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Gwen and the New Chronicles by JamiMunji
Fandoms: Cuphead (Video Game), The Cuphead Show! (Cartoon)
22 Jan 2026
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Summary
Three years of fighting the Devil had finally paid off for Gwen now that she and Clarence are officially married all thanks to Cuphead, Mugman and Ms. Chalice. But their adventures don't stop there. They still continue brand new adventures and making new friends while Gwen tries adjusting to married life and the new discoveries to be discovered in both the human and cartoon worlds.
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The Debtors Of Inkwell- The Comic by FaerieBottle (Littlefaeriebottles)
Fandoms: Cuphead (Video Game), The Cuphead Show! (Cartoon)
15 Sep 2025
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Summary
The comic version of the Cuphead fanfic and AU, "Debtors of Inkwell".
Cuphead and Mugman made the mistake of gambling their souls away at the Devil’s casino and now are faced with a choice…they can either surrender their souls, or go to retrieve the contracts of the Devil’s previous runaway debtors and let them share their fate.
Or could they find these runaways and turn them to their side, for one last stand against the devil?
This is the story of Cuphead, Mugman, and Chalice if things had gone a different way: and they formed a camaraderie with their fellow debtors to stand against the Devil.
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How the cuphead bosses lost their soul contracts: My AU version :O by Howdyhopfan
Fandoms: Cuphead (Video Game)
30 Aug 2025
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Summary
Ok, I have to admit. This was because I was bored again. But, these are easy. Most are longer than you'd expect. But I'll try with these.
And I'm still working on the other two. I'm just figuring out the next episode for the in-between gambles and I'm doing research on ptsd for my ask the casino au one.
Another reminder: these ain't canon. I'm just a bored person who wanted to write fanfiction.
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The Debtors of Inkwell by dreamitini, FaerieBottle (Littlefaeriebottles)
Fandoms: Cuphead (Video Game), The Cuphead Show! (Cartoon)
08 Aug 2025
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Summary
Cuphead and Mugman made the mistake of gambling their souls away at the Devil’s casino and now are faced with a choice…they can either surrender their souls, or go to retrieve the contracts of the Devil’s previous runaway debtors and let them share their fate.
Or could they find these runaways and turn them to their side, for one last stand against the devil?
This is the story of Cuphead, Mugman, and Chalice if things had gone a different way: and they formed a camaraderie with their fellow debtors to stand against the Devil.
Also feel free to check out the comic that is based on this AU/fic!EDIT: I've put the original 4 chapters (the introduction all into one chapter to make it easier to follow!)
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Gwen and the Magic Inkwell by JamiMunji
Fandoms: Cuphead (Video Game), The Cuphead Show! (Cartoon)
03 Jul 2025
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Summary
Gwen is an 18-year old girl from Boston, Massachusetts who dreams to be free from her parent's restriction during the Great Depression and choose her own path. After picking up a magical artifact she found that gives her incredible powers, she is kidnapped by the Devil and brought to the Inkwell Isles to be his wife. After escaping Inkwell Hell, she befriends two cup brothers, she is taken in by their caretaker Elder Kettle and the cups bring her on their adventures and making new friends and enemies along the way.
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While preparing to move to a new state, Dorothy Powell, John and Alicia's mother received a package with books in it. One of these books is the Cuphead Book. Through magic she ends up inside the book, face the same challenge both brothers have to face to finally get out of it. With the power to write the story again. But when there's good, evil comes around the corner.
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Various writings for yandere Cuphead characters, all taken from my Tumblr blog, yanderes-of-inkwell.
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The Cuphead Show Season Four: The Devil's Game by CartoonGirlForever, Outrightelm6724
Fandoms: Cuphead (Video Game), The Cuphead Show! (Cartoon)
11 Nov 2024
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Summary
When Cuphead rolls the dice, he ends up having owed his, Mugman's, and Chalice's soul to the Devil. To repay the debt, the Devil sends Cuphead, Mugman, and Chalice out to collect souls from debtors who still haven't paid their debts yet and team up unlikely friends who needs to fight for their own souls too.
