1 - 20 of 21 Works in Sexually Frustrated Dean Winchester

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  1. Tags
    Summary

    Dean and Cas finally decide to take a vacation together, away from monsters and saving-the-world-duties. Thirty days together in a cabin, they've earned it.

     Destiel 30 Day OTP Challenge, april 2019.

    The drabbles will be between 500 and 1000 words. I will change the warnings if/when needed. Warnings will also appear before each drabble. Enjoy! This work will be a series but some drabbles will be read as stand alones.

    1. A selfie together
    2. Sharing a milkshake
    3. Grumpy morning heads
    4. Picknicking
    5. Bake together
    6. Ice skating
    7. Wedding day
    8. Building an IKEA-cabinet
    9. Under an umbrella
    10. 1950's version of them
    11. Silly snapchat photo
    12. Ballroom dancing
    13. Lazy Sunday morning
    14. Princess and knight
    15. Movie night
    16. Clothes swap!
    17. First kiss
    18. Something sad
    19. Gaming together
    20. Pocky game
    21. They fight/argue
    22. Water fight
    23. Playing Twister
    24. Something NSFW
    25. Stargazing
    26. Ugly sweaters
    27. Romantic movie kiss
    28. Death
    29. Karaoke night
    30. DO WHAT YOU WANT

    Language:
    English
    Words:
    28,440
    Chapters:
    30/30
    Collections:
    1
    Comments:
    97
    Kudos:
    94
    Bookmarks:
    20
    Hits:
    2044
  2. Tags
    Summary

    Charlie and Sam have had enough of the UST, so they come up with a plan to give Dean and Cas a chance to get out of their asses and into each other’s.

    Language:
    English
    Words:
    13,186
    Chapters:
    4/?
    Comments:
    76
    Kudos:
    179
    Bookmarks:
    31
    Hits:
    1841
  3. Tags
    Summary

    Cas wants to see Sam naked. Dean wants Cas to fuck off long enough to get some quality alone time in with his brother. And Sam? Well, Sam just wants.

    Language:
    English
    Words:
    6,498
    Chapters:
    1/1
    Comments:
    13
    Kudos:
    170
    Bookmarks:
    15
    Hits:
    2903
  4. Tags
    Summary

    Castiel Milton is tense, ticked off, tipsy, and trolling. Or he thinks that’s what it’s called. The divorced man has never had a one-night stand, but he believes it’s just what he needs to get out of his funk and get to feeling something like himself again. He meets Dean Winchester, a selfless, kindhearted man who’s down and drunk after yet another betrayal, the relationship one in a line of failed relationships in which he’s ended up on the losing end. They get along well, and they agree to a one-night stand... no commitments, no complications. But through a series of events, their one-night stand gets delayed... and delayed... and delayed. And while they’re waiting for their inevitable hookup, Cas finds himself falling for the man he’s only meant to have for one night, a man who said he was swearing off relationships. Can he convince himself that the agreement they made is all he really wants?

    Series
    Language:
    English
    Words:
    59,930
    Chapters:
    18/18
    Collections:
    1
    Comments:
    310
    Kudos:
    469
    Bookmarks:
    103
    Hits:
    6821
  5. Tags
    Summary

    Lady Luck just can’t seem to help herself from kicking Dean Winchester in the balls. Unlucky in love (or whatever it was) once again, Dean finds himself down and drunk in his familiar spot at the Roadhouse, trying to figure out what to do next. He meets Castiel Milton, a serious, weird, sexy, and equally-drunk divorced man looking for a good time. They get along well, and they agree to a one-night stand... no commitments, no complications. But through a series of events, their one-night stand gets delayed... and delayed... and delayed. And while they’re waiting for their inevitable hookup, Dean finds himself in the healthiest, happiest relationship of his life, a relationship he never meant to have with a man he isn’t meant to have for more than a night. Will Dean let go of the man he’s fallen for to keep their agreement?

