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untoldstar · 1 year

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yandere boss x fem reader headcanons

yandere boss who only focuses on the employees work ethics not all that interested in personal details until you walked into his office

yandere boss who chose you as his new assistant! it was protocol to interview you but he knew he was going to give you the job the moment you walked in

yandere boss who starts gossip in the office because he greets you good morning with a smile and engages in pleasant conversations with you, only you

yandere boss who, for the first time, wants to learn more about an employee of his, he wants to know your habits outside of work, he takes note of anything you mention about your life, whether you’re going out or staying in after work, what you did on your weekends, have you mentioned any pets? partners? he’ll cling onto every word until he finds out everything about you and if that doesn’t work he has his own ways of gaining information

yandere boss who notices a certain employee take a liking to you, he better not distract you from him your work

yandere boss who assigns more work every time he sees you interacting with him, you’re practically drowning in work!

yandere boss who feels a twinge of guilt at your exhausted state but ultimately continues giving you more work to do

yandere boss who feels a suffocating emotion settle in his chest when he sees you slouched in a sofa chair, your lips were in an adorable pout and in your hands a cup of coffee the other employee gave you

yandere boss who sees red as your little work friend makes his way around you and massages your shoulders, how close had you two gotten already?!

yandere boss who puts two and two together when he notices the shy glances between you two in meetings and decides he’ll just fire him! why go through the hassle of keeping him around anyway?

yandere boss who tries to sneak his way into your life outside of work, inviting your for after work drinks, offering you a ride, conveniently bumping into you when your shopping or out with your friends

yandere boss who calls you late at night telling you it’s an emergency you must come to his house to settle it! there really was a small issue certainly not enough for him exaggerate it into an emergency and bring you over to his house this late at night

yandere boss who has a few buttons down on his dress shirt for your eyes to wander, sits close to you as you both work and lets his hands wander a little bit

yandere boss who can’t focus anymore from your presence and desperately wants to be unprofessional to get a taste of you just this once, he feels hot and he’s drowning in your scent, your right next to him he can just reach out to you and-

yandere boss who feels shame take over him when you finished the last of your work and turned to him with an accomplished smile

yandere boss who despite the shame that overtook him is still determined that you’re his even if he hasn’t revealed this to you yet

#yandere #yandere oc #yandere boss #yandere x reader #yandere boss x reader #yandere themes #obsessive yandere #boss x reader #male yandere #yandere blog #yandere headcanons #boss yandere headcanons

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jelliedink · 6 months

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DILF!Boss Headcannons

Warnings: manipulative behaviour, huge age gap. If you squint, you'll see this is slightly suggestive, but nothing explicit happens here. Author's note: hi my loves! If you guys don't know @sweet-as-an-angel do yourself a favor and check them out. Their Yandere!DILF series has built a 3-store mansion in my head and is living there rent free, so I just HAD to create another manipulative hot older man to call mine. I hope you enjoy it as much as I did. Take care!

Dividers by @cafekitsune.

Brain melting thinking about an older boss that realizes you find him attractive the moment you start working for him. He's sure he's got at least 20 years on you, but he can't help but feel flattered.

A boss that finds it delightful to toy with you a little bit: getting his face way too close to yours when he's reviewing your work, a hand gently rubbing your shoulders when giving you feedback. He tells himself that it's just "harmless fun", you're so cute trying to hide how flustered you are!

A boss that watches with curiosity how you grow on him more each day seeing how hard you work and how eager you are to learn everything he teaches you.

A boss who acts as a mentor professionally and insists you can confide in him with your life problems too. He's already lived everything you're going through now, and he just wants to see you thrive.

A boss that starts to invite you to a lot of work related events once summer break starts. His ex-wife is travelling with the kids and the house just feels so lonely without them.

A boss that, upon the discovery that you're single, is sure that the gods gifted you for him to turn into his perfect little doll.

A boss that likes to give you little gifts "for your hard work" every now and then, and they get increasingly more expensive.

A boss who's so subtle when blurring the lines between professional and personal relationships that the word "date" doesn't even cross your mind when he starts to invite you to non work related events.

"Have you seen this artist is coming to town with their new exposition?" "The weather is nice today, how about we visit the japanese garden to freshen up after spending the whole week inside the office?"

A boss who never corrects anyone who refers to you as a couple during your outings, and instead laughs it off, wrapping his arm around your shoulder and giving you a playful wink every time this happens. He even turns it into a internal joke, and soon you get used to hear him calling you his darling, his dear, his precious.

A boss that makes sure to have you yearning for him before making his move. Sometimes he kisses your hands when you're out together, always saying how lucky he is to have such a beautiful company, his lips gently running along your fingers. Other times he caresses your face when you go to him for advice. His hugs are tight, so his scent will linger on your clothes. He might even kiss the top of your head every now and then.

A boss who loves to see you getting used to having him always present in your life, getting flustered when he touches you in ways that are intimate just enough to keep you guessing.

A boss that thinks you're so beautiful and so hard working that he'll take how much time he needs to mould you into a perfect wife and a perfect mother for his children. He'll guarantee that your life will be so enmeshed with his that you'll never be able to leave him, even if you want to. This time he'll create a family so perfect that nothing will tear it apart.

