Dean Winchester Big Bang

The Dean Winchester Big Bang is a big bang challenge in Supernatural fandom, focused on the character of Dean Winchester. Writers had to write a minimum of 5000 words for a mini-bang or 10,000 words for a big bang, artists had to make two pieces for a big bang and one piece for a mini-bang.
==Masterlists==
===2017===
Title: Follow The Jackalope
Author: whiskygalore
Artist: milly_gal
Warnings/Tags: crack, humor, bottom Dean, toppy Sam, sex and a little violence
Rating: NC:17
Pairing: Sam Winchester/Dean Winchester
Summary: It was just a regular black dog hunt, or so Sam and Dean thought, yet somehow they ended up tracking a unicorn through the woods and then Dean may or may not have spotted a jackalope. After that things really took a turn for the weird!
Title: Three Strikes
Author: q_dicted aka gonzosgirrl
Artist: kuwlshadow
Warnings/Tags: Hurt/Comfort
Rating: PG13 for adult language (Teen and Up on Ao3)
Category: Gen
Pairing: None
Summary: Set in S2, immediately following the end of Roadkill. By all accounts, this was one of their more successful cases of late. They dispatched the vengeful Jonah Greely, Molly has gone into the light, and for once, Sam managed to not get himself choked by the monster. And Dean… well, they are Winchesters after all. When did everything ever go completely right for them?
Title: Darkness' Gift
Author: backrose_17 and sweet-sammy-kisses on tumblr
Artist: stormbriteart 
Warnings/Tags: Canon rewrite of s12 first two episodes, John Winchester back, minor character deaths, mention of torture on Sam, talk of mind rape
Rating: Teen and Up
Pairing: Dean/Sam
Summary: Dean Winchester was prepared to die when he faced Amara, it burned him up to leave Sam alone but to save Sam and the rest of the world he was willing to do whatever it took. Dean had not been ready for Amara to spare him or as a gift give back not only his mom but his dad as well. Still, nothing matter without having Sam and with John and Mary in tow headed back to the bunker. Finding Sam gone nearly broke Dean but he would not rest until he had Sam back where he belonged in his arms.
Title: Camper
Author: vexed_wench
Artist: bluefire986 
Warnings/Tags: non/dub con, m'preg
Rating: R
Pairing: Sam/Dean
Summary: Dean had spent the last few years searching down any lead that might explain what had happened to Sam. Dean had turned over every rock looking for the smallest clue about what had happened. He wasn't prepared to find out why Sam had run and who helped him stay hidden.
Title: Purgatory Comes in Many Forms
Author: kattrip033
Artist: sillie82 
Warnings/Tags: Mpreg, Past Benny Lafitte/Dean Winchester, Baby is not Sam's, Pregnant Dean, Hurt/Comfort, Season/Series 08, Alternate Universe - Canon Divergence, Original Character(s), Humor, Angst, Fluff, Unplanned Pregnancy, Pregnant Sex, Domestic, Slice of Life, Awkward Sexual Situations, Trials of Hell, Jealous Sam Winchester
Rating: Mature
Pairing: Dean/Sam (Pre-fic Benny/Dean)
Summary: As if life wasn't interesting enough with the trials, Dean realizes he's pregnant, with Benny's baby. This is, of course, after he sent Benny back to purgatory to get Sam. Dean tries to navigate his pregnancy while also dealing post second trial Sam's health issues and a crazy prophet, Kevin, taking refuge in the bunker, all while trying to maintain his non-familial relationship with his brother and his sanity.
Title: The Road To Nowhere
Author: metatron-the-transformer (Tumblr) aka jade_maiden_333 (AO3)
Artist: K6034
Characters: Dean Winchester, Krissy Chambers, Sam Winchester, Andy Gallagher, Pamela Barnes, Lee Chambers
Warnings/Tags: Original Character(s),Minor Character Death, Russo-Georgian War, War violence, Gun Violence, past Dean Winchester/Pamela Barnes
Rating: Teen & Up
Summary: Dean Winchester is a foreign journalist covering civil unrest in the city of Tskhinvali. Dean gets caught in the crossfire as he fights to get himself and his charge, teenager Krissy to safety. The journalist discovers that being on the run with a stubborn sixteen year old is his toughest assignment yet.
