15 Works in Crimson (Helluva Boss)/Original Character(s)
Listing Works
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Meet Buddy, he is a half-imp, half-succubus hybrid with a rough past but has a heart of gold. Upon finding out that he doesn't live far from his half brother, Moxxie, the hybrid goes to find him. Join him while he bonds with his brother and his wife, Millie, tries to forget a chunk of his past and becomes an intern at I.M.P. Not even he is spared from Blitzo's shenanigans sometimes.
Combine this with his fire powers and establishing a connection to a certain princess, life has a got a whole new meaning for Buddy!Enjoy a story that is filled with drama, action and some hilarious hijinks!
OC x Octavia
(Different) OC x Loona
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A Wickedly Sweet Sniper and Slasher by ShadeReilly, WolfSkullMask for MetisLeigh, animechess69, WolfSkullMask, Bookworm4567, Kiwi8_fruit6, Violet120
Fandoms: Helluva Boss (Web Series)
19 May 2025
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Moxxie and Millie. Alone are incredible, but together are a lethal and loving combo.
Of prompts, drafts and ideas, this is a long anthology of one-shots and drabbles about the inexhaustible love between the gentle sniper and the energetic slasher, presented in a thousand and one different ways, with some Stolitz and other cool couples inside. Inspired by the MetisLeigh's challenge.
EDIT: Now entering into Moxxe Madness 2025! -
Mad Love (Blitz x Madeline) by CrazyImaginationGirl
Fandoms: Helluva Boss (Web Series), Ever After High
23 Feb 2025
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Blitz and Madeline had been childhood best friends since they could remember. They were inseparable. They understand each other very well. Both are bright, energetic and insane. Now all grown up, they both run I.M.P., an assassin businessman and are now married. Let see what adventures the mad chaotic couple will have to face
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Crimson is a man to be feared. He always collects his debts and he always makes an example out of anyone who steps out of line. And that means anyone. What he fails to realize is that hatred and vengeance can transcend the line between life and death. This time, the debt collector’s coming for him, and he’s going to pay.
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Call Of The Dragon by SapphiricMae
Fandoms: Helluva Boss (Web Series), Hazbin Hotel (Cartoon)
01 Sep 2024
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Sapphire Mae; a wrathful Dragoness who is trying to salvage her lineage, protect her loved ones, and vengefully seize what's she thinks is rightfully hers. With her first family gone, her kind is slowly going extinct in Hell compared to the other thriving masses that will never wither out. With what little fire that remains inside of her, Sapphire discovers the dark ambitious things about herself. With this new found sense of purpose, she strives to find a better life. No matter the cost of good or bad deeds that need to be done. Honor and tradition is lost with the shared blood of the Water and Fire Dragons. Vengeance, blood, and fire runs through her veins and she will do anything to keep any hope alive. Can she truly protect herself after being captured by the notorious Mob Boss, Crimson Knowlastname? The imp and his mafia family (of himself mostly) holds a reputable name in the Greed Ring's Crime Syndicate. The sheer passion, bitter hate, and witty savagery helps their world blossom with tender connections, moments of vulnerability, shared secrets, kindness for both good and bad. Fire and water. Both creating a balanced steam. A life to keep their legacy alive with what little they have left in the world to themselves.
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After Crimson finds himself in a desperate situation, his Savior comes, but not in the way you think. WINK 😘
This is my first ever helluva boss NSFW story. I was a bit nervous making this, but I'm glad I made it. Please give me your thoughts, if you don't like the first part and please skip to the second part. Thank you.😖🙏- Language:
- English
- Words:
- 6,028
- Chapters:
- 3/?
- Hits:
- 72
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On the lamb and his life spiraling out of control, Crimson finds himself in Wrath and stuck with the craziest people he's ever had the displeasure of running into. Somehow, he finds himself starting to turn things around...after some messy falls, lots of tears, and more self-reflection than he cares for.
(After Exes and Oohs, leading into the next episode and beyond.)
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A New's year eve (Chaz x Striker x Reader) by Koto_Mwah (orphan_account)
Fandoms: Helluva Boss (Web Series)
03 Dec 2023
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Ig it happened either way.
P.S - Idk what is wrong with me -
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A series of shorts following the beginning of our two babies and to the end...
Oh! And Crimilda is older than Crimson (he's 8 and she's 12 when they first meet). <3
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NON-CANON to Thicker than Water.
This is just something I wrote because of a stray plot bunny. Consider this alternate universe event and don't put too much thought into how or why.
Crimson ponders his age, his sex life, having a child, and his new wife, Liz.
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I worked for a mafia boss and became his escort by Sugar247
Fandoms: Helluva Boss (Web Series), Hazbin Hotel (Web Series)
27 Oct 2023
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The streets of the Greed ring is one of the many horrible places to end up in hell but this was the best location for a girl like Sugar to do business. She felt no fear and no nervousness. Her tail flicked as she waited for her target to arrive. The various demons walking along the streets took notice of her but she couldn’t tell if they were suspicious of her or curious about her. A normal reaction to here presence in this town. Creatures like Sugar weren’t common in this town. She flashy silver tank top and black mini skirt contrasted white the various reptile-like demons in suits and long dresses. As much as she disliked being this noticeable, that was the goal. She needed her client to easily be able to recognize her.
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Crimson is a man of many mistakes, not that he would admit to a single one of them. One has trouble figuring out if marrying Brandy was on that list, sure is on Brandy’s. God knows that second brat is, what did he do to deserve such difficult kids.
Alternatively: AU where crimson remarried after his first wife’s…mysterious disappearance and he accidentally gets the new wife pregnant and gets stuck raising a second kid.
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Vigilante shit// helluva boss & hazbin hotel by hislover0
Fandoms: Helluva Boss (Web Series), Hazbin Hotel (Web Series)
25 Aug 2023
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In which blitz has another sister who is a younger than him who almost died because of what he did when they were young and hasn't seen him since who works at Ozzie's and is in a relationship with two demons in particular
•The lady simply had enough While he was doing lines
And crossing all of mine• -
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‘You were a useless slave. A bargaining chip. Something to give in return for something ‘more useful’.’
Your fate was decided for you. The life you never had in the first place is given to the hands of the notorious Crimson Knolastname, boss of one of the most dangerous mafia organizations in the Greed Ring of Hell. It is only until when your life is in his hands that you realize you are just an Angel trapped in a Hell full of true Demons, including your own husband.
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"Drown in your scent" by HernanAldalai
Fandoms: Helluva Boss (Web Series), Hazbin Hotel (Cartoon)
14 Dec 2021
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After witnessing the recent live news broadcast of the trial held at Satan's courtoom, Moxxie's nephew Harry and son of his estranged older sister has been invited stay for the summer before he starts his first semester at the Pride Academy of Music, Moxxie and Millie trying to unwind for a bit after their arrest and the near execution of their boss, wanting to focus instead to know their nephew better. Taking to the city life however feeling a void because of not having any work experience or purpose in the meantime and with business recently booming (and Blitzo having to let go of several interns after his rise to fame and getting adjusted to a recent update at the I.M.P worksapce now that Stolas had basically moved in with him.), Moxxie has the brilliant idea and convinces Blitzo to give Harry a seasonal term as a Part Time secondary receptionist, Harry accepts. On his frist day Blitzo introduces both him and Loona to each and immediately falls head over heels at first sight with the hellhound, now growing eager for the position where hell essentially an assitant to Loona he interprets this as a golden opportunity in getting to better know his new crush.