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When He Raises His Hand to You
Request: Hi, um this is my first time requesting, I would like for U if you could, do Sebastian, Claude, undertaker, and maybe Ciel, how they got into an argument, and the guy ends up raising their hand and might look like they might slap them because they were mad, their beloved is feared of them for a while or in that moment? uh, the them I suppose is angst with some comfort at the end, I've had a rough day, so I need depression with comfort, If U don't want to do this, I totally respect your wishes.
Title: When He Raises His Hand to You
Genre: mostly angst, little sliver of comfort at the end of each character portion
Pairing: Sebastian Michealis/Ciel Phantomhive/Undertaker X GN!Reader (separate)
Notes: Hey! I'm so sorry about this, but I don't write for Claude, so I stuck to the other three that were requested. Otherwise, I also decided to roll with headcanons for the format - the short descriptions would help the reader interpret the written in a way more similar to their situation, I think.
That said, I will warn any reader now: this does deal with traumatic events such as previous abuse and intense anxiety. If either of those makes you uncomfortable or is a trigger for you, I recommend reading something else. If you decided to read, please do so with caution.
Either way, I hope all readers enjoy it - and that it can possibly make your days better.
Below the cut!
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Sebastian Michaelis
on a normal day, he’s gonna be cool as a cucumber
seriously
it would have to be an absolutely A W F U L day for him to even raise his voice at you, much less his hand
but today was one of the aforementioned days about ten times over
you had dropped by the Phantomhive manor to aid your family
your initial time spent with him was limited 
you had to crack down and get to business with ciel
seriously, the two of you were notorious for being thrown together to solve cases
but that wasn’t what bothered sebastian
he was normally able to handle you working 
but it just seemed like everyone was trying to get on his nerves today
mey-rin broke a good portion of the manor china, managed to flood the laundering area, and was seemingly even more inept at cleaning 
finnian poisoned a large portion of the garden and seasonal flowers with one go, proceeded to call for sebastian to fix it, and then destroyed not only another portion of the garden but also the shed in which they kept all of the required tools needed
and bardroy burnt the kitchen. again. for the fifth time today. 
this isn’t even accounting for the multitude of times in which grell came by to crash the manor and their endeavors to uncover any evidence
bringing along the other reapers
and the times that day in which they had completed work to present to you with the undertaker in which sebastian needed to attempt multiple times to get him to laugh
it was, overall, a stressful day
and he really wanted to relax with you 
given ciel’s discretion, of course, but he knew you were a reasonable person and patience was something that you had in spades when it came to sebastian and his work
he would be able to do that later that night, though
you specifically requested have sebastian stay with you once the busyness at the manor slowed
and, after a few hours that felt like a good few weeks to sebastian passed, you were able to 
you were trying to relax by candlelight and admire the images that were present on the walls surrounding you 
sebastian was trying to put ciel to bed and make sure that the rest of the servants were asleep
“young master, is there anything else you require of me before you rest for the night?”
“i think that will be all, sebastian. possibly if you could review any documents that may need reviewing with y/n, though. that would be great.”
“or course, young master. rest well.”
he met up with you not long after putting ciel to bed, and as you were roaming, he was trying to remain calm.
this never usually happened. 
he usually had everything under control.
he usually had his head upright and logic straight.
but tonight, for once, he wanted to - needed to - relax
sadly, while he couldn’t really relax, he at least was with you
well, he thought he was
until you caught wind of an event occurring in your own manor
and you were reccommended to leave within the coming few hours
that was the last straw for sebastian.
“darling, i normally attempt to allow you to attend to your own events and needs, but i only wish to request that you stay here for the moment.”
“sebastian, i’m quite sorry, but this is important. i must attend to it quickly. i promise you that it won’t take long, not in the slightest.”
“darling, if i may-”
“sebastian, i’m so, terribly, sorry-”
“darling-”
“i must be on my way-”
“no. it was said that you could leave come the morning.”
“i’m quite worried, though-”
“darling, i must ask you to stay calm and relax here for the night.”
“but business calls-”
“ignore it. i’ve had quite the stressful day, and all i request is that i do not be denied time spent alone with the one human i can tolerate.”
he only slightly raised his voice then, yet you were still chilled.
not enough to back down, though
“sebastian, please-”
“y/n, dear. you are staying here for the night.”
“no, i must go-”
you stood up, rushing to reach your room for the night
sebastian regarded your leave, grabbing your arm
“please, sebastian-”
“no, darling-”
“i quite clearly said. NO.”