A boss who knows he doesn't need to rush things because he's sure you'll be his in the end. You're so young, so malleable, and he's been playing this game for so much longer than you. He knows just what he needs to do to wrap you around his fingers.

#yandere headcanons #yandere x reader #boss x employee #boss x reader #dilf x reader #oc x reader

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heartfullofleeches · 6 months

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Werewolf Bodyguard Reader getting all dolled up by their boss to attend a very serious and important meeting and certainly not some ploy to get Reader to accompany them some party where they'll be seen as lovers. The world is a dangerous place and in their line of business there's always a target on their back. Extra protection never hurts anyone, even in the safest of places, but Reader would look so out of place in their usual wear. A nice button up shirt would help them fit in far better - possibly rolled up at the sleeves or unbuttoned partway so none are tempted to come near their boss when they see Reader's assets muscles. Some boots with a notable wedge to add a few inches to their already massive figure. So what if their boss is at direct level with their chest? - Their relationship is strictly business driven. Yes, they're playing the roles of a happy couple madly in love, but that's only for one night!.... Until their boss brings up another party they have to attend the following weekend.

Unfortunately, Boss' plans work just a little too well for them. Nobody at the party is looking at them, but all eyes are definitely on that brooding figure they have their arms around. A couple guests are even bold enough to flirt with their boss' hand on their hip. Their employer makes sure to remember the names and faces of those few to pay them a visit after dropping Reader off at home. Reader could hardly care about the flirting or their boss getting all handsy with them, and is just there to get paid and enjoy the free food.

#yandere #yandere imagines #yandere headcanons #yandere scenarios #yandere x reader #yandere insert #yandere x you #yandere blurb #yandere oc #werewolf reader #yandere boss

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2-dsimp · 14 days

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Would Temothy like it if his darling dressed up in one of those sexy cow print undies? Complete with horns and a tail and thigh highs of course x3

『Featuring your Yandere Assistant paying your office a nightly visit』

—————-;——————

Cw: MDNI 🔞Fem!reader, Temothy going feral, mentions of breeding, impregnation, very suggestive

—————-;——————

It all started with you wanting to reward your devoted lover and Assistant. For always giving his all in producing the best results for the company. But it soon ended with you fearing for your capability to walk. Since the Bull hybrid who was trying his hardest to persuade you to let him inside you Your office.

Temothy can hardly stand it any longer - the bull’s desire for his darling boss wearing sexy cow print lingerie. Alongside the signature cow ear headband and cowbell that was dangling from the cute choker around their neck. Sent his head spinning and his balls itching to be emptied out in that sweet womb of yours.

Temothy: “My dear please open the door! I promise I won’t fuck you till my balls are empty—shit! That slipped out. Sorry, what I meant was…”

Your Assistant was trying and failing to convince you to open the door after nearly going feral. In trying to quite literally snatch you up and fuck you senseless on sight. Right then and there on top of your pristine desk. After catching a glimpse of your provocative choice in attire. By chance of walking in on you changing within the safety of your office after closing hours.

Y/n: “Tem I heard that! I’m sorry but I can’t open the door and risk having my office in complete shambles cuz of you”

Temothy nearly growled at your soft rejection as he had the insatiable urge to bully his heavy cock. That was leaking copious amounts of pre within his slacks within your velvety walls. The more you kept him away from your delectable form. The more his shaft was hardening in anticipation and need. To sink his meat deep inside your walls and knock you up with his calves. Despite his best attempts at trying to contain himself by gnawing on his bovine tail. But Your Assistant couldn’t conceal how much he looked like a bull that’s about to go rogue from seeing the color red.

The bull hybrid was quite literally hanging on his last thread of common sense before he crashes out. And turns into a polar opposite of himself that was a savage beast. Who wants nothing more than to satiate his needs than that of his sweet little cowgirl. So by total accident he broke the door off its hinges and glowered down at you with wide eyes. A big hungry expression on his face as he completely lost his mind. With you being the sole one to blame for his loss of composure.

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screeblees · 9 months

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Yandere ! Boss x Star Employee ! Reader in an Office Setting Headcannons

I haven’t posted in a bit but I’m back!! With Yandere! Boss and his headcanons!

Also answered an ask about Yandere! Boss here !

Though they are shorter than my Yandere! Friend headcanons (which can be found here !)

Find my Masterlist here !

Please enjoy!! <33

❥ Yandere ! Boss who is widely thought as as cold, calculated and completely work-orientated. He’s impossibly good at his job and expect nothing but the best from his lazy team of employees.

❥ Yandere ! Boss who was first drawn to this outstanding Employee ! Reader who went above and beyond for their job, working their hardest and staying overtime to finish all their work to the highest quality. You clearly wanted to impress him, how cute!

❥ Yandere ! Boss who was already a firm and involved in his employees’ work, made a point to be harsher on you in particular as he knew you could be even better than you currently are, having you redo work to better the quality and stay even later after hours. If this was an excuse to be alone in the office together, well, there’s no-one else around to say so.

❥ Yandere ! Boss who so-happened to assign you a desk in direct view of the blind-covered windows of their personal office. He’s just making sure their Star Employee won’t be distracted or interrupted as no other employee enjoyed going too close to the Boss’ office.

