#Yandere Helluva Boss

[married-to-google-translater]

Yandere Stolas headcanon

Stolas would be a really clingy, maybe a bit possessive but otherwise really mild Yandere.

He would just like to feel loved at least once in his life.

And when he met you he would be sure that you were the one.

Stolas would just... know that.

He couldn't really explain his feelings.

But Stolas would know that you would be the one.

He would like to spend a lot of time with you.

Learn what you like and what you don't like.

Giving you a lot of attention and just being with you.

Stolas doesn't have much experience in love.

Stolas could come a little over.

He would just like to be your people.

Could definitely send several messages a day to you.

He would quickly get worried if you didn't answer.

Stolas would know his position and he wouldn't want to use it against you.

But if you leave him no other choice, he would have to.

Although Stolas by no means wants your love to be forced.

Stolas would not be the type to dish out punishments.

He would love to talk to you.

But be careful...

Bird boy would secretly be a good manipulator

[theautisticwriter]

Love Letters: Yandere! Helluva Boss characters X G/N Reader

Characters- Blitzø, Moxxie, Millie, Loona, Stolas, Asmodeus, Fizzarolli

Show- Helluva Boss

Genre- romantic, yandere

Summary- Mini love letters from your not so secret stalkers admirers!

Warnings- swearing, pet names, yandere themes, mentions of planned kidnapping, stalking, delusional characters, unwanted attention

Word count- 1.5K

Extra notes- I have a Hazbin Hotel version of this uploaded as well!

key: f/l = first letter of your name, y/n = your name, n/n = your nickname

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By this point you know who it is y/n, I’m the only person COOL enough to send u romantic as fuck letters like the old people do

Sorry for eating the food u made last night, when i was raiding ur fridge it looked so fucking good (and it was, who knew u could cook :P). i left u a pony as a replacement, u can’t eat it but it’ll make u think of me ;) and that pony cost me a FUCK ton of money, collectors addition and shit. i know, bad fucking ass right??

the stupid shitty loud alarm u installed didn’t work when i came in, ud be much safer with me and loony. that’s the plan anyways babe, u have NO idea the fucking creeps that live down here, they’re all fucking animals and ur…not, a fucking asshole i guess.

i drew you smth (it’s the thing stuck on the back of the envelope with the glitter glu)

^glue

it’s me and u holding hands, like other couples do. we’re better than those corny fuckers tho, hence the crowns on our heads.

ignoring my texts, BLOCKING ME (still upset about this BY THE WAY) and then ignoring my very nice letters is kinda a dick move f/l, but it’s whatevs. everything is almost ready for ur move in. i cleaned up n everything :D

from the only bitch worth ur time,

blitzø

<3 (ignore that, moxxie threw a gun at me and my hand slipped, might fire him)

———————————————————

Hiya sweet cheeks!!!

It’s Mills here, just checking in! Via letter! Ain’t that just the fanciest little thing? Mox said it’s the best way to show thought and care to someone, so here’s all my thoughts and care, just for you!

How’ve you been? Good I hope, I’ve been just peachy thanks for asking! My Ma and Pa are super excited to meet ya one day, they’ve even started planning the wedding! Now I told them to slow their horses down, and not the overwhelm ya, we’ll get to that don’t you worry darlin.

Im just so excited to write this letter for you! Ain’t it so romantic?? I’m practically squealing in delight at the thought of you opening this and swoonin’, that’s what you’re doing, right?

Now i’m writing this on my break, and my boss really needs me back in the game! I got employ of the month! Most amount of kills, with the best and bloodiest results baby!

Until next time sweetheart,

Your Mills! ♡

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Hi y/n,

It’s Moxxie here, I was a little nervous to send this letter to you, but I always try to follow my heart, and my heart was telling me to communicate with you in the most romantic way I know how due to our current circumstances of being so far away. It’s hard, for the both of us i’m sure, but we’ll be okay y/n.

As much as I don’t get along with my father, he has been helpful with my preparations for your arrival. It’s a big deal, moving in together. I’m sure your anxious, I am too, but in the best way possible. Love is pure, and can make somebody feel whole, it’s a wonderful feeling. I never want that to be taken away from me, and you are the source of all my love. That’s why we need to be together, being only half a demon isn’t good for the soul.

We can do lots of fun things together as well, like go to the opera, or to musicals, or I can show you my shooting skills. My boss says that I have a pretty good shot, which is the biggest compliment he’s ever given me. And we can do things you like too, marriage is equal of course. Obviously, this will all happen later done the line, you’ll need time to adjust, and I understand that. I understand you.

I’m running out of room on my page, but I will write to you again tomorrow. Please respond? Just once, y/n? It’d be nice, to hold something from you since I can’t hold you yet.

All my love,

Your Moxxie <3

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Uh, hi?

Wait, you don’t put ‘uh’ in letters do you? Or put wait whilst you think, fuck shit fuck

Sorry, I’m new to this. Normally I just send a text to people but, your phone is off at the moment I think? Or you lost it? Or you blocked me?

Either way, I’ll send you these stupid letter things until it’s back on. So, uh, what are you up to? Blitz has been up my ass about meeting you, heads up, when I come get you and bring you to our room he’s gonna go all psycho dad mode and integrate you, but he’ll back off after a while. He’s a dick sure, but he does want me to be happy. And your, likeable or whatever, so i’m sure you’ll get along.

Once you get comfortable at home with me, Blitz said you could work with me at I.M.P. You’ll be like the co-secretary or something. You won’t be put in danger, I won’t let that happen, you’ll just get to sit with me. We can watch things together, if you wanted.

I guess i’ll see you soon, how do you end these?

See you,

Love from,

Regards?

Bye y/n,

Loona.

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My dearest y/n,

I hope this letter finds you well. I yearn for your presence here, besides me. It’s quite lonely without you, I will admit my dear. It would be oh so wonderful if you could write back. I understand you may be preoccupied with your current activities, but I can’t help myself from desiring a response. I know, it’s selfish of me to expect you to reply to my letters when you’ll be here with me shortly, but I can’t keep my thoughts at bay at the moment.

Your face is a constant in my mind, night and day, asleep and awake, your voice in my mind calms me when I need it most, your smile brightens the bleariest of moments and so on. You can imagine the difficulties I’m facing with no response from you, but that’s alright. If you can’t write back to me dear, I won’t pressure you. Your time is precious, and we will have all the time in hell quite soon. Isn’t that exciting?

I can give you the life you deserve n/n, any luxuries or mundanities you wish for will be handed to you on a silver platter. Or a golden one, if that’s more to your liking? We can properly discuss the specifics once we are together. How thrilling, the though of you and I together at last.

We truly are written in the stars!

Yours until the end of the sky and then some,

Stolas.

———————————————————

Hey there baby,

It’s been a while, huh? I’m sorry if you feel neglected babe, it’s so hard keeping in contact with you when you’re so far away hun. Wouldn’t it be so much better if you were here with me? Sure I’ve got a lot of meetings, being a sin and all, but I’d be at your beck and call n/n, you could even be my new excuse to leave those awful “business” discussions. They barely talk business with me, it’s just complete bullshit babe.

I know the lust ring can be intimidating, we have quite the reputation, but I assure you, love is not a foreign concept to me. Romance is one of my most favourite things! Though that’s a secret, let’s keep that between us, yeah? That side of me is reserved for you n/n.

It’s so boring over here without you, I feel like i’m just lounging around and last time I checked, I was the lust sin, not the sloth sin. We’d have so much fun together babe! Can’t you picture it? Even if you can’t yet, I can wait. Having you near me will be enough, you are enough just as you are.

Sincerely yours,

Asmodeus (Ozzie) xoxo

———————————————————

Heya cutie!

Letters are a lot harder to write than I thought they’d be y’know? I’ve rewritten this like 16 times already, sheesh. It just feels so awkward, I can’t see your reaction to my words which means I can’t fix any mistakes I’ve made :(. I’m sure I haven’t made any though! Right? This letters going really well so far and is definitely wooing you, right, y/n?

Hah, I’m asking questions as if you can reply right away. Silly old me, I don’t know what i’m worrying about! We’re meant to be together. I know it’s super sappy, but we’re like soulmates. Soulmates are bound to be together! That’s why I’m bringing you home soon, I can’t wait! I’ve got sooooooooooooooooooooooooooooooooooo many awesome tricks to show you!

And, the best news, I quit my job!! ༘⋆-ˋˏ ༘⋆-ˋˏ This means, we will have a LOT more time with each other, and you don’t have to worry about Mammon being possessive over me, because fuck him! I’m my own clown! Or, well, your clown.

