1 - 20 of 276 Works in Dean Winchester Has Self-Worth Issues

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  1. Tags
    Summary

    The consequences of "Cas Novak has some regrets"

     

    Dean isn't sure what's worse; being accused of nearly beating Cas to death, or knowing his mate is seriously injured and he's locked up.

    Series
    Language:
    English
    Words:
    5,098
    Chapters:
    2/3
    Comments:
    8
    Kudos:
    26
    Bookmarks:
    1
    Hits:
    240
  2. Tags
    Summary

    "You know, Dean," Sam said, smirking slightly at his brother. "Green really isn't your color."

    "Shut the fuck up, bitch," Dean shot back, but smiled into his beer.

    "Yeah," Sam sighed contentedly. "I love you too, jerk."

    #~+~#

    Dean (and Gabriel) is/are oblivious as fuck. Sam and Cas make a plan to remedy that.

    Language:
    English
    Words:
    2,879
    Chapters:
    1/1
    Comments:
    10
    Kudos:
    19
    Bookmarks:
    2
    Hits:
    128
  3. Tags
    Summary

    Dean has always gotten straight A's, walked a straight line to stay out of trouble and been in straight relationships.

    Then, he goes to college and meets Cas.

    The blue-haired, pierced-lip punk of a philosophy major turns Dean's straight as an arrow life upside down from the first time they meet with his innuendos and inherent ability to make Dean blush.

    Language:
    English
    Words:
    18,311
    Chapters:
    4/5
    Comments:
    11
    Kudos:
    111
    Bookmarks:
    22
    Hits:
    1298
  4. Tags
    Summary

    Tumblr Prompt fill:
    Azh-vanquisher-queen: #19. “Do you care to explain why you’ve been sent to my office three times this week?”

     ------

    Castiel turns him so he's facing the desk, then rests his lips against the shell of Dean's ear. He chuckles when the boy shudders and presses back against him. "I think you're in need of something much more hands on than detention, don't you think Mr. Winchester?"

    Dean frantically nods, looking over his shoulder at Castiel with wide green eyes.

    "I think naughty boys like you need a lesson."

     -----

    *** basic premise: Dean’s the rebel at his school (18 yo) and Castiel is the new straight laced principal that thinks he can wrangle him warning: not underage because Dean’s 18, but it’s still a teacher/student situation so if that makes you uncomfortable then don’t read it.

    Series
    Language:
    English
    Words:
    3,934
    Chapters:
    1/1
    Comments:
    8
    Kudos:
    73
    Bookmarks:
    4
    Hits:
    759
  5. Tags
    Summary

    A nod to 12x10.

     

    Castiel's past comes to haunt the alpha/alpha pair.

     

    “Poor stupid boy. Don't you know? Castiel already belongs to me.” he had a suave arrogance to his voice, as if he was entertaining at a cocktail party.

    Dean saw red. He snarled loudly, lunging at the other alpha. He was going to rip him apart. Defending a mating claim with lethal force was still legal in Texas, and he fully planned to take advantage.

    Series
    Language:
    English
    Words:
    1,970
    Chapters:
    1/1
    Comments:
    5
    Kudos:
    56
    Bookmarks:
    2
    Hits:
    580
  6. Tags
    Summary

    Dean wears short sleeves when he’s with Sam. Only when he’s with Sam. He’s embarrassed of the way his arms look, he thinks they’re gross; Sam doesn’t, though. Sam says that it’s okay for the scars to be out in the open, that he doesn’t need to feel ashamed. What he doesn’t say is that it’s also easier to make sure that there’s no new ones, that way, but they both know it.

    It’s routine. Dean wears short sleeves. Sam checks on him.

    Language:
    English
    Words:
    2,106
    Chapters:
    1/1
    Comments:
    2
    Kudos:
    28
    Bookmarks:
    2
    Hits:
    261
  7. Tags
    Summary

    Every kid dreams of being a superhero, every kid dreams of being able to fly and being able to save lives with a snap of the fingers, every kid except for Dean Winchester. Dean Winchester had only ever dreamed of being a cop, just like his father and Dean was an excellent detective until the night that changed everything forever.

    Soon after that day, a vigilante in a mask had appeared on the streets. He had no name but the media took to calling him Chicago’s Guardian Angel. He definitely looks like an angel; complete with wings and a halo.

    Dean though, he never wanted to be a superhero, he never wanted to become a vigilante and defy the very law that he swore to uphold. He wasn’t bitten by a radioactive spider, he wasn’t mutated by gamma radiation, and he doesn’t have a shield made out of vibranium but what he does have is anger. A whole lot of anger.

