1 - 20 of 76 Works in Castiel/Dean Winchester Flirting

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  1. Tags
    Summary

    "I think it is all a matter of love: the more you love a memory, the stronger and stranger it is." - Vladimir Nabokov

    Castiel knows Dean will never fall in love with him, no matter how long he pines for him. But when a witch curses Dean to lose his memory and Cas is called in to help, Dean starts flirting with him. Cas tries to focus on the case, he really does, but he’s caught up in the whirlwind of feelings Dean is stirring up. When he steps into a diner to pick up a bacon cheeseburger, milkshake, and a slice of pie for Dean, he gets taken by the Loughlins instead, leaving Dean alone in the cold.

    Dean doesn’t remember the beautiful man with the bright blue eyes, but he’s warm and smells like Heaven, and his voice is deep like gravel road under tires. When the pretty man says, “I’m Cas. I’m your best friend,” Dean’s inclined to believe him, but there’s something else there: a fluttering in his chest, a gravitational pull.

    “Are we dating?” No, but I wish we were.

    Language:
    English
    Words:
    15,261
    Chapters:
    1/1
    Comments:
    42
    Kudos:
    494
    Bookmarks:
    88
    Hits:
    2805
  2. Tags
    Summary

    It's been freaking six months. yes, full Six months and still when Castiel comes out from the office, Dean freaking Winchester will sit outside of the office, in the huge guest area with something new, something different kind of gift in his hand.

    Dean was asking for Out on a Date. A one date.

    Dean was in love with Cas, but Cas had some trust issues.

    So will they make it out?😍

    Language:
    English
    Words:
    52,606
    Chapters:
    11/?
    Comments:
    20
    Kudos:
    55
    Bookmarks:
    7
    Hits:
    2242
  3. Tags
    Summary

    Dean agrees to chaperone his nephew, Jack, on his annual field trip to the pumpkin patch. It's easily the best decision he ever made.

    Series
    Language:
    English
    Words:
    2,977
    Chapters:
    1/1
    Comments:
    1
    Kudos:
    94
    Bookmarks:
    8
    Hits:
    449
  4. 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
    Comments:
    6
    Kudos:
    137
    Bookmarks:
    12
    Hits:
    777
  5. 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
    Comments:
    5
    Kudos:
    144
    Bookmarks:
    12
    Hits:
    744
  6. Tags
    Summary

    Dean and Sam are planning to spend Christmas alone this year, just like every other year since Dad died. They have their miniature fake tree with the few gifts underneath that the two of them can afford on Dean’s bartender wages and Sam’s campus job. They have a “plant-based roast” in the fridge for Christmas dinner because, to Dean’s chagrin, Sam went vegan over the summer. It’s a pretty uneventful end to 2015, all things considered.

    Then, the morning of December 23rd, a pipe bursts in the apartment of one of Sam’s friends, and he comes over to stay until his landlord gives him the all-clear to return. Dean meets him at breakfast on Christmas Eve, and…crap. He’s buff. And hot. And flirty. And he speaks all sorts of languages in that deep, sexy voice of his.

    But Dean is straight! There’s no way he’ll make a total fool of himself and embarrass his brother. He’s got this.

    Language:
    English
    Words:
    3,004
    Chapters:
    1/3
    Collections:
    1
    Comments:
    5
    Kudos:
    50
    Bookmarks:
    8
    Hits:
    393
  7. Tags
    Summary

    Castiel typically dreads fire safety day... that is, unless there is a green-eyed fireman to make it worthwhile.

    Series
    Language:
    English
    Words:
    1,705
    Chapters:
    1/1
    Comments:
    12
    Kudos:
    104
    Bookmarks:
    6
    Hits:
    622
  8. Tags
    Summary

    This had simply never happened. Dean always checked the entire house, sometimes twice, laying sigils and protection spells and lines of salt as he went, and today was no exception. Sure, the place might have been a little strange, but it was foreclosed upon like a decade ago. So absolutely why can Dean hear someone walking around on the second floor of this abandoned house? An unchecked closet? The wind split a salt line? Some sort of undiscovered thing that was immune to all traps?   

    tldr; The empty house Dean's trying to crash in isn't as empty as he thought it would be. Enter Castiel.

    Language:
    English
    Words:
    8,178
    Chapters:
    1/1
    Comments:
    3
    Kudos:
    89
    Bookmarks:
    4
    Hits:
    644
  9. Tags
    Summary

    Cas has been without his powers for months, and while they're stuck in a lull on fighting Abaddon and finding Metatron, Dean decides that maybe it's time to take Cas on a little road trip just the two of them. A chance to show Cas some of the good things about being human; to taste and to smell, to touch and to see. A road trip full of surprises to diners and aquariums, because all Dean wants is for Cas try things and to see him happy. Maybe this road trip will help Dean to get over the fluttering feeling in his chest. Or maybe, just maybe, that feeling will explode until it consumes him whole.

