1 - 20 of 228 Works in Insecure Dean Winchester

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  1. Tags
    Summary

    au verse - bits and pieces of dean winchester's crazy life.

    the day older brother sam winchester left for school, he left behind a broken, 15 year old selective mute little brother with a father who couldve cared less. just when dean was living the worst time in his life, john decided he had to leave dean behind too.

    it still blew dean's mind, in just four years, how life had changed. from crappy motels, drunken asshole family members, yelling, fighting and beatings, to warm houses, nightly hugs and kisses, cooking dinners, researching hunts for fun, art supplies by the bundles, crazy family friends and movie nights ...

    yeah, life was pretty good. and he loved it.

    (requests open)

    Language:
    English
    Words:
    40,011
    Chapters:
    21/?
    Comments:
    152
    Kudos:
    81
    Bookmarks:
    6
    Hits:
    2153
  2. Tags
    Summary

    Dean Winchester is a workaholic librarian employed by the largest and most magical library in the world. When he begrudgingly participates in an anonymous, penpal-style book exchange, he’s swept up by a chance encounter with a stranger. But how is he supposed to stay focused on his reading when a blue-eyed hottie in a trenchcoat is wandering around the library, just begging to be kissed?

    Language:
    English
    Words:
    28,036
    Chapters:
    6/?
    Collections:
    2
    Comments:
    304
    Kudos:
    251
    Bookmarks:
    58
    Hits:
    3786
  3. Tags
    Summary

    Written For Spnkinkmeme Bingo 2020.

    Sam is away on a hunt leaving behind an injured Dean. Dean is left in the bunker with no work and a countless hours to think. And boy does he think too much. Feeling lonely and almost sure that his brother is with someone else, he calls Sam, only to end up having phone sex.

    18+ content. Read the tags before you read the fic.

    Series
    Language:
    English
    Words:
    1,027
    Chapters:
    1/1
    Collections:
    1
    Comments:
    5
    Kudos:
    101
    Bookmarks:
    16
    Hits:
    1025
  4. Tags
    Summary

    After being gone for a three week naval training exercise, Cas comes home to find that Dean has lost weight after having been sick. It stirs something in him that he didn't realize was there.

    Language:
    English
    Words:
    56,904
    Chapters:
    12/?
    Comments:
    106
    Kudos:
    359
    Bookmarks:
    57
    Hits:
    7468
  5. Tags
    Summary

    Dean and Cas Talk

    Series
    Language:
    English
    Words:
    534
    Chapters:
    1/1
    Comments:
    1
    Kudos:
    15
    Bookmarks:
    1
    Hits:
    202
  6. Tags
    Summary

    All Dean Winchester wanted was to have someone he could love, and be loved in return. Was that too much to ask? Apparently, it was, seeing as he just got dumped...again. Giving up on romance, and his dreams of having a mate and family, the omega decides to take it a little easy on the relationship front, wanting to give his heart a break from all the pummeling it seemed to get whenever he dared to hope someone would want him to stick around only for them to inevitably find someone better than him eventually.

    Only that plan gets derailed when he enters into a no-strings attached relationship with one of the most gorgeous Alpha's he's ever seen, and who makes his heart do funny things whenever he levels that intense stare on the omega. But no way would an Alpha like him ever see Dean as more than a pretty body to warm his bed, so he'll just push all those feelings away where he could lock them up nice and tight, so he can enjoy what time he does have with the Alpha before he moves on to somebody better, like everyone else always did.

    Castiel, well he had other plans, plans that involved the Omega staying in his bed for a very very long time, for the rest of their lives if he was lucky.

    Language:
    English
    Words:
    48,607
    Chapters:
    12/?
    Comments:
    215
    Kudos:
    596
    Bookmarks:
    113
    Hits:
    10748
  7. Tags
    Summary

    Castiel is just asking Dean for a dance at the end of Sam and Eileen's wedding. But Dean's insecure about exposing their relationship in front of everyone at the wedding.

    Language:
    English
    Words:
    723
    Chapters:
    1/1
    Kudos:
    42
    Bookmarks:
    1
    Hits:
    614
  8. Tags
    Summary

    First, Adam comes out to Dean.

    Then Sam does.

    Dean starts calling them "The Dark Side", ignoring how really the joke is going to be on him when he joins them.

    Damn Cas and his cookies.

    Fuck it, he's blaming Gabriel.

    Language:
    English
    Words:
    3,580
    Chapters:
    1/1
    Collections:
    1
    Comments:
    10
    Kudos:
    139
    Bookmarks:
    19
    Hits:
    1175
  9. Tags
    Summary

    One night at a bar can change everything.

    And this time, Dean isn't drunk.

    Language:
    English
    Words:
    17,567
    Chapters:
    18/18
    Comments:
    74
    Kudos:
    123
    Bookmarks:
    20
    Hits:
    3590
  10. Tags
    Summary

    Dean doesn’t want to go with Sam to his fancy Christmas party, that changes when he meets Castiel Novak.

