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   How to Woo a King by Moch1l1ty

   Fandoms: Cookie Run (Video Game)  

   • Mature
   • No Archive Warnings Apply, Major Character Death
   • M/M
   • Complete Work

   22 Aug 2026

   Tags

   • No Archive Warnings Apply
   • Major Character Death
   • Pure Vanilla Cookie/Shadow Milk Cookie (Cookie Run)
   • Pure Vanilla Cookie (Cookie Run)
   • Shadow Milk Cookie (Cookie Run)
   • Shadow Milk Cookie is Called Blueberry Milk Cookie (Cookie Run)
   • Slow Burn
   • Court jester Shadow Milk Cookie
   • Local King Falls for Worst Person Imaginable
   • The Jester Has a Crush and It’s Ruining His Evil Plans
   • Pure Vanilla Cookie Needs a Hug (Cookie Run)
   • He Made Puppets of His Dead Friends
   • Yes That Is As Sad As It Sounds
   • Implied/Referenced Character Death
   • Shadow Milk Cookie is Not Handling Grief Normally
   • Pure Vanilla Cookie is easily flustered
   • Pure Vanilla Cookie Is Down Catastrophic
   • The Sexual Tension Is a National Security Threat
   • Homoerotic Mind Games
   • Gay Panic
   • Arranged Marriage
   • King/Jester Relationship
   • Original Character(s)
   • Implied Sexual Content
   • Mentioned Ancient Heroes (Cookie Run)
   • Mentioned Beast Cookies (Cookie Run)
   • Canon Related
   • Canon-Typical Violence
   • Villain Character Death
   • Redemption
   • Minor Pure Vanilla Cookie/White Lily Cookie | Saint Lily Cookie
   • happy endings for everyone!

   Summary

   After years of peace, Pure Vanilla Cookie has grown lonely, restless, and overwhelmed by his court’s pressure to marry. To lift his spirits, the advisors bring in a mysterious jester to entertain him—unaware the performer is actually Shadow Milk Cookie, secretly plotting to reclaim what was stolen from him. But as the two grow closer, Pure Vanilla finds himself falling for the very monster sent to ruin him.

   Series

   • Part 1 of Chronicles

   Language:

   English

   Words:

   165,783

   Chapters:

   26/26

   Comments:

   455

   Kudos:

   830

   Bookmarks:

   120

   Hits:

   15,954

   Bookmarked by Vitv

   22 Aug 2026

   Bookmarker's Notes

   The best king x jester fic I have read about the two, legit felt like I was reading a book, the way the story handles grief makes you feel it. smc is a bit cringe but he's free.