asshole!dean   184

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Wyoming
[brothercrush] Sam and the Twins break up. Dean has a revelation that he needs to let Sam have a slice of normality, but tells Jensen he can stay with Sam if he wants. Sam begs Dean that he knows what he wants and he wants them both and he cries and begs but Dean leaves the motel room. Sam pleads with Jensen to please please love him and stuff, but Jensen kind of brushes him off cause their Dad is about to come back and he kinda agrees with Jensen.
AU:Twincesters  pairing:Dean/Jensen/Sam  pairing:Dean/Jensen  angst  asshole!Dean  dark!Sam  tw:underage  tw:unhappy-ending  twin!Dean  twin!Jensen  fandom:Supernatural  length:1K-5K 
10 hours ago by casey679
Lucifer Deux
The Lucifer tormenting humanity and the Winchesters wasn't the true Devil. He was simply a terrible creation of the real thing. After many years, the real Lucifer finally gets wind that the abomination he created and locked away is on the lose. Will he succeed in putting a stop to him? And how will the Winchesters react to a not quite evil Devil?
84,951
Sequel WIP
https://www.fanfiction.net/s/13181648/1/Small-Changes
SPN  SPN!Non-AU  Crossover  TV!Show-Lucifer  fanfiction.net  Epic  75000+  Character-Gabriel/The!Tickster  Character-Lucifer  Character-Jack  Season!13  hurt!Gabriel  Torture  Bat!Cave  Angst  Angel  Demon  Slash  Slow!Burn  Sam/Gabriel  Character-Castiel  asshole!Dean  Character-Michael  Character-Rowena  Character-Mary!Winchester  Character-Chuck!Shurley 
march 2019 by chellexxx
The Bite of Knowledge; theproblematique
Omegas can tell when alphas are attracted to them. It's a survival mechanism. After years of buildup, Dean finally realizes that Sam is attracted to him. It's a shitshow.
sam_dean  s2  genre:angst  genre:hurt_comfort  au:alpha/beta/omega  alpha!sam  omega!dean  pining!sam  pining!dean  boys!aresoulmates  asshole!dean  genre:pwp  archive:ao3  havepdf  rating:nc-17  author:theproblematique  20-25k  ~  fandom:supernatural 
february 2019 by Itsokaydean
Joy Taken, Gifts Given
After Dean comes back from Purgatory he is never not pissed off at his mate, Sam. Sam had abandoned him to go play house with a Beta.

What Dean doesn't know is that Sam is keeping a secret from him and it could be that Sam has suffered more than Dean knows while he was stuck in Purgatory. 9,361
Sam/Dean  NC-17  a/b/o  omega!sam  alpha!dean  mpreg  hurt/comfort  emotionally!hurt!sam  asshole!dean 
december 2018 by Misspookielo
Staying Human
Having his soulless brother create a trail of ex-lovers had to stop. They were supposed to fly under the radar, not be with anyone they could, married or not. When Sam offers for Dean to take their place, he should have said no, but without his soul, this wasn't his Sammy. Dean was able to keep it a secret from Sam, those nights they spent together until as a demon he let it all out.10,694
Sam/Dean  NC-17  bottom!sam  top!dean  soulless!sam  demon!dean  pining  romance  asshole!dean 
october 2018 by Misspookielo
Make him happy
Sam loves Dean, he does. He's just not ready to have sex yet. But losing Dean seems worst than losing himself.0,589
Sam/Dean  bottom!sam  top!dean  non-con  NC-17  first-time  established!relationship  asshole!dean  insecure!sam 
september 2018 by Misspookielo
The birds and the bees
He watches Sam silently, studying every one of his mouvement. Sam is watching the tv on his own bed, laughing every time the dude makes a joke and turning time to time towards Dean to make sure he’s laughing too. If they were in the nature, Sam would be the prey - beautiful, weak, unaware of what his coming - and Dean, Dean would be the one showing his teeth in his beautiful neck. 1,062
Sam/Dean  dark  non-con  masturbation  underage  asshole!dean 
september 2018 by Misspookielo
The perils of inviting the son of Satan into your Bunker
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. 11,031
Sam/Dean  pining  jealousy  asshole!dean  S13  romance 
march 2018 by Misspookielo
Red string of fate
The red string or fate is a legend about a matchmaker that ties red string to the pinky of people and link them for life, this story is inspired by that. (Kind of?)6.369
Sam/Dean  AU  soulmates  romance  asshole!dean  wedding 
february 2018 by Misspookielo
Hold My Hand
Sam isn't sure he can do this anymore--he can't keep being Dean's dirty little secret. A case in Missouri brings things to a head, while memories from the summer this all began keep bubbling to the surface. 43,958
Sam/Dean  NC-17  bottom!sam  bottom!dean  top!sam  top!dean  established!relationship  homophobia  jealousy  asshole!dean  angst  break-up  first-time 
november 2017 by Misspookielo
Sam The Vampire Slayer
When Sam was 16 his so called slayer powers set in and his world was never the same. Now arriving in Sunnydale, his third school in a year, he discovers his life is about to become a whole lot more hellacious thanks to a certain vamp he can't seem to get rid of.25,864
Sam/Dean  vampire  bottom!sam  top!dean  NC-17  violence  attempted!Rape/Non-Con  underage  unrelated  dark  demon!dean  possessive!dean  hurt!sam  jealousy  highschool  asshole!dean 
november 2017 by Misspookielo
It's Yours, My Demon
Omega Sam found out a couple a days before the last episode that he is pregnant with Dean's child, but now his alpha is a demon and Sam is doesn't know what to do, but the demon!Dean finds out ... 1,601
Sam/Dean  NC-17  knotting  bottom!sam  top!dean  alpha!dean  omega!sam  S10  demon!dean  protective!dean  asshole!dean  mpreg  established!relationship  a/b/o 
november 2017 by Misspookielo
Unhappy Days that Left us on the Floor
It's Friday night, going on 1 am, and Sam is crying because his brother can't settle for just him. Go fucking figure. 4,001
Sam/Dean  asshole!dean  bottom!sam  top!dean  NC-17  angst  cheating  emotionally!hurt!sam  established!relationship  sad!ending 
november 2017 by Misspookielo
Riot Gear
Shortly before they ganked Dick Roman Sam became pregnant. He either knew and didn't tell Dean because he didn't want to give Dean any more pressure or he had no idea at all. The stress and trauma of seeing Dean and Cas disappear along with Crowley taking off with Kevin sends Sam into a downward spiral. The added stress from hitting Riot causes Sam to have a miscarriage. Sam spends time recovering physically, but not emotionally, with Amelia who knows not to ask about the baby.