Title: Divine Madness
Author: anactoria
Artist: amberdreams 
Warnings/tags: Suicidal thoughts, mental illness, patient abuse, ableism, violence, angst, Mark of Cain, casefic, original characters, canon divergence, Greek mythology
Rating: T
Pairing: None
Summary: After the events of 10x09, Dean decides he's too dangerous to be allowed to roam free any longer, let alone to hunt. Sam still seems to think he can be saved, and he knows Cas wants to believe it, too, so rather than trust them to keep him on lockdown, Dean gets himself arrested.
Life on a secure psych ward is... well, not awesome, but Dean can deal. At least, until patients start dying in mysterious ways and he realizes that getting away from hunting is going to be harder than it seemed. It quickly becomes evident that the deaths are supernatural in origin—but will hunting down the monster mean Dean ends up becoming one himself?
Title: "Oh Where, Oh Where, Has My Memory Gone?"
Fandom: Supernatural
Rating: Teen
Pairing(s): Sam Winchester x Dean Winchester
Characters: Dean Winchester, Sam Winchester, Lucifer, Castiel
Word Count: 5,729
Summary: [S5 AU] During the events of “Swap Meat”, Sam gets amnesia when his soul is finally put back into his own body. Not knowing who he is and unaware that Dean is his brother, Lucifer captures him and Dean has to try to save him before he says “yes”.
Title: Camp Spoopernatural
Author: tahmoh
Artist: allovely
Warnings/Tags: Depictions of violence, pranks, murder camp, faked character death, it’s just a prank bro, camping, horses, i know nothing about horses, humor, comedy, non!hunting AU, all human AU, Dean’s POV, Dean’s POV- third person, Gadreel’s nickname is ‘Zeke’ because of a Disney movie
Rating: Mature
Pairing: Dean/Castiel, Minor Sam/Gadreel, Background Sam/Gadreel, Sam & Dean, Gadreel & Dean, Charlie & Dean, Kevin & Dean, Benny & Dean, Adam & Dean, they’re all fucking friends it’s great
Word count: 20293 
Beta: brokenmasquerade​ and lovelybenny​
Summary: Welcome to Camp Spoopernatural {Novak Range}Do you want to scare someone half to death? Need to exact revenge or find a surefire new prank? Or do you just want to have some good fun with a few friends? Then Spoopernatural is the place for you! Not only do we feature 4 cabins that can suit up to parties of 16*, but we also include a range of incredible packages to suit your needs. Check them out here!
When Sam spots an advert that gives him the perfect opportunity to prank his brother Dean, he can’t resist. Although, it doesn’t turn out quite like he’d hoped.
I’LL FOLLOW YOU INTO THE DARK 
Author: lafitte 
Artist: schnitzelpriester 
Warnings/Tags: depression tw, alcoholism tw, graphic depictions of violence / canon-divergent from 1x01, dean x cas, sam x jess, you bet dean and john are gonna talk shit out 
Rating: Gen
Pairing: deancas, samjess (a bit)
Summary: When his Dad disappears, Dean spends the first few months tracking down all the places his Dad visited right before he fell off the grid. While rolling through one such town he comes across Castiel Novak, one of the few good friends he had in his childhood. Turns out, after the death of his foster mom Naomi due to ‘exceptional circumstances’, Cas has become a hunter too, one who specializes in finding and killing demons.
Dean has been planning to drag Sam back into the game if their Dad is gone for too long, but since he’s already so hesitant about it, will Castiel give him an excuse to put off telling Sam the truth? Or does he know more that he shows?
Then there’s Crowley, the only one who seems to have the answers Dean’s been waiting for all his life.
Between hunting alone and trying to find his Dad, Dean finds himself thrown in an unlikely partnership, confronting things he’s been trying to avoid for a long time, and at war with himself. He just hopes someone’s got his back.
Title: Twelve Miles from the Border
Author: audaciousdean
Artist: bluefire986
Warnings/Tags: Graphic Depictions of Violence, Major Character Death, Rape/Non-Con, Underage
Rating: Explicit
Pairing: Dean Winchester/ Sam Wesson
Summary: If you were to ask anyone in town who Dean Winchester is, you’re more than likely to get the answer that he’s the boy with leashed anger and quiet serenity. He’s an enigma wrapped in an enigma wrapped in street racing, cheap whiskey, stale cigarettes and denial that he could drown in. He’s got bruised skin and bloody knuckles, breathy whispers of dreams that would never be fulfilled and swollen lips. He’s a feral beast caged within that small town with a weakness for the only thing that he loved that could kill him. That thing was Sam Wesson.
And if you were to ask the boy with the shaggy hair wearing khaki slacks and an oversized hoodie draping his bony limbs, being the abnormal in the town of normal, he would say that Dean Winchester was nothing more than a boy who was too stuck to move, believing that his destiny was written, not made.