I can’t wait to see you! This is going to be great for us, I pinky promise :P

Love from,

Fizzarolli !!!! ༘⋆!!,-!ˋˏ!!!

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[froggywritesstuff]

rest | yandere!asmodeus

ship/pairing: Yandere!Asmodeus x g/n!reader

fandom: Helluva Boss

request: anon: yandere asmodeus

warnings: yandere, kidnapped reader, too many pet names (reader gets called darling, sweetie, honey, and baby), forced close proximity, unwanted touching (not sexual), unhealthy relationship, not proofread

word count: 710

A/N: i'm so very tired rn.  i do not in any way support yandere behaviour, please know that this writing is purely fictional, and should not ever be reenacted in real life

You glare at the door in front of you, debating running away and back to the comfort of your own bed. No, comfort wasn’t the right word. Your mattress felt unusually hard tonight, and the sheets felt like sandpaper grinding against your skin. Your blankets were too hot and you felt suffocated underneath them, but that wasn’t nearly as bad as the uncomfortable sensation you got from sleeping without any covers. After an eternity of contemplation, you will yourself to lift your hand to the door, your knuckle knocking against the wood. Regret immediately hits you as the sound rings through your ears, but you stay still. It’s been too long since you got a good night's sleep and you weren’t gonna let an overgrown chicken stop you from getting that. You’re not letting your guard down, and you’re not letting yourself forget about the monster he really is. The love he claims to shower you with is nothing but poison he decorates with food dye and glitter. And you won’t fall for it, no matter what.

”What’s the matter darling?” he opens the door and you reluctantly crane your neck upwards to meet his eyes.

”I can’t sleep.” you say simply, hands clinging onto your pyjama shirt.

You don’t miss the way his smile widens ever so slightly, before he asks, “Do you wanna sleep in my bed?” he pushes his door open further, allowing you to get a look at his bed. Your body has never felt as exhausted as it does when you see his bed. It’s just so big and fluffy, and the blankets are so soft, you feel like they’re calling to you, telling you to come sleep.

The thought of saying no and marching back to your own room crosses your mind more than once, but you genuinely don’t think you have the energy to do that right now. Nodding your head, you remind yourself of all the shit he’s put you through, you just really want a good sleep. You’re not falling in love with him like he’s so convinced you eventually will and you never will, you know that. 

“Is everything alright with your bed sweetie? Anything you need fixed?”

“I dunno I just couldn’t sleep.” you shrug, frustrated over how genuine his voice sounded.

He grabs your shoulders, leading you to the bed, "Well not to worry darling, you're always welcome to sleep in my bed."

You know that. Not a day went by when he wasn't reassuring you that there wasn't any pressure to sleep with him, and that he trusted you to grow comfortable with him in your own time. Though apparently not enough to not kidnap you. You keep reminding yourself of that whenever you catch yourself thinking about how nice he treats you. Or whenever you find yourself wanting to believe him when he tells you how much he loves you. 

The bed as you suspected is comfortable as fuck. The soft sheets and blankets gently hug your body, and you can feel yourself sinking into the mattress. It's almost enough to make you forget about your captor lying next to you. Almost.

"You comfortable honey?" his voice rings through your ear, making you aware of just how close he is.

Shuffling over to further the distance between you, you sigh, ”I hope you know I’m only doing this for your bed, this has nothing to do with you.”

”I know.” he answers nonchalantly, making your chest tighten with frustration.

You sit up, staring at him with the coldest glare you can muster, ”I just want it absolutely clear that I’m exhausted yet I took like, ten minutes standing in front of your door, contemplating sleeping in the same bed as you.”

”You’re adorable baby.” he says tiredly, laughing softly as if this were just some joke. His hand gently but firmly pushes you back down to the bed, done with the ease of moving a pillow. You go to make yourself more comfortable on the bed, but feel Ozzie's hand pull you against his much larger body.

Before you can even begin to struggle, you're trapped between him and his arm, as his mumbled voice softly speaks to you, "Get some rest darling. I love you."

[trancylovecraft]

Since you do VERY dark subjects and such, do expect me to request for Mammon often LMAO

Okay so--

General HC's for Mammon with reader who is his GF?

(HELLUVA BOSS) YANDERE! MAMMON x GIRLFRIEND READER: Headcannons

RECEIPT ✂- - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - -

BARISTA'S NOTE: EEEEEE! sorry this one took so long!! i'm happy you requested this cause AGHHHHH I LOVE THIS PINE TREE MAN!!! favourite character frfr. if you ever do request when open then PLEASE go as dark as you like, trust me, i enjoy writing it :D

FANDOM: Helluva Boss

Thank you for ordering!

Come again soon!

• Oooh! Intresting!

• I headcannon Mammon as a possessive, Manipulative and controlling kinda yandere. Mostly coming from his position as the King of greed.

• Especially once you’ve gotten in a relationship with him these traits are tenfold.

• Mammon views you as his possession, And a valuable one at that. You are his, He likes showing you off too as he brings you around his workplace and flaunting you like jewellery

• If anyone dares to touch what is his, Mammon would not hesitate to absolutely crush them. It doesn’t matter if its a creepy fan or a close family member. He doesn’t care, They’re getting obliterated.

• Mammon doesn’t show his care for you, Deeming it as unprofitable. But he does care even though he insults and berates you often, Even when it gets physical, He does love you.. He does! Don’t you realise this is all because he loves you..?

• He manipulates you into staying with him by promising you mountains of luxury. Whatever pleasures and desires you may want will be served on a silver spoon, Especially after a physical argument (Though you don’t know that its solely so you don’t leave)

• No one really knows how you two got together, One day you just showed up sitting next to him while watching one of his shows.

• You could’ve started out as a performer trying to get to the face of his brand, And Mammon, Somehow grew a liking for you more than just your monetary value.

• You could also have been a PR stunt, Him paying you to be his partner. Mammon, The King of Greed getting in a relationship? Preposterous! It would only drive more people to his shows just to see if they were true, Making more money.  

• But he doesn’t know what attracted him to you. Maybe it was your cunning nature, Your lust for more and more. Or maybe it could’ve been your genuine creativity, A want to make out of passion and not pennies.

• Either way, You’re both in a relationship now, Hooray!

• Though the quality of your bond really depends on how you react to his rather unsavoury tendencies.

• If you’re fine with it/have Stockholm syndrome then its gonna be a much easier time with him.

• You’ll be taken out with him more, Mammon likes boasting about you and how much of prize you were to have as a girlfriend. He’ll tone down his insults to banter and the amount of gifts you get will be increased tenfold.

• Mammon enjoys taking you out on expensive dates, Restaurants in the lust ring with a bottle of their most fine wine being opened in your favour. It’s only on these dates you can really see Mammon have something of a soft side, Giving disguised compliments and maybe even a genuine smile or two.

• You’ll be much more free, Being able to roam around his place of living freely, Ability to go out shopping without him (But, With a good few bodyguards, That is) And the right to go do what you want.

• Though Mammon does dictate what you wear and will order you to come to certain events, You don’t mind as you believe you’re just spending time with the Christmas tree you call your boyfriend.

• Physical touch is also a big thing for him, Also being a display of ownership. An arm around you, You on his lap or simple goodbye kisses are all too common for the both of you.

• Its sweeter, Even though the glasses you buy are rose-tinted, You enjoy the nicer moments.

• However if you’re considered unruly, Actively don’t reciprocate his obsession and god forbid try to escape..

• You’ll be tossed into a cage, One of the carnival trailer ones where they keep animals. That's where you stay, Not his expensive condo. You won’t be spoiled with rich foods and pleasures beyond your imagination, Only being served with what the show dogs are being fed with.

• If you want to act like a bitch, You’ll be treated like one. That’s what Mammon thinks. He’s pissed that you don’t appreciate him for everything he’s given you! All the money he’s spent! You’re his girlfriend, Why the hell are you acting like this.

• You won’t be taken out, Not until you learn how to behave. Mammon still visits you daily, No sweetness in his voice as he insults you and breaks you down with your biggest insecurities. He wants to break you, Just so he can build you back up into the perfect partner, Both for his reputation and his own selfish desires.

• If this process takes too long then Mammon will get angry and ramp up his abuse, Resorting to beatings or even torture just to get your mind into a mouldable state.

• Mammon is a horrible yandere to have, If you couldn’t tell.