❥ Yandere ! Boss who enjoys watching your focused expressions as you work, knowing he are indirectly causing those frown lines between your brows.

❥ Star Employee ! Reader who just wants their cold, mean boss to like them. He’s so much harsher on you than your lazy coworkers who do the bare minimum and go out for drinks, why doesn’t your Boss get on at them?

❥ Yandere ! Boss who gifts you hints of his smile when your quality of work grows under his firm guiding hand. Pleased that you are reacting so well to his feedback, and wondering just how well you would do under his direct control.

❥ Yandere ! Boss who grows irritant at the sight of you taking one of your breaks to stand by the water cooler and chat with your coworkers instead of working through it in hopes of not needing to stay back after hours like you usually do. Although he must admit, he has learned much about you through eavesdropping on your conversations, though he remains irritated all the same.

❥ Yandere ! Boss who has read and reread your file and memorised it word for word, knowing your full name, date of birth, past employment, and most importantly; address.

❥ Yandere ! Boss who may or may not drive by your home on occasion (every other day), especially on your days off which so happen to coincide with his.

❥ Yandere ! Boss who only agrees to go out for a drink if he knows you’re going, which is usually only on special occasions such as a birthday or promotion, otherwise you’re stuck in the office for hours long after your official work day finishes (with said Boss).

❥ Yandere ! Boss who rewards you for your work and immense effort with subtle praises which he quickly learn is a very effect form of motivation for you and is more than happy to indulge when the quality of your work meets his impossibly high expectations (impossible for any of your coworkers, at least).

❥ Yandere ! Boss who’s attitude gradually warms towards you, even letting the odd flirty comment be said once work is done and dusted.

❥ Yandere ! Boss who usually despises office gossip, utterly revelling in the rumours surrounding the two of you and your long after-hours stays in the office. Maybe leaving suggestions for the other employees to see and draw ideas from.

❥ Yandere ! Boss who is very assertive, especially about his feelings towards you and what your limited options entail, meanwhile you are all too happy to listen to every word your beloved Boss says. He’s always right, after all.

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spicybunni · 7 months

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❤️ASHLEY AS A HUSBAND❤️

Hello darlings!! These are a few headcanons of my yandere OC Ashley, the mob boss who can’t get enough of you. Hope you like him!

WARNINGS ⚠️: NSFW MENTIONS, SMUT, YANDERE TENDENCIES, FORCED MARRIAGE, VIOLENCE (not to reader), BLOOD MENTION

❤️Before we get into it, The marriage was not consensual by any means on your end. Ashley forced you saying it’s for your own good and that you and your family will be safe. Which sounded like a threat more than anything. You agreed to it only for the sake that he doesn’t harm your loved ones.

❤️He forced you because the word of his infatuation with you, a local waiter, got out to his rivals. He didn’t want to ruin your life with violence. So he decided to ruin it with a forced marriage.

❤️As a husband, Ashley was very traditional. He would come home after doing business. Sometimes with a little blood on his clothes or some skinned knuckles from throwing punches.

❤️Regardless of how he looked he would come to you before anything else and give you a kiss on the cheek. Ask you about your day and sit down in the living room.

❤️Your stomach would flip whenever he came near you with blood on his suit. Looking like a damn maniac with a smile on his face indifferent to whoever’s blood is splattered on him as he hugs you.

❤️He was more than happy to consummate the marriage after half a year living together. You hated him and everything he stood for, but your feelings, being cooped up in the mansion, and the way his stupid hair falls on his face as he looks at you- it all has gotten to you!

❤️Ashley couldn’t get enough after that. But his number one rule was to always have you come to him for it. Sometimes you would just awkwardly come into the living room, face flushed and lightly sweating as you avert your gaze. You’d place a hand on his shoulder as he sat in the armchair. He’d look up from either the paper or book he’s reading, smirk at your state, and take your hand upstairs.

❤️Ashley couldn’t care less about how adorably awkward you are downstairs when in the bedroom your ass bounces off his dick so divine.

❤️His plan was to tease you with how good it felt when you gave into your desires. Rubbing the head of his cock on your soaking entrance, holding your legs down in a press. Ashley’s erection would become painfully more hard when you let out whines and begs for him to get on with it.

❤️Least to say you were so cock drunk that you could care less in the moment if he came inside you.

❤️ This man is rough to say the least, but you love it. The way he holds your head down as your ass is in the air being pounded by him. His belt being used to tie your hands to the headboard of the bed while he does sinful things down below.

❤️DO NOT CATCH AN ATTITUDE WITH HIM❌ it will end in you drooling into the sheets as your body gets an pleasurable attitude adjustment.

“Sweetie, sweetie-Hey. Look at me while I make you a mess you hear me? That’s it. Atta darlin’…ah-fuck!”

❤️Even though he coats your insides to the brim with cum, he cleans you up nicely. He’ll grab a towel from the connected bathroom and wipe your sweat while you come down from your bliss.

❤️After two years being forcefully married, your life was actually simplified. No need to stress on bills, you actually had a chance at doing your little hobbies, and you can afford all the foods you’d like to cook. Ashley also would gift you clothes you liked instead of repurposing rags for your uniforms and pajamas. He would whistle when you’d walk out of the changing rooms in a new outfit. Making you do slow twirls for him.