It’s the story of darkened streets coated with burnt rubber. It’s the story of two boys who were so opposite of the norm, one the town outcast barely making ends meet and the other too smart for his own good. It’s the story of a taboo love and growing up too quick and falling just a little too far. It’s the story of pain and agony, of devotion and sacrifices. It’s the story of what you’re willing to give up just to keep your head above water.
Title: The Only Constant
Author: purgatoan
Artist: maandarinee
Warnings/Tags: canon verse, canon-typical violence, angst, smut (brief and mostly implied), fluff, bullying, mentions of blood, low self-esteem, minor character’s death, grieving
Rating: Explicit
Word Count: 10680
Pairing: General Fic, Dean Winchester/Cassie Robbinson (brief), Sam Winchester/Jessica Moore 
Summary: Every hunter knows that nothing lasts forever. All things change: the place where you crash at, who do you sleep with, who do you hunt with, it’s all fluid. You can never be sure about anything. However, Dean Winchester was lucky enough to have one constant in his life. Even when he didn’t have Sam by his side or when John was away, he had the Impala. And this story is about the two of them.
Title: Under Bloodied Water
Author: mycroft-silently-judges-you (tumblr)​ | VictoriaAGrey (AO3)
Artist: winchesterchola​ (tumblr) | stargazingchola (LJ)
Warnings/Tags: Season 6 canon divergence, Soulmates, Self-Esteem Issues, Suicidal Thoughts, Angst and Hurt/Comfort, Running Away, Self-Discovery, Reunions, Love Confessions, Case Fic
Rating: Mature
Pairing: Dean Winchester / Sam Winchester
Summary: Dean has run away from Sam after his soul being reunited with his body brought with it an unwelcome revelation about their relationship. But just because he’s managed to run away from his brother doesn’t mean he can also hide from his job.
Reports of something singing its victims to death are rocking the seaside town Dean has retreated to and it’s up to him alone to take care of the problem… that is, until his brother shows up.
Title: Business Trip
Author: jack-trades-writer 
Artist: emmatheslayer 
Warnings/Tags: Human AU, married couple, sexual content, phone sex, sexting, fluff and smut
Rating: Explicit
Pairing: Destiel
Summary: Dean isn’t a huge fan of Castiel’s business trips. A few days into Castiel’s trip is all it takes to get Dean thinking about more creative ways to get satisfaction with Castiel so far away. It’s his own fault for not thinking that things would only escalate from there
Title: Laundry Day 
Author: posingasme
Artist: liliaeth
Warnings/Tags: brother fic, big brother Dean, dreams and nightmares, Canon divergent, consequences
Rating: Gen
Pairing: Nancy Fitzgerald/Dean Winchester, Gen
Summary: For his entire life, the only consistency had been the recurring event called Laundry Day. It was a day between hunts, when Dean found a small town to run errands of all kinds, including, of course, cleaning clothes. This particular Laundry Day isn’t going as planned, especially since Dean could swear that when it started this morning, he’d had a kid brother named Sam…
===2018===
Title: The Sound Of Silence.
Author: milly_gal
Artist: bluefire986
Rating: NC-17.
Pairing: Sam/Dean.
Length: 5,367
Warnings/Tags: Permanently injured Dean, descriptions of severely injured and permanently disfigured Sam, Deaf!Dean, graphic violence.
Summary: When Dean loses his hearing and shuts himself away, Sam tries to guide him back into the Hunting life, but a mistake costs Sam dearly and forces Dean into the darkness of his despair. Can Sam coax his brother into the light, and will they ever admit out loud that the underlying tension between them has a name?
Title: Daydreams
Author: gatorgurl94
Artist: emmatheslayer
Rating: NC-17
Pairing: Dean Winchester /Sam Winchester
Length: 9,774
Warnings/Tags: Angst, Alternate Universe: Canon Divergence, Ambiguous/Open Ending
Summary: It’s been six years since Dean’s brother abandoned him and their father to pursue a hunting-free life. In that time Dean’s life has changed in ways he could have never imagined. It’s a good life, even if it’s a life without his brother. Now Sam is back and with him the memories Dean hoped he’d locked away for good.
