1 - 20 of 245 Works in Dean Winchester Has Self-Esteem Issues

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  1. Tags
    Summary

    Dean can't trust women, and Cas has a spare room. They think they know each other, but it's "complicated". Not just another typical mechanic Dean and stoner Cas story ...

    Language:
    English
    Words:
    4,883
    Chapters:
    5/?
    Kudos:
    16
    Bookmarks:
    3
    Hits:
    160
  2. Tags
    Summary

    The attack dog spell has opened and old injury that Naomi that tried to erase from Castiel's memory. It is from a ritual he initiated in hell when he saved Dean. His grace is bleeding out. He has two options, go to Heaven and ask for help, or complete the ritual with Dean. The only problem is that it is an ancient Inochian bonding ritual. So angel marriage... He had best think of a grand death bed confession just in case.

    Language:
    English
    Words:
    7,472
    Chapters:
    1/1
    Kudos:
    41
    Bookmarks:
    4
    Hits:
    625
  3. Tags
    Summary

    Cas tells Dean the story of how they met, the one that Dean doesn’t remember. Dean’s insecurities make an obligatory appearance, and Cas helps out in the best way he knows how.

    Language:
    English
    Words:
    4,855
    Chapters:
    1/1
    Comments:
    6
    Kudos:
    56
    Bookmarks:
    4
    Hits:
    490
  4. Tags
    Summary

    Castiel, newly human, comes down with pneumonia.

    Luckily for him, Dean is ready to take care of him.

    Language:
    English
    Words:
    1,234
    Chapters:
    1/1
    Comments:
    12
    Kudos:
    110
    Bookmarks:
    7
    Hits:
    741
  5. 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:
    66,697
    Chapters:
    33/?
    Comments:
    12
    Kudos:
    23
    Bookmarks:
    17
    Hits:
    1793
  6. Tags
    Summary

    i just had this idea rolling around my head of dean accidentally calling cas sweetheart in bed and cas running with it. this is the aftermath of cas calling dean 'beloved' in public. (takes place in a really nebulous timeline, i imagine it just being "after everything" whenever that is for you.)

    Language:
    English
    Words:
    1,403
    Chapters:
    1/1
    Comments:
    6
    Kudos:
    74
    Bookmarks:
    4
    Hits:
    488
  7. Tags
    Summary

    Gabriel Novak is a big brother who isn’t above breaking the rules to give his little brother the world.

    Sam Winchester is a little brother who, despite occasionally thinking he’s a dumbass, wants the world for his big brother, who had to become a man much too soon.

    So when a misunderstanding has Gabe’s brother, Cas, running for the hills and Sam’s brother, Dean, desperate to make amends, a secret admirer scheme cooked up by Gabe and Sam to give their brothers a well-deserved chance at happiness may be just the thing. But will they end up helping or hurting?

    Language:
    English
    Words:
    14,751
    Chapters:
    6/6
    Comments:
    122
    Kudos:
    178
    Bookmarks:
    35
    Hits:
    984
  8. Tags
    Summary

    Dean showed up at Castiel's house with enough luggage to stay for a few weeks. After all, they have a lot of catching up to do.

    Series
    Language:
    English
    Words:
    4,642
    Chapters:
    1/1
    Comments:
    20
    Kudos:
    95
    Bookmarks:
    9
    Hits:
    507
  9. Tags
    Summary

    Knowing Dean changed Castiel for the better. But knowing Cas did the same for Dean. Because the show decided that that wasn't worth talking about, though, here's Dean's perspective on each of the moments in the series where his relationship with Cas changed.

    Language:
    English
    Words:
    4,394
    Chapters:
    2/?
    Comments:
    1
    Kudos:
    8
    Hits:
    127
  10. Tags
    Summary

    Dean's doing fine. He's always late for work, he's not taking care of himself, and he isn't planning on changing that - but seriously, he's fine. Except for one thing: someone's brought back the chili pepper rating system for all of the professors on campus, and Dean isn't rated the hottest. It's Castiel Novak, the guy who's always walking around in terrible sweater vests, who's got the full ten chilis - and that's something Dean does plan to change.

    Language:
    English
    Words:
    25,297
    Chapters:
    10/10
    Collections:
    1
    Comments:
    157
    Kudos:
    605
    Bookmarks:
    124
    Hits:
    3892
  11. Tags
    Summary

    “I didn’t know it was possible to be depressed in Heaven.” Ellen murmured quietly, her eyes fixed on the two figures leaning on the car outside. Her gaze rested on their stances, their positioning, the space that always lingered around them.

    The space that was supposed to be filled by a dark haired, blue eyed angel.

    “Yeah, well,” Jo replied, gazing at the same thing, “since when have the Winchesters paid attention to what was possible?”

    —————

    Fix-it for Season 15, Episode 30. I promise it’s happier than it seems.