“sebastian-”
his fists were clenching, something you failed to see, but nonetheless
“please, darling-”
“i must leave-”
he pulled you by your arm and quickly, oh so quickly 
he raised his other hand
it wasn’t by much, not by much at all
but it was so sudden, so shocking, and so uncharacteristic of him 
it left you shaken
you stared at his gloved hand, mouth agape
memories came back to you, almost tenfold 
some of your past with your adoptive parents
some of your past with your biological and deceased parents
some of the orphanage owners that you lived with
a gloved hand, to you, was something that often terrified you
and, in that moment, sebastian was no longer sebastian
he was your father, your adoptive mother, and your previous caretaker all at once
hand raised, brow furrowed, and eyes wide
the sight was bloodcurdling to you 
tears clouded your vision and you backed away, resorting to running from the current room you were in and locking the door
sebastian had lowered his hand upon seeing your facial expression
but, despite him trying to process what had just occurred and the emotion that came with it, he was only trying to configure the aftermath
he knew you had locked the door, really
and though he had the key to enter if need be, he left you alone.
he wouldn’t want you to be so awfully scared that you would fear for your wellbeing after this point
he would approach you after you have settled what you need
you would be returning to the manor after everything has been worked out, and he’d ask tanaka to lead you to your carriage
of course, while advising ciel of his actions and your dilemma 
so, in that time, he would have to process the regret
the true, honest regret
and come to terms with what had happened as well as what he is to say and do to fix the situation as best as he could
and so, come the next day, he was alreayd prepared
ciel had been the one to greet you, and tanaka was the one who led you into the manor at you next visit
and while you saw sebastian, you were still hesitant to talk to him
you knew that he meant no real harm towards you, that it simply was a spurred reaction
but that didn’t make it much better at all. 
ciel had been the one to chew out the servants for screwing things up so awfully that day, so they really straightened out and quick
so they had been on their best behavior for the time that you were away, and still had been
sebastian had been given a break, and tanaka had been temporarily appointed the caretaker for the phantomhive child
ciel really, truly saw you as someone to respect, so he made sure that you would be fine and that sebastian felt guilt for it
it wasn’t until nightfall came that you talked to sebastian
it took some time to muster the energy to do it, but it was done nonetheless
he had approached you and held out a hand, which you obliged
he gave it a light kiss, meant to signify a simple apology
you knew how formal he could be, and he never really did this after an event such as the one that recently occurred unless he was instructed to find information
so this was slightly shocking, but it calmed you down. 
“darling, i do apologize for my atrocious behavior during the last time we were alone.”
“no, no - you did it as an impulse reaction, nothing more. you wouldn’t hurt me.”
he chuckled just the slightest at that statement, but guided you to a nearby seat. 
a candle was lit on a shelf not far away from said seat, and it smelled faintly of (favorite/scent).
it was an apology silently accepted as you sat beside the tall man and shared a conversation. 
the following times that he was bothered, he made sure to avoid letting any anger reach him as best as he could 
(that, or he took it out on grelle if she just so happened to be in the vicinity of wherever he happened to be) 
(sometimes, he even ended up beating the red-headed reaper in front of you)
(ciel would always scowl, you’d always giggle a little. it was funny, so-)
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Undertaker
this guy. 
okay. 
with undertaker, i don’t think he would raise his hand unless something positively huge was compromised. 
he can get serious, yes.
it can get intimidating, yes.
but the thing is...he isn’t particularly violent unless pushed so far that that’s the only course of action. 
(dude’s an xntp of some kind, logic and ideas are way higher than kicking and fighting when things go wrong)
that said, i think this would have to do with him planning his resurrection idea 
that, and/or putting it into action. 
specifically during book of atlantic, or right before.
it would probably be during the planning stage, and i have a feeling that work would manage to get to him
he is a reaper, and he does have emotions, so it isn’t like he wouldn’t be even a little stressed about this. 
that, and he needs someone to help put that plan into action. 
he didn’t manage to reach his partner, and you?
yeah, you were completely and totally unaware of his plan, much less aware of his whole idea. 
you only knew that he was doing something, and you assumed it to be his normal work. 
he was busy, as always.
but, you knew that he also needed a break from time to time. 
again, he’s a reaper - he needs to function like a normal human to do acts that a human is almost completely unable to do.
so, using what was available, you made him a snack.
it wasn’t much, no. not much at all, but it was something. 
you had a plate in hand, taking it to a door to the undertaker’s office
knocking gently, you heard his voice ring. 
“who could possibly be knocking on my study door?”
you laughed, shaking your head and setting the plate you held on the ground. 
“tis merely a burglar, darling. they happened to drop a snack by for you, as well.”
“ha ha! well, i appreciate the burglar’s efforts!”
and this followed as habit for days
which then turned to weeks
which then turned to months
which caused you to get a little pissed. 
your partner wasn’t responding to your efforts, he wasn’t even opening the door in front of you. 
if this was just a portion of his normal job, then why is he being so secretive? 
so, tired and annoyed, you did what you would normally do. 
bring him food 
(again, still a reaper.) 
and instead of just dropping it by the door like usual, you knocked and stood there
“whoever may be here at this hour?”
“yet again, a burglar, darling. i do think we need to focus more on our security.”
“ah, and may they perchance have food readied?”
“why, yes they do. they do wish that their target would meet them to flaunt their loot.”
silence. 
you knew it would happen. 
he doesn’t respond to this well, but you usually calm him down. 
this? totally different story.
