1 - 20 of 127 Works in Dean Winchester Has a Crush on Castiel

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  1. Tags
    Summary

    It all started 3 years ago, when Dean Winchester finally realized that he was attracted to men.

    After his first male crush, he panicked, diving headfirst into a relationship with a woman he had no chemistry with just to avoid facing his fears. After the relationship finally ended last year, he'd done a pretty good job of avoiding having a social life at all, keeping himself busy with work, until Sam, whose life was slowly spiraling downward, invited Dean out for a night at the Roadhouse with him and his latest fling, Ruby.

    Dean hadn’t expected Ruby’s bitchy sister Meg to have brought a date, and he most certainly hadn’t expected her date to be a handsome, funny, and smart, motorcycle riding pediatric physical therapist named Castiel Novak, who, much to Meg's dismay, also happens to be gay. But the biggest surprise for Dean is when he realizes that he has a huge crush on the man.

    Faced with such an intense attraction and the apprehension of dating a man for the first time, Dean has to accept himself for who he is and navigate coming out to his friends and family while he quickly falls for Castiel.

    ********************

    Language:
    English
    Words:
    48,002
    Chapters:
    13/?
    Comments:
    145
    Kudos:
    251
    Bookmarks:
    59
    Hits:
    3772
  2. Tags
    Summary

    Dean developes a close friendship with a girl named Cas while playing World of Warcraft. After getting a late night request for help and rushing to his friend's aid, Dean gets a big surprise.

    Series
    Language:
    English
    Words:
    3,801
    Chapters:
    1/1
    Comments:
    8
    Kudos:
    84
    Bookmarks:
    9
    Hits:
    556
  3. Tags
    Summary

    Dean has nightmares. Everyone knows. With what he's been through, there's no way he wouldn't. Castiel finds out and helps get rid of them, but there's a catch.

    Language:
    English
    Words:
    920
    Chapters:
    1/1
    Kudos:
    29
    Hits:
    206
  4. Tags
    Summary

    Castiel is a soc, or a social, from a gang called the Garrison. Strictly upper-middle class. Dean Winchester is a greaser from a lower class family and is in a rival gang, the Hunters. When an act of kindness across social barriers causes Dean to question everything he was brought up to believe, the results are devastating.

    Language:
    English
    Words:
    8,570
    Chapters:
    10/10
    Kudos:
    5
    Hits:
    181
  5. Tags
    Summary

    Castiel has decided to give up his powers and transfer them to a trustworthy animal, a familiar, and live the rest of his life as a human. He decides to look for a familiar at Sam and Dean's animal shelter.

    Language:
    English
    Words:
    2,365
    Chapters:
    1/1
    Comments:
    10
    Kudos:
    29
    Bookmarks:
    2
    Hits:
    217
  6. Tags
    Summary

    It's about time Team Free Will 2.0 could have some simple, harmless fun. And Dean gets a little something he's always wanted, as well.

    Five Sentence Story, prompt word: wind

    Language:
    English
    Words:
    221
    Chapters:
    1/1
    Comments:
    3
    Kudos:
    44
    Bookmarks:
    3
    Hits:
    222
  7. Tags
    Summary

    Cas and Dean had been through a lot in their eighteen years of friendship; bullies, relationships and friendships, coming out to each other, you name it and they've probably been through it together but there is one thing neither had to deal with until now, and then only one did, death.

    Series
    Language:
    English
    Words:
    2,423
    Chapters:
    1/1
    Kudos:
    12
    Hits:
    153
  8. Tags
    Summary

    In 1888, soiled doves are dropping like flies in the Whitechapel district of London at the hands of a killer no one can identify. Castiel, Earl of Rothes, funds the investigation by two men from New York City - Sam and Dean Winchester - who have reputations for tracking down the most violent and difficult murderers. It looks like a normal murder investigation until Dean and Sam begin to realize something isn't right. Perhaps demons are not just biblical stories after all, and it might not be a human killer they’re hunting. Soon Dean and Castiel tumble into an affair of the utmost secrecy right under the Countess' nose, though it appears she has an affair of her own. And then as Dean starts questioning exactly why Castiel wants killer caught so badly, he realizes something’s not quite human about him or his cold wife either. Their marriage was designed to keep the peace between Heaven and Hell, but it’s all falling apart thanks to the demon known as Jack the Ripper. Can Sam and Dean hunt down the demon while keeping Castiel, Jessie, Jo, and their other London friends safe from harm?