    Series
    Language:
    English
    Words:
    1,164
    Chapters:
    1/1
    Collections:
    1
    Comments:
    15
    Kudos:
    62
    Bookmarks:
    9
    Hits:
    862
  11. Tags
    Summary

    Dean’s fifty eight.

    He’s pushing sixty, and that’s exactly what he’s doing. He’s pushing as hard as his back allows - but it doesn’t seem to be working, and if he’d had a stick - though he doesn’t need one, thankyouverymuch - he would’ve been using it too.

    And it’s not just the number.

    He’s old.

    Bobby Singer’s words have never rung truer, and that man has said plenty of wise things in his life. “Old age is both - forgetting things like a drunk, and hurting all over like you’re sober.” It’s ridiculous. Dean won’t vouch for having had a brilliant brain before, but he didn’t used to forget why he went into the next room, he’s quite sure.

    And, oh lord, his bones. His joints creak when he sits, and he wishes he’d given older hunters less shit for it when they’d all been whining in chorus about their goddamn hips. He gets sick easy too - Sam, the ever smart-ass says his immunity is as trash as the meals he’d have when he was thirty.

    So, there. He’s old, and he’s grey, and he’s slow, and he’s grumpy.

    But hell, is he happy.

    Language:
    English
    Words:
    6,682
    Chapters:
    1/1
    Comments:
    3
    Kudos:
    24
    Bookmarks:
    4
    Hits:
    195
  12. Tags
    Summary

    He’d tough it out just like he did every week, go through his morning routine, hop in his car, clock in and spend his entire shift fighting with their parts supplier about how his Impala was way more badass than that shit 69’ Talladega the douche drove.

    Typical crappy Tuesday...

    If only he could have known how bad this particular Tuesday would be. He would have called out sick and stayed in bed. He would have called Bobby and apologized for everything. He would have found a way to talk to Sam and tell him that he was sorry, that he made a mistake.

    Dean would have done everything different, because this particular Tuesday wasn’t just bad.. It was Hell.

    Language:
    English
    Words:
    6,370
    Chapters:
    2/?
    Comments:
    4
    Kudos:
    26
    Bookmarks:
    10
    Hits:
    275
  13. Tags
    Summary

    Father Novak knew that knowing Dean Winchester was a blessing by from his father from the moment he saw his soul shining in those bright green eyes.

    Later Castiel knew that Dean was his one and only shot at a happy life with his soulmate.

    He could only hope he didn't lose him before he ever truly has him.

    Language:
    English
    Words:
    8,542
    Chapters:
    7/7
    Comments:
    14
    Kudos:
    49
    Bookmarks:
    7
    Hits:
    877
  14. Tags
    Summary

    "But then his brother’s head was raised to the sky, a yell of pure agony filling the air, and Dean was struck with the sudden realization of what this was.

    This was a death echo."

    Or: Dean goes back to Cold Oak for a Salt 'n Burn. He doesn't like what he finds. Hurt!Sam, Protective!Dean No permanent major character death!

    Language:
    English
    Words:
    7,799
    Chapters:
    1/1
    Collections:
    1
    Comments:
    12
    Kudos:
    73
    Bookmarks:
    17
    Hits:
    982
  15. Tags
    Summary

    A collection of infantilism one shots that people have requested and what I have done myself. A winter gift for Into_Oblivion!

    VERY IMPORTANT NEWS IN CHAPTER 29!

    Language:
    English
    Words:
    31,908
    Chapters:
    29/29
    Comments:
    324
    Kudos:
    771
    Bookmarks:
    72
    Hits:
    38083
  16. Tags
    Summary

    When Dean Winchester invites his best friend to his wedding, Castiel Novak is suddenly in it for the worst three days of his life.

    Series
    Language:
    English
    Words:
    7,520
    Chapters:
    3/3
    Comments:
    5
    Kudos:
    31
    Hits:
    675
  17. 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:
    11,565
    Chapters:
    7/?
    Comments:
    31
    Kudos:
    133
    Bookmarks:
    22
    Hits:
    2527
  18. Tags
    Summary

    Dean is insecure

    Series
    Language:
    English
    Words:
    178
    Chapters:
    1/1
    Comments:
    1
    Kudos:
    13
    Bookmarks:
    1
    Hits:
    370
  19. Tags
    Summary

    Dean signs up to sub for Cas. Legit just sexytime on stage between Dean/Cas as Dean is made pure.

    Language:
    English
    Words:
    3,155
    Chapters:
    1/1
    Comments:
    4
    Kudos:
    116
    Bookmarks:
    9
    Hits:
    1522
  20. Tags
    Summary

    That's what Dean's made of.

    Language:
    English
    Words:
    5,322
    Chapters:
    1/1
    Comments:
    18
    Kudos:
    315
    Bookmarks:
    50
    Hits:
    3245

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