❤️There were times where logic would come back into your mind to tell you this dynamic wasn’t right, you had to leave.

❤️But Ashley will never let that happen. His protocol if you were to ever try and escape is that all his men would be on the lookout for you, then have all his patrons in the district report to him if they spotted you.

❤️Ashley would never hurt you, but in a scenario where you tried to escape he would isolate you to a single bedroom for a month. It would take lots of time to earn his trust again after that.

❤️But that’s all hypotheticals for now….

#yandere #yandere imagines #yandere x reader #yandere headcanons #yandere x gender neutral reader #yandere x gn reader #yandere mob boss #yandere smut

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trancylovecraft · 8 months

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| ★ : 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.

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iwelcomedeathwithopenarms04 · 3 months

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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 ♡

#yandere hazbin hotel headcanons #yandere helluva boss #yandere asmodeus #yandere fizzarolli #yandere hazbin hotel

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4urgh · 1 year

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EXOTIC DANCER READER x YANDERE BOSS

— gender neutral reader, male yandere, stalking, slight nsfw

You were the most loved person in that club. Your delicate movements in the pole were enough to make any person drool over you, everyone was obsessed by the way you danced slowly and carefully, attracting every single gaze. Even if all the people in the crowd had masks in their faces to hide their identity, just like you, you can still see how much they enjoyed your movements. Everyone loved the way your body danced to the rhythm of the music, seducing every single person who laid their eyes on you.

Even if everyone was hiding their identities, you couldn't ignore one specific person with a black mask, his hazel eyes staring at you in absolutely awe made you feel like the most beautiful person in this world. Obviously, there were other people who looked at you with desire in their eyes, but for some reason, that person seemed different, he wanted you.

What you didn't know is that this person was the same person you made coffee for every morning, the same person who gave you orders, which you always follow without question. And you didn't know that he really knew who you were behind that mask...

How did he find out? After you started working for his company, he couldn't help noticing you, at first it was just a simple interest, but it escalated to become an obsession. Your boss started stalking you and discovered your second job, he was fascinated with your captivating moves, he even canceled all his meetings just to watch you dance.

Every day his obsession grew more and more, he fantasized about you dancing just for him while he touched you, he imagined you in all kinds of clothes and in all kinds of positions. It was hard to concentrate on work like that. Sometimes you wondered why your boss started calling you so much at his office, but he needed to see you, the photos and videos he had of you were not enough. He needed to smell your beautiful aroma, feel your presence, and what he wanted most was to touch your soft skin.

He needed you, and he was going to get you no matter what.

#yandere headcanons #yandere x you #yandere x reader #yandere writing #male yandere #male yandere x reader #yandere imagines #yandere boss #yandere scenarios #yandere x darling #yandere

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iicarused · 3 months

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Hi Devil! Sorry, a little nervous cause i don't really make requests. They look to be open, but ignore this if they aren't. I was wondering if you could write general headcanons for yandere asmodeus (helluva boss)?

Thank you! :D

##i love you so!

y!asmodeus x reader

synopsis: general yandere headcanons

beware: DARK THEMES // yandere aspects, stalking, obsession, manipulation

you must be easy on the eye for him to fall for you. at first, he believed it was because he wanted a hookup — you guys did but then he hated seeing you walk out that door

has a knack of sending workers to keep watch on you, taking it as just being worried over you. the lust ring in hell is not the greatest to be, and that’s saying something compared to the wrath end!

soon enough, a workers eye isn’t good enough. he begins to sought you out himself with made up excuses to why he’s coincidentally around the places you are.

finds enjoyment when you get nervous, when he makes you nervous. when you look at him, smile up at him, laugh with him. he goes crazy over these things, no matter the gesture whether if it’s friendly or being awkward.

it’s very odd to see an overlord down bad for a dinner of hell, especially when you’re in close relationship to the imps.

begins to talk you out of hanging out with your friends and focus on him instead. taking you out, reminding you of plans that never existed before, whispers to make you think that you’re friends are the ones distancing from you.

it’s not long before he has you under his web, and it’s not terrible either.

soft love with gentle kisses to start your day. words of affirmation, gifts, quality time that’s spent everyday, he truly is smitten over you. but not in the way you think.

it’s only the matter of time where you live and ravish in his home, where life seems to never be dull since your face is well known in the pentagram. without needing to isolate you form the world, you’re stuck at his hip.

a gentle finger came to the side of your face, brushing against your skin before his lips pressed against your cheek. “another big night at ozzie’s, you scared?”

you hummed in response, leaning back against his chest. “no, not at all, not when i know you’re there.”

