1 - 20 of 180 Works in Dean Winchester Has Self-Esteem Issues

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  1. Tags
    Summary

    It comes out of nowhere, Dean breaking up with him. Sam doesn’t know why it happened, it must have been him, something he did, but when he finds out their brief relationship hasn’t left him empty handed, he has to decide what to do then.

    Dean, meanwhile, is trying to accept that he just took the best thing in his life and smashed it on the floor.

    Idjits.

    Language:
    English
    Words:
    1,178
    Chapters:
    1/1
    Collections:
    1
    Comments:
    2
    Kudos:
    39
    Bookmarks:
    3
    Hits:
    479
  2. Tags
    Summary

    After his boyfriend leaves him for a co-worker, Cas Novak is adrift: crashing at his friend Balthazar’s apartment, throwing himself into work, and avoiding any and all social interaction. When Balthazar suggests online dating, Cas is skeptical, but one intriguing user named Dean promises something unique: a night of attention and compliments designed to restore confidence after a bad experience with love. One date is enough to prove he’s very good at what he does, but Cas needs more: more affirmation, more quality time, and more of Dean.

    The rules are clear: don’t get emotionally invested. But rules are made to be broken, and even bruised hearts can start to beat for someone new.

    Language:
    English
    Words:
    8,255
    Chapters:
    2/11
    Comments:
    31
    Kudos:
    88
    Bookmarks:
    16
    Hits:
    1083
  3. Tags
    Summary

    “I’m going to kiss you now.”

    Cas pauses, giving Dean a chance to back out, but Dean just licks his lips and waits.

    Cas’s mouth is up against Dean’s for a couple seconds before Dean responds, and then it’s Cas that’s being kissed senseless, because kissing is definitely not something Dean does tentatively. Dean reaches up to cup Cas’s jaw in his hand, tilting his head for a better angle, mouth plush, tasting like whiskey.

    Cas tries to remember what it was like the first time he kissed a man. All-encompassing, the world jerking off its axis, the feel of stubble under his fingers intense in a way it never really is with women, as much as he loves them.

    Language:
    English
    Words:
    78
    Chapters:
    13/80
    Comments:
    28
    Kudos:
    30
    Bookmarks:
    2
    Hits:
    1082
  4. Tags
    Summary

    Based off of Dean’s speech in season 2 when Sam is hurt and thought to be dead. But he is a kid and Sam got hurt on the ice.

    Series
    Language:
    English
    Words:
    1,429
    Chapters:
    1/1
    Comments:
    7
    Kudos:
    12
    Hits:
    165
  5. Tags
    Summary

    Dean and Sam's points of views on their relationships and lives throughout the years. John Winchester is more harmful than good, especially to Dean. Sam struggles with the guilt of what his brother's given up for him over the years. Dean suffers from abuse, low esteem. TRIGGER WARNING for eating disorders/abuse. Pre-series. UPDATED: Periodic point of views from John and Bobby as well. John is a real SOB.

    Language:
    English
    Words:
    156,671
    Chapters:
    66/?
    Comments:
    505
    Kudos:
    1154
    Bookmarks:
    130
    Hits:
    27584
  6. Tags
    Summary

    Dean pops in his wayward earplug. "Who Wants To Live Forever" begins with the strange, synthy-build artfully climbing. It always reminds him of the classic eighties movie Highlander--which usually makes Dean think fondly of Connery, confidently riding a white steed along the beach in those fantastically tight, red breeches.

    But this time Freddie's kind of magic conjures up snapshots of a different beach…

    Dean is stood on jagged rocks at the edge of white sands. It's somewhere beautiful he's never been and there's so much grey sky and tumbling ocean. Out by the water he spots beige coattails and dark, wild hair rippling in a warm but whipping wind. Even from a distance, a blazing gaze pierces right through Dean like a celestial diamond laser, forged from a bluer-than-blue lightforce; striking and brilliant and impossible...

    Dean chews at bottom lip. His Dad has been gone a long time now.

    BISEXUAL

    There you go, boy, you did it. Managed to actually think it out loud… ya goddamn idjit.

