1 - 20 of 86 Works in Bad Boy Dean Winchester

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  1. Tags
    Summary

    Brady doesn't care who his drug dealer screws, so long as he keeps Brady in the good stuff.

    Language:
    English
    Words:
    2,448
    Chapters:
    1/1
    Comments:
    8
    Kudos:
    59
    Bookmarks:
    10
    Hits:
    319
  2. Tags
    Summary

    Castiel didn't expect his move to a new school to be all rainbows and sparkles but really, having the baddest boy of the school pick on him was just the cherry on top.

    >>In which Bad Boy Motorcycle Riding!Dean Winchester may or may not have a thing for Innocent Baby Who Doesn't Have Time For This!Castiel and feels ensue.

    ***
    I came up with this at 6:30 in the morning during breakfast, don't yell at me. It's a Destiel High School AU and I made the gays acceptable in this school bc I love them too much to make them suffer.

    ---- ALSOOO: if any of the beginning just seems too toxic, please let me know your thoughts on it. The absolute last thing I would want to do is make light of bullying or physical violence in a school setting because it's a serious thing. I do not condone or encourage what Dean does here in any way; neither do I agree with Cas's silence regarding it. I personally thought about it as picking on someone when you have a crush on them (like in fucking elementary school) to get their attention, but if it doesn't come across as that, please let me know.

    Otherwise, please enjoy our boys smack in the middle of a High School Trope!

    Language:
    English
    Words:
    4,466
    Chapters:
    4/4
    Comments:
    2
    Kudos:
    47
    Bookmarks:
    5
    Hits:
    497
  3. Tags
    Summary

    Castiel never got over the heartache of losing his twin, Jimmy. 10 years later and the memories of the shocking discovery still haunted him. It never got him to stop asking why, seeing as Jimmy lived the life most teens would dream of- being the schools popular bad boy and dating the schools other popular bad boy. Dean Winchester. Today, years later, he tries to get through his boring adult life, while trying to juggle the thoughts of his brother’s demise; still unpopular as he’ll always be.

    Dean felt like he lost everything, when the news of Jimmy’s death was relayed to him. All he remembered was graduating from high school, attending his dead boyfriends funeral and putting Lawrence in Baby’s rear view mirror. After, a few life experiences of his own, he decides its time to return home. Well great idea! Now he had Jimmy’s ‘totally opposite in personality lookalike’ to deal with. Castiel Novak was a whole other level of different to the Jimmy he was used to. How in the hell was he supposed to handle a man like that!?

    Dean was not going to fall for Jimmy’s weird twin….no way, no how….right?

    Language:
    English
    Words:
    21,328
    Chapters:
    10/10
    Comments:
    127
    Kudos:
    139
    Bookmarks:
    26
    Hits:
    3269
  4. Tags
    Summary

    Cas gets lumped with bad boy Dean Winchester as a partner for a history project. He can't stand the guy. He's a walking cliche, everything Cas hates in the world and yet he cant seem to help himself once Dean gets on his bed. He needs to see what Dean looks like when he comes.

    Language:
    English
    Words:
    14,157
    Chapters:
    7/?
    Comments:
    43
    Kudos:
    166
    Bookmarks:
    26
    Hits:
    2822
  5. Tags
    Summary

    People say it all the time, memories last forever.

    Little moments, lost in years, resurface without a warning, they just need something to trigger them. Something stupid, a song, how the light shines in that particularly way, a specific order of words , the smell of that special day, glimpses of past faces , ghosts.
    People use to say that bad memories stay with us forever, lurking in the darkest corners of our heart, but they are wrong. You can always escape bad memories , you don’t want them, your mind protects you from them, but, good memories…..the good memories are the ones that your heart wants to indulge in, a way to hold on to the things you love, the things that made you happy…and the things you never thought you’d lose .

    Good memories are the ones that drive you insane.

    Language:
    English
    Words:
    83,748
    Chapters:
    16/?
    Comments:
    15
    Kudos:
    66
    Bookmarks:
    23
    Hits:
    1268
  6. Tags
    Summary

    Destiel and Sabriel High school AU. IDK how many chapters. This is my first fanfiction please leave constructive critisim.

