1 - 20 of 184 Works in Age Play Little Dean Winchester

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  1. Tags
    Summary

    Approximately six months ago, Dean Winchester was kidnapped and forced into being the baby of two men he had never met before. But now that he's had the chance to escape, he realizes that life with his kidnappers might not be so terrible after all.

    Language:
    English
    Words:
    4,233
    Chapters:
    2/4
    Comments:
    19
    Kudos:
    215
    Bookmarks:
    36
    Hits:
    2307
  2. Tags
    Summary

    Chris has never had an easy life. Forced to care for his younger sister, working since the day he was old enough to get a job until the day his parents forced him out of their home. He lives with a shitty roommate in a crappy apartment, barely surviving while working himself to death. Slowly, his life starts to fall apart around him, and he's more scared and lost than he has been in a long time.

    Thankfully, his new friends are there to lift him back up and help him out. Sure, their lifestyle is a little different than what he's used to, but he's never been one to judge, and hey, if you asked, he may even tell you that he kind of likes it.

    (Tags added as I think of them and characters are introduced. Mature for language and mentions of past abuse. Shouldn't get higher rated, but if I decided to do anything naughty, I'll make it a one-shot, so we can keep this cute and clean. Bit of a slow burn, and real age play stuff isn't introduced for a bit, as we ease into things, but after that, it's pretty much all or nothing. No turning back once that big "yes", after all. *wink*)

    Language:
    English
    Words:
    6,196
    Chapters:
    2/?
    Comments:
    1
    Kudos:
    18
    Bookmarks:
    2
    Hits:
    284
  3. Tags
    Summary

    Hi lovely!
    Could I request a Little Dean x Big Babysitter Sam fic? One where Dean hasn’t seen Sam (or in his case “Uncle Bubby”) in a long time so when Sam comes over with big muscles and super long hair Dean gets shy and sweet because he’s developed a crush. Ultimately leading to Dean snuggled up in Sammy’s lap asking for kissies and to play with his hair because it looks so soft and pretty? -anon 💕💕💕

    Series
    Language:
    English
    Words:
    1,992
    Chapters:
    1/1
    Comments:
    1
    Kudos:
    48
    Bookmarks:
    5
    Hits:
    526
  4. Tags
    Summary

    Dean acts like a child, and everyone in the bunker is getting fed up with his behaviour. Dean's been hiding a secret he's been regressing. Deans past as caught up with him and he needs a Little help from his family. The angels, Sam and Charlie, decide to give Dean a childhood, and in his bigger times stress-free fun. Maybe along the way, he will also find love and acceptance.

    Language:
    English
    Words:
    23,959
    Chapters:
    10/?
    Comments:
    43
    Kudos:
    203
    Bookmarks:
    37
    Hits:
    5483
  5. Tags
    Summary

    Sam is shocked when one day his brother stands in front of his door, wet and hurt. Dean is a Little, he’s not supposed to wander alone through the night. Where is his caretaker and why is Dean crying when Sam mentions him?

    Language:
    English
    Words:
    6,660
    Chapters:
    1/1
    Collections:
    1
    Comments:
    15
    Kudos:
    187
    Bookmarks:
    19
    Hits:
    1793
  6. Tags
    Summary

    It's the beginning of Summer, and Cas and Dean decide to set off on some fun adventures.

    Series
    Language:
    English
    Words:
    924
    Chapters:
    1/?
    Kudos:
    18
    Bookmarks:
    1
    Hits:
    239
  7. Tags
    Language:
    English
    Words:
    166
    Chapters:
    1/2
    Comments:
    1
    Kudos:
    16
    Hits:
    610
  8. Tags
    Summary

    Lucifer will be a father and Castiel knows he has to prevent that. But that means he has to leave Dean and look after Kelly and Jack. He hates breaking his promise, but there is no other way. Dean doesn't want his Daddy to leave, but he stays quiet.

    Series
    Language:
    English
    Words:
    6,814
    Chapters:
    1/1
    Comments:
    6
    Kudos:
    80
    Bookmarks:
    7
    Hits:
    1209
  9. Tags
    Summary

    Cas finally learns the truth of why a regressed Dean isn’t so keen to take a bath. It’s something he just as soon wishes he didn’t know but now that he does, he knows it will be up to him to do all he can to fix it.

    Language:
    English
    Words:
    6,816
    Chapters:
    2/2
    Comments:
    3
    Kudos:
    170
    Bookmarks:
    18
    Hits:
    2644
  10. Tags
    Summary

    Dean has spent his whole life pretending to be a Neutral. Now that the Apocalypse is over, Dean has struck out on his own, leaving Gabriel and Cas in charge of the bunker, and doing his best to get by on his own in order to let Sammy get the life, and the Little that he deserves. What happens when Dean’s best isn’t good enough, and his Little side falls through?

    Language:
    English
    Words:
    65,592
    Chapters:
    23/27
    Comments:
    324
    Kudos:
    640
    Bookmarks:
    120
    Hits:
    24114
  11. Tags
    Summary

    Dean Winchester has a bedwetting problem. Castiel has a solution.