    Series
    Language:
    English
    Words:
    64,715
    Chapters:
    18/18
    Comments:
    250
    Kudos:
    283
    Bookmarks:
    41
    Hits:
    4735
  6. Tags
    Summary

    Anonymous prompt on Tumblr: "Fuck you." "When?"

    ----
    "Fuck you, Dean."
    "Sure, Cas, didn't know you cared. When do you want me?"

    Series
    Language:
    English
    Words:
    788
    Chapters:
    1/1
    Comments:
    8
    Kudos:
    241
    Bookmarks:
    8
    Hits:
    1839
  7. Strung Out by Anonymous

    Fandoms: Supernatural  

    29 Jan 2017

    Tags
    Summary

    Dean is kidnapped, immobalised and thoroughly taken advantage of. He's being purposefully kept in such a state of a hightened pleasure that it takes him a long while to even think about how to escape.

    Loads of gratuitous sex and not much plot to speak of. Purely for the heck of.

    It takes a while for Castiel to show up, so Dean/Cas fans, please hold on...

    Language:
    English
    Words:
    13,990
    Chapters:
    6/6
    Collections:
    1
    Comments:
    33
    Kudos:
    477
    Bookmarks:
    69
    Hits:
    31673
  8. Tags
    Summary

    After being pulled to another plane of existence, Dean gets help from an unlikely ally: a vampire, who will try to send him back home. How long can Dean hold on to logic before letting desire take over?

    Series
    Language:
    English
    Words:
    38,912
    Chapters:
    15/?
    Comments:
    11
    Kudos:
    54
    Bookmarks:
    11
    Hits:
    1719
  9. Tags
    Summary

    Turns out, human Cas understands less about personal space and socially appropriate behaviour than angel Cas did.

    Or,

    5 times Cas has Dean wrapped around his little finger and one time Dean realizes that.

    Language:
    English
    Words:
    3,841
    Chapters:
    1/1
    Collections:
    1
    Comments:
    6
    Kudos:
    171
    Bookmarks:
    21
    Hits:
    1888
  10. Tags
    Summary

    Omega Dean has a surprise for his Alpha on their anniversary...

    Series
    Language:
    English
    Words:
    2,897
    Chapters:
    1/1
    Comments:
    8
    Kudos:
    334
    Bookmarks:
    29
    Hits:
    9805
  11. Tags
    Summary

    When Dean Winchester wakes up from a three month coma, he finds that his past of hunting demons and saving heaven were nothing but a dream.
    As Dean works through recovery, he slowly begins to move on from his hunter-past dream world.
    Except, he can't seem to shake the thought of Castiel.
    He has to find him.

    ‘Hey Sam,’ Dean said.
    ‘Yes, Dean?’
    ‘Where’s Cas?’
    ‘Cas?’
    Dean gave his brother a what-the-fuck-how-can-you-not-remember-Cas look. ‘You know – dorky angel, sex hair, crazy blue eyes. Cas!’
    Sam raised an eyebrow. ‘Sounds cute.’

    Language:
    English
    Words:
    28,268
    Chapters:
    11/?
    Comments:
    53
    Kudos:
    122
    Bookmarks:
    23
    Hits:
    2025
  12. Tags
    Summary

    Five times Dean and Cas had to bunk together, and one time they didn’t.

     

    "He could be an adult about this, it really wasn't a big deal. He'd just keep to his side of the bed and face the wall, away from Cas. It wasn't a problem at all. So why did his stomach feel like he just ate a handful of worms?"

    Series
    Language:
    English
    Words:
    5,430
    Chapters:
    1/1
    Comments:
    68
    Kudos:
    848
    Bookmarks:
    86
    Hits:
    7338
  13. Tags
    Summary

    One day, Cas walks into the kitchen shirtless, with only a pair of green plaid boxers hanging low on his hips.

    Dean slops coffee all over himself. “C-Cas, what - uh.” He pauses to gather himself and take a deep breath. “Your clothes,” he says finally. “Where are they?”