    Language:
    English
    Words:
    1,820
    Chapters:
    4/?
    Comments:
    12
    Kudos:
    39
    Bookmarks:
    5
    Hits:
    556
  7. Tags
    Summary

    Dean Winchester is a very angry vampire who has captured himself a lovely Succubus, Castiel, who he brutally tortures for information on his lost lover.

    Castiel is already halfway to mad, his painful past makes him almost tolerant to pain and he enjoys mocking the handsome vampire trying his hardest to torture him into submission.

    Only things start to get carried away. The history between Vampire and Succubi is horribly dark, and the call of the Succubus's unwilling body turns Dean into the lustful and cruel Vampire already too familiar to Castiel.

    This story is dark, and it is twisted. Please head the warnings before attempting to read. I urge readers only 18 and over to continue. Please please, read the tags to avoid a potentially triggering and painful viewing experience.

    Thank you for reading this story. Please leave feedback, I hope you enjoy this sad and twisted tale of The Vampire and the Succubus.

    Enjoy!

    Language:
    English
    Words:
    13,024
    Chapters:
    4/?
    Comments:
    17
    Kudos:
    32
    Bookmarks:
    9
    Hits:
    1155
  8. Tags
    Summary

    An overwhelmed Castiel is dragged to a Halloween frat party by his well-intentioned friend Charlie when he decides he needs to get some fresh air.

    Language:
    English
    Words:
    2,698
    Chapters:
    1/1
    Comments:
    14
    Kudos:
    53
    Bookmarks:
    4
    Hits:
    705
  9. Tags
    Summary

    Falsely accused, Dean and Cas find themselves in detention for separate reasons. Together, they find a single purpose.

    Language:
    English
    Words:
    5,631
    Chapters:
    1/1
    Comments:
    4
    Kudos:
    34
    Bookmarks:
    1
    Hits:
    355
  10. Tags
    Summary

    Anon asked for this (based on a post from tumblr):

    “The lock jammed on the front door of my shitty prewar apartment building so I just spent twenty minutes forcing it open while my very drunk neighbor sat on the steps nodding at my efforts and going “This is fun. Being locked out together. We should hang out more.” // He’s like 6’2 and jacked. At one point he was like “Try a kick. Try… kicking it.” So I donkey kicked it as hard as I could and it did absolutely nothing but he was still like “Wow. More Torque… than I expected. You’ve got a surprising, uh, torque to size ratio.”

    Credit to @youcan’tcancelquidditch post

    Series
    Language:
    English
    Words:
    2,393
    Chapters:
    1/1
    Comments:
    13
    Kudos:
    196
    Bookmarks:
    20
    Hits:
    1564
  11. Tags
    Summary

    Again, they move to a new town and Dean is so sick of always moving around and always being the new kid at school. And he wants something better for his little brother Sam. But their father can't manage to keep a job for longer than two months.
    No matter where they are, there is one thing that is always the same though. Dean's reputation as bad boy. It was never a problem that there were already other bad boys because Dean was always the worst. But now, he has keen competition – Castiel Novak. Covered in tattoos, drinking, smoking, doing drugs, breaking other people's noses... Novak's reputation precedes him. But that he's still different than every bad boy Dean's ever met is pretty clear though, from the very first moment they meet.

    Language:
    English
    Words:
    334,947
    Chapters:
    41/41
    Collections:
    1
    Comments:
    384
    Kudos:
    601
    Bookmarks:
    113
    Hits:
    13596
  12. Tags
    Summary

    Castiel Novak is a new student from the big city, whose past might not be as innocent as his blue eyes let on.

    Dean Winchester is a rich playboy who's given up breaking the ancient prophecy he was cursed with years ago. When they meet, there's an instant connection between them, but everyone warns Cas to stay away.

    Are they right? Is it too late to save Dean? Just a preview, so please comment and let me know if it's interesting!

    Language:
    English
    Words:
    555
    Chapters:
    1/?
    Comments:
    6
    Kudos:
    20
    Bookmarks:
    1
    Hits:
    381
  13. Tags
    Summary

    Castiel Novak tries to be perfect. Since his parents died, and his sister became his dictator, it's what's required of him. But with an untreated anxiety disorder, physical/emotional abuse, and her boyfriend forcing himself onto Castiel - it's a little hard to maintain the ruse. It isn't until Dean Winchester takes an interest in him that he realizes he may not be able to fool everyone. At least not Dean.