• Sometimes when he’s in a better mood, He might toss you his leftovers or actually give you a blanket to sleep with instead of the horse hay you were using. Though he really does care, This is more of a manipulative tactic to get you to act better in order to get more stuff.

• If you ever do give up and give into him, Mammon would be stoked. He’d treat you as if nothing ever happened while you just had the worst experience of your entire life.

• You’d be absolutely traumatised, Even though Mammon does feel only the tiniest bit guilty, He ignores it in favour of just forgetting that it ever happened.

• The only way I ever see you escaping him is if you have connections with any other of the kings, Especially the more powerful ones like Beelzebub. If they care enough or you have a certain relationship (Platonic or otherwise) they could probably bail you out, Secretly of course, You’re going into hell’s witness protection after this.

• Mammon would be pissed, Yelling and destroying everything around him as he demands his employees to find you. Basically having the biggest tantrum of his life.

• When he finds you with the money he bribed people with, It really depends if you do have a connection to one of the kings because if so that would stop him from taking you back. Leaving him to absolutely explode over what happened, Just fuming and scheming a way to get you back.

• If you don’t have a connection to one of the kings, Then he’ll drag you back to the greed ring screaming. He won’t hesitate to yell obscenities and break your legs, Throw you into the trailer cage and start the torture all over.

• But hey! What can you expect?

• This is the king of greed, Of course he’ll never let you go.

• Not for a very, VERY long time.

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[yanderes-galore]

Romantic stolas headcanons?

Now that I've SEEN Apology Tour, I have IDEAS. Some of said ideas were discussed with @okchijt after we watched the episode together. Plus it was their idea to add the Octavia section :)

❗️Spoilers for Helluva Boss: Apology Tour❗️

Yandere! Stolas Concept

Pairing: Romantic

Possible Trigger Warnings: Gender-Neutral Darling, Obsession, Angst, Paranoia, Mature themes (Multiple mentions of intimacy and intercourse), Rebounding, Fear of abandonment, Stalking, Clingy behavior, Drinking, Dark themes, Toxic relationships, Imprisonment, Manipulation, Jealousy, Possessive behavior, Violence, Consensual turned forced relationship.

I'd imagine any of this would occur after his breakup with Blitzø.

Stolas is a lonely prince, one who doesn't have many friends and only ever loved Blitz for most of his life.

So imagine if he met you at Verosika's party during Apology Tour?

For the sake of this concept, maybe you were also hurt by Blitzø at some point.

You pity the prince, watching as he drowns himself in alcohol.

Soon you manage to make your way to him... seeing him an absolute mess on the couch.

Stolas is nervous to talk at first due to how isolated he is.

However, as you sit next to him on the couch, you allow him a shoulder to cry on.

Stolas takes some comfort in speaking with you.

You've been hurt by Blitz in the past... but you seem over it.

Honestly, Stolas just wants someone to talk and vent to since he has no one else.

Stolas just expected you to leave after your chat.

Instead... you put your hand on his shoulder... even if you were shorter than him.

"Wanna dance? Might take your mind off it. It's probably the best for both of us."

Stolas feels his cheeks flush when you make the offer.

He's flattered... taking your hand and following you to the dance floor.

Stolas wasn't expecting it... but spending time with you really was helping.

Dancing with you is exciting... It really did help him forget Blitz for a bit.

Then you kiss him... and his mind goes blank.

Afterwards, Stolas gives in to your advances.

By the end of the night you two are in bed and Stolas barely remembers Blitz due to all the alcohol and pleasure.

Stolas was so used to Blitz being rough in bed.

Yet with you? He... He didn't feel that.

You were soft, caring, you let him guide you both.

The intimacy between you two felt... healing.

It was enough to soothe his conflicted heart, even if you two were drunk fools.

But by the end of it all... Stolas couldn't help but feel loved when he saw you curled up.

Yes... Yes, this was what he needed.

Stolas hates it when you two eventually part.

He knows afterwards he has to come home to a messy divorce... and he'll just be reminded of Blitz...

Yet, when he goes home, he's comforted by how he felt with you.

That night you cared for him... you showed him love...!

Now... he can't help but crave it.

He originally tries to ignore his urges.

It was just one night... there's no way you'd want to do it again...

Yet Stolas can't help but look for you...

Once he finds you, he can't help but ask you for another round of your soothing touch.

He doesn't expect you to say yes...

But you do! Leading to you and him having an arrangement.

Essentially, you become his coping mechanism.

Stolas is ironically similar to Blitzø as a yandere.

He hates being alone and would first see his obsession as something similar to a rebound.

Your "relationship" with one another is very similar to what he's used to.

Intimacy. He views intimacy with you as a way to soothe his heart.

He knows intimacy with you isn't the same as it is with Blitzø.

Stolas doesn't even force it, you willingly offer to soothe his heart.

Your bond and his obsession starts as a way to cope.

But over time... Stolas realizes he really does love you.

Your relationship would actually start mostly healthy.

At first it's just intimacy to help Stolas cope.

Although... either you or Stolas would bring up the idea of actually... dating.

Stolas craves romance, just like the romantic films he watches.

He's overjoyed when you admit you want to give things a try.

Stolas is a yandere that's subtle, you wouldn't notice his red flags until later.

Stolas, like Blitz, struggles with relationships.

He's seen them in romantic films, yet is nervous.

Stolas fears he's reading you wrong, not wanting to repeat any of the mistakes he did with Blitz.

He's picking up on the right signs... right?

You really do love him, don't you?

I imagine Stolas would be insecure, even if your actions do show genuine love.

Stolas would fantasize about your relationship being similar to the shows he watches

He asks you to take him on little dates, to take long walks with him, to cuddle him....

Stolas comes off as corny because of the stuff he watches.

Between you and him... it isn't just about the intercourse.

You two start with a genuine connection, even if Stolas is rebounding.

Things only sour due to his growing obsession

Stolas is addicted to you...

He can't get enough of your kisses, your touch, and your words.

He feels so submissive and loved with you...

He never wants to let that go.

Stolas is scared of being left alone and losing what he has with you.

Ironically, that paranoia is what makes you distance yourself.

Stolas gets uneasy at the thought of you being with someone else.

The prince doesn't ever want to leave you, even after nights together he curls around you tighter.

Seeing you leave pains him... even if he knows you'll be back.

Stolas is sometimes insistent he at least follows you to a group hang out.

You try to decline, feeling Stolas would draw in too much attention as a prince.

Yet he always gives you such pleading eyes.

You end up often allowing him to tag along, the prince looking ecstatic that you're letting him come along.

Even if you said no, he pretends to go along with it...

Only for him to follow you around from a distance.

Stolas is definitely clingy.

He drags you to watch shows with him, he follows wherever you go...

He's so worried for you.

Stolas gets jealous, but he isn't as bad as most.

He tries hard to hide it.

He's stoic, watching with a silent glare as you mingle with your friends.

Once you're alone though he's clingy, often nipping (pecking?) at your skin in an attempt to gain your attention.

His lack of boundaries is what makes you begin to reconsider your relationship.

You love him, you really do...

But he is so scared to leave your side.

His possessive behavior is no doubt due to this fear.

Yet at the same time he tries to correct himself, wanting you to not seem overwhelmed.

The prince can only take so much, however....

He knows you love him, yet he still feels selfish.

He wants you to be just with him.

He wants you to rely on him.

Seeing you with others or being independent makes him fear you won't need him.

Stolas is a protective and clingy boyfriend.

For the most part he's submissive with you.

Although, Stolas has moments where he's stern.

I'm talking about times where he's overprotective and jealous.

Stolas doesn't want you hurt, in fact he's strong enough to protect you if you just let him.

However, these protective instincts he has and his jealousy...?

It drives you away from him.

Once you notice what you've gotten yourself into, you try to ask for space.

Something Stolas dreads.

When you ask for space, he immediately panics.

Wait! He can be better!

Please don't leave him... he's addicted to you.

You aren't supposed to leave him...!

Imagine if Stolas was so scared of losing you that he ends up trapping you.

He calls you to his home for one last night of intimacy, just between you before you have a break...

Then he traps you as though you're some royal pet.

Stolas doesn't want to be hurt again.

You helped him move on from Blitz... you showed him romance...!

What about all of your dates? Your little hangouts? Your intimacy?

Does it mean nothing?

No... No, that's not true.

You do love him...!

He'll show you he loves you... that you love him...!

It will all be okay... even with you trapped in his home he can still be romantic with you...!

He'll protect you, he'll prepare little inside dates, you can stay in his room...

Everything will be perfect...!