#ᥫ᭡.#helluva boss x reader #helluva boss #helluva boss asmodeus #asmodeus x reader #helluva boss asmodeus x reader #asmodeus x you #asmodeus x y/n #yandere!asmodeus #yandere helluva boss #helluva boss yandere #helluva boss headcanon #helluva boss imagine #asmodeus imagine

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untoldstar · 1 year

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yandere boss when you find another job

warning: fem reader, yandere themes, obsessive behavior, abuse of power

At first, he notices a change in your demeanor, you do as you're told but you don't engage with him as much as you used to, the conversations you two had felt quite..personal to him, you two would talk in his office where no one would overhear or interfere, you even had inside jokes that only you two would understand, it felt special to him, so when conversations with you wouldn't go past five sentences alarms started going off in his head, did he say something to upset you? has one of your co-workers been bothering you? just tell him he can take care of it in the blink of an eye! it's not like it would be the first time he's done that for you. Perhaps your workload has been too exhausting? he'll happily give you a vacation if it means you'll treat him how you used to

This man reflects for a whole day to make he didn't upset you in any way, he gives you simple errands and prolongs your breaks but that only seems to spark even more of an unpleasant emotion in you, he replays all the security cameras in the office to see if someone has been harassing you which doesn't turn out to be the case but it does lead him to notice you being on the phone more often than usual and his mind immediately goes south, has she gotten a boyfriend? when? how have I not noticed this..

He backtracks all your calls to find out who you've been talking with so he can deal with them properly but he finds that most of your calls have been with another company..what would you need from another company? a job application? you were planning on leaving him?!

He becomes so paranoid, he goes to every length possible, he makes everyone in the office guilt trip you into staying with comments on how work would suck if you weren't there, how they would have a crisis every week if you weren't there to handle it quickly and swiftly every time, just what would they do without you?

He almost goes as far as giving you a bad reputation in the company you were planning on applying to when it finally happened..

You walking into his office with the most serious face you've had since he hired you, he listens to you utter the words "I'm resigning" from your beautiful soft lips and the rest is turning into muffled mumbles in his brain because the only thing he's thinking of is locking you both in his office forever where he can keep his eye on you, where you can't run away from him.

You finish the speech you so clearly prepared and exhaled while looking at him expectantly, guilt written all over your face, he doesn't say anything for a few seconds, the silence filling up his spacious office until it's broken with a deep chuckle, your shoulders slump down, that definitely wasn't the reaction you were expecting, he rises from his chair and starts to make his way around the desk to where your standing, the sound of his hitting the floor with every step only makes you more nervous "what could you possibly want from another company love? everything you need is right here!" you shift your weight to step back "I..well I already told you why-" he steps closer invading your space "ah yes you mentioned it but that's simply not good enough, see, all the reasons you've mentioned I can take care of I still fail to see why you would go searching for that somewhere else, could it be me you're escaping?" you're eyes blow wide "no! of course not..look, sir, I'm sorry but even though I know you're fully capable of providing me with what I'm searching for but I've already decided..working with you has been-" you jolt as he slams his hand on the desk trapping you against it, his head hangs low for a second before he lifts it and your heart skips a beat at the look in his eyes, you've never seen him look at you that way the entire time you've worked here " ah..your behavior over the past two weeks makes sense now, you were too guilty to act the way you usually do because you knew it was special too! and you just couldn't bring yourself to do that when you were planning on leaving..oh you sweet little thing, it must have been so hard to act so cold towards someone so special to you but alas, your efforts are in vain because you're not going anywhere my love.."

#yandere boss #yandere boss x reader #yandere oc #yandere x reader #yandere blog #yandere character #male yandere #yandere boss headcanon #I should be sleeping #inspiration comes when you're abt to pass out ig lol #yandere fanfiction #I lowkey hate this TT #tw yandere #fem reader

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jelliedink · 6 months

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Making love with your DILF!Boss

Warnings: huge age gap, manipulative behaviour, slut shaming, sex.

Author's note: I brought him back, loves. This was originally part of the first headcanon post, but I decided to divide it because it was getting way too big. Please, get yourself comfortable and feast on the depraved fantasies my brain creates about this fictional toxic man.

Divider by @cafekitsune

First let me say that: this devil of a man is patient and he'll wait until you're crawling up the walls from desperation and desire. And then he'll wait a bit more.

DILF!Boss also considers himself an old-school man. He's not entirely opposed to fucking like a dog in heat but, in his head, this treatment is for other people. You are not a "cheap whore" or a random one night stand. He's preparing you to be his pretty perfect wife and new mommy of his children. You deserved to be treated with respect.

And he would tell you exactly so if you asked him to fuck your brains out. He would feel disgusted just by thinking about what kind humiliating of things your previous partners asked from you, his precious doll. But now you were with a man that knew how to treat you. A man that knew how to make you things you couldn't even imagine. A man that's been doing it since before you were born. A real man.

During sex, your DILF!Boss took care of you the whole time. He would take how long it needed to get you soaked and ready for him. Even then, lube was always easily accessible, just to be sure. He checked in with you in every step of the way and in between, making sure he was touching his precious little doll in all the right ways.

"Let me prepare you just a little more." "Do you like when I touch you like this?"

The nickname he used the most in those moments was "my little angel" because you did indeed feel heavenly. Your skin was so warm and soft, your moans, whispers and pleas so beautiful. And you have no idea how big his ego got when seeing you melt under his touch so easily.

Your DILF!Boss held you so close that at moments it felt like you were drowning in him. No matter the position, he'd always find a way to cage you in his arms, his body touching yours in all the places it could. You both were so entangled you could feel the movement of his lungs filling with air, his throat vibrating when he groaned or whispered sweet nothings in your ears, making you tickle. His scent was all you could feel, your sweat and his were the same, your bodies moving in such synchrony that you were not sure where you ended and he began anymore.

