1 - 20 of 37 Works in Depressed Boyfriend (Helluva Boss)
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Never Anger A Time Lord by Silver_Falchion
Fandoms: Helluva Boss (Web Series), Doctor Who & Related Fandoms
16 Jul 2025
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While Prince Stolas stops the axe from striking its target, another person close to Blitz saw what had happened and is angered that such a thing is happening. It just so happens that this person has the means of teaching Satan a lesson about messing with those they care about and has the people they need to pull this off.
That person? None of than Blitz's own mother.
AKA, me making Tilla into the Doctor.
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A Depressed Boyfriend and a Sucker of a Party by HelluvaScribe
Fandoms: Helluva Boss (Web Series)
03 Jun 2025
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Sinister schemes simmer at an Anti-Verosika party on Earth.
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Abandoning Ship by Zixtine_Astromorph
Fandoms: Helluva Boss (Web Series), Hazbin Hotel (Cartoon)
27 Apr 2025
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After the events of Exes and Oohs, the shark demon known as Cleo finds herself ejected from Crimson’s mafia due to her injuries. She finds temporary work under a strange Overlord and his band of misfits as she attempts to figure out her next move and come to terms with past trauma.
However, she will be damned before she abandons her remaining friends in Crimson’s iron grip.
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[MILD SPOILERS for S2: EP7]
Crimson’s mafia hosts a yearly holiday party. Crimson gets drunk and sloppy with 2 demons from Envy, which makes Alessio jealous. Alessio disciplines him as a result. -
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A year after the "Fuck Blitzo" Party, Stolas gets a visit from the imp he unknowingly misses so much. Needless to say, neither of them expect what they were thinking.
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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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Stu, Drew and Giancarlo are stuck in their shared little apartment as a snowstorm strikes in the entire Greed Ring.
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After the party all about hating him, Blitz suddenly disappears with his found family trying to find him with little success. However, Loona suddenly gets a call from him asking to come alone as he wishes for her to be there in his final moments.
However, something neither expect happens and now Loona tags along with a new version of her adopted father as he begins to transition from his past self to this new person. And perhaps, Blitzo begins to make changes to better his future while Loona begins to connect with her father once again.
Rated M for safety reasoning.
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When questions arise as why Stu has marks on his wings the hybrid is left with a hard time finding a good enough explanation
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Crimson feels insecure about how he looks in a swimsuit before a day at the beach. Alessio reminds him that he's perfect just the way he is.
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After a successful heist Crimson hosts a party for his men to attend, Stu tags along with Alessio in order to gain their partners interest only for DB and Crimson to grow jealous.
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Classification AU:
Moxxie has tried so hard to be okay…for years he’s been working to move on from his past, move on from his fathers abuse and the mafia in general.
But Crimson is determined to get Moxxie back, so he does what any reasonable parent would…and kidnaps him. And boy does Crimson know exactly what to do to make his little Moxxie to do what he wants.
Let’s just say His father wasn’t the only thing Moxxie hid from Millie…
(Read series description for more)
Series
- Part 2 of Itty bitty Imps. {Agere}
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Stu falls ill and is left alone to deal with his sickness as he struggles getting better leaving him restless.
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As far as everyone knew Alessio was more or less nonverbal so when Crimson suddenly lashes out about Alessio giving him the silent treatment not a single person can figure out what he means by that, no one except for Crimson himself that is
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After a mind-blowing time with Alessio Crimson finds himself unable to breathe
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Moxxie has had enough of his father's "lifestyle" and makes his first real choice to escape his fate by going to an unlikely source for help.
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- Part 33 of Blitz/Stolas Happier Childhood Memories
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What could go wrong when you're just inches away from fortune?
Chaz washed up rings away up in Pride. His survival was gifted through the generosity of two sinners who support and help him get back on his feet.
The shark demon thought he could simply get back up again like he always does. But this time it's so much harder than he could ever imagine and his past catches up with him at last.
What caused his life to go in this direction? What went wrong and how will it go wrong in the future? What is up with Chazwick Thurman and who is he really?
They always say people who smiled the most suffered the most…
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Hell is... a hard place; its denizens are born into a life of hard knocks, they muddle through it and a great many of them die in their struggles against this unforgiving land. It's also a massive place, and to chronicle the stories of every Hellborn who ever crossed paths with the founder of the Immediate Murder Professionals and/or his hapless employees would take multiple lifetimes. These are just a few of those stories.
In this tale: Alessio oversees the clean-up of the mansion after the disastrous Wedding Massacre. While there's still enough soldiers in the wider outfit, the bulk of the elites who were part of Crimson's security detail just got wasted by a single Wrath-born hellion. It's going to take time and money to heal the survivors back to fighting strength, and some of them will never be the same.
Crimson would rather them put to death to save money, but that jumped-up little imp got them in this hole in the first place because he thought with his wallet instead of his brain. Alessio warned him about that punk, but anything for a few extra $ouls...If this keeps on happening to the Family, Alessio may have to take drastic action and deal with the root problem... permanently.
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Alessio gets Crimson's name tattooed on him
Series
- Part 33 of Kinktober [2023] (CriminAle)
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MAJOR SPOILER for S2: EP 6.
Crimson blames Alessio for allowing Fizz and Blitz to escape their warehouse in S2: EP6.