You can clearly tell that you wanting to leave him breaks the prince.

He loves you too much to let you go....

You're meant to be perfect...!

You're meant to be romantic together...!

Nothing will ruin this little fairytale fantasy you both have together...

Not even you.

🦉-Bonus -> Darling, Stolas, and Octavia-🦉

In terms of how Octavia would act towards you dating her dad, at first she feels disdain.

She thinks you'll also leave and doesn't try to be attached.

However... you most likely don't force any interactions with her.

She's going through enough with the divorce between her dad and mom.

So you merely offer help when she needs it and give her space.

As your relationship progresses, Stolas may try to encourage Octavia and you to have a parental bond.

Octavia no doubt ignores the idea at first....

If she wants a bond with you, she'll make a bond with you.

Due to you being considerate of her wishes and not forcing yourself into her life, Octavia may actually warm up to you.

It starts small... you and Octavia doing small things together.

Things like shopping, small chat, cooking...

Or even something simple like sending memes to each other.

It's all small and allows you two to form a genuine bond.

She isn't even yandere, she probably doesn't even know her dad is.

In fact, speaking of Stolas, he loves you two getting along.

He really does want a normal family, so seeing you all get along makes him want to keep you by his side more.

Keeping you is no longer just about Stolas... it's also for Octavia.

Stolas loves how happy you make his daughter.

She's always so happy around you, often asking Stolas when she'll see you again.

She even spends more time with Stolas now... it makes him so happy.

You three are so happy as a family...

Surely you will tolerate his behavior for her, no?

He won't let you leave him... not if Octavia is this happy now...!

[og-akiree]

Yandere Asmodeus and Fizzarolli

With a Nifty Darling

Ps. I take requests ;)

● You three met at Asmodeus' club.

● You had no idea how you even ended up in the club but you did and when some fucker decided to hit on you? Well, they didn't come back in one piece.

● That's when Fizzarolli and Asmodeus saw you. You were stabbing some poor sap while manically laughing as blood flew everywhere.

● Fizzarolli couldn't help but burst out laughing. Seeing a small demon stabbing another demon that was six times their size while every other demon was avoiding the murder zone was hilarious to him.

● Some idiot thought it was a good idea to take advantage of this, however, and climbed on the stage, trying to harass Fizzarolli.

● Asmodeus, of course, saw this, but before he could even act himself, there you already were, stabbing the asshole with the same little knife.

"HAHAHAHAHHA STAB STAB STAB"

● They were in love.

● Fizzarolli and Asmodeus approached you, and you stopped your stabbing when a big blue hand picked you up.

"Hello darling, what brings you to my club?"

● Your neck cracked by how fast you turned your head as your one eye got bigger and your pupil got smaller.

● Don't tell anyone, but that scared the shit out of Fizzarolli and Asmodeus (and they loved it).

"GAHAHAH, you're a bad boy, aren't you?"

● You somehow got yourself out of Asmodeus' grip and began climbing all over him as you touched and poked anything your little hands could reach.

● This amused the both of them.

● And from then on, the three of you could always be seen together.

● Let's say this setting had happened BEFORE the start of the show. Their yandere tendencies aren't that noticeable as they definitely aren't in love with each other and you. But later on? OHOHOHOO.

● Moxxie was singing on the stage for Millie under Asmodeus, Fizzarolli, and YOU interrupted them.

"Give me a thrust." Fizzarolli takes this as his que to make trumpet sounds as you climb all over Asmodeus.

"Show me some lust." Que Fizzarolli, continuing the trumpet sounds as you mischievously look down at the imps from Asmodeus' shoulder.

● Yeah, in the end, you tried to stab Moxxie but were stopped. Poor you :(

● On another note, you don't really like being at the club. Cleaning is one of your favourite "hobbies," and sometimes you get overloaded with the need to clean when you're at the club. Asmodeus and Fizzarolli, of course, take notice of this and try to keep you at Asmodeus' Chambers. (Which can be quite hard as you are small, fast, and agile).

● After the Mammon incident, Asmodeus and Fizzarolli aren't as shy in showing their love as they were before. Fucking they don't do with you, sorry honey but you are tiny compared to them, but they love you all the same. What came as a surprise to them, though, was how inexperienced you actually were.

● Before, you were gigging about "bad boys" and all that, but when they declared their love for you, you just froze and stared at them with that big ol' eye.

● Hun? Are you okay? Why did you freeze like that?

● They look at each other with concerned glances, and in a minute, you just continue cleaning as if nothing happened, muttering about "roaches" and "winning."

● Ignoring that, Asmodeus' nicknames for you are "Darling, Sweetheart, Devil's Ivy..."

"Darling ____, please let's NOT harras the staff, okay sweetheart?"

● Fizzarolli likes to call you "Doll, their highness (as you two like to play pretend sometimes), Cheshire..."

"___ be a doll and give me the powder, please?"

● Their yandere tendencies aren't that visible for others (or for you at least), but they are insanely overprotective. You can't leave the palace without THE BOTH of them.

● There was this one time though...

● You were at the club, sweeping around feverishly when you bumbed into some random sinner, and they spilt alcohol on the table.

● "Fuck you're making a mess!" The sinner yelled at you, only to freeze in horror as you begun to bawl your little eye out.

"I- I'M THE MESS?! WAHHHHHHHH!!!!!!"

● The sinner might just have peed their pants when Asmodeus and Fizzarolli ran over. They were panicking as this was the first time you've ever cried (at least in front of them), and you wouldn't stop bawling your little eye out.

● They tried to calm you down but nothing seemed to be working, not even the funny faces Fizzarolli made that usually managed to make you cackle manically. Thankfully, you calmed down as you begun to fiddle with the small balls on Fizzarolli's hat.

● By this point, the sinner had already run out, and the one's left in the club minded their own business to NOT inquire Asmodeus' wrath.

● Don't worry, little devil, Asmodeus, and Fizzarolli took care of the piece of shit that made you cry <33

You are never the mess.

^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^

I would like to remind everyone that Nifty IS NOT a child, though her body is small. She is canonically 22!! And is seen having sexual feelings towards other demons, so PLEASE do not come complaining in the comments!!!

Though criticism is appreciated ♡

[temmtamm]

Okay, normally I do Gravity Falls and I stopped watching Helluva a loong time ago but lowkey I love this little freak—

If you ask me, she seems super Yandere-coded. Like, she was definitely one of those girls that would watch or play Yandere Sim and then recreate the actions she saw in the game because it was a special interest for her.

She doesn’t get much attention often, so if she gets an inch, she’s gonna take a mile.

Like, imagine you two are roommates or whatever —Even if you’re the same age as her, she’s going to call you cringey stuff like “Senpai”, even if it makes you uncomfortable and you tell her to stop.

The only way you can really escape her is if you go out and hang out with your friends more, since she is chronically online.

But, that also makes her even MORE clingy when you get back home. She likes making you sweets like how she sees girls do in anime, fangirls and squeals over you, writes some…embarrassing fanfiction over you and her.

Not to mention if you give her any of your social media, she’s definitely going to try to roleplay with you, even if you don’t want it.

She is super pushy and clingy, it is very hard for her to take ‘No’ for an answer as she just assumes your playing hard to get or you two are having an enemies to lovers moments.

Anyways, yeah, I have major brainrot of her and Gravity Falls, so feel free to send asks, especially Gravity Falls.

[theyanderespecialist]

Yandere Sugar Daddy Stolas Headcanons: Dorky Sugar Daddy (Helluva Boss)

[Hello, My Sexy Muffins! I am back with a new chapter! This one has A Sugar Daddy Stolas with you the Sugar Baby Reader! I hope that you all enjoy this!]

(Disclaimer: Stolas is not a sugar daddy in canon and he is not yandere in canon! This is just for fun and not to be taken seriously at all! Simping for fictional characters and yanderes is fine! Just do not be illegal or gross about it! Yanderes are not ideal partners to have in real life. Also, remember to separate fiction from reality and headcanon from canon, Thank you, Muffins!)

-Yandere Headcanons With Sugar Daddy Stolas From Helluva Boss-

.Stolas is kind of a dork, so he is not your typical sugar daddy that is for sure.

.But he does love to spoil you and treat you to things.

.He is also yandere for you and wants to spend all the time with you that he can.

.So he became your sugar daddy so you can go with him on dates and can do things together.

.This way he can be close to you and will have a great time with you.

.He is protective of you and is the type of yandere that will go full demon mode to keep you safe and sound.

.He is also the yandere sugar daddy that would put cameras in your home, more so they are for your safety and NOT Spying.

