1 - 20 of 113 Works in Castiel/Dean Winchester First Time

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  1. Tags
    Summary

    Dean and Cas had been dancing around their feelings for weeks. OK, years . . . but they’d been openly, actively flirting for weeks. Now that Jack had gotten rid of Michael once and for all, they all felt like they had a new lease on life, and none of them wanted to waste it. For once, Dean and Cas had the bunker all to themselves, and they finally (FINALLY) took advantage of it. Let there be sex!

    Language:
    English
    Words:
    4,141
    Chapters:
    1/1
    Comments:
    2
    Kudos:
    39
    Hits:
    336
  2. 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:
    2081
  3. Tags
    Summary

    “I don’t see what makes them, ‘chick flicks’ Dean. Approximately half the cast are males.”
    “They’re romances Cas. Highly exaggerated and unrealistic love stories. Here,” he says, scrolling through the channel guide and making a new selection, “Star Wars. There’s a movie worth watching.”
    “You’ve made me watch the entire series before,” Cas points out with a frown.
    Dean grins. “No such thing as too much Leia, Cas,” he says with a wink.
    “You do realize that the story of Leia and Han Solo could quite accurately be described as a ‘highly exaggerated and unrealistic love story,’ right?”
    “But it’s a manly love story, Cas,” Dean defends with a glare, “and there’s nothing highly exaggerated about Han Solo. He’s a badass!”
    “Wouldn’t a ‘manly’ love story involve a relationship between two men?” Cas asks, seemingly innocent. “I did see a movie like that once, although I’m not certain..”
    “Dinner!” Dean, splutters, choking on his beer. “How about we make some dinner?”

    What if Mary wasn't what Dean "needed most?" After helping God reconcile with his sister, Dean finds himself in a world with no monsters, no magic, and no way home. At least his best friend is here with him..

    Language:
    English
    Words:
    32,297
    Chapters:
    7/7
    Comments:
    139
    Kudos:
    327
    Bookmarks:
    73
    Hits:
    2988
  4. Tags
    Summary

    Castiel catches Dean masturbating, sexy times ensue.

    Language:
    English
    Words:
    5,804
    Chapters:
    1/1
    Comments:
    8
    Kudos:
    145
    Bookmarks:
    12
    Hits:
    2013
  5. Tags
    Summary

    “Y-You can’t do that!” He says once he catches up to Castiel in the hallway. He looks to the boy next to him, an almost panicked look on his face.
    “What can’t I do?” Castiel asks, “Last time I checked, I haven’t broken any laws.” He was still smirking smugly as he walked, enjoying seeing Dean in such a flustered state.
    “You can’t just get me all… Hot and bothered and just leave me there!” Dean spits out, he eyebrows knitting in irritation.

    Language:
    English
    Words:
    3,418
    Chapters:
    1/1
    Comments:
    3
    Kudos:
    169
    Bookmarks:
    12
    Hits:
    1870
  6. Tags
    Summary

    Dean and Cass are in a furniture store, and Cass attempts to try something they did a while back, pretending to press the microwaves on display.

    “Um, Dean? Our microwaves aren't working.” When he hears no response, he pretends to check the other ones, and says, “None of our microwaves are working.”

    But Dean just gives Cass a blank look, and walks away, leaving Cass to wonder what could've changed between them so fast.

    Series
    Language:
    English
    Words:
    778
    Chapters:
    1/1
    Kudos:
    10
    Hits:
    290
  7. Tags
    Summary

    Dean Winchester has a crush. A great, big, secret, gay crush. Okay, more like a great, big, secret, bisexual crush, if we’re being technical. Either way though, the relevant word here is secret, because Dean lives in Kansas, which isn’t exactly known for its thriving LGBT community. In fact, he’s pretty sure most of his neighbors don’t actually know what LGBT stands for and he’d be willing to bet that if asked, at least a solid 10% would think it’s a sandwich.

    So yeah, nobody knows that Dean’s spent the past six months crushing on Cas Novak, the sexy junior in his Spanish II class, and it’s damn well going to stay that way.

    “Hola, Señor Winchester,” murmurs a gravelly voice in Dean’s ear, straight out his dirtiest fantasies and close enough to raise the hairs on the back of his neck, as Dean suppresses a shiver. The smirk on the mouth housing that goddamn sinful voice tells him that while he may have resisted the full-body shudder, his red cheeks did not go unnoticed by the boy sliding fluidly into the desk directly behind him.

    “Hey, Cas.”

    Nobody knows about Dean’s crush except for Cas, that is. Cas definitely knows.

    Language:
    English
    Words:
    7,775
    Chapters:
    1/1
    Comments:
    20
    Kudos:
    144
    Bookmarks:
    11
    Hits:
    1076
  8. Tags
    Summary

    Camping under the stars, Cas comes to check up on Dean at Sam's behest. As they talk, Dean thinks back to their first encounter...which leads to another.

    Complete one-shot for Destiel fans; a "first foray" into a friends-with-benefits styled relationship for the characters. Not season specific. Rated E for anal and implied oral sex.

    Language:
    English
    Words:
    2,639
    Chapters:
    1/1
    Collections:
    1
    Comments:
    3
    Kudos:
    54
    Bookmarks:
    4
    Hits:
    615
  9. Tags
    Summary

    It started out like any typical sleepover they have had since middle school. Little did Dean know how different this one would turn out.