Title: From The Beginning
Author: @cinnamonanddean​
Artist: tx_devilorangel
Rating: NC-17
Pairing: Sam/Dean
Length: 7500
Warnings/Tags: Sibling Incest, Underage Sex, Underage Drinking, First Time, Blow Jobs, Hand Jobs, Frottage, Semi-Public Sex, Sex in the Impala, Pining, Resolved Sexual Tension
Summary: Dean smooths out the scrunched paper. It’s a flier for some bar in town, pictures of a band on the front and “ONE NIGHT ONLY” screaming from the headline. “What is this?”
“It’s tonight only!” Sam spouts unnecessarily.
“I can read,” Dean replies. “Who is Steamboat Vertigo and why do I care that they’re only here for one night?”
Title: The perils of inviting the son of Satan into your Bunker
Author: soy-em
Artist: nisaki-chan​
Rating: NC-17
Pairing: Sam/Dean
Length: 11k
Warnings/Tags: canon divergent after 13x02
Summary: Dean sees the way Jack looks at Sam. But what’s worse, is that he can see the way Sam is starting to look back.
Title: Finish Lines
Author: smalltrolven
Artist: sillie82
Rating: NC-17
Pairing: Sam/Dean
Length: 10,278
Warnings/Tags: Vague references to previous non-con (not Sam/Dean though)
Summary: Dean’s wondering if there’s a finish line for them like there was for Jesse and Cesar. Between the search for some way to keep Amara off his case and cleaning out Magnus’ hideaway there’s just enough time to work out those details with the one guy who would know, Sam.
Title: I Wouldn’t Mind a Kiss, but Not the Puppy Kind
Author: blackrose_17
Artist: gotaprettymouth
Rating: R/NC-17
Pairing (or Gen): Sam/ Dean AU
Length: 16,063
Warnings/Tags: none
Summary: All his life Dean wanted to be a firefighter he never expected to be a father as well but he utterly adores his daughter Leia. Dean is happy being a single father with a few flings here and there but he never expected that kindergarten teacher Sam Singer would rock his world once again. Now he finds himself dealing with his feelings for Sam and a daughter who wants a puppy and isn’t above using her charms to get one. Can they both get what they want?
Title: Purgatory: Population 1
Author: jhoomwrites
Artist: idjitsaviors
Rating: M
Pairing: Dean/Cas
Length: 13k
Tags: sci fi!au, moc!dean, astronaut!cas, hunter!dean, dub!con, masturbation, frottage, canon typical violence, team switch (implied), rough sex
Summary: While helping out a group of terraformers, Dean ends up with a mysterious Mark on his arm that gives him the urge to kill. After giving up on the idea of a cure, Dean comes up with the only solution he can think of: he takes his ship, picks a direction, and flies until he’s so lost no one will ever find him.
And for a few years, it works. Dean has a planet full of monsters all to himself, monsters he can kill and maim and satisfy his dark impulses. At least until a stranger crash lands on his planet. Will Dean be able to resist long enough to help this man leave? And what if he doesn’t want him to leave?
Title: A Kind of Magic
Author: @profound-boning
Artist: amberdreams
Rating: General Audiences
Pairing: Gen but with future destiel
Length: 20,815
Tags: Hogwarts AU, Dean-centric, John Winchester’s A+ Parenting, Hufflepuff Dean, Slytherin Cas, Family Drama, Light Angst, Crushes, Friendship
Summary: On the morning of Dean Winchester’s eleventh birthday, there’s an owl in the tree in their front yard.
Title: Soul Collector
Author: jdl71
Artist: milly_gal
Rating: PG-13
Pairing: Gen
Length: 7,538
Warnings/Tags: Major Character Death, Original Characters, Fights, Souls, Hospitalization, Death
Summary: Dean Winchester dies, again. He’s offered a job working for Purgatory.
Title: An Unexpected Surprise
Author: jdl71
Artist: blusart
Rating: PG-13
Pairing (or Gen): Gen
Length: 16,802
Warnings/Tags: Mention of a dead character, brothers, parent-child relationship, References to The Slice Girls, Season 7, Episode 13
Summary: Dean Winchester is given a surprise that will change his life forever.
Title: The Past Never Ends
Author: ShippersList
Artist: Amberdreams
Rating: Teen & Up
Pairing (or Gen): Dean & Jody friendship
Length: 10,1K
Warnings/Tags: Horror AU, Silent Hill AU, Movie Level Violence, Movie Compliant Minor Character Death, Sam hears voices, Open/Ambiguous Ending
Summary: Sam has gone missing so what’s Dean going to do? Follow his trail to the ghost town of Cold Oak, of course.
But what he finds isn’t Sam but something else; something older, more dangerous, and infinitely more terrifying than the little brother he wanted to bring back home.