    Dean Winchester doesn't give two shits about being perfect. Since his dad split, him and Sammy are free. Sure, money is tight, but he makes it work. He has art supplies, cigarettes, meaningless sex, and his grades are just above passing. Life is good. At least, until he catches sight of Castiel Novak. Suddenly, being the bad boy isn't so fun. He's too focused on the cute nerd at his art table, who shows up bruised, hungry, and exhausted much too often. Dean's protective instincts go up and before he knows it, his world is turning upside down.

    Will they be able to save each other, or will everything fall apart?

     

    **Based off a previous short story of mine 'Yer So Bad' from a prompt. Check it out if you want, though this is altered to make the concept work better for a multi-chapter

    Language:
    English
    Words:
    75,187
    Chapters:
    29/29
    Comments:
    262
    Kudos:
    464
    Bookmarks:
    74
    Hits:
    5646
  14. Tags
    Summary

    Just your regular ole High school AU. Pretty cliche. Cas and Sam are friends, Cas has a long term crush on Dean, who is Mr. Bad Boy, leather jacket guy. Does he return Castiel's feelings? Guess you'll just have to read to find out.

    Also the title is just a Jon Bellion song that i like a lot.

    Language:
    English
    Words:
    103,060
    Chapters:
    18/?
    Comments:
    29
    Kudos:
    95
    Bookmarks:
    20
    Hits:
    1995
  15. Tags
    Summary

    Dean Winchester and Castiel Novak have been best friends for as long as they could both remember - nothing would ever change that. But when Castiel is diagnosed with Retinitis Pigmentosa, a disease that often leads to blindness, their friendship is suddenly facing challenges that they'd never anticipated before. As Castiel's sight deteriorates, so too does their relationship - but maybe they still have time to make things right between them both.

    Language:
    English
    Words:
    25,021
    Chapters:
    3/3
    Comments:
    42
    Kudos:
    208
    Bookmarks:
    35
    Hits:
    2470
  16. Tags
    Summary

    Dean wants Cas but can't even look at him, one day he finds the courage and it's everything he wants from the high school, badboy covered in tattoos.

    Language:
    English
    Words:
    1,278
    Chapters:
    1/1
    Comments:
    10
    Kudos:
    307
    Bookmarks:
    16
    Hits:
    5395
  17. Tags
    Summary

    AU-Dean Winchester was convicted of a murder he didn't commit at the age of eighteen. The entire town of Lawrence believed him guilty because of him being the town drunk's son and his rebellious nature. The only person that always believed in Dean's potential and innocence was Castiel Singer, the boy's English Lit high school teacher. Dean is released on parole 10 years later and his former teacher and crush, Cas is more than willing to help him. A tender romance blossoms between both men while the real killer's obsession with Dean resumes.

    Language:
    English
    Words:
    41,701
    Chapters:
    15/15
    Comments:
    54
    Kudos:
    146
    Bookmarks:
    32
    Hits:
    3472
  18. Tags
    Summary

    Dean was slammed onto the of the police car, and Dean simply smirked as he looked back into those beautiful blue eyes. "So you like it rough, huh?" Dean flirted with the guy, what did the nametag say- Novak. Officer sexy pulled out the handcuffs to cuff Dean and take him to the station, simple. But at the same time nothing is 'simple' when you are dealing with Dean Winchester.

    Language:
    English
    Words:
    1,378
    Chapters:
    1/1
    Comments:
    14
    Kudos:
    198
    Bookmarks:
    8
    Hits:
    4838
  19. Tags
    Summary

     

    Charles Bukowski once said: “Find what you love and let it kill you.”

    Castiel always did take things too literally.

    Language:
    English
    Words:
    37,269
    Chapters:
    14/14
    Comments:
    399
    Kudos:
    975
    Bookmarks:
    189
    Hits:
    14276
  20. Tags
    Summary

    As seen on Tumblr; Sitting next to your crush in class and you drop your phone on the ground, they pick it up, and shove it in their trousers, you in a bold move to retreve it, shove your hand into their trousers, a bit later their like, 'if you havent noticed.. i have a boner now.'

    Language:
    English
    Words:
    397
    Chapters:
    1/1
    Kudos:
    75
    Bookmarks:
    4
    Hits:
    1417

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