.He would also for sure make a soul contract with you hellborn or not, he is going to do it.

.That way he can know where you are and have a connection with you, to keep you safe and sound.

.He is a tiny bit blinded by his obsessive love for you.

.Since he cannot see that you are there as a sugar baby and maybe not fully having feelings for him.

.He is the type of sugar daddy that when he does realize that you may not love him he would cut off the deal.

.More so he will still pay for your stuff and such because he wants you in comfort at all times.

.But he is at this point not asking for anything in return.

.He will let him start to let you make the moves to see him and to be near him.

.He does not want you to think that he is using you and he would do his best to earn your love.

.Cause he loves you and wants to take care of you, but he also wants you to love him as much as he does you.

.Of course, his yandere side is keeping any rivals away from you.

.He knows that it is selfish but he cannot bear to see you with someone else. He would not be able to handle it, not at all!

.He would buy off his rivals and if anyone hurt you they would be turned to stone.

.Once he sees that you have feelings for him he will ask to court you properly and that is where he will start to have you as his and his alone, forever.

[Bonus Scenario might be in the YouTube version of this! Anyway I hope that you all enjoyed this, and stay sexy, all of my sexy muffins!]

[barefoot-joker]

Yandere!Crimson Headcanons

Hey, guys! Long time no see (or is it read?)! I know it’s been a while and I do apologize. I recently got into Hazbin Hotel/Helluva Boss, so if you’re interested you can send requests in. Today I bring you Crimson headcanons, which I’ve never done before so this is going to be interesting. I’m sorry if he’s OOC as well. Anyways, here we go!

-There are several ways you could have met Crimson: a client, family of one of his members, perhaps even a target

-However, let’s go with the idea that your family is a financial backer for the mob

-Crimson was visiting your family’s estate to discuss the need for more money

-Your father and him were talking when a knock interrupted them

“Come in!”

Crimson turned to see the oak door open and in step the most beautiful creature he had seen. Jewels the mobster had seen couldn’t even compare. “Crimson, I’d like you to meet my daughter Y/n.”

The mob boss held out his hand and took yours, landing a kiss on the knuckles. “It’s a pleasure to meet ya, sweetheart.”

“Same to you, Mr. Crimson.”

-And with that your fate was sealed

-It had been a few weeks since Crimson and you met, the two of you going about your lives

-However, you had never left the mafia man’s mind

-With that, he gave your house a ring and asked you on a date

-Your father was apprehensive while your mother was elated

-You, on the other hand, weren’t too interested

-You already had a boyfriend, a man by the name of Zeke

-The two of you met at a local cafe and hit it off ever since

-You brought up your concerns, but your mother thought that having multiple suitors was no big deal

-Besides, you never say no to the mob

-So you said yes

-That night, Crimson was at your door with a bouquet of roses and the two of you entered his car

-He took you to dinner at a fancy restaurant where he regaled you with stories of his job

-You felt uncomfortable the whole time and would rather have been at home

-The date ended with him taking you back and saying he enjoyed his time

-You lied and said you did too

-You got out of the car and he left

-Several weeks had passed and you hung out with Zeke a lot

-You were happy to say the least

-If only you had noticed Crimson’s men tracking you down

“What do you mean she’s seeing someone? She belongs to me!”

“She’s been seeing this Zeke fella for a while now, Sir. Apparently, they are lovers.”

“Not on my watch they’re not! Where does this Zeke work? Looks like I have to have a chat about touching what’s mine.”

-Crimson had a little “chat” with Zeke a day later and made sure to leave reminders (some bruises here and there) to have him back away from you

-The mafia boss even allowed him to keep his eyes as he was feeling generous

-That night Zeke spilled about what had happened to you

-Needless to say you weren’t happy

-You called up Crimson and the two of you met in a nearby park

-You explained that you were in a relationship and that while Crimson seemed nice, he wasn’t your cup of tea

-Crimson disagreed

-Grabbing your wrists, he pulled you close and whispered how you were his and nothing would change that

-You tried to pull away but he grabbed your hair next

-He explained that you were his and that he’d seal the deal in a couple of days

-Terrified, you jolted away and ran

-Crimson having a huge smirk on his face

-Sure enough a few days passed, and Crimson invited your whole family to his estate

-You begged your parents not to go, but they implore you all did

-Next thing you know; you’re sitting at the dinner table with Crimson eyeing you up and down

“What do you want with us, Crimson?”

“Be patient, doll. Business comes after dinner in this family.”

-After everyone was done, you all met in the foyer, and everyone shared drinks

-You didn’t dare drink any of yours, to uncomfortable with the whole situation 

-Your attention became diverted when Crimson tapped his glass

“Now, I know it’s odd that I called you all here. However, I wanted Mr. L/n’s approval before I began.”

The imp knelt down in front of you on one knee and snapped his fingers. One of his lackeys plopped a box into his hands. Upon opening it, you gasped. A golden ring with a sparkling diamond on top sat within the red cushion of the small box. “With your permission Mr. L/n, I’d like to ask for your daughter’s hand in marriage.”

“I-”

“Daddy, please don’t! I love Zeke! You know that!”

“No need to worry about him anymore, sweet cheeks.”

“What do you mean?”

Snapping his fingers again, a plaque was brought over to your side, and you couldn’t hold back the scream. Nailed to the wood was Zeke’s horns, stating his dead status. “How could you?!”

“He was in the way of what I wanted, doll. And I always get what I want!”

-He snatched your hand to place the ring, but your father spoke his piece

-He wasn’t thrilled with Crimson’s approach and the three of you went to leave

-However, the sound of the safety being clicked off on a couple of guns made you all freeze

“You better rethink your options, old man.”

-Tears formed in your eyes as your father looked around before nodding defeated -Crimson tightly grabbed your hand and jammed the ring on your finger   

-He went in for a kiss and you wished you had never walked into the meeting that fateful day

[weebsinstash]

Do you ever wonder how complicated or nuanced it might be setting personal boundaries with a poly yandere Asmodeus and Fizz. Like do you ever workshop Lust Ring worldbuilding culture and realize "oh wait shit wouldn't it paradoxically be really easy AND ALSO borderline impossible to be open with and enforce your personal boundaries in a place perpetually encouraging the most openly brazen of carnal displays"?

Like. Obviously I like one of them more than the other but silly little guys are growing on me and, just. Imagine being a Sinner and being down in the Lust Ring and realizing they have a completely different culture around just, showing your body and being open with yourself and your desires and, you're suddenly not sure what things are sexual harassment or considered their normal culture and you're not sure what you're even allowed to verbally express discomfort against because. Is it actually something normal and YOU'RE being weird and mean to THEM? Or, are you unintentionally letting people do REALLY creepy things to you?

You move out of Pride and your new coworkers in Ozzie's building are constantly eating dick and pussy shaped foods? Your coworker is throating a dick shaped ice pop at their desk? Your coworkers are varying levels of half naked? That's not perverted, it's normal and healthy and they're confident in their healthy sexuality :) oh, but you think that's weird? You don't want to look directly at someone's tits when they ask your opinion on their new nipple piercings? Aw, aren't you cute, being too shy to be open with yourself! maybe we all need to show you a few things to welcome you to Lust--

Like, I know Ozzie is dead set on consent but I often brainstorm different variations of those opinions or otherwise in a yandere setting. Ozzie is accepting and open and body positive! Therefore he might be completely in the nude while he sits in a recliner and you're asked to bring him something and he ISN'T EMBARRASSED AT ALL. Aw, he doesn't care if you see his dick, he's not ashamed of his body :) and you don't want to tell him to cover up because he's so nice to you, right? Like..... the perfect fucking gentleman BESIDES these um. Conflicting opinions on modesty and boundaries. Like genuinely he is such a good man fr i want him biblicly 😩❤️

These two out here with their fucking "what are you talking about, this blatantly sexual thing we're doing isn't sexual at all, you're being weird and seeing things thst aren't there and also dont kinkshame us wow thats rude?" bullshit. Oh so you got too drunk at an office party so they made sure you got home safely so no one took advantage of you? Yeah that's cool! Or it would be if they didn't take you to THEIR home though! Oh, it was weird for you to wake up literally sandwiched between them in a pair of pajamas meaning they undressed you? Yeah? Well you had to get your sleep and there's only one bed and they wont make you sleep on the couch and Ozzie's chest is nice and broad and warm and Fizz can rest his face on your tummy and-- why are you scowling and looking grossed out, they were just making sure you were warm and cozy, but if that made you uncomfortable, they're sorry you felt that way from them just trying to so something nice for you--

I recognize it's canonically antithetical to his actual beliefs but yandere Ozzie who is like "oh you're not comfortable sharing details about your sexuality or your body or your sex life with me? I mean. Oh gee it would be like so awkward if we were having drinks as friends and I charismatically loosened your lips over time by repeatedly pressing the issues until you give in! It's not a real 'no' if it eventually becomes a 'yes' right?"