Title: Feathers and Flowers
Author: amberdreams
Artist: winchesterchola
Rating: Probably R for talk of sex, and swearing
Pairing/Characters: Sam/OFC, Dean, Sam, one mythological OC and one historical OC
Length: ~14k
Warnings/Tags: Gencesty vibes, Sam haz the sex off camera, hurt!Dean, transformed Sam, almost dub-con (it doesn’t actually follow through), dreamwalking, historical references, Native American heroes, mythical mash-ups
Summary: Dean thinks it’s weird when Sam gets a girlfiend, but things start getting even weirder when Sam brings her into the bunker. Uknowingly caught up in a reworking of a Welsh myth, Dean manages to lose Sam, and is forced to team up with Sam’s girlfriend on a road trip to track down his brother.
Title: Hold Back the River
Writer: seaavery
Artist: be_my_precious
Rating: Teen
Pairing: Dean Winchester/Cassie Robinson, Dean Winchester/Adult!Tina (About A Boy Episode), and Sam Winchester/Eileen Leahy
Length: 45,586
Warnings/tags: Major Character Death, Implied/Referenced Alcohol Abuse/Alcoholism, Implied/Referenced Child Neglect, Cancer
Summary: Dean Winchester lost his mother in a tragic car accident at the age of nine. The accident caused his father, John, to slip further and further into a pit of depression and a bottle of booze, leaving Dean to try and pick up the pieces of their shattered family. As an adult, Dean left Lawrence behind to live life out on the road. He picks up odd jobs in restaurants and even briefly settles down. But ten years after leaving, John is diagnosed with cancer and told he only has a short time to live. Can Dean forgive his father and come to terms with the past? Or is the damage that was done just too much to overcome?
Title: So Am I
Author: pherryt
Artist: sandy79
Rating: Mature
Pairing (or Gen): Dean/Lisa, Dean/Other, Alistair/Dean
Length: ~39,500
Warnings/Tags: non graphic underage rape/trauma (Dean is 15, almost 16)*, non consensual incident, fallout and recovery from this, bi!Dean, supportive family and friends, depressed Dean, date rape drugs, coming out, angst, hopeful/happy ending
Summary: By the time Dean was 15, he’d already learned the hard way – again and again and again – that life wasn’t fair. And he certainly didn’t need any reminders of that. Life, however, felt differently.
Now he lives with his brother and Uncle Bobby, he’s a high school drop out after an incident at a party he can’t quite remember but knows happened. Worst yet, almost everyone around him seems to know it too, to one degree or another, and he can’t bear going back to face the whispers, judgement and torments of his peers.
Between Uncle Bobby, Sherriff Jody, Pastor Jim and his best friend, Charlie, they keep Dean going. Help him get back on his feet, get his GED and be the big brother Sam needs him to be.
Dean hits a few rough patches on the way. But when his high school crush speaks up on his behalf, when the man responsible for Dean’s nightmares gets sent away, when he meets a lonely girl who gets judged as harshly as he does, Dean begins to hope that things will work out.
===2019===
Title: Big Dreams & Broken Hearts
Author: a-winchester-fairytale
Artist: red_b_rackham
Rating: PG
Pairing (or Gen): Dean/OFC, Sam/Eileen
Length: 13,520
Warnings/Tags: angst, fluff, mentions of loss
Summary: He was running from a past he couldn’t change, searching for a home. She was running from the only home she had ever known. When their dreams collide, they end up mending more than fences.
Title: Abandoned Hope 
Author: jdl71
Artist: be_my_precious/ gotaprettymouth
Beta: yonkyu
Word Count: 51,632
Warnings: Angst, Emotional Hurt/Comfort, Misunderstanding, Incest, Sibling Incest, Mpreg, Childbirth, Bottom Dean, Top Sam, Alternative Universe, Hurt/Comfort
Pairings: Dean Winchester/Sam Winchester
Other Characters: Felicia Day, Kim Rhodes, Misha Collins, Ty Olsson, Osric Chau, Original Female/Male Characters
Rating: Explicit
Summary: Dean discovers something shocking about himself. A misunderstanding happens between himself and Sam, seeming to devastate Dean. Without seeing a way around the situation, Dean leaves Sam without a word. Can Dean deal with everything on his own?
