Training!Verse by Orphan_account (PDF) ~ Dean gets a new slave. Training ensues. (14 times stamps)
The Whipping Boy by AzrielRose (WIP as of 2/15/2018) (PDF) ~ the author and I have decided that there should be a category called rapey Destiel and this would go under that. Summary: 17 year old Dean Winchester has been trying not to fuck his 10 year old brother Sammy for years now. He finds a solution in Castiel Novak, the already damaged little boy who moves in next door. This is very dark and there is no comfort. It's also insanely well written.
Not As Expected by HazelDomain (PDF) ~ Dean decides to sell himself into slavery. He didn't know what he was in for and ends up getting castrated and penectomy (because that's what Cas wanted), and while I don't normally read castration (because why would you want of get rid of that?) I'm reading this and it's really well written. The author left a wrap up chapter to let us know how it would have gone but has abandoned this story. Crack written by GertieCraign for this AU.
The Training Facility by lapsi (PDF) (MOBI) (HTML) ~ rapey destiel Sex Slave Dean is sent to The Training Facility to be re-trained by Castiel. There are some really compelling torture scenes in here.
Kill The Lights by silver9mm (wincest) (PDF) (MOBI) (HTML)~ With Ruby's help Sam finally rescues Dean from 'hell' but it may be too late to save him. Dean has changed in ways that Sam was not prepared for. MCD it's not pretty. But it is amazingly well written.
50 by hellhoundsprey (wincest) (PDF) (HTML)~ Mr. Smith and Mr. Wesson fall in love. This is a highly abusive relationship and it's so so well written. Mind the tags. Here is a coda inspired by 50: This is
Lessons by Miss_Lv (PDF) ~ rapey destiel Castiel's teen son is dating bad boy Dean Winchester. Castiel comes home one night and finds his son passed out on the couch. When Castiel checks his son's room, Dean is drunk and high as fuck. He thinks Castiel is his son and Castiel goes with it, taking sloppy seconds from a barely conscious teen Dean.
Summer Blue Skies by destimushi (PDF) ~ rapey destiel I don't know if I would really call this believable but the rape is pretty spectacular in the first few chapters. The mission was to infiltrate. Jensen knew the consequences of capture, and when it happened, he was ready to die for his country.
Three Hundred Sixty Five Days by HazelDomain (Sastiel) (PDF) ~ This could go under Creature Cas but there are more Dragons here.
My Brother's Key Keeper by NinNinNin (wincest) (WIP) (PDF) ~ Dean gets hit with a curse that make him hard and leaking cum constantly. Sam's brilliant solution? Put Dean in a cock and sound cage. Or. The one when Sam fulfill his dirtiest fantasies about his brother.
Time In Chains by AnOddSock (PDF) ~ This is part of what Dean hates most. The choice. He knows they watch and measure, taking notes on how he reacts, what he chooses. Seeing which things get to him the most. This is just hurt!Dean there is no plot.
The Bone Eater by metarachel (PDF) (HTML) (WIP as of 09-11-2018)~ When Dean wakes in a strange prison cell, he quickly realizes he's become another victim of the mystery monster he and Sam have been hunting: a creature who sucks the marrow right out of people's bones. There are years--sometimes decades--between the killings, and no connection between them but men who were big, strong, and healthy when they disappeared.
Dean's Hell by charlie4short (PDF) (WIP) ~ What really happened to Dean in Hell? After thirty years, why did he finally break?
Heaven Can't Wait by omgbubblesomg (PDF) ~ Ug so painful ! ! If hurting Dean isn't enough to break Cas, then Heaven can always force Sam to help. And if even that doesn't work, well... there are other tools in Heaven's arsenal. Very dark fic, please mind the tags!
What We Shouldn't Be by Secretness (PDF) ~ (Mature) rapey destiel. This can be considered a completed fic. Idk why it says incomplete. ~ Castiel finally belonged, and he belonged to Dean. Drugs made it easier to bare when Cas' devotion wouldn't let him so much as punch back, when Dean muffled his screams with a pillow to keep the camp from waking. Drugs made it easier to bare afterwards when Dean walked away and left the angel a shattered mess. That touch was meant to hurt, to take, but it was better than being without Dean. In fleeting seconds, Cas thought he could see his old friend in the cold eyes that blamed him, and those seconds made it all worth while. But when the previous version of Dean gets tossed into their lives, Cas doesn't know how to handle him anymore. And Dean begins to realize he doesn't know anything about himself.
Too Close for Comfort by AngularNotions (PDF) ~ MCD (worth it) Castiel Novak had always had a nice quiet, boring life, but longed for more. When Dean Winchester, his gorgeous coworker showed an interest in befriending him, he thought that finally his life was about to get more interesting. But he got a lot more than he bargained for when Dean's interest turns dangerous. Stalker!Dean, Castiel!POV
Freedom's Just Another Word by shealynn88 (PDF) ~ Dean has been a demon for a long time, and he’s good at what he does. But things change when Dean captures an angel and keeps him warded and chained, secret from the denizens of Heaven and Hell. Castiel has always tried to be a good soldier, but he’s never managed to stay in Michael’s good graces for long. After a while, it’s hard to see much difference between Michael’s rule and Dean’s. My Comment: Wow! That was exquisitely painful. You are an amazing writer.
Taking One For The Team by stria_terminalis (PDF) ~ this is sort of 'Dragons' but it's not as bad as a lot of this other stuff. The baseball team corner Dean in the locker room one night and give him everything they've got.