1 - 20 of 286 Works in Awkward Castiel (Supernatural)

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  1. Tags
    Summary

    After one night of indiscretion, Castiel Novak finds his life taking a turn in a most unexpected direction. Before he can fully process what lies ahead, he's swept off his feet in a whirlwind of ironic complication when vehicular woes deliver him to the garage of Dean Winchester. The devastatingly handsome mechanic possesses skill, charm, and a hard-to-resist pursuit in servicing a lot more than the car.

    Castiel's family is fraught with unfulfilling relationships. But as more than one joyful circumstance flourishes, Castiel learns through Dean that while some people won't ever change, others can be full of surprises. These are the ones who truly make a family.

    Language:
    English
    Words:
    48,942
    Chapters:
    13/?
    Comments:
    121
    Kudos:
    89
    Bookmarks:
    38
    Hits:
    2074
  2. Tags
    Summary

    The title says it all. Every Sunday, we choose a random character from Supernatural and let our keyboard auto complete a sentence. This sentence, no matter how weird or absurd it sounds, is used as a prompt we independently write a oneshot of. There are no restrictions when it comes to length, plot, characters or ships, so some of these might as well turn out as total crack fics.
    #noregrets!

    Language:
    English
    Words:
    37,393
    Chapters:
    18/?
    Comments:
    39
    Kudos:
    30
    Bookmarks:
    2
    Hits:
    611
  3. Tags
    Summary

    Castiel Novak, a young art student who is inexperienced in dealing with people and even less experienced when it comes to love.

    Dean Winchester, a general studies major who is a social butterfly and has bad experiences when it comes to love.

    What happens when Castiel works up the nerve to ask Dean to be a model in his latest art project?

    Language:
    English
    Words:
    30,125
    Chapters:
    12/27
    Comments:
    8
    Kudos:
    27
    Bookmarks:
    7
    Hits:
    774
  4. Tags
    Summary

    When Dean Winchester’s fiancé announced that she was pregnant by another man and walked out, Dean swore off relationships. He couldn’t even bring himself to have casual sex, (which had once been his favorite pastime), with the notable exception of a single eye-opening night. Three years later, Dean’s brother Sam has had enough. A sibling argument leads to Dean signing up for a popular dating site, ‘A Profound Bond.’ When Dean’s first match opens their chat conversation with an outdated query, Dean has to decide if he can move past the other man’s awkward 1990s introduction, and finally take another chance on love.

    Language:
    English
    Words:
    15,372
    Chapters:
    3/3
    Comments:
    44
    Kudos:
    161
    Bookmarks:
    24
    Hits:
    1370
  5. Tags
    Summary

    The Winchester brothers couldn't be more different. Dean is the driven workaholic, striving to do his parents proud running the family business, with no time for a life of his own, let alone love. Sam is the happy-go-lucky playboy, always looking for the next party and living the carefree life. When their childhood friend, Castiel, returns after five years in Paris, all grown-up and sexy as hell, he catches the eye of both Winchesters, and sparks fly from all sides, prompting the question: Can the chauffeur's son really find true love and live happily ever after with the billionaire?
    (God, I suck at summaries, that was actually painful to write, but please give this a read anyways LOL)

    Language:
    English
    Words:
    27,150
    Chapters:
    3/10
    Comments:
    19
    Kudos:
    35
    Bookmarks:
    9
    Hits:
    447
  6. Tags
    Summary

    Original prompt: Russian, possessive, jealous, socially awkward, alpha Castiel who falls super hard for freaking genius, popular, constantly hit on omega Dean in a high school setting

    Or,

    The one where Lawrence High School gets a new student and Dean’s curiosity is immediately piqued.

    Language:
    English
    Words:
    83,085
    Chapters:
    15/15
    Comments:
    751
    Kudos:
    998
    Bookmarks:
    214
    Hits:
    15431
  7. Tags
    Summary

    Castiel is a bit of an awkward guy, and when it comes to his family and it's business-- even more so. While being on the outside of his family is hard, dating is even harder. Being out of the game for a while Cas is more than sick of blind dates and dating apps. His family seems to think he has become incapable, a shut-in with his small misunderstood friends.