Title: It's All In The Presentation 
Author: jdl71 & yonkyu
Artist: sillie82 
Beta: GigiS89 
Word Count: 16,665
Warnings: Angst, Incest, A/B/O, Claiming, Bite Marking, Bottom Dean, Top Sam, Mating
Pairings: Dean Winchester/Sam Winchester
Rating: Explicit
Summary: Dean wasn’t an alpha, not like his father or younger brother. He knew that. He was a beta, or at least he thought he was until he presented late as an omega. He finds himself claimed and mated to his alpha, Sam.
Title: Frater Felis
Author: jennytork
Artist: swan_song21
Rating: PG-13
Pairing (or Gen): Gen with temporary background Sam/Jess
Length: 6406
Warnings/Tags: Show-level violence, canon character deaths in a different way
Summary: Stanford senior Sam Winchester has been shot by his own father. This is the story of the aftermath and of the buildup. This is the story of the boy with an older brother who is more than he seems. This is the story of the Stanford Cougar. And this is how it all comes to a head.
===2020===
Title: Black
Author: Hunter King (wincest_whore)
Artist: leaf_zelindor
Rating: NC-17
Pairing (or Gen): Dean Winchester/Sam Winchester
Length: 10,652
Warnings/Tags: dub-con, violence, swearing, m/m slash, wincest, barebacking, bottom!Sam, top!Dean, demon!Dean, spoilers for s9 and s10 if you haven't seen them already
Summary:Dean died and came back a demon, and Sam has spent the last few months trying to find his brother. So when Dean reveals himself in a bar and offers Sam a deal, there's nothing he can do but agree to his brother's terms.
Title: The Power of Touch
Author: yonkyu
Artist: gotaprettymouth
Rating: PG-13
Pairing: General, implied future wincest
Length: 10675
Warnings/Tags: General, Brotherly Love, Case Fic, Hurt/Comfort, Emotional Breakdown, Hurt Dean, Supportive Sam, Implied Future Wincest
Summary: Sam was upset with Dean for accepting the Mark of Cain. He set in motion a plan to have the Mark of Cain removed with the help of Rowena. The plan worked and the Mark was removed from Dean’s body. Sam did not care about the consequences of removing the Mark would have on his brother. Sam discovered the consequences would be an eyeopener into Dean’s worst fears and secrets coming to life. Can Sam help his brother overcome this new battle together, like the brothers they always were, or could there be more than what they bargained for? And will Dean accept the help and support he’s been secretly craving from Sam to get better?
Title: That Was The Year
Author: smalltrolven
Artist: sillie82
Rating: R
Pairing: Sam/Dean
Length: 17,655
Warnings/Tags: Season 15 spoilers
Summary: Dean finds Sam’s first digital camera hidden in the Impala’s trunk while he’s working on switching out the mouldering carpet. He’s surprised at the effects the pictures and videos that Sam took twelve years ago cause between them. A lot more than he ever would have guessed, but it had been one hell of a weird year, that one right before he went to Hell.
Title: Provider
Author: jdl71
Artist: emmatheslayer
Rating: NC-17
Pairing (or Gen): Dean Winchester/SAm Winchester, Dean Winchester/Others
Length: 34,145
Warnings/Tags: Prostitution, Blowjobs, Anal Sex, Insecure Dean, Top Sam, Bottom Dean, Pining, Mutual Pining, Sibling Incest, Incest, Possessive Sam, Protective Sam, Angst, Secrets, Hurt/Comfort, May Be Considered Underage - Sam Is Seventeen, Dean Is Twenty-One
Summary: With John MIA and money running out, Dean does whatever he has to in order to provide for Sam.
Title: Back into her Arms
Author: babybluecas
Artist: bluefire986
Rating: Teen and Up
Pairing: Lisa Braeden/Dean Winchester
Length: 5,6k
Warnings/Tags: Canon Divergent, Post-Purgatory, Established Relationship, Fluff
Summary: After a year of constant combat, Dean escapes Purgatory, at last, and he can finally come back to the family he was torn away from.
When he finds himself at Lisa’s door, he’s covered in dirt and blood, with a collection of new scars and a bushy beard hiding the uncertainty on his face—a whole year away is a damn long time.
But his fears melt away when Lisa welcomes him with all the love she can give and, with her tender touch and a lot of soap, helps him feel that he’s safe again. He’s home.
Title: with the sun in my eyes you were gone
Author: birdsofthesoul
Artist: Huntress79
Rating: M
Pairing: Benny Lafitte/Dean Winchester
Length: 5617
Warnings/Tags: Temporary Character Death, Open/Ambiguous Ending, Men of Letters AU, Road Trips, Pining
Summary: “I want you to stay,” he said, and it came out like a plea. Because fuck Sam Winchester. Benny was the one who found Dean, and it only stood to reason that he’d get to keep Dean for a little longer. And — “When you came to me, you told me that I was the only person you had left in this world. Well, that was a two-way street. And maybe that’s no longer true for you, but it still is for me.”
