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1. Little Orphan Charlie by r2metoo for Powerfulweak

   Fandoms: Supernatural  

   • General Audiences
   • No Archive Warnings Apply
   • M/M
   • Complete Work

   15 Oct 2015

   Tags

   • No Archive Warnings Apply
   • Castiel/Dean Winchester
   • Destiel
   • Charlie Bradbury
   • Dean Winchester
   • Castiel (Supernatural)
   • Sam Winchester
   • Meg Masters
   • Ruby (Supernatural)
   • Lucifer (Supernatural)
   • Benny Lafitte
   • Kevin Tran
   • Jo Harvelle
   • annie au
   • Fluff
   • Poverty
   • Orphanage
   • Abuse of Authority
   • Starvation
   • allusion to corporal punishment
   • no actual punishment
   • Kidnapping
   • slight description of animal abuse as depicted in the movie annie
   • but nothing graphic
   • Rags to Riches
   • Adoption
   • Milton Family

   Summary

   Charlie is an orphan who gets a once in a lifetime opportunity to spend a week with billionaire mogul Castiel Milton. Castiel's PA, Dean Winchester, isn't willing to let it last for only a week, though. He has to find a way to help his reclusive boss open his heart to a little girl that's already stolen his own.

   Language:

   English

   Words:

   20,995

   Chapters:

   7/7

   Comments:

   49

   Kudos:

   135

   Bookmarks:

   35

   Hits:

   3,290

2. Bookmarked by jmart67

   02 May 2026

   Public Bookmark

3. Bookmarked by Leszka

   21 Apr 2026

   Rec

4. Bookmarked by 0Eris0

   15 Jan 2026

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   Bookmark Collections:

   • Stuff I finished reading

5. Bookmarked by lauraj88

   08 Aug 2025

   Public Bookmark

6. Bookmarked by geminiangel

   27 Nov 2024

   Public Bookmark

   Bookmark Tags:

   • Kid

   Bookmark Notes:

   Love this

7. Bookmarked by Westernwood11

   19 Dec 2022

   Rec

8. Bookmarked by Liana_Sun

   29 Jan 2021

   Public Bookmark

   Bookmark Tags:

   • Standalone
   • 20000-x-30000
   • 10000-x
   • 10000-x-50000

9. Bookmarked by EchoCharlieFoxtrot

   10 Feb 2019

   Public Bookmark

   Bookmark Tags:

   • To Read

10. Bookmarked by BookwormGracie

    02 Apr 2018

    Public Bookmark

    Bookmark Tags:

    • Unread

11. Bookmarked by pyre_of_hellfire

    09 Mar 2018

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12. Bookmarked by catbahret24

    19 Nov 2017

    Public Bookmark

    Bookmark Tags:

    • Story within a Story

13. Bookmarked by Satisfyingficsyo

    06 Jul 2017

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14. Bookmarked by aobaethebae

    17 Aug 2016

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15. Bookmarked by AaydenKlein

    15 Jun 2016

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16. Bookmarked by SamHW

    13 Apr 2016

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17. Bookmarked by bbqcastiel

    10 Apr 2016

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18. Bookmarked by HuntersandCeremonials

    02 Jan 2016

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    Bookmark Notes:

    chapter 1

19. Bookmarked by Abbynormal_4292

    25 Dec 2015

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20. Bookmarked by BeignetBenny

    25 Nov 2015

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21. Bookmarked by CrazyDiego

    24 Nov 2015

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