When Dean gets back and reams Sam out for not looking for him, Sam can't bring himself to tell Dean what happened. He thinks Dean will blame him for losing their kid and that it'll be the final straw. Maybe Sam sneaks out to visit the grave and Dean follows, but up to the author how Dean finds out. Cue guilty!Dean and hurt!Sam who has to relive the painful memories from the last year.
21,470
Sam/Dean  established!relationship  break-up  bottom!sam  top!dean  mpreg  suicidal!toughts  emotionally!hurt!sam  hurt!sam  hurt/comfort  asshole!dean  S08  angst 
october 2017 by Misspookielo
My Greatest Sin, Dean Winchester, Was Loving You.
Sam has had feelings for his brother, Dean, for the longest of times. Maybe it was the way they have relied on each other, or maybe it was the way Dean was his brother, best friend, and father.

But what happens when Dean finds out about Sammy's feelings by finding his journal? And what happens when Dean doesn't return said feelings?

With a distraught and disgusted Dean, misery couldn't even begin to describe Sam's feelings.
5,734
Sam/Dean  pining  asshole!dean  suicidal!toughts  major-character-death  angst  alcohol 
october 2017 by Misspookielo
Patch Area
Sam knows that, after having a home, he doesn’t want to return to the emotionally stunted relationship he and his brother had.
All Dean knows is that, after a year in Purgatory, he just wants to get his act together again.
What neither knows is that, once they embark on a path to synchronize their lives, they’ll end up somewhere else completely. 52,480
Sam/Dean  bottom!sam  bottom!dean  top!dean  top!sam  emotionally!hurt!sam  hurt!sam  hurt!dean  hurt/comfort  angst  slow-burn  asshole!dean  romance  first-time  jealousy  pining  S08  alcohol 
september 2017 by Misspookielo
Two Souls, One Aching Heart
Dean found out the truth about Sam: that he was in love with him. Everything changed after that, Dean could no longer be next to Sam without tensing and cringing. Without realizing, Sam was slowly breaking down and began to have dark thoughts. What was the point of living if Dean was basically killing him mentally and emotionally?

10,740
Sam/Dean  emotionally!hurt!sam  hurt!sam  asshole!dean  pining  suicidal!toughts  hurt/comfort  unrequited!love  angst 
september 2017 by Misspookielo
What do you want me to be?
When Sam breaks, will Dean be able to notice in time?: “Drive… please,” I whisper to my driver. Resting my head against the cold glass, I take one last look at my brother. His eyes lock with mine over the shoulder of the girl he’s practically humping in the middle of the parking lot. I hold his gaze for as long as it takes for the cab to pull away. 8,000
Sam/Dean  NC-17  bottom!sam  top!dean  asshole!dean  emotionally!hurt!sam  angst  established!relationship 
september 2017 by Misspookielo

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