    Life is funny though when Cas' big heart saves the day for a boy named Ben, and in the process gets him noticed by Ben's very single father Dean Winchester.

    Dean is Castiel's complete walking wet dream. His personal Mc. Dreamy.

    Can he stay interesting enough for the divorced bisexual business Manager, or will Dean just be another wish for things that only happen to couples in Netflix shows?.

    Language:
    English
    Words:
    12,352
    Chapters:
    4/?
    Comments:
    53
    Kudos:
    101
    Bookmarks:
    37
  8. Tags
    Summary

    “Dude, it doesn’t matter everything I’ve done!” Dean exclaimed, sitting up from the bed and looking to Sam with an exasperated expression, “I was told that that’s what hunters are supposed to do. Because we can’t have normal life’s with normal relationships it’s part of the job to just take whatever we can get,”
    “That’s what dad told you,” Sam replied.
    “Yeah, and I used to hold the man on a fucking pedestal, Sammy! I thought whatever he said was law!” Dean yelled, standing up from the bed, “So when he told me that it’s common for hunters to go out and just have a fuck ton of one-night stands, because it helps get shit outta your system, and it’s natural for a guy to want to do all of that, I believed him!”

    Language:
    English
    Words:
    1,811
    Chapters:
    1/1
    Comments:
    16
    Kudos:
    61
    Bookmarks:
    5
    Hits:
    484
  9. Tags
    Summary

    One day, I sat with my friend and we began to talk about Cas. What started out as a casual conversation about Castiel's badassery soon turned into a shit talk. I cried from laughing too hard. We met again. And again.
    This is what happened.

    Sometimes serious, sometimes trashy - a collection of short drabbles and one-shots mainly revolving around Castiel trying to get along in the human world, featuring the Winchesters, some horrible pick-up lines, Castiel's trenchcoat and frowns. A lot of frowns.

    Updated irregularly.

    Language:
    English
    Words:
    14,865
    Chapters:
    11/?
    Comments:
    2
    Kudos:
    25
    Bookmarks:
    2
    Hits:
    311
  10. Tags
    Summary

    Sam had expected his arranged marriage to the head of the Engel family to come with certain benefits - even if he didn't get the full ride scholarship to Stanford Law, which was unlikely, Michael wouldn't think twice about paying whatever fees there were - and certain drawbacks... such as his new in-laws.

    Series
    Language:
    English
    Words:
    1,450
    Chapters:
    1/1
    Comments:
    6
    Kudos:
    29
    Bookmarks:
    3
    Hits:
    315
  11. Tags
    Summary

    Hey all; I know, I know, I own nothing of Supernatural except this idea. Cas made Dean a binding oath during season five, one the angel couldn’t keep, so God intervened. But Cas can’t go back to the past in anything but their True Vessel, so God takes His child, and puts Castiel into her True Vessel…

    Now, in 2005, Dean Winchester runs into a dark-haired, blue-eyed woman named Castiel while working a case in Bear River, WY. He is suspicious of her at first, but there is much more to this case than meets the eye, and Dean will have to trust this strange woman to save the town.

    Now on a monthly updating schedule (ish). I'm trying to keep it to a monthly schedule.

    If you have serious questions for me, my tumblr inbox is finally active (took me so long to get back to it) at little-vesuvius.tumblr.com.

    Series
    Language:
    English
    Words:
    27,528
    Chapters:
    4/?
    Comments:
    15
    Kudos:
    57
    Bookmarks:
    10
    Hits:
    1170
  12. Tags
    Summary

    Dean and Cas and movie-themed dates. It would definitely be easier if Cas knew a bit more about movies.

    Series
    Language:
    English
    Words:
    931
    Chapters:
    1/1
    Comments:
    2
    Kudos:
    32
    Hits:
    283
  13. Tags
    Summary

    Dean unexpectedly receives a package with a fully functional hyper-realistic, sort-of-attractive and likable robot, named Castiel.

    Castiel adjusts to "civilian life" and is more than happy to learn about Humanity from Dean. Dean adjusts to having a robot that's more adorable than a metal man has any business being...

    Also, food will be featured heavily, whether or not it's actually important to the plot, or if it's because I always write when hungry, you decide. But I suggest making a sandwich before you sit down and read this. Trust me.

    Also all science, is psuedo-science, as I'm no scientist.

