#dark!wincest

[dimplecki]

Dean killing Amy in 7x03 is so fucking dark and delicious. Jealous little psycho serial killer baby...

He tells himself sam has poor judgment, he can't have him feeling romantic affection towards monsters/demons, it ended bad for him almost always which is kinda true; but also it is so fucking obviousss he's jealous and posessive doing this for his own dark sick incestuous reasons. like. 'no sam you won't spare that pretty woman monster. You can't have that little thing all to yourself. I need to dominate every aspect of your life. she's doomed now. I'm not letting you have a say in this. Imma go behind your back and stab that bitch, looking her in the eyes, feeling closer to you as I do it, in a sick, twisted way.'

I'm licking this episode all over I love dark dean so much

[latenightwincest]

The way when he moves when he’s grabbed by the collar like a good boy, he immediately stops what he’s doing no matter how he strongly feels about the situation, even when he could easily overpower Dean physically since he’s bigger than him; but he doesn’t… because he knows Dean has corrected him and that he needs to be put back into his place where he belongs. To let Dean handle it.

[angel-above-time]

dean slowly breaks sam down over the seasons. he breaks sam down so much he becomes a dog who lays down and takes anything dean throws his way. deans corruption of sam is one of the most interesting things about wincest. dean made the most ideal version of his baby brother through years of abuse and manipulation.

[deanscutiepiesam]

Shout out to the person who followed me with destiel in their username, liked my posts for a few days, and today changed their name to have wincest in it instead. I see you, and you're a real one. ♡

[hbo--spn]

"Also, Sam's a walking dictionary of the occult and esoteric..." - John Winchester’s Journal by Alex Irvine 

[angeloftuesdayy]

Dean wakes up one night to strange noises coming out of the dark bathroom, the door only a crack open.

and inside he sees his little brother sitting on the floor. naked like the day he was born, covered in blood and guts and looking up at his big brother -alarmed like a frightened animal- with glowing yellow eyes. eating...

[tongjingnian2point0]

my wincest art from 2024 pt 4 (also a collection of wee)

The first four pics above are from my dark wee au Like a Man Possessed, which I only wrote one chapter (hopefully we'll get back to it later). Go read it on ao3 if you're interested, but read the tags first ↑

We also have NSFW ver. of the first painting in the second chapter of the fic.

This painting is from 2023 ↗️ but I added it here since it's a collection of weecest. More pics in the original post.

[babyboywinchester]

Dean ate that baby brother pussy out naaaasssssty on the hood of the impala that Fourth of July I hope y’all know

[girlboysam]

a sick teen sam reverting to a childlike state and calling john daddy, who in turn, gets harder than he’s been in his entire life. a sick (in a very different way, the type that makes him admit he’s a perverted freak) john using the pliant and vulnerable state sam is in to get what he wants from his son. sick sam who wakes up the next day aching and thinks it was a dream brought on by too much cold medicine.

[boypussysam]

i love sam because you can assign him the weirdest freakiest fetish in the world and be like yeah he would be into that. gun/knife play? he likes it. breeding? motherhood would've saved him. forced pregnancy? hell yeah. torture and painful sex? his favorite things in the world. somno and non-con? vomiting? size kink? he would like EVERYTHING.

[latenightwincest]

This picture has a chokehold on me.

[hellhoundlair]

absolute pillow of a man

+ extras!

[angel-above-time]

Dean constantly keeping Sam safe by manipulation and coercion is my roman empire.

[rottingsins]

hi !! wincest fic idea :) cnc that turns into actual rape <3

tw: CNC, r4pe, inc3st

note: thought about writing this all day, thinking of furthering it some other day but this is what I came up with in about 30 minutes just now from the itch to write it <3 tell me what you think, would love your thoughts. (I am working on all other suggestions/prompts, dw you're not forgotten)

Sam's head was pushed down, air knocked out of his lungs as Dean's rough hands carded through his hair, fingers gripping in a tight hold to keep him there and yet he fought against the hold, desperately trying to climb up for air but his brother never let up.

"No-no, no, no-" He muffled into the pillow hand coming up to dig his nails into Dean's wrist who hissed in return, pulling him and pulling Sam's back to his chest.

"I told you I could've been more gentle if you were nicer, laying down like the whore you are. But no, no you want to fight back." His rough tone rang in Sam's ear and he was shoved down again, rough and mean.

He could hear the clink of the belt being taken off behind him, and it was like everything moved slowly, his hands clawing at the sheet as he attempted to move away but it was fruitless, truly. Dean was right behind, grabbing at the hands that tried their best to reach for freedom.

Sam may be bigger, taller but Dean was always stronger, able to round him up and move him how he pleased.

"Please, I'm sorry, please Dean, no-'' He cried out when his arm twisted behind his back. "No, please, I don't want to, Please-" the belt fastened around his wrist, tight enough to burn from the rough drag and dig of leather in his skin. And then Dean's hands were back onto him, rough and calloused as it pushed his front into the bed, other hand going to Sam's pants buttons, opening with haste, so easy - like Sam was free access to begin with.

