1 - 20 of 55 Works in Dean Winchester Likes It Rough

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  1. Tags
    Summary

    Dean Winchester is Captain of the football team and Castiel is the new weird kid. Dean and his friends are coming for Cas to make his life a living hell. Everyone of them seem to succeed except for Dean. He never gets the reaction he expects from Castiel, only a small smirk here and there until one day he's had enough and corners Castiel in the shower. Dean didn't realize he was dealing with a masochist until it was too late.

    Violent and dirty dirty SMUT. Lot's of Smutty smut smut. Now that I have your attention... enjoy ;)

    Series
    Language:
    English
    Words:
    9,397
    Chapters:
    3/3
    Comments:
    24
    Kudos:
    179
    Bookmarks:
    25
    Hits:
    3974
  2. Tags
    Summary

    Dean is going to go on vacation, no matter what, and Sam has a plan.

    Or, the story of how Dean fucked the Loch Ness Monster.

    Language:
    English
    Words:
    18,333
    Chapters:
    3/6
    Comments:
    5
    Kudos:
    86
    Bookmarks:
    31
    Hits:
    1259
  3. Tags
    Summary

    Since Dean couldn’t quite live up to his father’s expectations, he was sent to live with Darcy & Noah Brooks at the Stony Brooks Home for Boys. Despite the childhood trauma he had to work to overcome, would young Dean be able to find comfort in the newfound family or would he be sent away at the first sight of trouble like the other Foster homes he’d been rejected from?

    Language:
    English
    Words:
    15,725
    Chapters:
    17/?
    Comments:
    2
    Kudos:
    6
    Bookmarks:
    2
    Hits:
    134
  4. Tags
    Summary

    The day Sam officially heals from his injury, Dean promises to sex him up in the most casual way.

    This is the first time between the brothers after they got into their new 'relationship' . Leaving behind the past bumpy weeks and embracing the new dynamic has ended in desperation for them both.

    Can be read as a standalone!

    Series
    Language:
    English
    Words:
    3,893
    Chapters:
    1/1
    Comments:
    1
    Kudos:
    12
    Bookmarks:
    2
    Hits:
    579
  5. Tags
    Summary

    After Cas leaves the bunker for good following Jack's death, Dean finds himself slipping into a depressive episode that he can't seem to pull himself out of. No matter how many times he reminds himself that the angel he'd grown to love was the cause of his mother's untimely death, he can't stop missing him. He can't stop loving him.

    So, when Sam finally has enough of Dean's moping around, he reaches out to Cas in order to make amends. And Dean doesn't realize the case that Sam suggested they work is all a trap until it's a little too late. He's ready to just pack up and go home without saying a word to his best friend.

    But what happens when Dean falls victim to a succubus' spell?

    Language:
    English
    Words:
    46,336
    Chapters:
    11/12
    Comments:
    70
    Kudos:
    285
    Bookmarks:
    47
    Hits:
    6667
  6. Tags
    Summary

    An angel crash-lands right in front of Dean in the middle of the night in Madrid.

    The spontaneous one night stand that follows changes Dean in some fundamental way.

    But like all travelers, they have to go home.

    Back in the USA, Sam and Dean's lives go on.

    But Dean can't get the angel out of his head.

    Language:
    English
    Words:
    26,900
    Chapters:
    30/30
    Comments:
    262
    Kudos:
    199
    Bookmarks:
    34
    Hits:
    4600
  7. Tags
    Summary

    Usually when Dean films a gangbang, it's all alphas from top (everyone else) to bottom (him). Today's shoot involves a second bottom, a popular omega with a pretty face and absolutely no acting skills.

    They don't exactly hit it off... right up until they absolutely do.

    Series
    Language:
    English
    Words:
    8,274
    Chapters:
    1/1
    Comments:
    54
    Kudos:
    888
    Bookmarks:
    71
    Hits:
    6825
  8. Tags
    Summary

    "Welcome back to Angel Radio 69.5, the worlds largest gay pornography network. Which Angel will you desire today?"

    Dean Winchester, CEO of Winchester Enterprises, known for his success and womanising, holds a dark secret only few know. His bisexuality, a sore spot, was something he kept hidden from not only the public eye but his family too. His father, John Winchester, would never have given him the company if he knew. It was something Dean knew he should be ashamed of. Something that he shouldn't partake in- but one late night, scrolling online, he came upon Angel Radio's website and couldn't help but be curious. That was when he saw him.

    A man with a beautiful body, a mask in the shape of angel wings and the most kissable lips. Even behind the mask, the blue hue of his eyes wasn't dulled.

    Dean Winchester became obsessed. Every night, every free moment, he spent looking at this man. Watching his live streams and videos on the website, listening to his ASMR on the websites radio and spending every last cent in his wallet getting the man to notice him.

    He just knew he had to have him.

    Language:
    English
    Words:
    3,410
    Chapters:
    2/?
    Comments:
    11
    Kudos:
    96
    Bookmarks:
    21
    Hits:
    1507
  9. Tags
    Summary

    So... um... this happened... It's porn
    I meant to write something else, but when I started this came out... Sam and Dean need a weapon from Crowley but to their surprise Crowley asks for Dean for a day in exchange... ¯\_(ヅ)_/¯

    Language:
    English
    Words:
    6,957
    Chapters:
    1/1
    Comments:
    3
    Kudos:
    73
    Bookmarks:
    15
    Hits:
    1365
  10. Tags
    Summary

    When walking into the time machine half-drunk, Dean accidentally travels to the 18th century. As he’s stuck, he meets a stone-cold king that goes by the name Castiel. As he waits for his brother to get back to him he stays with the king. What happens between the two men during the long week.