    Language:
    English
    Words:
    34,115
    Chapters:
    18/?
    Comments:
    51
    Kudos:
    78
    Bookmarks:
    17
    Hits:
    1125
  14. Tags
    Summary

    Castiel is an up and coming doctor dealing with the aftermath of a broken engagement. He doesn't mind, not really, but apparently to those around him he is in dire need of something to distract him. To his brother Gabriel, that, of course, means a whorehouse. An innocuous outing for society men turns into an encounter that leads the lives of not only Castiel and his bought lover, but their brothers are well, down a path none of them ever anticipated.

    Language:
    English
    Words:
    24,450
    Chapters:
    3/3
    Comments:
    22
    Kudos:
    130
    Bookmarks:
    15
    Hits:
    1401
  15. Tags
    Summary

    Balthazar is temporarily turned human and goes to the nearest angel for shelter. The nearest angel just happens to be Gabriel. Warning: lots of sass!

    Language:
    English
    Words:
    11,708
    Chapters:
    2/2
    Comments:
    2
    Kudos:
    19
    Bookmarks:
    1
    Hits:
    248
  16. Tags
    Summary

    Retired hunters Dean and Sam live in a cabin in the woods, only occasionally taking cases from nearby villagers and those who need their help. Castiel is the very protective harpy that has been awkwardly following (stalking) Dean for years.

    After Castiel injures a wing, he is taken in by the Winchesters. As Dean tends to him, they form a relationship, and Dean slowly falls for the harpy. But the unique peach cream color of Castiel’s wings hides a secret; one he isn’t sure Dean could accept.

    Language:
    English
    Words:
    59,237
    Chapters:
    2/2
    Collections:
    2
    Comments:
    16
    Kudos:
    195
    Bookmarks:
    45
    Hits:
    3065
  17. Tags
    Summary

    Dean Winchester has a lot going for him: he's beloved by his students, he's finished writing his first book, and he's living comfortably in New York City. The only problem is... he's single. That wouldn't bother him much if his family wouldn't be visiting for the holidays. With cuffing season over, Dean has to face his family alone... or will he?

    Castiel DiAngelo is a simple detective who hasn't really celebrated Christmas in over 9 years, holidays and family being a sore spot for him. But after taking Dean up on an offer, he finds that you can't really avoid the holidays.

    Will these two be able to pull off a seminal holiday trope? Or will certain developments get in the way...

    Series
    Language:
    English
    Words:
    72,529
    Chapters:
    15/15
    Comments:
    70
    Kudos:
    400
    Bookmarks:
    70
    Hits:
    5749
  18. Tags
    Summary

    A collection of ficlets and drabbles for the Destiel Promptober 2018 challenge via my lovely NaNoWriMo group.
    Chapters will be individually tagged with warnings, INCLUDING archive warnings; heed the tags.
    No common threads between ficlets unless noted as such.
    Ratings vary from G-E, there will definitely be smut but not every chapter will have it.
    Chapters will be tagged with ratings individually.

    Language:
    English
    Words:
    40,365
    Chapters:
    31/31
    Collections:
    1
    Comments:
    239
    Kudos:
    168
    Bookmarks:
    24
    Hits:
    2917
  19. Tags
    Summary

    Again, they're having a late night talk.
    Again, they're talking about human love.
    Again, Cas is trying to understand.
    For the first time, he's confessing.

    Or: Dean recaps some stuff he's gone through b̶̶e̶̶c̶̶a̶̶u̶̶s̶̶e̶̶ ̶̶o̶̶f̶ with Cas while they are having one of the infamous half-drunk late night conversations, resulting in a lot of awkwardness (plus an awkward first kiss, and a small sequel/extra part/bonus chapter/thing).

    Language:
    English
    Words:
    5,830
    Chapters:
    2/2
    Comments:
    4
    Kudos:
    49
    Bookmarks:
    4
    Hits:
    540
  20. Tags
    Summary

    A glimpse into the past, before Dean was famous, to the night he met Castiel, but almost didn't.

    Series
    Language:
    English
    Words:
    2,341
    Chapters:
    1/1
    Comments:
    8
    Kudos:
    163
    Bookmarks:
    4
    Hits:
    1320

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