    Language:
    English
    Words:
    7,463
    Chapters:
    1/1
    Collections:
    1
    Comments:
    26
    Kudos:
    241
    Bookmarks:
    42
    Hits:
    1599
  10. Tags
    Summary

    Go to the grocery store, pick up some ingredients, bring them home so Dean and Charlie could get to baking. That’s all Dean was expecting from his trip to the store. But what he wasn’t expecting was to run into the new employee, Castiel, at the entrance. And he certainly wasn’t expecting to develop a crush on Cas. There’s no such thing as too many trips to the grocery store, right?

    Language:
    English
    Words:
    3,124
    Chapters:
    1/1
    Comments:
    19
    Kudos:
    223
    Bookmarks:
    28
    Hits:
    1157
  11. Tags
    Summary

    Working on essays with his friends in the on-campus library is a routine part of Freshman Year for Dean. But he just can’t focus on his research today, especially when he could be holding Cas’ hand under the table instead. Their new relationship has Dean smitten, and when Cas suggests sneaking a secret kiss or two behind the bookshelves, how can Dean possibly resist?

    Series
    Language:
    English
    Words:
    1,260
    Chapters:
    1/1
    Comments:
    9
    Kudos:
    202
    Bookmarks:
    15
    Hits:
    1254
  12. Tags
    Summary

    Sunset at a gas station; another day, another highway. Dean leaning against Baby, Cas inside getting snacks for the both of them. Sharing Golden hour with another is often said to bring the end of one journey apart, and the start of a new one together.

    Series
    Language:
    English
    Words:
    1,061
    Chapters:
    1/1
    Comments:
    9
    Kudos:
    395
    Bookmarks:
    28
    Hits:
    2428
  13. Tags
    Summary

    When you’re a frequent lucid dreamer, sometimes it’s hard to remember what’s real. For Cas, he knows the green eyed man is real... and he knows he’s out there somewhere.

    Language:
    English
    Words:
    3,459
    Chapters:
    2/2
    Comments:
    40
    Kudos:
    241
    Bookmarks:
    31
    Hits:
    1820
  14. Tags
    Series
    Language:
    English
    Words:
    2,003
    Chapters:
    1/1
    Collections:
    1
    Comments:
    7
    Kudos:
    28
    Bookmarks:
    2
    Hits:
    471
  15. Tags
    Summary

    Money, sex, rock, and drugs. That's some people's idea of a happy life. Still a lot of people want what they can't have. What stands in the way of that want depends on the person. So what happens after someone get's what they want? Generally? More than they expected of course.

    Series
    Language:
    English
    Words:
    3,136
    Chapters:
    1/?
    Collections:
    1
    Comments:
    4
    Kudos:
    20
    Bookmarks:
    1
    Hits:
    375
  16. Tags
    Summary

    Dean pushes him to the wall this time, making sure Cas's soft body which was covered with the soft, silk dress now, is not getting hurt in any way. Dean launches to him quickly and presses himself completely on Cas's soft, warm, and creamy body.

    "Dean... Please we can't, you can't" Cas cries but Dean presses another heated kiss on Cas's creamy cheeks, then another one on his sharp jaw.

    "Mhh no Cas, we can, we should, please, don't stop me today, I want you so bad, I wanted you since the first day I set my eyes on you babe"

     

    This is the 1st part of above fic 👆

    Series
    Language:
    English
    Words:
    6,693
    Chapters:
    1/1
    Comments:
    14
    Kudos:
    80
    Bookmarks:
    7
    Hits:
    3982
  17. Tags
    Summary

    In an alternative universe after receiving a hot tip from a bookie, Private Eye Dean Winchester stalks his prey in a seedy bar. He observes the well-dressed cocky newcomer in town, Castiel Novack exchange a tantalizing conversation with a seductive red-headed vixen who is well known to be involved in the middle of a crime circuit. When Castiel slinks off into an alleyway for a smoke break, Dean follows him which leads to an interestingly frisky interrogation, as both men size up each other’s egos and bodies.

    Language:
    English
    Words:
    1,110
    Chapters:
    1/?
    Collections:
    1
    Kudos:
    3
    Hits:
    147
  18. Tags
    Summary

    Goofball Dean Winchester tries to flirt with the clueless angel Castiel by bringing up cliche myths about angels and pretending to inspect Cas to determine if they are true or false as a sneaky way to closely interact with and openly flirt with the cosmic entity.

    Language:
    English
    Words:
    513
    Chapters:
    1/1
    Collections:
    2
    Comments:
    1
    Kudos:
    51
    Bookmarks:
    2
    Hits:
    681
  19. Tags
    Summary

    Dean and his friends are enjoying a trail ride when a sudden downpour urges them all to seek shelter in a remote cabin. With the rain not letting up, it looks like they're stuck for the night in this drafty little cabin that doesn't even have adequate floorspace for everyone to sleep. Two people might have to share the bed, as tiny as it is.

    Language:
    English
    Words:
    3,296
    Chapters:
    1/1
    Collections:
    2
    Comments:
    8
    Kudos:
    163
    Bookmarks:
    14
    Hits:
    841
  20. Tags
    Summary

    Part 2 in the Destiel Life series. After meeting, they have their first date.

    Series
    Language:
    English
    Words:
    1,663
    Chapters:
    1/1
    Comments:
    2
    Kudos:
    27
    Bookmarks:
    2
    Hits:
    183

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