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1. The Adventures of Real Anal Sex (Starring Dean and Castiel) by tiptoe39

   Fandoms: Supernatural  

   • Explicit
   • No Archive Warnings Apply
   • M/M
   • Complete Work

   17 Jan 2013

   Tags

   • No Archive Warnings Apply
   • Castiel/Dean Winchester
   • Castiel
   • Dean Winchester
   • Porn
   • Anal Sex
   • Realistic
   • Lube
   • First Time
   • Humor
   • Sexual Humor
   • flip flop
   • Bottom Dean
   • Bottom Castiel
   • Top Dean
   • Top Castiel
   • Bad Sex
   • Awkward Sexual Situations
   • yes people go to the bathroom in this fic

   Summary

   This is how it really happened. Because this is how it really happens.

   Thanks for the tweet, Astroglide -- product placement is now yours!

   Language:

   English

   Words:

   9,729

   Chapters:

   1/1

   Collections:

   1

   Comments:

   112

   Kudos:

   2,517

   Bookmarks:

   454

   Hits:

   54,683

2. Bookmarked by chrondodite

   04 May 2026

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3. Bookmarked by Ekalaka

   15 Mar 2026

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4. Bookmarked by Morado67jk

   25 Feb 2026

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5. Bookmarked by Warter202

   18 Feb 2026

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6. Bookmarked by EveryThingAtOnce_1wlw2

   04 Feb 2026

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7. Bookmarked by GhostlyWitch

   10 Jan 2026

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   Bookmark Tags:

   • Wordcount: 5.000-10.000
   • Read
   • Canon Universe

8. Bookmarked by kickflaw

   08 Jan 2026

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9. Bookmarked by Beefybuckyismylife

   01 Jan 2026

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10. Bookmarked by HighClassGrandma

    19 Jul 2025

    Rec

    Bookmark Tags:

    • To Read

11. Bookmarked by Iliilllililllil

    23 May 2025

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12. Bookmarked by veronika_c

    10 May 2025

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13. Bookmarked by Enoughglitter

    05 Apr 2025

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14. Bookmarked by naboobs

    03 Mar 2025

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15. Bookmarked by Peachlick79

    11 Jan 2025

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16. Bookmarked by FrancessLeeG

    14 Nov 2024

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    Bookmark Notes:

    Saved for the realism. Still sexy.

17. Bookmarked by K_shot3cammie

    27 Oct 2024

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18. Bookmarked by Obsessionforthyself

    15 Jun 2024

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19. Bookmarked by Lucifers_little_vessel

    31 Mar 2024

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20. Bookmarked by WaywardNotLost

    24 Mar 2024

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21. Bookmarked by polaris_ily

    19 Feb 2024

    Rec

    Bookmark Notes:

    Made me realize how acc sex is… children look at this

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