1 - 20 of 75 Works in Dean Winchester is So Whipped

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  1. Tags
    Summary

    Dean Winchester didn’t do “relationships”, but with his Mother returning after eighteen years of being gone, Dean was desperate to show off something he was proud of. Only, Dean was twenty-six and had no one besides Castiel, his best friend of five years and counting. When it is evident that Dean's entire family must attend a week long vacation to Colorado, Dean figures he needs a date. And who better than Castiel--- who was more than perfect in Dean's eyes---to bring along as his fake boyfriend. Because bringing your fake boyfriend on a trip with your homophobic parents was a brilliant idea!

    Let's just say, Dean wasn't good at thinking things through. Especially a fake relationship with his best friend.

    Language:
    English
    Words:
    20,524
    Chapters:
    10/18
    Comments:
    12
    Kudos:
    89
    Bookmarks:
    20
    Hits:
    2393
  2. Tags
    Summary

    Cas takes Sam’s (questionable) advice. With a little help from a 1980’s Cosmopolitan magazine.

    Language:
    English
    Words:
    5,497
    Chapters:
    1/1
    Kudos:
    75
    Bookmarks:
    7
    Hits:
    880
  3. Tags
    Summary

    Cas gives Dean a little massage on their day off

    Series
    Language:
    English
    Words:
    788
    Chapters:
    1/1
    Collections:
    1
    Comments:
    2
    Kudos:
    24
    Bookmarks:
    2
    Hits:
    321
  4. Tags
    Summary

    Dean has Cas use FaceTime for the first time while he's on a hunt.

    Series
    Language:
    English
    Words:
    1,039
    Chapters:
    1/1
    Collections:
    1
    Kudos:
    41
    Bookmarks:
    2
    Hits:
    517
  5. Tags
    Summary

    Admittedly, Dean should’ve known better than to trust his brother’s judgment. Signing up to join this website was a bad idea. A really really bad idea. He was far too old for this. Mid-30s, single, with an obsession with vintage cars and cooking in his spare time. Dean wasn't prepared for anything to come out of signing up for a Tumblr account. But then Dean finds the blog @angelbeekeeper and maybe he develops a little crush on the blogger, Castiel. But there's no way Castiel would notice him, right? Or become mutuals with him? But what if Castiel does follow him and they become friends? Maybe creating a Tumblr account wasn't such a bad idea after all.

    Language:
    English
    Words:
    3,814
    Chapters:
    1/1
    Comments:
    31
    Kudos:
    347
    Bookmarks:
    35
    Hits:
    1403
  6. Tags
    Summary

    “Cas- please turn on your ears, please my angel- please listen... You know I’m not one for praying, ‘cuz in my book it’s the same as begging, but- I can’t keep going on like this, it’s too damn hard. Sammy- Sammy’s worried, but he shouldn’t be. I haven’t even told him about what happened yet, I just can’t. It can’t be real… you can’t be gone.”

    Following Castiel’s death, Dean reacts in a way that not only puts his life on the line but brings back a certain someone.

    Language:
    English
    Words:
    2,391
    Chapters:
    2/2
    Comments:
    2
    Kudos:
    114
    Bookmarks:
    15
    Hits:
    1427
  7. Tags
    Summary

    "It's always Cas. I don't know, I can't understand why I always do this."

    "Because you know he'll always come back."

    “Not this time, Sammy. Not this time. He’s moved on.

    *****

    Castiel had promised himself that he wasn’t going to fall into this vicious circle again. He wasn’t going to get hurt again. And he was certainly not going to be blamed for things that were far beyond his control.

    But this was Dean. Of course he couldn’t move on.

    Language:
    English
    Words:
    6,571
    Chapters:
    2/5
    Comments:
    13
    Kudos:
    64
    Bookmarks:
    13
    Hits:
    1143
  8. Tags
    Summary

    When Dean finally, blessedly escapes from his lecture, he digs his phone out of his pocket and checks it on the way to the library. Upon opening his notifications, he nearly drops the damn thing and is grateful he catches it between his fingers because he really can’t afford to break a phone right now.

    He’s got a Unicrn notification, and not only that, it’s a match.

    It’s a match from Cas.

    “Holy shit,” he whispers.

    Language:
    English
    Words:
    24,630
    Chapters:
    6/6
    Comments:
    30
    Kudos:
    276
    Bookmarks:
    43
    Hits:
    4376
  9. Tags
    Summary

    Dean fears Cas died, but he's okay, and now Dean has to process his emotions. Cas cares for him.

    Language:
    English
    Words:
    1,883
    Chapters:
    1/1
    Comments:
    13
    Kudos:
    117
    Bookmarks:
    10
    Hits:
    934
  10. Tags
    Summary

    Dean watches Gabriel dance, the setting sun shining behind him giving him an air of ethereality.
    Gabriel brings him into his dance.

    Series
    Language:
    English
    Words:
    682
    Chapters:
    1/1
    Comments:
    6
    Kudos:
    15
    Bookmarks:
    2
    Hits:
    127
  11. Tags
    Summary

    What happens when you put a nerdy-younger-brothers couple and a brash-and-reckless-older-brothers couple in the same house? Chaos, that's what.

    as an aside, the original premise for this was basically that all of them speak enochian, but Sam and Cas don't know that Gabriel taught Dean how to speak it, so they keep speaking it in front of him, unaware that he can understand every word until he loses his patience and talks to Gabriel in enochian. It's still kind of keeping to that, but I definitely get sidetracked at times.