His thrusts were slow and deep, most of the times not pulling even half of his cock out before getting it all in and reaching places you didn't think was possible again. The way he rocked his hips into yours made it almost unbearable to keep your eyes open, and he had to ask you many times not to hide your face. He needed to see and praise you when he saw you loosing focus and part your lips to let out another delicious moan.

"Just like that, my buttercup, just let everything go while I take care of you."

Your DILF!Boss's thrusts were agonisingly slow. You felt the pleasure building and, the closer you got to your orgasm, more desperate you got to increase the speed and reach your peak. But he wouldn't let you: he locked your hips in place and kept his rhythm, the delay of your pleasure so overwhelming that it was almost painful. It made you want to sink your nails into his skin. You begged him until your voice was nothing but a whine, but to no avail, and often mixed tears from frustration and pleasure rolled down your cheeks.

All this time he would have one hand at the back of your head, his finger running through your hair in an effort to comfort you, his words gentle despite his laboured breath. "I know, my precious, I know. It will get better soon." "Calm down, my little minx, we've just started." "Breathe, my dear. In through your nose, out through your mouth. See how you can feel every inch of me in you when we go like this?"

It wasn't often that you came multiple times in one night: the first orgasm was so strong for being build for so long that it got you completely fucked up and you just wanted him to hold you in his arms and kiss you better after this pleasurable torture session.

He would often take longer, though. Your pleasure always came first, and after you calmed down a little he would ask if you could take just a little bit more of him. You almost always said yes. It didn't take him very long to finish seeing you so spent from his blissful touch, and he praised you the whole time for being so good to him.

After you're both done, your DILF!Boss would cup your face and kiss all of it, saying how much he loved you, how you were the best thing that happened to him, how he couldn't believe he was gifted with such a perfect angel like you. Then he would carry you to the bathroom; if not for taking a bath, at least to make sure you peed while he threw out the condom and got both of you water.

He couldn't hide his smile while watching how you curled up in his chest when you got back to bed, so tired you could hardly maintain a conversation. He'd still always try to ask how you were feeling, if he had hurt you or done anything that didn't feel good, although most of the time you passed out before he got the chance to finish this questionnaire. It didn't take him long to sleep after that. Feeling your now slow breath in his skin, he drifted off thinking how lucky he was that such a pretty little thing fell so deep into his trap.

#yandere headcanons #yandere x reader #boss x employee #boss x reader #dilf x reader #oc x reader #yandere smut #female reader #fem reader

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theyanderespecialist · 1 year

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Happy Father To Be (Headcanons) Yandere Stolas x Loving Pregnant Wife Listener (Helluva Boss) (Alternate Universe)

[Hello, My Sexy Muffins! I'm back with a new chapter! This one is a request of headcanons on how Stolas would react and be like finding out his loving wife is pregnant! Please enjoy this!]

(Disclaimer: Stolas is not Yandere in canon! This is just for fun and not to be taken seriously! This is also, obviously a AU, and not canon! It is fine to simp for fictional characters and fictional yanderes! Just do not be gross or illegal about it. Also, remember to separate fiction from reality, and headcanon from canon! Yanderes are not ideal partners to have in real life!)

-Headcanons With Stolas X Pregnant Wife Listener-

.Stolas was over the moon when you told him that you were pregnant.

.He did not even know it was a possibility that you and he could have a child.

.You are so loving to him and kind and perfect.

.After his first wife he thought he could never have a happy marriage.

.But then you showed up in his life, sweeping him off his feet.

.He is a dotting husband while you are pregnant.

.You can not ever carry a box of cereal with Stolas fretting that you are overworked.

.He would be the type to massage your feet and back.

.Which winds up with him making love to you quite vigorously.

.He adores you so much and worships your body, when you do not want sex itself he still worships your body.

.Showing you just how much you mean to him.

.He does not even need to get off for it to be satisfying.

.Stolas also has a pregnancy kink.

.Seeing you full with HIS child! It puts him always in the mood.

.He constantly needs to be touching you, always having his hands on you in some form.

.He would be the one getting up with you in the morning to help with morning sickness.

.Ording you anything you wanted for cravings.

.Giving in to every want you had.

.It almost is too much with him hovering.

.Because he is still a yandere and you are now carrying a new Goetia.

.So he in this sense, is a worry wart yandere.

.In which he would be constantly worried that someone would come after him.

.Like Striker, his ex-wife, his ex-brother-in-law, or even his father.

.Which makes him only let you out with him.

.He cannot risk you being hurt.

.He tells you it is for your own good, that he is keeping you safe and sound.

.Really he is in a constant state of worry that you will be taken from him.

.That yours and his child would be harmed.

.He cannot stand the idea.

.So he may forbid you from leaving the mansion.

.He knows you will put up a big fight, knows you will be hurt, but it is for the best.

.He is also a very protective yandere and if someone were to hurt you.

.He would destroy them.

.You, Octavia, and the future children inside of you.

.That is all that matters, he would even go as far as destroying Stella. In a brutal and cruel way.

.No one, NO ONE! Takes you away, NO ONE harms yours and his child.