    Ah, screw you, inner-Bobby-monologue.

    OR

    The one where Dean gets a little (definitely not blue) ballsy.

    Series
    Language:
    English
    Words:
    6,752
    Chapters:
    1/1
    Comments:
    24
    Kudos:
    48
    Bookmarks:
    7
    Hits:
    526
  7. Tags
    Summary

    Dean's sad, Castiel likes bees, Sam can't wait until the two realize their feelings for each other, and Gabriel is happy to help.

    Language:
    English
    Words:
    1,242
    Chapters:
    1/1
    Kudos:
    30
    Hits:
    272
  8. Tags
    Summary

    Castiel met Dean at college at a point when he was really struggling; Now, a year into their relationship, an eating disorder & mood diagnosis later- Will Dean be able to start putting the pieces of his life back together?

    Language:
    English
    Words:
    1,732
    Chapters:
    1/1
    Comments:
    2
    Kudos:
    14
    Hits:
    343
  9. Tags
    Summary

    No one would love a Fat Nerd like Dean, at least that's what his ex would tell him. But maybe the blue eyes angle who works at the bookstore can change that

    Language:
    English
    Words:
    8,971
    Chapters:
    6/?
    Comments:
    28
    Kudos:
    101
    Bookmarks:
    15
    Hits:
    1903
  10. Tags
    Summary

    “Hey what about you? Arrest anymore grave diggers.”
     
    “Nope,” Cas says, far away from the phone. “Closest I got was scaring some kids, drinking in the graveyard.”

    “Halloween always makes kids do weird shit.”

    “I know you don't want to imagine the things I’ve arrested people for. Thankfully I’m not working tomorrow night.”

    “Your not?”

    “No, I’ve got a morning shift but after that I’m getting my first long weekend in months.”

    “That's good,” Dean says working out the distance between Newton and Sioux falls.

    Series
    Language:
    English
    Words:
    8,186
    Chapters:
    2/4
    Comments:
    18
    Kudos:
    76
    Bookmarks:
    7
    Hits:
    460
  11. Tags
    Summary

    When the invitation for Dean’s twenty-fifth high school reunion arrives in the mail, he tosses it straight to the trash. That’s Dean’s past and if there’s anything he knows, it’s to leave the past where it belongs, far far away.

    His daughter Emma has other ideas and Dean finds himself facing down his past and the one that got away. He doesn't know what it could mean for him, his daughter, or their future.

    Maybe happy ever after.

    Language:
    English
    Words:
    33,234
    Chapters:
    5/5
    Collections:
    1
    Comments:
    60
    Kudos:
    286
    Bookmarks:
    56
    Hits:
    2111
  12. Tags
    Summary

    Lexie Jones isn't just an average small town girl, no she has a big brother that might freight anyone who looks at her. She understands why he’s so overprotective. Years before she turned twenty-six,she had a family.Not a normalized one. She was abused, so was her older brother, FP Jones. Their father. Her mother left when she was young, her brother began being her mom, dad and brother all at the same time to protect his little sister from all harm.

    But one day after she stopped at her local diner, her motorcycle needs a little care and a certain someone comes to her rescue.

    Dean Winchester didn’t have a normal childhood. Instead of baseball games or school dances. His life was filled the most dangerous things you could ever imagine. It all started on a stormy night in 1983, it was a normal night. Normal wasn’t the definition anymore, not for Dean. That supposedly normal night, his mother died. A year after his father died, he found out the truth about his father’s death. His brother Sam died, he couldn’t handle that, So he made a deal with a cross-road demon. Now that was until he has a job in Riverdale and has a run in with the local, Lexie Jones.

    Language:
    English
    Words:
    63,451
    Chapters:
    31/?
    Comments:
    12
    Kudos:
    22
    Bookmarks:
    14
    Hits:
    1326
  13. Tags
    Summary

    Both Dean and Castiel have... thoughts. Secret thoughts. What if they're the same secret thoughts?

    Series
    Language:
    English
    Words:
    34
    Chapters:
    1/1
    Comments:
    2
    Kudos:
    4
    Hits:
    181
  14. Tags
    Summary

    Us.