    Language:
    English
    Words:
    3,748
    Chapters:
    3/?
    Comments:
    26
    Kudos:
    72
    Bookmarks:
    12
    Hits:
    873
  12. Tags
    Summary

    Dean’s not feeling it—well, not Famine-induced starvation anyway—but he can imagine that his desire for Cas is a fraction of it, and that fraction is enough to scare the hell out of him. In his mind he can only picture what it would look like if Famine was influencing him; he would be tearing Cas’s clothes off, slicking them both up and riding his dick, wanting to make them both come as many times as they could, over and over, until they were sweaty and exhausted, blood rushing through their veins, declarations of love abounding and—

    Dean is so glad Famine hasn’t touched him yet.

    Language:
    English
    Words:
    4,161
    Chapters:
    1/1
    Comments:
    8
    Kudos:
    240
    Bookmarks:
    16
    Hits:
    1820
  13. Tags
    Summary

    BAM! Cas is back! Yep, just like that. Thanks Jack.

    Dean Winchester is basically a functional mute with more issues than the Impala has miles on it. The wordless man needs to tell Castiel he loves him too - so he hatches a brilliant plan.

    Operation: Lie Your Ass Off For The Greater Good.

    What's the worst that could happen?

    Series
    Language:
    English
    Words:
    34,000
    Chapters:
    1/1
    Collections:
    1
    Comments:
    67
    Kudos:
    481
    Bookmarks:
    105
    Hits:
    5586
  14. Tags
    Summary

    Debriel fluff, featuring Gabriel being proud that he's a chaotic little shit. as usual.

    Series
    Language:
    English
    Words:
    800
    Chapters:
    1/1
    Comments:
    1
    Kudos:
    37
    Bookmarks:
    3
    Hits:
    247
  15. Tags
    Summary

    betaed by the amazing and wonderful aeinstong

    rebloggable tumblr post here

    Gabriel is baking when Dean comes in sopping wet after Sam and Castiel challenge him to a water balloon fight (Spoiler alert, he lost the fight). Then they go and cuddle, ft. a cute grumpy Gabriel.

    Series
    Language:
    English
    Words:
    772
    Chapters:
    1/1
    Comments:
    3
    Kudos:
    32
    Bookmarks:
    3
    Hits:
    199
  16. Tags
    Summary

    Five times Dean calls Sam "baby," and one time he doesn't.

    Language:
    English
    Words:
    3,367
    Chapters:
    1/1
    Comments:
    9
    Kudos:
    228
    Bookmarks:
    48
    Hits:
    2111
  17. Tags
    Summary

    Post se13e06 Tombstone: Dean Winchester finds himself living in the bunker with his resurrected best friend, his brother and a Nephilim with a growing hamster colony. Team Free Will navigates feelings, pets, cases and new relationships.

    Language:
    English
    Words:
    61,357
    Chapters:
    10/10
    Comments:
    25
    Kudos:
    263
    Bookmarks:
    72
    Hits:
    5255
  18. Tags
    Summary

    Dean's just trying to bake a strawberry shortcake. It should be a simple enough task. Except Cas suddenly appearing by his side mentioning strawberries are known aphrodisiacs is a one-way ticket to completely derail Dean's plans. Let alone seeing Cas pick up the strawberries that Dean just so happened to drop as soon as Cas mentioned the word aphrodisiac. Something about seeing Cas' fingers wrapped around strawberries is enough to have Dean swooning. Maybe it was time to test that theory of aphrodisiacs strawberries with a kiss or two.

    Series
    Language:
    English
    Words:
    1,122
    Chapters:
    1/1
    Collections:
    2
    Comments:
    8
    Kudos:
    268
    Bookmarks:
    19
    Hits:
    1788
  19. Tags
    Summary

    Written for Suptober Day 16- Delightful D-Bags

    Dean Winchester is a delight, delightful douchebag, one that somehow gets roped into making the trip to IKEA. Cas is thrilled to finally bring his dreams of making the bunker homey to life. Jack gets what he wants and what he wants is an insane amount of food and maybe a ginormous teddy bear. Sam and Eileen just need them to pick up the crib they ordered. Will Dean and Cas pass the ultimate relationship test of assembling IKEA furniture?

    Language:
    English
    Words:
    3,184
    Chapters:
    1/1
    Collections:
    1
    Comments:
    2
    Kudos:
    57
    Bookmarks:
    12
    Hits:
    432
  20. Tags
    Summary

    Leaning against the dryer, Dean began to unload the clothes into a basket, feeling the warmth from the machine slowly seeping into his back. Cas was propped up on the counter opposite from him, slowly matching pairs of socks and folding shirts that Dean handed up to him. It was simple and easy, and God, how did Dean end up here? Where the mundane task of doing laundry with Cas by his side was something that Dean absolutely loved.

    Domestic bliss.

    And when Dean catches Cas staring at him with that tenderly fond expression that leaves Dean breathless, well then, maybe Dean just needs to tease Cas a little and kiss Cas breathless, too.

    Series
    Language:
    English
    Words:
    960
    Chapters:
    1/1
    Collections:
    1
    Comments:
    8
    Kudos:
    246
    Bookmarks:
    19
    Hits:
    1543

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