.You are his world, and he is damned if his family is harmed ever!

.So in the end he is a doting, protective, loving, affectionate, possessive, father to be.

.You gave him so much happiness he will NEVER EVER let that happiness or you be taken away from him.

[YASSSSSSSSSSSSSSSSSSSSSSSSSSSSSSSSSSSSSSSSSSSSSSSSSS another chapter done, I hope you all enjoyed this chapter. Also, this will be made into a video format on youtube! Which also might have a scenario with it, so keep an eye out for that! Anyways, I hope that you all enjoyed this chapter, and stay sexy, all of my sexy muffins!]

(The video also has more added to the headcanons (cause I thought of More while recording it XD lol) anyways hope you all enjoy it!)

(also a mini scenario in the video :D)

keep your eyes out!

#yandere #yandere stolas #yandere headcanons #headcanons #helluva boss #helluva boss au #helluva boss stolas #stolas #stolas ars goetia #stolas x reader #husband stolas #yandere helluva boss #wife reader #pregnant reader #pregnant wife reader #you know he is yandere and you are okay with it #loving wife reader #loving reader

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2-dsimp · 22 days

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I feel like Danny would be conflicted on if he would want to screw his darling when they're in a really well done sexy cosplay because of how hot y/n looks in it or not because he doesn't want their outfit ruined since cosplay outfits take a long time to do (makeup alone takes a while and if the outfit is handmade it is even longer).

Like, he's so horny seeing his darling dressed in such a hot and lewd outfit, saving many pictures for his "private" files, and dreaming of so many scenarios he could go at it like a rabbit with y/n, at the same time he would sob if even a small tear were to damage the outfit.

He's probably likely to keep the stockings/thigh highs on his y/n at the very least if he does take off the rest of their outfit while he's desperately going at it.

-a rambling anon

I do agree with that dearest rambling anon ( ͡° ͜ʖ ͡°) NSFW,MDNI🔞 fem! Reader

Generally speaking being the lazybones he is Danny doesn’t necessarily have a high sex drive to begin with, as it’s mainly nonexistent.

Before meeting his darling he’d be too busy fanboying over his favorite anime creators and merch that he hoards like a dragon to even have the effort to jerk off. If it did go hard he’d just think about old grannies or cute animals so it’d soften leaving him with no distractions on his binging.

Overall he’s a lowkey kind of guy when it comes to his energy output emission. But once he meet his cosplayer darling, who had the uncanny ability to turn his off switch on in an instance. Before he knew it, Danny’s whole entire nonexistent sex life dynamic had shifted.

And being the weeb virgin he is, the first time around when yall decided to make love. The Boss would be overly nervous and excited making pathetic humps against your mound. Jaw slacked from just rubbing his leaking dick against your soft skin. Lacking any thoughts whatsoever inside his head. As he soon became a love sex zombie from the way your pussy put him in a trance.

He’d continuously praise and thank his goddess for letting him cream your insides with his filthy otaku cum. Since you’d pop his cherry and take his nut simultaneously in one sitting. The moment his mushroom tip got suckled inside your tight twat.

Btw Danny’s got an uncanny fixation with thick thighs he’s wanna get crushed in between them and suffocate just so he knows what heaven feels like★彡

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screeblees · 9 months

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I really love yandere boss!!! I'm so curious though because he's so stoic but um....what kind of 'flirty comments' would he make :o?

Also can I be 🙈 anon please? :)

Hii 🙈 Anon!!

Thank you so much omgg, I’m super happy you love Yandere! Boss!! (Headcanons here !)

This is the first ask I’ve ever had so I’m really excited abt this, I hope I’ve answered your question? :)

Find my Masterlist here !

Please enjoy!!<3

I think Yandere ! Boss’ flirty comments would initially be more complimentary than anything. Usually right before the two of you part ways in the car park, completely out of nowhere;

“Your hair looked nice today.” or “You used a different perfume. It smells nice.”

A simple statements along those lines, said like a fact before he leaves without saying another word, leaving you feeling butterflies in your stomach and confusion in your head.

Because to Yandere ! Boss, it might as well be a fact.

Once Yandere ! Boss identifies his feelings towards you, he has already decided he is going to have you. Every action taken, every word said, all carefully calculated to direct you down the path towards him. He knows the effect his words have on you. That’s why he makes sure every praise he utters is given in that particular tone of voice that has your posture straightening and your cheeks growing warm. Maybe you find his voice, itself, appealing too.

As the two of you clean up your desks each night, Yandere ! Boss encourages small talk between the two of you, adding the odd comment to show his interest and keep you talking - and use double-meaning phrases to catch you off-guard. Maybe he twists your own words, too. All so he may remain outwardly indifferent whilst he flusters his favourite employee.

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sentientfunfetti · 5 months

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begging for you to do a mob au wally hcs please please please

mob boss!wally/reader hcs

(mob boss wally and his au was made by @clownsuu on tumblr! go support their work!)

REBLOGS AND FEEDBACK APPRECIATED!

CW// FOR THEMES OF POSSESSIVENESS, STALKING, MURDER, AND MUTILATION!