And Dean treated him like that, pulling down his pants and boxers mid-thigh and he was exposed. It was embarrassing how his cock was red and throbbing between his legs, it was embarrassing how he whined when the cold air rushed to him. 

He was reacting so well - like a true whore, Dean had thought as he took the disappointingly average cock in hand, giving a few dry jerks just to hear his little brother cry, leg kick out. He was always too sensitive for his own good. But good god did it make Dean twitch in his own boxers.

Sam could kick and cry out all he wanted but he enjoyed this, he wanted it. It was their little game after all. Big mean older brother Dean taking advantage of his little brother Sam who wouldn't want to hurt Dean too much to even properly protect himself. He was just Dean's baby, his toy. Always was and always will be.

So it wasn't surprising when Sam's tip began to leak when Dean dragged his nails down Sam's back, watching the red marks leave in their absence. Maybe it was wrong, the things it did to him when he saw it. 

Dean pushed down his own pants and underwear just enough to slip out his cock, his slowly moved his hand from the middle of Sam's his ass, and just as he reached his ass, pulling his cheek to the side enough to get him a view of his hole, and that really got Sam to start a kicking mess again. And just as the first kick went out, little "no's" coming from his lips, Dean's hand landed harshly against the skin of ass, a red blooming under his palm and skin heating up.

But he didn't stop at one, he did it again, and again until all Sam was cry a couple of tears and finally stopped fighting against him, shaking legs giving up the hell they were raising.

Sam could feel the ache of his ass and it made his cock pulse, so close to the edge. But the pain wasn't over, a few little "no, no's" passed his lips before there was the feeling of a wet and blunt tip against his hole and he gasped, legs seizing - he was frozen, and scared and Dean was pushing in, liquid hot fire flooded his veins as the ache ran up his spine the further he forced his way in.

It wasn't right, something was wrong- it was never like this before, he couldn't explain it but he couldn't speak, the hands tied behind his back were tapping against Dean's abdomen, in the three tap pattern Dean swore he'd notice and stop at - that the play was over. Sam was gasping desperately for the little air he had to fill his lungs because he just couldn't breathe.

Dean was pulling out, and Sam waited and waited for the coo's and care that was to come but it didn't - "Awe, you're bleeding baby." he pushed back in and again and again - he wasn't stopping, not like he promised.

The pain was too much, like a never ending fire. Sam fought against the restraint, pulling desperately at them to get his hands free, to crawl and fight away. But the belt simply rubbed his wrist raw and he sobbed an honest sob. His throat was raw from it alone, dry and sore. He cried out for his brother, wanting his aid and not his pain.

"-hurt's, it hurts, hurt's, Dean, angh-" The air rushed out of him just as it had come. He couldn't remember what he was meant to say, couldn't remember the safe word.

Why didn't he stop when he tapped? Why did he keep going?

He tried tapping again, pressing against Dean's abdomen as it came again and again. Impaling him so deep it was all he could feel, all he could think about - about how much it hurt. How wrong, wrong, wrong it was. His thighs were shaking and they were aching. The only thing keeping them up was the death grip of Dean's hands on his hips.

Sam feverishly shook his head in the pillow, tears falling one after the other. 

But it was like Dean was too caught up in the way Sam wrapped around him, sucking him in further - tighter than usual and it was just too good to stop, not when the tears and panic of Sam's shaking added to the pleasure coursing through his veins.

He would take what he wanted, he always would and will. So that's what he was doing. One hand grabbing onto the belt of the restricted hands and going deeper, drilling in until he truly couldn't go any further, pulling him to meet his hips in each thrust to hear the guttural groan that fell from his baby brother's lips.

To say he was obsessed with Sam's ass was an understatement, he was addicted. The little sobs and babble of words fueled him on. Only he could do this to Sam, no one else could have him, make him into the mess he is. He owned Sam.

At some point, Sam's struggles and fighting began to cease, just laying limp. He had no fight left in him, choking on his own tears with groans climbing up his throat. There was never a spark of pleasure, it was like someone was ripping apart his insides. The zipper of Dean's jeans digging into his skin with every thrust, he wouldn't be surprised if he was bleeding from it alone. The raw rubbing of cloth against the back of his thighs was bordering painful.

He waited, waited after every thrust, every groan from Dean that he would stop, that this would be the last, that he would pull out and acknowledge him, apologize, anything, he'd accept anything if he would just stop.

But it didn't, it dragged for what felt like hours. He didn't even notice when Dean was done, filling him up raw with his cum, groaning "fuck" mindlessly as his hips stuttered inside of him. The white mess leaked out of him, mixing with the blood to create a pink as it dribbled down his thighs.

And he's never felt so numb, so used, so discarded as Dean simply pulled up his jeans like it was just another night. Like he didn't care.

But, like a kicked puppy, Sam called out for him in a rough and broken voice. "De-an." 

After all, Dean was all he had. All he wanted. All he needed.

[brotherscain]

sam sneaking into dean’s bed as a teenager, wrapping his legs around dean and holding them chest to chest. feeling dean get hard right against him and saying nothing about it, just rocking forward into how good it feels. panting against dean’s skin. feeling dean grip the back of sam’s neck in a cradle—“sammy, we shouldn’t” but doing it anyway.