their bodies on the ground, eyes burnt out swarm his mind.

    Sam... or Dean?

    Language:
    English
    Words:
    2,655
    Chapters:
    1/10
    Comments:
    10
    Kudos:
    38
    Bookmarks:
    4
    Hits:
    345
  16. Tags
    Summary

    “You told me in tongues.” Dean snaps “Can you try it again in English?”

    At his side, Cass bristles. “My deal is when I’m happy he will take me.”

    “Dean.” He begins. “The things that can make me happy are numbered. When the Shadow peered inside my mind, it saw everything. My feelings of inadequacy and uselessness, my greatest fears, my enemies… the people I love.”

    “I’m not saying you made the wrong call Cass.” He says gently. “Just - why didn’t you tell us?”

    “What would that have done?”

    “Something.” Dean insists. “We'd have gone face to face with that monster!”

    “There it is.” Cass says softly. “What good would that have done? The thing that could make me happy… facing off against the being who wishes to take it all away?”

    That gives Dean pause. “Me and Sam… we make you happy?”

    “Yes.” Cass says carefully. “Being with you and Sam brings me great joy.”

    “Dean.” Cass says sternly, catching his attention. “Once I thought that you knew. You are a connoisseur in matters such as this. Now, that we're in a place that is all our own, I think you’re ready to hear this.”

    Dean’s been ready for the past hour, but okay.

    “You make me unbelievably happy Dean.”

    Language:
    English
    Words:
    10,263
    Chapters:
    10/10
    Comments:
    59
    Kudos:
    193
    Bookmarks:
    23
    Hits:
    2848
  17. Tags
    Summary

    The one where Sam tries to scam billionaires out of money by inviting them to a non-existent wedding between his brother and their favourite angel. He didn't expect any of them to say they were actually coming. That's how he ends up planning a fake wedding for Castiel and Dean.

    Language:
    English
    Words:
    2,771
    Chapters:
    1/1
    Comments:
    7
    Kudos:
    99
    Bookmarks:
    14
    Hits:
    538
  18. Tags
    Summary

    Dean pauses, hesitating slightly with one hand half raised. “You’re sure he’s sleeping right?”

    Cass grins. “Definitely.”

    “Are you like a bajillion percent sure?” Dean asks again, nervousness making his featured pinch.

    Laying an arm on his hand, Cass whispers: “Yes Dean. He’s asleep. I should know because I see the same patterns when you are asleep.”

    “Your creeper habits are coming in handy then.” Dean teases.

    Cass shakes his head wryly, but his eyes are still filled with mirth. His head slowly gravitating towards Dean.

    Their lips meet and their eyes shut in bliss. Dean’s hands make their way to Cass’ nape whilst Cass’ hands come up to cup Dean’s face, dragging him closer.

    “Woah.” Dean says suddenly, his eyes darting back to Sam again. “Here?”

    OR

    Sam is just trying to sleep and Dean and Cass make some noise!
    Which, of course, results in: sam.exe has stopped functioning

    Language:
    English
    Words:
    810
    Chapters:
    1/1
    Comments:
    5
    Kudos:
    129
    Bookmarks:
    8
    Hits:
    1103
  19. Tags
    Summary

    This is the end of 4 years of hard work, and now Dean reflects back.

    College did him real good, actually.

    Series
    Language:
    English
    Words:
    345
    Chapters:
    1/1
    Comments:
    2
    Kudos:
    25
    Bookmarks:
    1
    Hits:
    174
  20. Tags
    Summary

    When Sam Winchester decides to go back to college to finish his degree Dean doesn't know what to do with himself, until he meets a mysterious, confident young witch named Lory. Lory teaches the cold unfeeling Dean Winchester how to love, and he teaches her how to embrace the powers she has been given. Lory lives with two other women, Gwen and Meredith. Together the women form a coven and Sam and Dean become involved in the magick that surrounds them, as well as battling demons of their own.
    "Saving people, hunting things, the family business."

    Language:
    English
    Words:
    73,529
    Chapters:
    14/?
    Kudos:
    2
    Bookmarks:
    3
    Hits:
    212

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