    Series
    Language:
    English
    Words:
    2,737
    Chapters:
    2/2
    Kudos:
    33
    Bookmarks:
    2
    Hits:
    1544
  10. Tags
    Summary

    Not all the precautions Sam takes are to keep Dean in.

    Some are to keep rescue out, because he knows that Castiel will come for his righteous man.

    But Dean wil stay where he is, until he accepts Sam of his own free will.

    Or so Sam thinks.

    Language:
    English
    Words:
    383
    Chapters:
    1/1
    Collections:
    1
    Comments:
    2
    Kudos:
    27
    Bookmarks:
    2
    Hits:
    460
  11. Tags
    Summary

    Cas Novak’s life is turned upside-down when his wife dies suddenly after giving birth to their first child.

    As he struggles to raise his daughter, he fears he’ll be a sad, cynical, paranoid loner for the rest of his life.

    Then he meets Dean Winchester – a charismatic goofball who is hellbent on teaching Cas how to smile once again.

    Language:
    English
    Words:
    30,587
    Chapters:
    11/20
    Comments:
    301
    Kudos:
    286
    Bookmarks:
    61
    Hits:
    4035
  12. Tags
    Summary

    It's a heatwave and Dean isn't coping. It's hot, he's miserable, and he's found the coolest place in the bunker to set up shop and complain to Castiel about how awful the heat is. Castiel has ways to cool him down.

    Language:
    English
    Words:
    4,378
    Chapters:
    1/1
    Comments:
    10
    Kudos:
    198
    Bookmarks:
    22
    Hits:
    1712
  13. Tags
    Summary

    “Welcome to Chandler, Indiana.” Dean said as the car passed by the city limit’s sign. Best friend in the passenger seat, looking at the world outside as the Impala passed it by.

    “The locals are staring.” Cas, noted. Dean nodded, looking for a place to park Baby “Well, they probably wondering why a pair of new faces have suddenly appeared in this shit hole.”

    “It’s not a shit hole. Its rustic.”

    “Oh yea, rustic, that’s what we’ll call it.”

    Series
    Language:
    English
    Words:
    5,455
    Chapters:
    1/1
    Comments:
    2
    Kudos:
    50
    Bookmarks:
    6
    Hits:
    1071
  14. Tags
    Summary

    Wow. How to summarize this without just giving everything away. Obviously you know the pairing, but this is written so you don't know who is the top or the bottom until the very end. It's kinda non-con, but not really. It's one of my favorite stories I've ever written. I wrote is years ago with other characters in mind, but it was easy to tweak things here and there to bring it to ya'll. I really hope I can get back to writing like I used to, damn. Why did I ever stop?

    Language:
    English
    Words:
    2,492
    Chapters:
    1/1
    Comments:
    4
    Kudos:
    24
    Bookmarks:
    1
    Hits:
    671
  15. Tags
    Summary

    Dean's been praying by accident for a long time. On New Years Eve, Cas finally decides to answer.

    Language:
    English
    Words:
    3,123
    Chapters:
    1/1
    Collections:
    1
    Comments:
    9
    Kudos:
    143
    Bookmarks:
    10
    Hits:
    1167
  16. Tags
    Summary

    "Tell me I can," he says tightly, but there's a waver to his voice. Desperation. "Say yes."

    Language:
    English
    Words:
    12,679
    Chapters:
    1/1
    Comments:
    1
    Kudos:
    60
    Bookmarks:
    5
    Hits:
    950
  17. Tags
    Summary

    Castiel and Dean end up in bed together. It's all going great until Dean gets mouthy.

    Language:
    English
    Words:
    1,660
    Chapters:
    2/2
    Comments:
    16
    Kudos:
    55
    Bookmarks:
    4
    Hits:
    956
  18. Tags
    Summary

    Cas, kissé naiv angyalként, elsőnek kóstol bele, a test örömeibe a szerelmével, Deannel. A vadásznak is új ez az egész, ám mégis akarja, de csakis az angyalával. Sam néhányszor megzavarja ugyan őket, de kiderül, hogy már várta: mikor kerül erre sor, és örül nekik. :) Cas a végére nagyon belejön mindenbe. :D

    Tavalyi szülinapi ajándékom Castiel Gumbytól! ❤️

    Series
    Language:
    Magyar
    Words:
    2,737
    Chapters:
    1/1
    Comments:
    4
    Kudos:
    23
    Hits:
    120
  19. Tags
    Summary

    Castiel is inexperienced. Dean seeks to rectify this, one step at a time.

    "Their safe place, their haven, their little place carved out of heaven brought down to earth. He smiled softly and pressed a kiss just below Cas’ ear as they lay chest to chest, breaths heaving, flesh flushed hot and damp with sweat. Damn the heavens above. Heaven was a place under the sun."

    Language:
    English
    Words:
    17,505
    Chapters:
    1/1
    Comments:
    12
    Kudos:
    106
    Bookmarks:
    14
    Hits:
    2463
  20. Tags
    Summary

    When a series of practical jokes occur in and around the bunker in the days leading up to Halloween, TFW 2.0 are left puzzled and a little irritated. Who is pulling these pranks, and for what reason? Dean is determined to discover the truth, and if that means spending time researching with his favourite angel, all the better. Maybe it will even bring them closer together.

    Language:
    English
    Words:
    8,483
    Chapters:
    1/1
    Collections:
    2
    Comments:
    21
    Kudos:
    124
    Bookmarks:
    14
    Hits:
    1050

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