    Language:
    English
    Words:
    61,037
    Chapters:
    17/?
    Comments:
    76
    Kudos:
    174
    Bookmarks:
    54
    Hits:
    4738
  9. Tags
    Summary

    “you are literally the last person i expected to see at disneyland but hey, wanna ride space mountain?” AU by dailyau on Tumblr

    Language:
    English
    Words:
    3,806
    Chapters:
    1/1
    Kudos:
    5
    Bookmarks:
    1
    Hits:
    121
  10. Tags
    Summary

    Dean has only ever had one night stands. Except for two occasions: Cassie, and Lisa. Both EPIC failures. Both lacking true intimacy. A real connection. He's heard about butterflies in your tummy and the leg 'pop' when ya kiss. Big nada with those two. But, uh, these butterflies? Well, he's got 'em now. Big time. All thanks to his Angel. And, yeah, he can't take his eyes off Cas. They have these... Moments. It's driving him crazy and he has no clue why. Cas is a dude. A dude Dean is fantasizing about. Maybe he just needs to rub one out. To Cas.

    And Dean tries. And tries. And tries. But he can't shut off his brain.

    Apparently he must have been calling out for Cas, 'cuz now Cas is in his room, on his bed, and, and...salivating over his nakedness...an'its so freakin' HOT.

    Series
    Language:
    English
    Words:
    3,501
    Chapters:
    2/?
    Comments:
    4
    Kudos:
    38
    Bookmarks:
    1
    Hits:
    719
  11. Tags
    Summary

    Castiel is falling for Dean Winchester.
    Of course, that was kind of obvious - in the past months they've spent talking and fanboying and laughing and having their private movie nights and diner excursions, they clicked. Everybody knows that Castiel and Dean aren't just friends.

    Except. They are. Just friends, that is.

    Which - shut up, okay? Castiel is working on it; he knows what he's doing!

    (Okay, he has no fucking clue what he's doing.)

    Series
    Language:
    English
    Words:
    20,279
    Chapters:
    1/1
    Comments:
    14
    Kudos:
    53
    Bookmarks:
    2
    Hits:
    744
  12. Tags
    Summary

    Castiel Novak is an awkward and shy person who just wants to write his Johnlock fanfics in peace. However his best friends and roommates: Sam and Charlie have other plans. When Sam's brother Dean comes to stay, Cas is drawn to his outgoing confident personality. Dean and Cas start to develop romantic feelings for each other, despite their best efforts to avoid it. However Charlie and Sam give it their best shot at encouraging their inevitable relationship, which we all knew would happen eventually.

    Language:
    English
    Words:
    13,390
    Chapters:
    10/10
    Comments:
    36
    Kudos:
    72
    Bookmarks:
    9
    Hits:
    1580
  13. Tags
    Summary

    Dean clears his throat ignoring the way his face heats just at the warm sound of Cas’s laughter. Between last-minute adjustments to Optimism and nerves about Sam’s wedding. It’s been a while since he so much looked at another person with any sort of lust. Nevermind this tongue-tying attraction, he feels just from being in Cas’s vicinity and worst of all its something he's just gonna have to ignore. Mostly because he doesn't want to be that dick at Sam's wedding, but there is also the fact Castiel is a wizard. Dean hasn't had the balls to flirt with a wizard since Cassie Robinson left him heartbroken after telling him he wasn't enough. Wizards just don’t mix well with Squibs, everyone knows that..

    Language:
    English
    Words:
    5,670
    Chapters:
    1/3
    Comments:
    17
    Kudos:
    47
    Bookmarks:
    9
    Hits:
    622
  14. Tags
    Summary

    Dean Winchester gets pulled along with Sam Winchester in the quest for free will; Sam takes to writing songs instead of soccer like John had wanted, and Dean becomes a singer, like he wanted to all along. He makes it to the top of the pecking ladder soon enough because with a voice like that, the fans can't get enough. His looks only add to the charm of the newcomer who's known for recreating Led Zeppelin and The Beatles on stage. Seven years in, they're established in the industry; hanging out with chart-toppers like 'Charlie's Choir' and 'Angels of Hell'. Enter Crowley, who moved away to Germany for unknown reasons eight years back, and he brings along a guy like Dean's never known; Castiel, with his sudden jokes, unbelievably blue eyes, and fucking laugh.