-

the way you two met is unclear, nor does it matter, really. he felt a magnet pull to you. not in a 'smitten' or 'love at first sight' way, but in an intrigued and 'i wonder how far i can bend them until they break' way. totally normal. it wasn't until barnaby pointed out his growing fascination with you that he was more than comfortable acting on it.

romancing? oh, do you mean terrorizing? his way of showing affection would be letting you know he's there. always watching, and also sending you suspicious packages and...love letters'. these letters can range from...slightly affectionate threats to being downright cryptic. all lovingly written in red ink and cursive and brought to your mailbox! how did he get your address? haha! don't worry about it! (except maybe do.)

he took the advice from barnaby, by the way. resident 'lady killer'.(he is anything but in fact he likes men.) blame that guy.

when he finally and inevitably does make the decision to start seeking you out, it's small things at first. he shows up to your job in his usual disguise accompanied by howdy, of course. if you go to church he shows up there. 'small world.', he says. on the inside he smirks when you believe him. he totally hasn't followed you, figured out your schedule, where you live-- your friends and family...who would go looking for you if you went 'missing'. it's a shame really. happens all too often in the city you live in. easily covered up too. money and blackmail do wonders when the cops are just as human as the citizens.

more than anything, he loves seeing what makes you tick. shy away. what causes you to avert your eyes. he found out pretty quickly you don't like being stared at and felt joy. he loves staring. especially at you. he also loves it when you try and brush off how uncomfortable you really are. cute.

keep in mind that when he does come to you in his disguised form, you do NOT know it's him. in fact, if anything he would make sure that you don't know what he (wally) looks like. he would send you letters from the comfort of his home, and have someone else mail them. watch you from the shadows, or just have howdy do it. he does not have to go out of his way to have access to you.

at the end of the day his goal is simple: befriend you. make you trust him. make you his. let it be by taking your eye and making you a part of the neighborhood, or by keeping you locked away...or maybe he'll just keep you living in fear for the rest of your days. who knows. either option sounds entertaining to him.

one day, you open up to him about your stalker...and he can barely contain the joy he feels at how scared you sound. he comforts you, of course. when you tell him how you feel about the letters and packages, he almost slips up in his charade, so close to letting you know how he felt making them. he resists, of course, letting you think you just confided in someone trustworthy...nope!

the closer you two get, the more sides he sees of you. the more sides he sees of you the more he begins to realize you're not just another bird to cage. his interest in you grows. it's almost maddening. he learns more and more about you from you, and other people and sources all while keeping him and his neighborhood out of sight. you don't need to know about them...not yet.

he loves how alive you are, mostly. you have free will, and you love doing things with it. you have hobbies and friends, and you keep in touch with family (even if you don't he finds that interesting too dw). he thinks you're lovely, and your eye would be lovelier if it was his. bonus points if you have some sort of eye deformity/birth defect (lazy eye, messed up pupil etc)

the stalking stops for a bit. everything seems calm. you feel like you can just live your life again, and everything feels like it's normal. you start going out again and having fun. you meet up with someone. what you didn't know, is that just because the letters and packages have stopped, doesn't mean he has.

one thing leads to another, and you receive a new letter. same cursive. same ink. same seal. you open it, to see pictures:

of you, and them. on the piece of paper nestled and folded in the envelope, written in cursive is a message: '𝓌𝒶𝓉𝒸𝒽 𝓎𝑜𝓊𝓇𝓈𝑒𝓁𝒻, 𝓃𝑒𝒾𝑔𝒽𝒷𝑜𝓇'

of course, just like he planned, you're back into his arms again. where you belonged. seeing you with someone else made him a little more sure of what kind of emotions he had for you. you were no different to howdy to him. that was clear now. you needed someone to keep you in line and in check, otherwise, you would wander off off of the face of the earth. that was not good. you wouldn't have to walk aimlessly for much longer. he would give you a purpose. you're too pathetic as you are now to be any use to him besides eye candy.

in the end, he realizes that he has to have you, by any means. you have to be his, under his wing, and make yourself useful like his other neighbors. like howdy. however you choose to do that is your choice, but what you don't have a choice in is having something to do with him. he will be in your life. either by shadow or memory. waking, or nightmare. he's content with both.

sooner or later, you and his 'other self' would become close enough for you to be invited to his house. you didn't question how big it was seeing as how you know he's a famous painter. nor did you question how many people lived with him. soon, the choice would have to be made. what will he do with you? will he keep you, or let you go free? only time will tell.

author’s note ⊹˚. ♡

thanks for the request, neighbor! first one i've had NOT using the anon thingy LOL. sorry if these are a bit too dark for your tastes, but i just had to put my two cents on how wally would handle you. i don't think he would see you any differently from how he sees howdy or barnaby. he wouldn't outright mistreat you, but i don't think this wally is really capable of love outside his obviously very warped sense of it. sorry! i was pulling from canon art to the au, this is just MY interpretation. feel free to disagree!

SIDENOTE BECAUSE I FEEL LIKE I HAVE TO SAY IT: these are supposed to be DARK. there are no romantic feelings implied here because i don't interpret this wally being able to feel that way for anyone in a healthy way. just had to get that off my chest. please do NOT interpret these as romantic or god forbid sexual. i WILL block you.

thanks for the support!

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