    Language:
    English
    Words:
    10,620
    Chapters:
    6/6
    Comments:
    2
    Kudos:
    32
    Bookmarks:
    5
    Hits:
    1118
  11. Tags
    Summary

    First rule of space travel - Don't be a moron.

    Enough said. Millions of years ago space travel was but a dream and soon became something only astronauts did- but today it was as simple as catching a car ride. Earth had many spaceships both for commercial travel and government use. Earth's military was a force to be reckoned with despite the fact that they were a few thousand years technologically behind most alien species. Once alien life was confirmed, many things in Earths history could be explained away by alien interference, especially angels and God himself. It was believed that they were aliens who once visited Earth in the early stages and left behind a religious impact.

    That sort of thing wasn't Dean Winchester, captain of the Impala, often thought about. He was focused on protecting humanity and keeping Earth strong and ahead. Nobody ever got in his way. He wanted to make Earth proud. Make his father proud, even if he hated his guts.

    'The Supermassive' was the name of a forbidden area of space where a large black hole lie. Upon passing it one day, seeing a pair of wings sprout and being forced out of The Supermassive, the thought of angels came back to him.

    Language:
    English
    Words:
    2,539
    Chapters:
    1/?
    Comments:
    4
    Kudos:
    14
    Bookmarks:
    4
    Hits:
    397
  12. Tags
    Summary

    Noises in the woods of Purgatory.

    Language:
    English
    Words:
    9,386
    Chapters:
    3/3
    Comments:
    25
    Kudos:
    230
    Bookmarks:
    27
    Hits:
    2910
  13. Tags
    Summary

    Sam is beginning to explore kink & not-so-vanilla sex so he gets a vibrator & Dean accidentally finds the remote. Dean also decides he can teach him some things.

    Language:
    English
    Words:
    2,806
    Chapters:
    1/1
    Comments:
    1
    Kudos:
    75
    Bookmarks:
    5
    Hits:
    1381
  14. Tags
    Summary

    In an alternative universe after receiving a hot tip from a bookie, Private Eye Dean Winchester stalks his prey in a seedy bar. He observes the well-dressed cocky newcomer in town, Castiel Novack exchange a tantalizing conversation with a seductive red-headed vixen who is well known to be involved in the middle of a crime circuit. When Castiel slinks off into an alleyway for a smoke break, Dean follows him which leads to an interestingly frisky interrogation, as both men size up each other’s egos and bodies.

    Language:
    English
    Words:
    1,110
    Chapters:
    1/?
    Collections:
    1
    Kudos:
    3
    Hits:
    145
  15. Tags
    Summary

    Finally having a life free of hunting, the Empty, Hell, obligations to Heaven....they are allowed to be together without worry doing whatever they please. Which just so happens to include a new hobby of defiling churches.

    Series
    Language:
    English
    Words:
    2,649
    Chapters:
    1/1
    Collections:
    1
    Comments:
    13
    Kudos:
    69
    Bookmarks:
    8
    Hits:
    1383
  16. Tags
    Summary

    I have also posted this on Fanfiction.Net , so if you see it there it hasn't been illegally posted by someone else, it is mine. The account name should be the same.

    It's unbearably hot in the bunker after Dean has a 'mishap' with the grenade launcher and breaks the AC. After two weeks, Cas and Dean are *finally* left alone in the bunker, and Cas wants to take full advantage of this. Does contain smut, but also doesn't finish how you might think. Contains smut and panic attacks, and mentions of J*hn W*nchester. Reader discretion is advised.

    Language:
    English
    Words:
    2,669
    Chapters:
    1/1
    Kudos:
    80
    Bookmarks:
    7
    Hits:
    1736
  17. Tags
    Summary

    Dean and Sam have a loud discussion about Dean's fathering technique technique, or lack there of. Sam picks up the slack in terms of taking care of Jack's mental and emotional well being until Dean can pull his head out of his own ass. Meanwhile, Jack discovers nougat and receives their first hug.
    Tags and summary will be updated as the chapters are updated.

    Series
    Language:
    English
    Words:
    6,527
    Chapters:
    2/2
    Comments:
    6
    Kudos:
    100
    Bookmarks:
    5
    Hits:
    2028
  18. Tags
    Summary

    Demon Dean and the King of Hell are living it up together. But as times goes on they both give into their feelings for each other, and fall in love. Love that is hot and rough, and needy. Together they could rule Hell, but why not just rule each other for the time being?

    Language:
    English
    Words:
    5,998
    Chapters:
    3/3
    Kudos:
    36
    Bookmarks:
    4
    Hits:
    710
  19. Tags
    Summary

    CW: This story includes sex between Jack, Castiel, and Dean. If that makes you uncomfortable, do not read!

    I am not marking this as underage because I do not view Jack as a child, I view Jack as at least 18.

    Castiel and Dean teach Jack about sex.

    P.S. Currently unfinished, that's why Dean isn't present yet.

    Language:
    English
    Words:
    1,195
    Chapters:
    1/?
    Comments:
    2
    Kudos:
    29
    Bookmarks:
    4
    Hits:
    1408
  20. Tags
    Summary

    You are a young college student having a hard time in one of your classes.

    Language:
    English
    Words:
    6,680
    Chapters:
    3/3
    Comments:
    1
    Kudos:
    71
    Bookmarks:
    11
    Hits:
    2620

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