    Oh, God.

    Dean is a goddamn mountain. Unmoving, only static; he'll just stand here, an unyielding mass. Stand the test of time. Forever.

    He still can't make his eyes pitch up at Cas. All he hears, over the sound of his heart hammering in his chest cavity, is that terrifying, off-limits phrase. It rings like church bells in his ears, loud as Cas' true-form voice in that abandoned gas station in Pontiac, Illinois, all those years ago...

    Those Words. Over and over.

    OR

    The one where Cas is done waiting--and poor Dean is terrified.

    Language:
    English
    Words:
    2,601
    Chapters:
    1/1
    Comments:
    20
    Kudos:
    86
    Bookmarks:
    6
    Hits:
    849
  15. Tags
    Summary

    After all the angels fell (Supernatural Season 8 finale) and an inconclusive NASA investigation into the global meteor shower, a secret US task force came to the conclusion that angels walk among us. The task force determined they are powerful and therefore dangerous, a threat to the United States. Thus was born the American Council on Angel Affairs. Kept secret for four years, unknown even to the president, the ACAA devoted all their resources to finding out precisely how to control angels. They succeed, though not without casualties.

    In the aftermath of the 2017 U.S. Presidential inauguration, after running on an anti-immigrant, anti-angel platform and winning the presidency, the new president has now made it law that all angels in human vessels must display their wings at all times or risk public execution. The public is rewarded handsomely for turning in suspected angels, and they do so love a bloody execution.

    Although he'd successfully hidden again for years, Gabriel is captured, imprisoned, and sentenced to death. His only hope is Castiel, who would need to risk his own capture, along with two hunters, one of whom would like nothing more than to see Gabriel dead.

    Language:
    English
    Words:
    59,315
    Chapters:
    28/?
    Comments:
    345
    Kudos:
    494
    Bookmarks:
    137
    Hits:
    9469
  16. Tags
    Summary

    Cas isn’t prepared for this. There was training when he started with Specialty Services Company, but not the kind of training that would make him ready for easing Dean out from under the hands that have hurt him. There’s something hidden but singing under there, if Cas is good enough.

    Language:
    English
    Words:
    8,439
    Chapters:
    1/1
    Comments:
    58
    Kudos:
    477
    Bookmarks:
    59
  17. Tags
    Summary

    After Sam decides he doesn't want to be brothers anymore, Dean falls into a deep depression, but Cas is there to see him through it.
    Just read the Damn fic

    Language:
    English
    Words:
    4,260
    Chapters:
    1/1
    Comments:
    2
    Kudos:
    90
    Bookmarks:
    13
    Hits:
    1088
  18. Tags
    Summary

    This is just a little story I wrote in honor of Dean’s 40th birthday (January 24, 2019). I know I’m a week late but who cares? Happy Birthday Dean! Have yourself some pie.

    The story takes place before 4.11 (before Dean finally confesses to Sam what his first time in Hell did to him), and could be considered AU (I think). It’s also basically a plotless excuse to make Dean suffer–and Sam care, exploring Dean’s self-esteem issues (to which I can relate all too well), as well as Sam’s guilt. Warning: Steer clear if these things trigger you.

    Disclaimer: Supernatural and its wonderful characters belong to Eric Kripke, Warner Brothers, and the CW. They’re not mine, nor will they ever be. I don’t get money for this either.

    Language:
    English
    Words:
    4,707
    Chapters:
    1/1
    Kudos:
    17
    Bookmarks:
    3
    Hits:
    569
  19. Tags
    Summary

    Dean surprises you with a romantic, candlelit room, but nothing goes as planned

    Language:
    English
    Words:
    2,269
    Chapters:
    1/1
    Comments:
    3
    Kudos:
    23
    Bookmarks:
    1
    Hits:
    351
  20. Tags
    Summary

    Dean knows that love hurts, and it does painfully so, but right here, right now, he can't wait for love to consume him.

    Series
    Language:
    English
    Words:
    3,368
    Chapters:
    1/1
    Comments:
    7
    Kudos:
    6
    Bookmarks:
    2

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