    The police are bound by law, they can’t do what needs to be done and the so-called ‘Guardian Angel’ is too busy with uptown Chicago crime to help. Who’ll help the lower classes of Chicago? Well, that all falls on the shoulders of Dean Winchester, a boy who never wanted the fate that destiny laid out for him.

    Superhero AU.

    Language:
    English
    Words:
    8,608
    Chapters:
    2/?
    Comments:
    26
    Kudos:
    59
    Bookmarks:
    9
    Hits:
    595
  8. Tags
    Summary

    When the Avengers, Sam and Dean Winchester, Castiel, Sherlock Holmes, John Watson, the Doctor, Rory and Amy all end up in the same place, they realize that something is wrong. Someone messed with the parallel universes, and now they have to fix everything, because that's just what heroes do, right ?

    Language:
    English
    Words:
    2,382
    Chapters:
    2/?
    Comments:
    2
    Kudos:
    13
    Bookmarks:
    4
    Hits:
    127
  9. Tags
    Summary

    Dean snaps. He remembers Famine and he's hurt. Dancing.

    Series
    Language:
    English
    Words:
    3,389
    Chapters:
    1/1
    Comments:
    1
    Kudos:
    24
    Hits:
    245
  10. Tags
    Summary

    Dean Winchester was not your typical omega. This was obvious to anyone who saw him, as he was taller and broader than most male omegas. In fact, most people naturally assumed he was an alpha. Not that Dean minded being different. Dean’s dating attitude was unusual. Dean tended to date around. Alphas, betas, omegas, it didn’t matter. If Dean liked their personality and enjoyed looking at them, he would usually ask them out. He wasn’t looking for a mate. He didn’t want to settle down, and all the people who were close to him just accepted that, and didn’t push, unlike the families of most omegas in their society.
    Enter Nick Monroe, a federal agent with a love of classic cars. An alpha, as most law enforcement personnel were.
    It turned out to be Dean’s longest running relationship. Nick was great. He didn’t care that Dean wasn’t the typical “stay at home” omega. Nick was great, he was Dean’s ideal alpha. Until he wasn’t.
    Hospitalized, he was placed in the care of one Dr. Castiel Novak, an alpha who specialized in omega recovery. He switched majors in med school when his own mate was attacked, violated, and brutalized, taking their own life when they suffered a miscarriage.

    Language:
    English
    Words:
    18,217
    Chapters:
    1/1
    Collections:
    1
    Comments:
    14
    Kudos:
    176
    Bookmarks:
    15
    Hits:
    1772
  11. Tags
    Summary

    Surfing the internet, Cas discovers a little thing called Kinktober and decides to convince Dean to play along. Who is Dean to say no to anything Cas wants? Unless of course, Cas wants to talk about these things in front of Sam. Because, no, that would not be cool.

    Check the chapter titles and beginning notes of each chapter for the kinks contained within that particular chapter and any applicable warnings. Tags will be updated as I go since this is not entirely written yet and I'm not 100% where the boys will want to take this. If you think I've missed a tag, please please please please tell me so I can fix it.

    Language:
    English
    Words:
    76,451
    Chapters:
    17/32
    Comments:
    54
    Kudos:
    282
    Bookmarks:
    49
    Hits:
    10010
  12. Tags
    Summary

    "God helps whoever dares cross your way, Winchester..." 

    Dean has the rest of his life to do whatever the hell he wants and he's spending it on life regrets. Years of military duty has left him hollow; there's no way he'll ever dump his unstable self on his family's doorstep, no matter how much they say they wouldn't mind it.

    Of course, he never expect a teenager to be the one to fix him. She probably has just as much issues as he does, but Krissy gives him the one thing he never even think of: normalcy. His new friends consisted of two rebellious lesbians and a paranoid dog, and he wouldn't ask for anything else.

    As a cherry on the top, a certain angel is still willing to pick up his broken pieces.

    Language:
    English
    Words:
    25,023
    Chapters:
    10/?
    Comments:
    18
    Kudos:
    39
    Bookmarks:
    11
    Hits:
    821
  13. Tags
    Summary

    Both Dean and Castiel have... thoughts. Secret thoughts.

    Maybe they're the same secret thoughts.

    Series
    Language:
    English
    Words:
    34
    Chapters:
    1/1
    Comments:
    2
    Kudos:
    4
    Hits:
    135
  14. Tags
    Summary

    Dean’s life is a mess. The Mark of Cain is a ticking time bomb, no-one knows how to get rid of it, and in a stellar show of Worst Timing Ever, Cas suddenly figures out he’s got the hots for Dean. To be fair, the last of these complications… doesn’t suck. Talk about giving Dean incentive to live. Time to curb stomp this curse and grab that happily ever after with an angel of the Lord.