    Language:
    English
    Words:
    4,684
    Chapters:
    1/1
    Comments:
    17
    Kudos:
    178
    Bookmarks:
    19
    Hits:
    1185
  12. Tags
    Summary

    The heaven he deserves. With John and Mary over yonder and Cas... not here and...
    The heaven he deserves, with his bloody hands and weapons. Cas lied. He really isn't any more than Daddy's blunt instrument, and weapons don't get to rest.

    Series
    Language:
    English
    Words:
    900
    Chapters:
    1/1
    Comments:
    2
    Kudos:
    18
    Bookmarks:
    2
    Hits:
    130
  13. Tags
    Summary

    The Trompowsky Attack is an unusual Queen's Pawn Opening in chess that runs the risk of sacrificing two bishops. But play them as a team, and you just might win the game.

    After a series of serendipitous encounters, Castiel befriends local party-boy Dean Winchester. They play chess.

    (This came about for three reasons. Firstly, I watched Queen's Gambit and so should you. Secondly, November 5, 2020 and November 25, 2020. Thirdly, a story told to me from my Bulgarian family friend.)

    Language:
    English
    Words:
    20,580
    Chapters:
    5/?
    Comments:
    2
    Kudos:
    17
    Bookmarks:
    4
    Hits:
    120
  14. Tags
    Summary

    This wasn’t Dean’s first rodeo with death, not nearly, but there was always something that saved him those other times. Some important matters required his assistance or some Big Time Celestial Being had a penchant for him. But this time, God wasn’t there to resurrect him for his little story, and Heaven was in shambles, so neither of them would, or could, give half a shit. Even Jack, who was the new God, had pledged to be hands-off. Dean knew there was probably no saving him this time.

    Language:
    English
    Words:
    7,007
    Chapters:
    1/1
    Comments:
    25
    Kudos:
    150
    Bookmarks:
    16
    Hits:
    1067
  15. Tags
    Summary

    The Mark of Cain has taken Dean, and he rules, in Hell, with Castiel, Fallen, beside him.

    Language:
    English
    Words:
    262,575
    Chapters:
    23/?
    Collections:
    1
    Comments:
    213
    Kudos:
    1045
    Bookmarks:
    139
    Hits:
    22184
  16. Tags
    Summary

    “When I requested a — you know. ‘Companion.’ I was just being selfish,” Dean says. “So fucking selfish that I didn’t even think about what it would be like for you.”

    “Don’t worry,” Cas says, almost as if from outside himself. “It was either you or someone else. Perhaps someone worse.”

    “It’s a big deal to my dad for me to get mated. He’s always trying to match me with some asshole or another, and I — I can’t, Cas.” He drops his head into his hands, rubbing furiously at his eyes. “I’m fucked up, I guess, because I just — I can’t be a mate to someone, not for real. I can’t — consummate, or whatever.”

    Language:
    English
    Words:
    6,052
    Chapters:
    1/1
    Collections:
    1
    Comments:
    50
    Kudos:
    369
    Bookmarks:
    36
    Hits:
    1524
  17. Tags
    Summary

    Turns out, Jack can't just snap his fingers and yank Cas out of the Empty. But there's always a way, and if there's a way, then Dean and Sam are going to make it happen.

    This particular way involves rituals, secrets, a stabbing, and honest conversation in the dark.

    *

    Post 15.9 "Inherit the Earth" / fix-it to 15.20 "Carry On"

    Series
    Language:
    English
    Words:
    4,964
    Chapters:
    1/1
    Comments:
    92
    Kudos:
    738
    Bookmarks:
    160
    Hits:
    3312
  18. Tags
    Summary

    Dean’s a Sentinel who is perfectly fine not having a Guide, no matter what Sam says. But when he meets Sam’s friend Castiel, he discovers not only a compatible Guide but a friend he’s desperate to keep.

    Dean needs to make it through his Ph.D. in one piece, and that means keeping a lid on his Sentinel abilities that threaten to run wild unless he keeps them under control. Dean’s methods of control are dubious at best, but Castiel is compelled to use his own skills as a Guide to help Dean deal with his abilities, even if Dean doesn’t think he deserves the help.

    Language:
    English
    Words:
    79,592
    Chapters:
    19/19
    Collections:
    2
    Comments:
    74
    Kudos:
    261
    Bookmarks:
    99
    Hits:
    2799
  19. Tags
    Summary

    "So come here. Let me love those bruises out of you. We'll love like children with a box of bandages— we won't ask where it hurts. We'll just kiss all of it."
    - Ashe Vernon

    Language:
    English
    Words:
    1,563
    Chapters:
    1/1
    Comments:
    5
    Kudos:
    71
    Bookmarks:
    9
    Hits:
    353
  20. Tags
    Summary

    He stopped for a second, drinking in a few gulps of air and steadying himself again, and Dean furrowed his eyebrows. "You told me not to ever change, but you changed me."

    Series
    Language:
    English
    Words:
    5,864
    Chapters:
    1/1
    Comments:
    7
    Kudos:
    60
    Bookmarks:
    6
    Hits:
    510

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