    Dean is all prepared for a quiet romance, engulfed in music and meaningful lyrics, with the fresh-faced foreigner, but his cliched dreams are destroyed by a new revelation. Castiel is not just the quiet, dreamy song-writer who migrated from Europe. He's a lot more too.

    OR

    The One where Dean unknowingly fits 'Cas Novak' into his domestic fantasy, unaware that Castiel Krushnic is the most desirable man in Europe.

    Language:
    English
    Words:
    66,071
    Chapters:
    7/?
    Comments:
    12
    Kudos:
    56
    Bookmarks:
    12
    Hits:
    1338
  15. Tags
    Summary

    Dean lets himself imagine how it could go. The decorating, exchanging gifts as old holiday movies play on low volume in the background, glasses full of eggnog, stomachs full from a warm home cooked meal. Colorful lights dancing lazily on a fully decked out tree. A tall tree at that, they’d actually have room in the bunker. No more dinky little reject trees sitting all alone in the corner of a motel room. Bright laughter and cozy pajamas.

    They could actually have that, he thinks to himself.

    That, or everything could go monumentally wrong. But that thought doesn’t make him feel quite as soft.

    Language:
    English
    Words:
    7,934
    Chapters:
    1/2
    Comments:
    2
    Kudos:
    17
    Hits:
    182
  16. Tags
    Summary

    3 months before Christmas and Dean wants out, he wants to leave his apartment that is cramped and dull. For a month he had been looking by himself and no luck. He decides to call a real estate company to help him, and it payed off as in the end he gained a house and someone to call his own.

    Language:
    English
    Words:
    18,137
    Chapters:
    5/6
    Comments:
    2
    Kudos:
    13
    Bookmarks:
    2
    Hits:
    420
  17. Tags
    Summary

    When their twenty year high school reunion rolls around, Charlie and her fiancee are happy to find out that all of her old friends had come. Seeing Dean though, she knew something was wrong. It doesn't take much to coax out what's on his mind. His old crush has arrived, and he has a beautiful woman on his arm. She sees it as a mystery to be solved, and once it is, she decides to play matchmaker. It isn't high school anymore, and she's going to see Dean face his biggest fear and talk to his crush if it's the last thing she does.

    Series
    Language:
    English
    Words:
    3,777
    Chapters:
    1/1
    Comments:
    5
    Kudos:
    148
    Bookmarks:
    11
    Hits:
    1190
  18. Tags
    Summary

    Castiel Novak is a young new math teacher at Lawrence High, and Dean Winchester is a popular senior in his class. Dean has a bit of a crush, and Castiel can't help but notice Dean's charms.

    Written for the Destiel Smut Bingo. Square fill: Hot for teacher

    Series
    Language:
    English
    Words:
    7,180
    Chapters:
    1/1
    Collections:
    1
    Comments:
    19
    Kudos:
    189
    Bookmarks:
    24
    Hits:
    1884
  19. Tags
    Summary

    Dean is on a mission. Last year, he got drunk and made out with a mystery stranger in a Halloween party. This year, he's on a search to find them. So what if he's head over heels for someone incredibly, crushingly, devastatingly perfect? ...He's never going to get what he wants if he waits for his crush to notice him.

    Language:
    English
    Words:
    3,453
    Chapters:
    1/1
    Comments:
    16
    Kudos:
    101
    Bookmarks:
    9
    Hits:
    628
  20. Tags
    Summary

    Volleyball star, Dean Winchester, finds himself staring at the other team's player when he should be paying attention to the game. He lands himself in a sticky situation after ignoring the volleyball soaring towards his face, but a conversation from a certain player helps Dean forget that he'd done anything wrong in the first place.

    Series
    Language:
    English
    Words:
    3,798
    Chapters:
    1/1
    Comments:
    2
    Kudos:
    75
    Bookmarks:
    4
    Hits:
    833

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