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1. The Cuphead Show Season Five: The Isle of the Shadows by CartoonGirlForever, Outrightelm6724

   Fandoms: Cuphead (Video Game), The Cuphead Show! (Cartoon)  

   • Mature
   • Creator Chose Not To Use Archive Warnings, Graphic Depictions Of Violence
   • F/M, M/M, Multi
   • Work in Progress

   14 Feb 2026

   Tags

   • Creator Chose Not To Use Archive Warnings
   • Graphic Depictions Of Violence
   • Ms. Chalice/Canteen Hughes (Cuphead)
   • Mugman/Original Characters
   • Cuphead/Original Characters
   • King Dice/Porkrind/Jerry (Cuphead)
   • Jerry/Porkrind (Cuphead)
   • King Dice/Porkrind (Cuphead)
   • King Dice/Jerry (Cuphead)
   • Cuphead (Cuphead)
   • Mugman (Cuphead)
   • Ms. Chalice (Cuphead)
   • The Devil (Cuphead)
   • King Dice (Cuphead)
   • Porkrind (Cuphead)
   • Jerry (Cuphead)
   • Elder Kettle (Cuphead)
   • Cagney Carnation
   • Hilda Berg (Cuphead)
   • Dr. Kahl (Cuphead)
   • Dr. Kahl's Robot (Cuphead)
   • Werner Werman (Cuphead)
   • Ribby and Croaks (Cuphead)
   • Mr. Wheezy (Cuphead)
   • Chips Bettigan
   • Bowlboy (Cuphead)
   • Ginger (cuphead)
   • Captain Brineybeard (Cuphead)
   • Cala Maria (Cuphead)
   • Henchman (Cuphead)
   • Stickler (Cuphead)
   • Grim Matchstick
   • Chef Saltbaker (Cuphead)
   • Pilot Saluki | Sergeant O'Fera
   • Mortimer Freeze (Cuphead)
   • Moonshine Mob (Cuphead)
   • Howling Aces (Cuphead)
   • Esther Winchester (Cuphead)
   • Canteen Hughes (Cuphead)
   • Djimmi the Great
   • Pilot Bulldog | Brigader Bonegarde
   • Original Female Character(s)
   • Original Male Character(s)
   • Action/Adventure
   • Infected Characters
   • Apocalypse
   • Angst and Tragedy
   • The Ruth family belongs to my friend
   • Cassidy belongs to me
   • A lot of angst for both Cassidy and Natalie
   • Mugman will get his angst along with Cuphead
   • I suck at tagging
   • I'm learning though
   • No beta reader
   • There will be a lot of violence and gore
   • Mentions of Sexual Harassment
   • Hunter Mason also belongs to my friend
   • Shit is gonna get crazy
   • Child Abuse
   • Murray Cup Jack and Shayna also belong to me
   • Vomiting

   Summary

   It has been two months since the cup gang last defeated the Devil and free the former debtors from eternal damnation. However, when a new enemy resurfaces and decides to help the Devil in ways that no demon or number one can ever do, the cup gang and the uninfected citizens of the Inkwell Isles must do whatever it takes to survive this new era of Tremaine Disease.

   Series

   • Part 2 of The Cuphead Show Series (Not Offficial)

   Language:

   English

   Words:

   10,332

   Chapters:

   2/30

   Comments:

   6

   Kudos:

   5

   Hits:

   96