character:alastair   103

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I Will Always Love You
With his business manager/constant sidekick/P.A./ginormous little brother finally marrying his pregnant fiancée and whisking her away on a well-deserved honeymoon, Dean is headed to Scotland on his own for a two-month location shoot. Sam, never a man not to micromanage, has arranged for a P.A. to keep Dean organized in his absence and, thanks to a little emotional blackmail, a security consultant to watch Dean’s back.
Cas, the bodyguard, may be hot, but he’s also grumpy and thinks, probably rightly, that Dean’s a complete idiot. Plus, the poor guy’s got his hands full with Dean’s jealous cast-mates, asshole reporters, over-enthusiastic fangirls, and crazy internet stalkers, so really, it’s a good job Dean’s not Whitney Houston because falling for his bodyguard is too cliched even for him. Right?
spn  au_(not_hunters)  pairing:Dean/Castiel  pairing:Sam/Jess  character:Sam  character:Dean  character:Castiel  character:Jess  character:Charlie  character:Alastair  character:Crowley  character:Uriel  character:Zachariah  character:Balthazar  character:OMCs  character:OFCs  genre:angst  genre:hurt/comfort  genre:schmoop  genre:romance  actor!Dean  hurt!Dean  pretty!Dean  kidnapped!Dean  low-self-esteem!Dean  bottom!Dean  protective!Sam  bodyguard!Castiel  protective!Castiel  kink:tattoos  kink:violence  kink:first-time  homophobia  DeanCas_Bigbang  author:kiltsocks  50.000-60.000 
october 2018 by somersault1509
On a Pagan Path - Chapter 1 - RosaleenBan - Supernatural [Archive of Our Own]
Sam Winchester wasn’t raised to the Christian faith like Mary would have wanted. Instead, he found his own path, and dedicated himself to the Trickster god, Loki, in his first semester of college.

Unfortunately, angels and demons already have a plan for him and his brother. They’re not going to be happy to know that Lucifer’s vessel already belongs to a demigod. They'll be in more trouble if anyone realizes exactly who that demigod is.

By the time Loki recognizes Sam as Lucifer's Vessel, it’s too late to reverse the ritual. He would never admit to it, but he wouldn't give up the young Winchester even if he could.