Series
- Part 1 of The Cuphead Show Series (Not Offficial)
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The Queen’s Bountiful Brawl Ball by Vochthehughes
Fandoms: The Cuphead Show! (Cartoon), Cuphead (Video Game), Cuphead: Comic Capers & Curios (Comics)
08 Oct 2024
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Summary
When Ms. Chalice convinces the boys to help her in stealing the Queen’s Crown, they could not have expected everything to go wrong! Will the troubled trio escape this terrible turmoil, or will the treacherous tyrant be taking teatime with their heads?
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Wally faces the struggles of his fatherhood while raising a really intelligent infant he adopted.
- Language:
- English
- Words:
- 146
- Chapters:
- 1/1
- Kudos:
- 5
- Hits:
- 66
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Cuphead one-shots but with plot twists...usually by MadAlexir
Fandoms: Cuphead (Video Game)
24 Feb 2024
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Summary
Read the title
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Cuphead: Don't Deal With The Devil by anime0824
Fandoms: Cuphead (Video Game), The Cuphead Show! (Cartoon)
30 Sep 2023
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The story of what happens after Cuphead and Mugman have saved the bosses from the devil and meeting Ms. Chalice.
Story originally written by iloveanime0824 and reposted here. -
Episode 2 poacher at the falls. by crazzyKat
Fandoms: Sonic the Hedgehog - All Media Types, Cuphead (Video Game), ItsFunneh (YouTube)
17 Sep 2023
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Summary
Episode 2 of the a story born from nonsense. In this story, Chara chooses to go to the beach again. Funneh, Gold, and Georgia go shopping. And then Lunar, Rainbow, Sonic, knuckles, Tails, and Bendy go on a hike to see a waterfall on the island and end up having a bizarre day.
Series
- Part 2 of A story made from nonsense.
- Language:
- English
- Words:
- 2,755
- Chapters:
- 1/1
- Kudos:
- 2
- Hits:
- 37
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Chara plays Cuphead ft Kris by crazzyKat
Fandoms: Cuphead - Fandom, Undertale(potentially), Deltarune(potentially)
31 Jul 2023
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Summary
Chara decides to play cuphead the fun twist is Chara is physically in the game playing it.
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As adamant as he attempted to be, Wally can't take care of his little one on his own.
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Inkwell Isles own Devil by FluffyWolfCat
Fandoms: Cuphead (Video Game), The Cuphead Show! (Cartoon)
15 Apr 2023
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Summary
The Devil is known very well in Inkwell isles. However some of his more resent acts might have caused less people to care anymore.
Perhaps he just needs something to change around hell but what could help if it seems like he's lost his touch. Getting someone to work in the mortal realm should be easy right? I mean there's loads of mortals to fill that role. But it doesn't help if you are picky now does it? In the end does it matter of course it does. They have to be perfect.
Not that it would present itself. Maybe it did.
Series
- Part 1 of The Inkwell isles in all of its chaos .
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Summary
Taking place after my other story, "A Choice Between Two Worlds", it follows Cuphead and Mugman as the Devil swears revenge on them for previously beating him to a pulp. He plans to get rid of someone close to their hearts and mentally torture them before moving in for their utter destruction. Meanwhile, Cuphead must help his brother to control a powerful darkness. Can this darkness be tamed? Or will it lead to their demise?
Rated PG-13 for language, violence, and blood.
Series
- Part 2 of Cuphead
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Grim Matchstick X Female!Reader by LovingGrimMatchstick
Fandoms: Cuphead (Video Game), The Cuphead Show! (Cartoon)
15 Aug 2022
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Summary
This is an extensive story about you, a gal named Amy who moves from the hustle-bustle of the city to the unknown island of the Inkwell Isles. What will be in store for you? Will you meet someone who takes an interest in you?
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Flowers for my beloved by orphan_account
Fandoms: Cuphead (Video Game), Once Upon a Tower (Video Game)
18 May 2022
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Summary
After receiving a thoughtful gift from Muffin, Wally decides to give them a gift in return.
- Language:
- English
- Words:
- 559
- Chapters:
- 1/1
- Hits:
- 46
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Wilting heart by orphan_account
Fandoms: Cuphead (Video Game), The Cuphead Show! (Cartoon)
18 Apr 2022
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Summary
Once upon a time, there was a bird who only knew loneliness.
But one day, he encountered The Devil and made a deal with him. In return, he had a son who he cherished dearly.And they lived happily ever after...right?