    … But as it turns out, the curse-beating part has already been handled. Back when he was a Knight of Hell, black-eyed Dean instinctively implemented a solution that will pass the Mark on to an innocent child. His child. Evil? Well, yeah, but that’s right up there in a Hell Knight’s job description, along with the fuckton of magic necessary for the anti-miracle of getting himself - a dude - knocked up.

    Dean is going to have to deal with this insanity and the consequences, but not Cas. No. If Dean has anything to say in the matter, his angel will never, ever find out.

    Ever.

    Language:
    English
    Words:
    64,546
    Chapters:
    16/16
    Comments:
    249
    Kudos:
    147
    Bookmarks:
    27
    Hits:
    2114
  15. Tags
    Summary

    Dean’s life ends when Mary passes away, but his love for dance and music lives on. Getting away from the abuse at home, he gets into Cal Arts. There he finds friends and a place he can be free to explore his passions. Though he can't dance, this bringing him in contact with one fiery blue-eyed professor. Castiel and Dean constantly bang heads and it makes Deans life hell. One day there is a fight and Castiel finds out that Deans life runs parallel with his. Castiel makes up for his poor treatment and slowly they fall in love but Castiel wants to make Dean fly and he will make sure the boy will get his wings.

    Language:
    English
    Words:
    12,557
    Chapters:
    9/?
    Comments:
    20
    Kudos:
    44
    Bookmarks:
    7
    Hits:
    964
  16. Tags
    Summary

    Dean Winchester works hard to be a good big brother, to not disappoint his friends, and to hide his deeply submissive side from the world. Which is working out sort of okay for him, until Benny pieces the whole thing together and drags Dean to a BDSM event in the city. While there, Dean runs into a ghost that's been haunting him for years, but also a ridiculously gorgeous angel who swoops in to save the day. The only problem: with all his freaking out, he forgot to get the guy's number.

    Things pretty much go the route of a Destiel BDSM love story from there.

    Language:
    English
    Words:
    89,515
    Chapters:
    27/?
    Comments:
    487
    Kudos:
    759
    Bookmarks:
    149
    Hits:
    19798
  17. Tags
    Summary

    Dean Winchester is a man with secrets. He's a paediatrician along with his best friend Charlie and he loves his job immensely. He's loved by everyone, his colleagues, his patients and, of course, their parents. He always wears a smile on his face and takes pleasure being around the kids in his care, happy for the world to see. Underneath, though, Dean is a mess. He's depressed, closeted Gay and his father, John Winchester, who is also the Chief of Surgery, is the biggest Homophobe you will ever meet. He believes that he will be alone forever and will never come out. It isn't until he meets Benny, that his life begins to change, especially when he's introduced to Castiel. Dean falls hard, very fast. Will Cass reciprocate, or will Dean's heart get broken?

    Language:
    English
    Words:
    2,244
    Chapters:
    1/21
    Comments:
    2
    Kudos:
    26
    Bookmarks:
    7
    Hits:
    357
  18. Tags
    Summary

    A few months after Sam and Castiel start dating, the angel is killed. Still reeling from the loss of his best friend, Dean can’t just sit and watch Sam’s heartbreak slowly pull him away, too.

    Language:
    English
    Words:
    17,387
    Chapters:
    8/8
    Comments:
    81
    Kudos:
    128
    Bookmarks:
    13
    Hits:
    2041
  19. Tags
    Summary

    Castiel had a suitcase at his heels, a duffle bag on his shoulder, instructions to find a Robert Singer, and nothing much else to lose.

     

    You know the story, kid ends up in the care of his Vodka Aunt in New York when his mom dies tragically and his father is too grief-stricken to raise him, then he ends up in Catholic school when his aunt is too busy to watch a teenager, and then—because apparently the coat closet of a Catholic school isn't the best place for your first gay make-out—he ends up on his dad's doorstep for the first time since he was five.

    And then there's Dean Winchester.

     

    Or, What You Wish They Taught You At Sunday School

    Language:
    English
    Words:
    2,967
    Chapters:
    1/?
    Comments:
    2
    Kudos:
    15
    Hits:
    240
  20. Tags
    Summary

    After the end of Season 13, Michael figures he's all set to take over the universe now that he has his Sword. Boy was he wrong.

    In which Dean is not the ideal vessel for some very mundane reasons.

    Language:
    English
    Words:
    2,927
    Chapters:
    1/1
    Comments:
    8
    Kudos:
    90
    Bookmarks:
    10
    Hits:
    565

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