(This is a parallel AU, retelling seasons 1-5. It’ll get further and further from canon as time goes on. Updates every Saturday.)
Words:25k-50k  Character:SamWinchester  Fandom:Supernatural  Character:DeanWinchester  Site:AO3  Character:Gabriel  Time:spn:preseason1  Status:WIP  Pairing:Gabriel/Sam  Character:Castiel  Character:BobbySinger  Character:JoHarville  Character:EllenHarville  Character:Alastair  Character:Ruby  Character:Gabriel!Trickster  Character:Sam!Pagan 
may 2018 by Mieeka
Into the Fray
Dean had prided himself on making sure things usually worked out. He was good at hustling, he’d become a master at squeezing just those few extra dollars out of anyone, whether it was a guy at a bar or a customer in a restaurant on one of the few honest jobs he’d ever gotten. But that wouldn’t do anymore. Sam was starting college in less than two years and Dean had enough student loans to bury a cruise liner in and he hadn’t even finished his degree yet and wouldn’t for some time.
spn  au_(not_hunters)  pairing:Dean/Castiel  character:Castiel  character:Dean  character:Sam  character:Balthazar  character:Lucifer  character:Alastair  character:OMCs  genre:angst  genre:romance  genre:mafia  genre:hurt/comfort  student!Dean  omega!Dean  BAMF!Dean  vulnerable!Dean  pining!Dean  oblivious!Dean  sick!Dean  drugged!Dean  kidnapped!Dean  bottom!Dean  crimeboss!Castiel  alpha!Castiel  toppy!Castiel  protective!Castiel  hurt!Castiel  pining!Castiel  oblivious!Castiel  kink:toys(dildo)  kink:violence  kink:non-con(past)  kink:heat  kink:torture  kink:first-time  kink:knotting  kink:marking  mates  author:highermagic  40.000-50.000 
may 2018 by somersault1509
Freesom AU By Jennytork
Ruby is telling Sam one thing. The Trickster is telling him another. Who is he going to believe? Written for the "interrogation" square on my hc_bingo card.
Status:Completed  Fandom:Supernatural  Time:Spn:Season4  Character:SamWinchester  Pairing:Gen  Character:DeanWinchester  Site:LiveJournal  Character:Lilith  Character:Gabriel  Words:Under10k  Character:Ruby  Character:Alistair  Character:Alastair 
april 2018 by Mieeka
His name is
In order to keep from turning into a black-eyed monster Dean recites everything he knows made him human. But after so long under Alastair's blade, touch, and voice, Dean begins to lose himself.
source:fanfiction.net  author:NevWriting  status:complete  words:<1K  rating:Mature  relationship:m/m  fandom:Supernatural  character:Dean-Winchester  character:Alastair  pairing:Alastair/Dean-Winchester  theme:torture 
march 2018 by beckswithrecs
Sense Memory
This is not hell, and Alistair is not some random soul to be cowed, or disturbed, by a sharp knife and string of graphic threats.
source:LJ  author:entagled_now  words:<1K  status:complete  rating:Mature  fandom:Supernatural  character:Dean-Winchester  character:Alastair  pairing:Alastair/Dean-Winchester  theme:episode-centric  theme:torture 
march 2018 by beckswithrecs
Devil's Trap
Prompt: by hoodietime: I was kind of bummed when Alastair died. I thought he was one of the show's best villains and I would have have been really interested in them exploring his relationship with Dean further. So, what I would like to see is an AU where Sam is unable to kill Alastair in 4x16, or else he comes back to life SOMEHOW (I'm not especially picky about the details here, haha, and if you go this route the fic can be set in season 4, 5, or at some undetermined point in the future.)
Uh, crap. I have to apologize to hoodietime, because this only resembles her prompt in the vaguest way possible. I tried really, really hard to work in comforting!Sam, and that sort of never happened.
source:LJ  author:ratherastory  status:complete  words:1K-5K  rating:NR  fandom:Supernatural  character:Dean-Winchester  character:Alastair  character:Sam-Winchester  pairing:Alastair/Dean-Winchester  warning:self-harm  theme:hell  warning:canon-character-death  warning:alcohol/drug-use  theme:torture 
march 2018 by beckswithrecs
Full Leather Jacket
When notorious crime boss John Winchester throws himself in front of a bullet meant for his son, Dean not only has to step up and take charge of the Family Business, he also has to deal with his own feelings of grief and guilt; feelings that are made even worse by the horrific secret John divulged to Dean with his dying breath. Getting somewhat shit-faced and fucking a dark-haired, blue-eyed stranger is almost certainly the worst way possible for Dean to not-deal with the situation. Especially when it seems the stranger may have dangerous secrets of his own.
spn  au_(not_hunters)  pairing:Dean/Castiel  character:Dean  character:Castiel  character:Sam  character:Bobby  character:Alastair  character:Ellen  character:Zachariah  character:Rufus  genre:angst  genre:mafia  genre:romance  crimeboss!Dean  hurt!Dean  kidnapped!Dean  bottom!Dean  drugged!Sam  sick!Sam(withdrawal)  protective!Sam  toppy!Castiel  kink:first-time  kink:rough-sex  kink:blowjob  kink:d/s  kink:torture  Reversebang  30.000-40.000 
february 2017 by somersault1509
The Dead Of Night
‘It’s a place where monsters go; where you can be forgiven.’ Dean Winchester regularly dreams of Midian. Diagnosed with schizophrenia in his teens, he decides he’s in need of Midian’s salvation when his psychiatrist believes him responsible for a series of murders. Sam believes in his brother’s innocence, and will stop at nothing to get his brother back. The toughest part is working out who the actual monsters are…
spn  au_(not_hunters)  pairing:none  character:Sam  character:Dean  character:Alastair  character:Henriksen  character:Meg  character:Benny  character:Castiel  character:Gordon  character:OMC  character:OFC  genre:gen  genre:angst  hurt!Dean  sick!Dean  hurt!Sam  kink:violence  Cinema  20.000-30.000 
november 2016 by somersault1509
The Sacrificial Husband
There are some things Dean Winchester won’t sacrifice; definitely not his brother, and preferably not his car or his gun, but if it means securing his country and his family’s future, he would gladly give his life. Unfortunately it’s not his life that’s being demanded. In order to cement peace between Heaven and Winchester, Dean is to be ritually, and publically, turned into an omega and married off to Prince Castiel, a man he hasn't seen in almost thirteen years. As if that's not bad enough, he also has a sadistic doctor, a meddling Crowley and more than one enemy to deal with. One thing is certain - his life will never be the same again. Then again, neither will anyone else's.
spn  au_(not_hunters)  pairing:Dean/Castiel  pairing:Dean/John  pairing:Dean/Benny  pairing:Dean/OMCs  character:Dean  character:Castiel  character:John  character:Sam  character:Crowley  character:Zachariah  character:Bobby  character:Benny  character:Jo  character:Charlie  character:Alastair  character:Meg  character:Rufus  genre:angst  genre:romance  prince!Dean  warrior!Dean  BAMF!Dean  alpha!Dean  hurt!Dean  omega!Dean  bottom!Dean  prince!Castiel  alpha!Castiel  protective!Castiel  alpha!John  protective!John  protective!Benny  kink:dub-con  kink:non-con  kink:first-time  kink:humiliation  kink:medical  kink:voyeurism  kink:public  kink:noncon(touching)  kink:bondage  kink:toys(gag)  kink:forced-orgasm  kink:knotting  kink:rough-sex  kink:comeplay  kink:toys(buttplug)  kink:nipple-play  DeanCas_Bigbang  author:kiltsocks  40.000-50.000 
november 2015 by somersault1509

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