Fizz is like. A fucking jester. He's a clown. He's THE silly little guy. So you almost regard him as this nonsexual cartoonish entity until he occasionally has shit slip out of his mouth that reminds you No Honey That's A Grown Ass Man, he's saying shit like "oh wow seeing that crop over there reminded me of the other week where Ozzie and I were doing horseplay and you should've SEEN when I took one to that huge butt of his, he was SCREAMING into the bridle gag and-"

I FEEL LIKE YOU'D CATCH THEM LIKE, ULTRA WEAPONIZING T H E I R RULES. Yeah, consent is important! That's why you're not allowed to flirt with that dilfy incubus, because, what is that in your hand? Gasp, is that a single shot? You've been drinking therefore you can't consent and you're being CARRIED away if that gets you to stop talking to this guy

Like imagine you're this shy bullied little thing and Admodeus is treating you like this precious egg that he can't wait to hatch and then it's like, you're dressing up sexy and coming on to someone ELSE talking about how you wanna suck THEIR dick and suddenly he's all "uh um uh hm you know what?you're moving too fast, people are gonna take advantage of you, you're not ready, let me take you home--"

"BLOWJ0BS FOR ME BUT NOT FOR THEE" for reeeeeeeal!!!!! You're sitting in like, the living room, basically forced to be celibate (unless ya bone them) and in the next room over IN THE ONLY BEDROOM you're hearing like *spanking* *bicycle horn* *that one oh yeah sound effect* *shaking tin sfx* *water splashing* *rubber ducky squeaky noise* *slide whistle* *whoopie cushion* and then the both of them limp out of there visibly disheveled and asking if you want to order a pizza because WOW THEY'RE JUST WAY TOO HUNGRY TO COOK DINNER TONIGHT FOR SOME REASON--

[redr0sewrites]

I’m not sure if you take Helluva Boss requests, I know you take Hazbin hotel ones (I LOVE your Hazbin content, your writing is so ✨), if you do, could you make some Yandere Mammon headcanons? Tysm and I hope you have a wonderful day!

IVE NEVER WRITTEN FOR MAMMON NOR ANY YANDERE CHARACTERS BEFORE SO THIS WAS DEF A CHALLENGE, HOPE U ENJOY!!!

🥀Cw: yandere behavior, possessiveness, bribing, overall toxicity

mammon is the literal embodiment of greed and selfishness, and once he sets his sights on you, mammon wants you all to himself

hes the type to start off charming, sickeningly so, until his behavior slowly begins to become more corrupted and controlling

hes all about spoiling you, but not in a good way, he wants you to feel indebted to him

at first you marvel at all of the lavish gifts he gives you, but over time they become suffocating

he pretty much ignores your boundaries, mammon genuinely thinks he knows whats best for you

mammon does not take no for an answer, he pushes and pushes and pushes at your boundaries but turns around and makes you look crazy for snapping at such a silly thing! why would you ever get mad at him, especially when he spoils you rotten and treats you so well? (manipulation level 100)

absolutely the jealous type, at first he plays it off that he just "doesn't want to lose you" or "is worried about your wellbeing", but soon hes restricting you from your friends and family, making himself the sole focus of your attention

mammon highkey gets pissy when you aren't paying attention to him, and will try to coax you into paying more attention either through bribes or being ridiculously needy all of a sudden

he wants you to be his and only his at any given moment, and will even get mad or jealous of inanimate objects that hold your attention

he'd confiscate your phone or any social media you may have, he just can't have his precious jewel looking at other people, can he?

the more you begin to wither away and crumble under his control, the more overzealous he becomes

mammon can't understand why you aren't happy, how could you be so ungrateful? in his twisted mind, you're the one who doesn't deserve HIM

he'll make sexist, disgusting comments around you and will mock your discomfort. at first you think hes joking until you realize, no, hes quite serious

regardless of gender, mammon wants you to be his little house pet, always at his beck and call with dinner on the table and a pretty little outfit on

tears? anger? no, he can't have that. in fact, he'll try to pay you to shut up! mammon will give you gifts in the hope of getting you to quiet down, but its no use. no matter how fed up you get, he never listens. he might as well just lock you in your room if you aren't going to stop talking.... so, he does

if you ever try to leave him, be prepared for one hell of a break down

mammon will pull every abusive trick in the book- from gaslighting, to fake tears, to anger and outrage, he is desperate for you to stay, even if only to watch you crumble even more

if you ever manage to "leave", know that you probably won't be truly alone for at least a while. mammon has eyes everywhere, and for as long as he's concerned, youre his and his alone

hes def a perv too, but those r hcs for another time😇

HELPP IVE NEVER WRITTEN ANY YANDERE CONTENT BEFORE SO IM SORRY IF THIS IS ASS- IVE ALSO NEVER WRITTEN FOR MAMMON SO I HOPE I DID HIM JUSTICE HES SUCH A SHITHEAD (affectionate <3) i might make a nsfw pt 2 if anyone wants me too- anyways hope yall enjoyed!!!

[imhellaboss]

Genderbend! Octavia 'Octo' Goetia Headcanons

[Vivziepop is still a shitty person]

He's very shy and nervous, especially around you

Sweats profusely. It really bothers him

Always stumbles over his words and internally facepalms

You have to approach him for a conversation- which is hard enough to do, since he's royalty- because he won't

Always awkwardly laughs when he doesn't know what to say

His father knows who you are because Octo [Male name] has talked about you

In fact, you are his favorite thing to talk about

Octo wants to kill himself when you meet his father, because his father embarrasses the hell out of him

"Oh, you're Y/n? I've heard so much about you. I must say, Octo's said you were pretty and I must agree."

"Oh my Satan, please take me now," Octo mumbles under his breath while trying not to cry

You blush, scratching the back of your neck, "Wow... I uh.. Didn't know he talked about me."

"Oh he talks about you so-"

"OkAY DaD! You can stop," Octo practically pushes his father away as he waves to you, but Stolas is still talking

"What? Did I say something wrong? Oh, I'm not embarrassing you in front of your crush am I?"

Let's just say, Octo keeps his father away from you until you two start dating

^ The funny thing about that, is that his father's words actually pushed your relationship [Though Octo would never admit it] into dating

"So..."

"So..."

"Do you really think I'm pretty?"

Octo's face goes a bright red, and he rubs the back of his neck not making eye contact with you, "You're so much more than just pretty," He then turns towards you, "You are beautiful like the stars in the sky. You shine like the moon on a dark night. You are warm like the fires of Hell that surround us. You are... Perfect."

^ Is a cheesy poetic

"Me? Perfect?" You barely whisper as your face is also now a bright red

No one had ever said such a thing to you, so you were flattered

He loves writing poetry for and about you, especially when you start dating

Can stare at you all day

He has a picture of you on his nightstand and on his desk. He loves to look at the pictures before going to bed, when he wakes up, and when he’s working on something while at his desk

You bring him some happiness in the eternal dread of his parents failing marriage

You mean everything to him and he’s sometimes scared he’s going to lose you

He still gets nervous around you, even when you're dating

He thinks you're just so incredible and to good for him, but thankfully you always make him feel so loved and warmed

Loves going out with you, but those fucking I.M.Ps always seem to be there to by 'Coincidence' but Octo knows that his father sent them

Thankfully you handle it well

[froggywritesstuff]

hell is no place for a human | yandere!stolas

ship/pairing: yandere!stolas x human!g/n!reader

request: anon: Can I request a yandere stolas with a human reader trying to escape?

warnings: kidnapping, unwanted touching (nonsexual), crying, handcuffs

fandom: Helluva Boss

word count: 1143

A/N: Stolas is canonically gay so fem reader's DNI. i do not in any way support yandere behaviour, please know that this writing is purely fictional, and should not ever be reenacted in real life

You had come up with the perfect plan. Just follow the plan and you'd finally be free of the sharp talons Stolas constantly had digging into your shoulder. Unfortunately, the plan required you to be away from Stolas. Which you'd found to be nearly impossible. The demon prince was incredibly clingy, and seemed to always need to be with you. It was no use getting help either, as Stolas had ordered every guard to immediately return you to him if you ever tried to escape. He treated the imps decently, so you doubted they'd jump at the opportunity to defy him. So maybe your plan wasn't so perfect after all. But after that realisation, you added some extra steps to the plan in order to get Stolas away from you.