    Language:
    English
    Words:
    48,903
    Chapters:
    15/?
    Comments:
    27
    Kudos:
    291
    Bookmarks:
    42
    Hits:
    12642
  12. Tags
    Summary

    This is the second instalment of The Winchesters series. You saw Dean 'grow down' and fall in love with his awesome parents. Now watch him grow up.

    Series
    Language:
    English
    Words:
    143,333
    Chapters:
    23/?
    Comments:
    1337
    Kudos:
    1294
    Bookmarks:
    170
    Hits:
    73689
  13. Tags
    Summary

    Castiel’s blue eyes sparkled as he looked at his baby all bundled up in his crib in a blue footed onesie cuddling his little pink stuffie, lemonade.

    Language:
    English
    Words:
    6,380
    Chapters:
    16/?
    Comments:
    57
    Kudos:
    304
    Bookmarks:
    43
    Hits:
    13245
  14. Tags
    Summary

    Before God left, He gave instructions for a new method of creating angels: one that allows an angel to take a consenting adult human as their child. By feeding them grace over the course of an unspecified amount of years, the human's - now known as a nestling's - soul will change enough to be able to produce a modified form of grace, thereby keeping angels from dying out.

    After the end of the apocalypse and with Sam having returned to Stanford, Dean is at a loss. When Castiel offers to take Dean as his nestling, Dean has no idea how far Castiel plans to take this - or how much he'll end up needing and enjoying it.

    Series
    Language:
    English
    Words:
    214,009
    Chapters:
    100/100
    Comments:
    4522
    Kudos:
    10915
    Bookmarks:
    1175
    Hits:
    478944
  15. Tags
    Summary

    “Hi, Daddy.”
    Dean’s grin itself was enough to light up the room. Miles of bare, freckled skin stretched across their comforter. Dean lay on his stomach in the center of their bed, facing the doorway with his chin resting on crossed forearms. The most adoring smile had already made a home for itself on his smooth features. The stack of thick (super absorbent) towels beside him as eye-catching and full of promise as a neon sign.
    There wasn’t one thread of clothing between Castiel’s wandering eyes and Dean.

    Or,
    Dean surprises Castiel on his birthday.

    Series
    Language:
    English
    Words:
    7,412
    Chapters:
    1/1
    Comments:
    8
    Kudos:
    107
    Bookmarks:
    10
    Hits:
    2331
  16. Tags
    Summary

    After a tiring hunt, Dean regresses—thankfully, he's got his Papa and Sammy.

    Language:
    English
    Words:
    5,203
    Chapters:
    1/1
    Comments:
    11
    Kudos:
    228
    Bookmarks:
    21
    Hits:
    3209
  17. Tags
    Summary

    “Look,” Charlie exhaled softly. “I think we’re going to be okay. He’s sleeping right now; hopefully for another hour or so at least – he needs it after all that crying he’s done. And for all we know he could wake up as right as rain with his usual charming Dean smile and that contagious giggle we all long to hear.”
    “God, I hope so,” Cas mumbled. “Will you call me if he doesn’t?”
    “Of course!”
    “And I’ll drop everything here and come and pick him up. I think it’s safe to say that a certain baby just needs his Daddy.”
    It was only 40 minutes later (and half hour into his next meeting) that Castiel got another phone call from the Day Care. This time it was Anna and she sounded almost frantic.
    “Dean’s woke up from his nap,” She informed him seriously, voice rushed. “But he woke up Big.”

    Language:
    English
    Words:
    8,188
    Chapters:
    1/1
    Comments:
    12
    Kudos:
    231
    Bookmarks:
    28
    Hits:
    2693
  18. Tags
    Summary

    Cas convinces Dean to take a break from hunting, even for a little while. Shenanigans insue.
    Castiel is Dean's Dominant/Daddy and Dean is his submissive/little.

    This is my first fic.

    I don't own any of these characters.

    Language:
    English
    Words:
    22,369
    Chapters:
    5/7
    Comments:
    30
    Kudos:
    184
    Bookmarks:
    29
    Hits:
    7489
  19. Tags
    Summary

    "Sam sadist or not abuse is abuse, no means no, and if you are afraid then you shouldn't have to push yourself to stay in a relationship that scares you."
    --------------
    "Sam. Do not and I repeat do not speak to Lucifer EVER again. He is very dangerous, even more so than you would think given his category."
    -----------------
    “Sam! Oh my god what happened to you?!”

    Tears welled in my eyes, lips trembling as I fell against the shorter male, allowing my aching and bruised body to be supported as I trembled.

    “Woah woah Sam, Sam Baby what the fu-”

    “I'm so sorry Gab, God I’m so so sorry.”
    ------

    Series
    Language:
    English
    Words:
    8,324
    Chapters:
    3/3
    Comments:
    12
    Kudos:
    49
    Bookmarks:
    6
    Hits:
    1751
  20. Tags
    Summary

    Deanna has a new idea for a scene with Halloween right around the corner and Castiel is all for it.

    Or, the one where Castiel gives his beautiful princess the all the love and attention he can.

    Series
    Language:
    English
    Words:
    6,516
    Chapters:
    1/1
    Comments:
    2
    Kudos:
    40
    Bookmarks:
    6
    Hits:
    1794

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