Title: Back to the Start
Author: vexed_wench
Artist: tx_devilorangel
Rating: Teen and Up
Pairing: Jessica Moore/Sam Winchester
Length: 13449 words
Warnings/Tags: Canon Divergent, Alternate Universe, Time Travel, Dean POV, Jessica Moore Lives, Break Up
Summary: Dean finds himself before mysterious beings that tell him not everyone is happy about events of the season 14 finale. They offer Dean a chance to go back to the night he broke into Sam's apartment and make things right.
=== 2021 ===
Deluge by laughablelament | art by nisaki-chan
dean x sam, E, 6.6kFresh out of Hell, Dean’s run out of reasons to deny himself what Sam’s asking for—even if it means fighting through flashbacks, demonic scheming, and whatever Sam’s hiding from him. (Deleted scenes and episode codas from the early weeks of Season 4.)
Fallen Man by jdl71 | art by dwimpala21
dean x sam, E, 41.1kDean inadvertently catches the eye of the wrong male who refuses to take no for an answer. Seeing Dean as his mate, Dean is taken and turned against his will. Scared for the lives and safety of the people he loves, especially Sam’s, he disappears, going into hiding in order to protect Sam from the vampire who turned him and from himself. Dean sees Sam as his mate and since vampires mate for life, he refuses to condemn Sam to the same fate; one of drinking blood to exist.
Matters Of The Heart by kassyscarlett | art by cassiopeia7
dean x sam, T, 15.7kIt was supposed to be a simple case; to take their minds off Lucifer and to take a break from worrying about mom and Jack in the Apocalypse World. Sirens, despite their mind games, were pretty predictable once you got past the whole honey trap angle they had going.
Of course, once they got there, things turned to be bit more complicated than a siren and suddenly, there are actual secrets on the line.
Now, Sam wants to know who Dean is in love with and Dean just hopes Sam never figures out that it’s him.
Free to Be Us by blackrose_17 | art by emmatheslayer
dean x sam, T, 5.8kWith Chuck defeated and Jack as the new God Sam and Dean leave the hunting life behind and start new ones, that include vet Sam, fireman Dean and three dogs. They couldn’t be happier.
Shut Up And Ride by deansmultitudes | art by huntress79
gen, T, 14.4kAfter the whole mess with Benny, Amelia and the mostly-okay-Martin, Dean’s trying to catch up to Sam to make peace with him. It’s just Dean’s luck that on his way, he stumbles upon a case of missing teens. The investigation brings him to the river and to the thing that haunts it.
You Cast, I Charge by SomethingBlue42 | art by JenniferB
dean x cas, E, 42.5kDean Winchester just wants to fix cars and work in his garden, maybe use whatever mojo he has to pop a top when he can’t find his bottle opener. Sam was the ambitious one, the powerful Warlock and Coven darling, though nothing could save him in the end (or so it seems.)
After averting the apocalypse, the Angels have questions about what happened to their brother in Stull Cemetary and as a natural witch, the Grand Coven is obligated to provide protection, though it’s clear to Dean they’d rather see him rot.
And then Castiel walks into his shop.
If I Ever Lose My Faith by AmyPond45 | art by Bluefire986
dean x sam, M, 18.1kAs a final FU to the Winchesters, Chuck kills all their friends, then Sam. The next moment, Dean (with Sam’s dead body) gets sucked through a rift into an alternate universe where an alternate Sam has just lost his brother. Together, these two grief-stricken hunters find comfort in each other and, eventually, learn to carry on.
=== 2022 ===
Number One Preference by RogueTranslator | art by Solstheim
dean x cas, T, 11.9kCASTIEL, the Complex Artificial Symbolic and Tactile Intelligence capable of Emotional Learning, is a personal AI under development at The Sandover Corporation. In hopes of impressing the company’s leadership, Sam’s tech team spends the summer of 2032 installing CASTIELs in the homes of executives. Dean, a Senior Vice President of Marketing who happens to be Sam’s workaholic older brother, is one of those executives.
Though Dean starts out skeptical of personal AIs, he and CASTIEL soon become fast friends, and Dean begins developing a new marketing strategy for CASTIEL that emphasizes the bonds between machines and humans. But when the board of directors finally makes good on a threat to shutter the CASTIEL program permanently, Dean has to rely on all his skills as a marketer to get them to change course and save CASTIEL.