You were sat in Stolas’s lap as he cuddled you on his couch, trying not to shake in anticipation.

He was talking about something you weren’t paying attention to, until you cleared your throat, “Stolas, I need to go to the bathroom.”

He paused his rant for a moment, quickly sitting up, picking you and changing your position so you were sat in his lap facing him.

”Is everything ok darling?” 

You fought the urge to roll your eyes. He would act like the world was ending if you had a stomach ache. “Yes, I’m fine, I just need the bathroom.”

He nodded, seemingly relieved you weren’t sick, and he called out to one of the imps standing guard, “Escort them.” He ordered, setting you off his lap and onto the floor. He cupped your face and placed a kiss on your cheek, an action you had to hide your disgusted expression over.

You were promptly escorted to the bathroom - something you weren’t happy about - and locked the door behind you, immediately searching through the drawers. Eventually, you found a sharp enough object you could use, gripping it tight in your hand before you opened the bathroom door.

The imp guard stared at you with an unreadable expression, seemingly unfazed by you holding a weapon to him. You took a step back, “Don’t say a word to Stolas. Please.” you breathed out, before sprinting off through the halls of Stolas’s palace.

You knew your words would have no effect on the imp, who was probably already off to inform Stolas about you running away. All you could do was run.

Your legs burned as you sped through the palace halls, anxiety plaguing your mind with every second you were out of the palace. You had no idea what you’d do once you were free. Hell definitely wasn’t safe for a human, Stolas never failed to let you know that day after day. You didn’t want to think about what might happen to you if you got out, but you also couldn’t bear to think of what would happen if Stolas caught you. He put up a sweet, loving front, but you knew he’d have to get angry at something as bad as this. You just didn’t know how angry…

While running, you heard a loud, demonic screech, followed by loud crashing noises. Your pace instantly sped up, fear fueling you. You were so close, the pounding footsteps behind you making you sprint even faster. You turned a corner, almost able to see the palace doors, when a large claw gripped your shoulder tightly, roughly throwing you to the ground. You craned your neck to look behind you, eyes widened in fear as you met Stolas’s multiple burning red eyes. Despite his bigger and darker appearance, you knew it was Stolas. Breathless, you coughed, trying to lift yourself up with shaky hands, only for you to fall back down. You shook in fear as you heard footsteps nearing you. A soft, firm hand touched your shoulder, a big contrast from the previous violent scene.

”My love, are you hurt?” You flinched at Stolas’s voice, unnerved by how calm his voice was. He held your hand gently, helping you sit up, and you saw Stolas back to normal.

You stayed silent, attempting to read his concerned face to find any anger that might let you know if you were in danger. If he was angry to the point he might hurt you, he was hiding it extremely well.

He sighed, effortlessly picking you up and beginning to carry you. He stayed silent for the entire walk back to your shared room, which had you extremely on edge.

You didn’t even know how scared you were until you realised you were physically shaking in his grip, before he placed you on the bed.

”Y/N,” it was silent for so long, that the sound made you flinch, “why did you try to leave?”

You were silent. Any truthful answer you gave would just upset him more, which was the last thing you wanted to do.

He sighed, gently but firmly grabbing your jaw and lifting your head so you were looking at him, “Answer me when I ask you something. Why did you try to leave?”

You couldn’t take it anymore, tears poured from your eyes and you shook under his cold gaze, “I-I’m sorry Stolas, I’m sorry, I-I-I-“

”Y/N,” his voice was so sweet, like honey, “look at me.” his hand moved from your jaw to cup your cheek, using his thumb to wipe your tears, “Breathe, just breathe.”

You found yourself doing as he said, taking deep breaths and eventually calming yourself down enough to have a conversation with Stolas.

”Y/N, I shouldn’t need to tell you why you can’t be running away and going outside, you hear it from me everyday.” He said, grabbing handcuffs from his desk drawer and walking back toward you, making you shrink back in fear.

”Stolas, I-“

”But apparently, I do. Perhaps I overestimated your species. Perhaps I overestimated you. If you can’t listen to a simple instruction, it’s clear you’re in need of proper guidance. My guidance.” He took your arms, one at a time and handcuffed them to the bed frame. “My dear, you’re simply far too precious to be left unsupervised.” You swallowed nervously. If he thought constantly clinging to you and showering you with affection was leaving you unsupervised, you couldn’t imagine what he thought was the opposite. “And it appears I’ll have to be taking extra measures to keep you safe.”

You shook with fear, making the handcuffs rattle against the bed frame, "No- Stolas, what are you-"

"My dear, until I believe you've learnt your lesson, you will not be leaving this room."

"What?! Stolas you-"

"Y/N if you ever want to leave this room within the span of a month, I suggest you stay quiet."

You swallowed your words, immediately shrinking back. You'd never seen Stolas angry at you, and it wasn't something you wanted to keep seeing.

[trancylovecraft]

| ★ : could you maybe do headcanons on how striker be if he was jealous? Like he saw reader drunk flirting with someone? How would that be? — ♪ .

(HELLUVA BOSS) YANDERE STRIKER x FLIRTATIOUS DRUNK! READER: Headcannons

Thanks for ordering!

Come again soon!

Ooh, Not a good situation, Especially with the likes of Striker.

Striker barely lets you out of the house at all. The only time's he ever does is when he's taking you on dates down to the lust ring and even then it's very sparingly he does. He needs to keep you safe, You know?

Even then when he takes you down to a nice place with a bar it's not like you'll be away from him long. You're either hanging off his arm or sitting in his lap, No in-betweens with this man.

But let's say when you're going down to the bar Striker gets distracted by something, Let's say it's when he's taking your next order. By this point you've been drinking to take the edge off of your stalker (It's Striker, But you'll never know)

So you've been popping corks and downing shots of moonshine, No one's stopping you of course and there is no drinking limit. This is hell after all.

So as Striker is distracted by the waitress and him ordering your food you find yourself dazed by the restaurants flashing strobe lights, It seems more like a club with the hollering music and the near screaming chatter of crowded people.

You barely register an arm slinging over your shoulder and a sleazy smile appearing on an unknown mans face. You're mind is fuzzy and blurred as your smile becomes slurred.

Striker by nature is extremely jealous. I headcannon him as possessive and he does NOT like it when you talk to anyone other than him, Even if it's platonic or in a professional setting he just cannot stop the deep desire to shoot that person through the head and take you away.

It's why he's so clingy in the first place. He doesn't like anyone trying to steal his possession so he lets everyone know who you belong to with his presence being with you 24/7

He tells himself his feelings is just because he wants to protect you. Not because he's jealous, No, His pride is too large to admit that. It's not like he'll ever admit it either, No matter how much you ask.

As the man starts flirting you start to flirt back without a single thought in your mind. A sly compliment here and a mindless sultry response in return, You can barely keep your legs straight as he begins to guide you out of the restaurant.

BOOM!

Suddenly the demon fell to the floor with a gunshot wound going straight through his head. His body slumps over as the chatter around you turns to screaming and people try to exit the restaurant in mass.

You barely register when you're grabbed by the arm and Striker gets up in your face, Screaming as he asks you "What the hell you were doing" in his accent. You don't understand his words as you slur your response.

Striker doesn't have time for this as he hoists you over his shoulder. He's absolutely furious as he spits on the corpse of the demon and carries you out of the club. He can barely contain the snarl on his lips as he throws you over the back of his horse.

Later on when he calms down and you've sobered up. Striker realises that it wasn't your fault, You were drunk but that didn't mean it made him any less angry or paranoid.

Luckily you remember the events through spinning lenses but Striker tells you that it was an accomplice of your stalker and he had to kill him for your safety. You believe him, He's done so much to protect you so why would he lie.

Doesn't mean you get off scot free though. No more dates for the next few months and you're forced to stay inside your room as punishment for "cheating on him". Striker's forgiven you, But he still does like the look of guilt and remorse in your eyes.

Overall, Just don't go to shady restaurants in hell. Also get the fuck away from Striker but that's neither here nor there.

[yanderes-galore]

This is sort of a collab between me and @okchijt as we were discussing this on Discord while I was writing this. I'm in a watch party with them to watch Helluva Boss so... Here's some self indulgence about Blitzø :) Pacing is a bit everywhere due to our conversation process. Here's the pure brainrot!

