Debt Collectors
- Reads 5,338
- Votes 213
- Parts 7
Ongoing3h 21m
Last published Fri, May 8, 2026
Long story short - Cuphead is doing the Devil's bidding again, collecting debtors contracts on a new island and- wait, who is this Bendy guy they call the Ink Demon? And why does he keep following Cuphead everywhere he goes?!
(Cross-posted from Ao3. Same username and everything, you'll be able to find it if you search the Cuphead/Bendy tag)
All art shown is mine. Want to see more art? Follow me on Tumblr! @lost-st4rs
All Rights Reserved
#88
cupheadxbendy
Join the largest storytelling communityGet personalized story recommendations, save your favourites to your library, and comment and vote to grow your community.
You may also like
Prince to a Maid (Maid Bendy x Rich Cuphead)
Bendy was a royal dark prince who lost to a angelic prince in a gamble. Because of it he ended up having to become a maid. Cuphead came looking for a maid and ended spotting Bendy whom he chooses. The dark prince hates working and taking orders, so he ends up being quite stubborn and isn't friendly whatsoever with Cuphead. Cup tries his best to be friends with Bendy and finds himself slowly falling for the dark prince. Will his efforts be any good?Complete
Cute Bendy x Bully Cuphead
I know what I normally said I would write about Wings of Fire stuff with characters little to nothing known about them but I like other things do, Like Cendy (Idk of it's spelled write it's Bendy x Cuphead) And my friend asked why don't I write one, I told her I mainly write about dragons but everyone needs a break from one thing to do a different thing right? Anyways. This Story begins during Bendy's first year of high school. Bendy is looking to become a nurse so he can help take care of patients since his little brother (Boris) is sick with a mysterious illness that seems incurable. (They were adopted since their parents abandoned them at birth.) Their adoptive parents never cared about Bendy and only adopted him because was Boris's brother. They only love Boris and not Bendy. Cuphead is in his third year of high school, he is the biggest and most popular bullies. He has a younger brother (Mugman) as well with an even worse condition then Boris. He always feel bad for his brother but Mugman was in his last year of middle school so he would join Cuphead in his high school soon. Cuphead has been wanting to move out of his house since he only lives with his step mother. His step mother is abusive and manipulative towards Cuphead and often treats Mugman like he's her own son. Their mother died when Mugman was born and their father remarried before mysteriously dying as well. Cuphead grew up to hate the devil and demons as well. Until he meets Bendy. Everyone is wondering.. What could possibly happen? (Art not mine I searched up free to use art and huge credits to the artist, there are triggers and smut, so if you don't enjoy it I ask you read other stories as there are others who write truly amazing stories.)Complete
I'll Get You Back (Bendystraw/Cendy Story)
Cuphead is a hard working man trying to support his two young girls. Conflicts arise, and the court gives his ex costudy of his children. He becomes determined to win back his kids with the help of a young man named Bendy. The two seem so different, but a spark is ignited in their hearts by each other. Both together, they work to get back the girls.Complete
I Miss The Old Times
Cuphead was the most popular person in school (keyword WAS). He used to be the team Captain in football, and every girl would swoon over him. That all ended when a particular cute little demon transferred to his school. What would Cuphead do? would he let his popularity die or do something about it. In short Cuphead is an attention hungry narcissist Note: art and characters don't belong to me Warning : manipulation, Cuphead being a flirt, abuse, abandonment, gay( I mean the two meanings ), bendy x cuphead or cuphead x bendy (I don't know how it works ), break up and replace (hue hue hue ),this is my first time writing, and most of all me being lazy as shit I think that sums it up .... wait I forgot!!! . . . Bendy's a cute little innocent cinnamon roll Bendy: hey who called me cute ?!? Me: oh no! ruuunnnnn!!! Bendy: how dare you come back here!!! Me: I regret nothing !!!Complete
Lil Devil In The Inkwell Isle
(i really wanted to make a a bendystraw story and I've been seeing some but they always stop or go unfinished T-T) the lil devil darling and his friends go out to see the world, arriving at InkwellIsle and getting a small house in the woods, the Isles people are scared of the lil devil darling since the REAL devil had gotten defeated by the two cup brothers, the devil crew don't know why the people here are ether scared or overly helpful but they go along with it, little do they know they live in the same woods as two cup brothers that had beat old scratch before based on BATDR, The Cuphead Show and Cuphead (the game)
A Forbidden Decision (Bendy x Cuphead/Bendystraw)
Bendy moves to a new town hoping to start a new life. New to school he can't make any friends. Then Cup comes and bullies him, a reason Bendy can't understand. At the verge of suicide Cuphead loses his brother and home. Seeing everything wrong he done to people because of his own pain, he apologizes to Bendy for everything. Bendy being a forgiving persons let's Cup into his home. Without realization they come closer. Could they become something more? *WARNING* There is depressing and sexual content in this story so if you can't handle it I suggest not readingComplete
Tired Eyes, Tired Mind (BendyXCuphead)
After longs years, Cuphead starts to miss classes and stay quietly sad. too sad. he stopped talking with friends and even his Brother Mugman, a long journey behold our students team, but something unexpected grown into our two characters, may that be Love? WARNING! this story migh have sensitive topics such as: Self harm, abuse, suicidal thoughts and act, and some scenes, (And Misspelling, if you see it please tell me). IF YOU ARE NOT INTO THIS KIND OF STORY PLEASE DO NOT READ. (Yes, these drawings are mine) (Yes, some chapter will have drawings).Complete
Y-yes your Majesty (Completed)
On a cold summer evening, cuphead gets a birthday surprise from his dad, Blackhat. what happens when cuphead gets his own personal servant? Will he fall for the little demon? What happens when enemies rise? This story is not what is seemsComplete
Bendy was a royal dark prince who lost to a angelic prince in a gamble. Because of it he ended up having to become a maid. Cuphead came looking for a maid and ended spotting Bendy whom he chooses. The dark prince hates working and taking orders, so he ends up being quite stubborn and isn't friendly whatsoever with Cuphead. Cup tries his best to be friends with Bendy and finds himself slowly falling for the dark prince. Will his efforts be any good?
More detailsContent Guidelines