    (In which the dryer breaks, and so does Dean.)

    Series
    Language:
    English
    Words:
    1,283
    Chapters:
    2/2
    Comments:
    11
    Kudos:
    378
    Bookmarks:
    26
    Hits:
    2870
  14. Tags
    Summary

    Jessica might have said something but Dean was beyond listening when the man stepped out from behind the screen. He was dressed as a cowboy wearing a tight western shirt that molded to his lean but muscled frame. The outfit was completed with equally tight jeans and cowboy boots. Dean felt his cock twitch in his pants as he watched those thick thighs work as the dancer dipped down to the stage to apparently tease one of the women in the front.

    The motion caused Dean to look at the dancer’s face, eliciting a shocked gasp.

    “Holy fuck, that’s Cas.” Dean said, his voice wavering slightly in shock.

    Castiel, his quiet, nerdy, unassuming roommate was moonlighting as a stripper.

    Language:
    English
    Words:
    1,956
    Chapters:
    1/1
    Comments:
    19
    Kudos:
    308
    Bookmarks:
    23
    Hits:
    2753
  15. Tags
    Summary

    Sam and Dean decide to spend their night off from hunting at a bar, hopefully getting some ass for the night. But Dean won't stop making ridiculous excuses and turning away beautiful woman after beautiful woman, whining about Castiel not joining them. Sam is sick of it and calls Castiel to tell him what he believes is going on. Castiel does not agree and he plans on proving it.

    Series
    Language:
    English
    Words:
    9,217
    Chapters:
    1/1
    Comments:
    6
    Kudos:
    183
    Bookmarks:
    25
    Hits:
    3559
  16. Tags
    Summary

    The bunker door is really too heavy to slam, but Dean does it anyway, heaving his shoulder into it like he's sacking a quarterback. It hurts like hell, and it doesn't even make the right kind of noise, pushing closed gently instead of with a satisfying bang.

    At least the pain is distracting.

    Series
    Language:
    English
    Words:
    1,259
    Chapters:
    1/1
    Comments:
    28
    Kudos:
    193
    Bookmarks:
    10
    Hits:
    2132
  17. Tags
    Summary

    Prompt Fill for anonymous from the Destiel collection:

    An exasperated Sam sends Castiel to drag Dean back from whatever filthy hole he ran off to. There Castiel finds Dean in the middle of some... business. Before Dean has a chance to finish up, Castiel teleports them away. But Dean isn't about to be left unsatisfied.

    Language:
    English
    Words:
    4,386
    Chapters:
    1/1
    Collections:
    1
    Comments:
    9
    Kudos:
    336
    Bookmarks:
    22
    Hits:
    7316
  18. Tags
    Summary

    School has wrapped up for Cas who is done with his teaching duties for the summer, and work at the garage has slowed down for Dean - they finally have some time for each other. It's been a while since they had any time for anything other than eating and sleeping. It's been three weeks since they even touched each other, and Dean is climbing the walls of their apartment in desperation for Cas.

    Series
    Language:
    English
    Words:
    2,182
    Chapters:
    1/1
    Comments:
    2
    Kudos:
    159
    Bookmarks:
    11
    Hits:
    3659
  19. Tags
    Summary

    As Dean and Sam attempt to kill an uncommonly powerful demon, Castiel shows up at times, giving random advice and frustrating Dean... Until Dean finally corners him and gets what he wants.

    Language:
    English
    Words:
    3,527
    Chapters:
    4/4
    Kudos:
    56
    Bookmarks:
    3
    Hits:
    1633
  20. Tags
    Summary

    There’s really no other way to say it. Having grown into himself, Sam Winchester is a good looking guy. More than that, he's sort of exactly the kind of guy that Dean pictures when he pictures himself being fucked up against a wall by somebody with enough upper body strength to pin him there.

    Language:
    English
    Words:
    1,052
    Chapters:
    1/1
    Comments:
    1
    Kudos:
    85
    Bookmarks:
    5
    Hits:
    1797

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