Please Read Trigger Warnings For Mature Themes, The moment you click Read More you have consented to seeing this content.

Yandere! Blitzø Concept

Pairing: Romantic

Possible Trigger Warnings: Gender-Neutral Darling, Obsession, Stalking, Clingy behavior, Manipulation, Gaslighting/Blackmail, Trauma, Overprotective/Possessive behavior, Fear of attachment/vulnerability, Enabling behavior, Jealousy, Delusional behavior, Mentions of Death, Paranoia, Poor mental health, Swearing, Mature content, Secret picture taking, Violence/Murder, Forced date, Blood, Threats, Guilt-tripping, Mentions of intimacy/Sexual content but nothing too graphic, Intoxication, Forced/Dubious relationship.

Word Count: 1446 words.

Blitz is an obsessive stalker yandere who is fiercely protective/controlling of his obsession.

The moment you leave his sight, Blitz has a tendency to panic.

He needs to know where you are and only trusts a select few people with you.

Said people are Loona, Millie, and Moxxie.

This is most likely an AU after Stolas and Blitz "break up".

In that case, Blitz may not trust Stolas around you.

Speaking of Stolas, said Owl Prince may be jealous and condescending towards you due to Blitz trying to be with you.

I'm going to be honest, Blitz would be a mess as a yandere.

His whole life he's wanted that domestic sort of life with his obsession.

He craves connection, even if he originally tries to push you away.

But if you manage to stay despite what he says... then you have a clingy Imp on your hands.

He's known you for awhile, be that as one of his employees or a close friend who sticks around despite what he says.

The obsession probably starts in this concept with you comforting him about Stolas.

He's scared to let you in at first, not wanting to look vulnerable.

However, push hard enough and be there for him?

Well now he can't let you go.

Like... LITERALLY.

Blitz is surprisingly affectionate towards you once he's attached, both verbally and physically.

Blitz would want his obsession to get along with Loona, his adopted daughter.

Speaking of which, Loona may be a subtle manipulator or step in if you decide to neglect to turn on Blitz.

Especially if it benefits her.

Moxxie would be concerned for the relationship between you two.

He may try to speak up about it, but the others would shut him down.

Which would cause him to just... stay quiet despite your feelings.

Although, Millie would enable everything, thinking the bond you have is cute.

When Blitz turns obsessive, Moxxie may be your only ally.

Moxxie tries to ease your worries, he genuinely wants to find a way to help both you and Blitz.

However... Blitz would be so UPSET if he saw you so close to Moxxie.

He has a fear of losing you, while he knows Moxxie won't steal you from him... he hates you being close with others.

As a result, Blitz may isolate you socially... or insert himself into everything you do with others.

For example, if you were clubbing... he's coming to.

Anywhere you go, he'll be there... be it out of sight or right by your side.

He's so obsessive with the idea of a "healthy" relationship, he completely forgets the fact he is actively messing up the only somewhat normal relationship he has again... since you've been with him through nearly everything already, he's blind to his actions.

What doesn't help is no one but Moxxie points out the issues.

Definitely bans any sort of mention of Stolas in I.M.P.

He doesn't want you or anyone bringing up his past relationships as he wants to move on with his new beloved.

He genuinely thinks you're his perfect match and refuses to hear anyone else out on it.

Blitz is normally really clingy and hard to get rid of, so he usually doesn't need to resort to kidnapping.

However, if he did, he'd lock you in his apartment with max security.

Going back to Loona, she'd pity you a bit but not actually help you.

In fact, she's literally the guard dog for Blitz.

You won't be able to leave as Loona can hear every movement you make.

If you're caught, she'll tell Blitz, or convince you to go back to bed beside Blitz on the couch.

It would be hard to even leave the couch as Blitz practically digs his claws into you and clings to you as he sleeps.

If you worked with him, you'd slowly be unable to go on missions since the job is so dangerous.

In fact, Blitz may keep you with Loona, it's unknown who's babysitting who though.

He may not care much about his own safety, but he cares a lot about you.

He'd probably break if you died on him.

Speaking of which, Blitz has already lost a ton of people in his life anyways.

If you, the only person who genuinely gave a shit, died on him?

You can bet he just... never recovers.

Not even the others can fix him.

Which is why he is so insistent on hiding you away.

Blitz would hate it if you neglected him affection, clinging to you like you're his only lifeline.

If you eventually caved and gave him affection, even out of pity, he'd break down in your arms.

That way he thinks you love him back... and he just wants to be loved.

Blitz would stalk you constantly, taking pictures and recordings along with following you wherever you go.

Human, Hellborn, Sinner, whatever... he'd follow you everywhere no matter where you went.

Be that another layer of Hell, or the human world, he just needs to be near you.

Your status and species of demon/human would change the dynamic between you and Blitz in some ways too.

He may even baby you, he isn't trying to be condescending, but he just...finds babying you cute.

Blitz is extremely manipulative, he may even be the type of yandere to gaslight or blackmail you into staying with him.

He'd guilt you into staying with him by saying "you're the only one that bothered to help him".

If he was drunk, he'd start rambling about how you helped him... essentially starting to trauma dump on you.

If you tried to point out the issues in your relationship with him, he'd act like there's nothing wrong.

If you tried to leave him and guilting doesn't work, he's find dirt on you and blackmail you into staying beside him.

Blitz would force you onto little dates (Like horse riding).

He's thinking you two are having fun, in reality you probably aren't.

Honestly, would it even be a Blitz concept if I didn't mention violence or murder in some way?

If you got hurt on a mission, Blitz would lose it.

No one would need to help him, he'd single handedly slaughter everyone around him.

By the time the bloodbath is over, he's covered in the stuff and immediately pulling you close.

He'd coo over you, telling you there's no need to worry... he took care of it.

That would most likely be when he'd pull you off missions, too.

If he ever lost you somewhere, he's threatening everyone for answers on your whereabouts.

You're so isolated with him there's barely any issue when it comes to "rivals".

Although, if he somehow sees you secretly speaking with someone other than him... he'd threaten them and if that doesn't work, he may attack them like some sort of feral cat.

Blitz would not blame his darling for anything, he's that delusional.

He thinks you could do no wrong and just blames those around you.

Obviously others are the problem, not him.

That includes Moxxie, as I can see him thinking Moxxie is trying to turn you against Blitz.

Ever seen scenes with Blitz being affectionate with Loona or the others?

Yeah, he's like that with you, but more intense.

He's practically all over you when it comes to affection.

Blitz sees everyone as a threat to his relationship with you.

Maybe not Millie or Loona, but that may include Moxxie.

It definitely includes Stolas due to his paranoia, he fears the prince will take you from him.

Striker would also count due to his motives.

I don't usually mention this in my concepts, but Blitz is sexually active.

He wouldn't force you into anything, but he's certainly needy when it comes to that.

Blitz wouldn't blame you too much if you called him Blitzo.

He'd calmly correct you, but treat it as a mistake and warn you not to do it again.

Blitz wants to know everything about his darling, both inside and out.

He may not say much about himself, but he'd nearly interrogate you about everything you like and dislike.

He wants to give the best gifts and foods for you since he adores you.

If someone ever hurt you in your past, or even the present, he'd just get revenge for you.

He'll make their fate slow.

Anything from a childhood bully or abuser, yeah they're gone.

Overall, Blitz comes off as a rather feral, intense, and clingy yandere.

You're stuck with him, like it or not, all so he can chase the companionship he never truly had in a long time.

[helluvaboss666999]

Yandere Platonic Ozzie and Fizz and adopted daughter reader

Platonic yandere Ozzie and fizz x adopted reader headcannons

Ozzie is a loving yandere

Fizz is a panicked yandere

~When Ozzie brought up the idea of adoption fizz wasn't sure,I mean would they be good parents? He could barely take care of himself,how was he supposed to take care of a tiny child?!

~He eventually agreed after seeing a picture of you,how could he not?

~You looked absolutely precious and he immediately knew you would make their family perfect

~Ozzie always makes sure you know you're loved,lots of hugs and bedtime stories and cooking your favorite food

~Fizz always checks underneath your bed for monsters,claiming he would scare all of them away

~One time a bird had gotten in your closet and he damn near hit the roof screaming

~If you ever get made fun of, Ozzie will personally "talk" with them

~Fizz is always worried he's messing up being a dad somehow or another, definitely needs a lot of reassurance from you and Ozzie

___________________________________________

Sorry this took so long! Still I hope you enjoy :) requests are open :)