Through This Dark Tunnel by YohkoBennington | art by DWImpala67
dean x sam, M, 8.2kAfter a hunt went wrong, Sam is left to pick up the pieces. Trying to put them back to who they were while considering a change in their lives proves to be a whole new set of obstacles he thought they were done with.
broken glass (a million pieces of lumpy meat) by swordofsun | art by imjustgonnareblogthis
dean x cas, T, 8kDean takes Jody’s advice and allows himself to be broken. Just for a little bit.
Final Days of Eden by tendency | art by ncdover1285
dean x cassie, T, 11.1kDean’s got a great girl he’s in love with, and he’s managing to split his days between working at a mechanic’s shop and hunting while still having plenty of time for Cassie. He could definitely see spending the rest of his life like this (if only he could stop feeling so guilty about the lies he has to tell her).
Take the Long Way Home by Amypond45 | art by MidnightSilver
dean x sam, M, 10.3kDean grew up an only child. When his parents die in a car accident, he returns to Lawrence to sell the family home and move on with his life. Then, one day, a Tall Hot Dude pulls up in a crappy used car.
Enspelled by zaffre | art by R-ifann
dean x cas, T, 5kRowena curses Sam for the Winchester’s involvement in Crowley’s death. Now it’s up to Dean to learn magic to save him. It’s just that easy and just that hard.
Straight Boys and Queer Hearts by Out_of_nowhere | art by PetraAmia
dean x reader, E, 6.6kYou have a one night stand with Dean Winchester, not expecting it to be anything more. To your surprise, Dean wants to see you again. The thing is, you know about guys like Dean, and how relationships with guys like him usually go.
Figure It Out As I Go by jld71 | art by DWImpala67
dean x sam, E, 44.4kAfter discovering that he’s pregnant with Sam’s pup and thinking that Sam doesn’t want him because Sam has never made the move to claim him, Dean decides to leave Sam and the safety of the bunker to start a life on his own with his pup.
Summer Blues by MiracleofWinchester | art by art rover
dean & sam, M, 11.2kAs Dean sits here alone in the dark of this summer’s night, going through some sort of an introspection journey deep down memory lane _ as he’s finding himself doing more and more for a while now _ as he tries his hardest to make sense of things. Of memories.
Yes, Dean thinks; hindsight is like looking through a sharp, new set of eyes.
Sometimes disorienting, yet the closest thing to crystal clear.
———
Or Dean Winchester spends one summer night down memory lane. it’s nothing much, just his entire life really. or maybe get would go through just a few key moments down the line.
Hush by Squeevening | art by alexiescherryslurpy
dean x benny, E, 9.7kHere’s what might have happened in Purgatory between Dean and Benny. This fic is a happy-for-now, because I’ve watched this show very carefully, *especially* the breakup scene between Dean/Benny and Sam/Amelia, shot with equal weight, where Dean says ADIOS - which he only says to lovers the morning after - and you cannot tell me Dean and Benny weren’t CANONICALLY dating. :-D
Anyways, this is sweet and hot and I found it incredibly addicting, not because of the sex, but because of how endearingly pathetic Dean gets before he figures out how to ask for it.
Heaven is a Place on Earth by Bexgowen | art by Solstheimart
dean x sam, E, 64.7kDean Winchester is a lonely, repressed ad-man whose only vices are his 1967 Chevy Impala and the sex worker he sees every week.
When Anael unexpectedly cancels Dean’s appointment with her at the Heaven and Hell themed brothel, Dean agrees to make an appointment with another of Heaven’s angels. A male angel, who goes by the name ‘Castiel’, and who unlocks desires in Dean that he thought he had buried deep, deep down.
But there is a darker side to Dean: a side that Dean discovers when he ventures down to Hell and meets a demon named Alastair.
Will Dean listen to the angel on his shoulder and follow his heart, or will he succumb to the temptation of the demon on his back?
The Michael Sword by deansmultitudes | art by zxro
dean & cas, dean & michael, M, 6.3k
There’s no stopping the apocalypse. Best Dean can do is make sure that the slightly better side has a fighting chance once Lucifer wears Sam to the prom. He makes a decision—he’s going to say ‘yes’ to Michael. And there is nothing that can stop him; not Sam and Bobby locking him up in the panic room, and most definitely not Cas’s fists bruising his body, drawing blood, bouncing him around that dark alley like a rag doll
==Resources==
* Collection at Archive of Our Own
Category:Big Bang Challenges
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