“well, my apologies dear burglar, but i’m unable to do so. would you please leave the plate beside my door and i’ll provide a gift of thanks tomorrow?”
you breathed in deep, knocking again. 
you heard the old wooden chair that he kept in his study move when you didn’t reply. 
some footsteps echoed as best as they could, but that was it. 
until the lock became undone. 
the door didn’t open, no, but the lock became undone
so, angry and worried, you stormed inside
“undertaker, darling, take a break.”
he cleared his throat and sat still enough
still enough to warrant some fear
“please, you need to rest and i’m sure that this endeavor of yours can wait.”
slowly, slowly, oh so slowly he stood
and finally looked at you
you remembered seeing his eyes before, but now?
there was a fire in them that scared you senseless
“darling, if i may, i’m quite busy-”
“and you’re failing to care for your health. you never seem to listen when i have to remind you-”
“now-”
“-that you can’t thrive off of what is essentially spite and drive-”
“(y/n), my dear-”
two steps closer. 
“-simply because you wish to. may i remind you-”
“darling, i might advise you to calm down-”
“-you are not a demon nor one of those damned creatures referred to as angels, you are simply a-”
“darling...”
another two steps
“-reaper. you are a reaper, and you need rest just as much as the rest of us humans do, so-”
“(y/n), there is a fine line here...”
“-not just for my sake, but for yours, take. a break.”
“i cannot!”
for the first time in a long time, he raised his voice to you. 
“this is business that you are not to be associated with, and it requires my utmost attention.”
his voice boomed through the walls
“with your ‘care’, i seem to be getting less work done by the second.”
he stepped closer with every word he uttered
“so, if i may say, you are being quite obnoxious-”
“i’m only trying to assure your health, reaper or not-”
“ENOUGH!”
his hand came up quickly
you flinched back just as he did so, terror overtaking you
you gulped as you stepped back, setting the food on a table nearby the exit of the study
silence rang louder than he ever did in that moment
tension rose, very obviously so
“alright then. i’ll be out of your way if that’s what you think.”
you pushed your chest up, raised your head, and proceeded to turn your back to him
“i’ll be leaving then.”
and you left
he sighed, sulking hsi way back to his seat
he was staring through his fingers at the copious amounts of work present on his desk
shame was everything he could comprehend.
you, on the other hand, took to roaming the town.
waving to the townsfolk that you knew and vice versa, sharing slight conversation with those that you could say you were friendly with 
you even ran into grell when walking past the nearby church 
“ah, hello, (y/n) my dear!”
“hello, grell.”
she noticed your attitude as soon as you spoke.
nothing could slip past her
“what happened, dear? do you wish to talk about it?”
you shook your head
“i’d prefer if we just took a stroll around. i need to clear my mind.”
so you did.
small talk was exchanged, and she told you of her issues in the workplace
stories about how overtime was exhausting, complaining about being ridiculed for the event with madam red by will, even about how people in the office were outright insufferable
it got a slight laugh out of you
even when she would bring up her advances towards the phantomhive butler, you listened and let her talk
it was relaxing, but you couldn’t help but feel a little dejected still
your partner just raised his hand to you even though you were trying to make sure that his health wasn’t suffering
yes, you were being a tad bit obnoxious, but it wasn’t out of malice
it was merely worry for him
the night fell not long after, and being courteous, grell walked you home
“rest well, darling! i shall see you again soon!”
you smiled slightly, “of course, grell. i wish the same to you. good night.”
and you slowly walked into the undertaker’s shop, trudging to the small flat that you both lived in hesitantly
when you entered, undertaker was located in the kitchen area staring at a cup of tea in his hand
creaking was heard upon your entry, and his head darted up to face you
you sniffed, turned away, and went to hang your coat 
“may i inquire what it is you need, undertaker?”
he cleared his throat, and though you couldn’t see it, directed his gaze to the warm liquid in front of him
“i apologize for my actions earlier.”
you sighed, turning back to him and waiting patiently.
“it was impulse, particularly one that i’m not fond of. you were simply making sure that i was well taken care of, and i took it for granted.”
“mmm. alright then.”
approaching him, you brushed a stray hair from his shoulder
“i accept your apology, though i will say that i do not apologize for my intent. i apologize for my persistence, though - it was quite rude for me to barge in on your work.”
a simple little moment was shared in silence in that moment
he sipped his tea, you stood by and made dinner for the both of you
“do you wish to work again tonight, my dear?”
“not quite. rather, i’d wish to relax with a good book.”
you gently smiled, nodding and reaching for silverware and napkins to prepare the table with him
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Ciel Phantomhive
ciel here is a bit of an enigma
we know he is usually calm and collected, b u t
he’s still a child. 
his emotions are going to be all over the place, and him raising his hand to someone was depicted 
(in regards to lizzy breaking his ring)
so this wouldn’t necessarily be normal, but it also wouldn’t be something that isn’t a plausible reaction (sadly) 
but, for the sake of this, let’s say that ciel is almost 18. 
business for funtom was getting tiring, and it seemed that every case he was being thrown was harder than the last
his lessons were getting more plentiful, the servants were wreaking havoc around the manor - more so than usual
a guest was to join you and him at the manor tonight
and, finally, daily annoyances were starting to get to him
he couldn’t even sit through a game of chess.
you had been staying at the manor for the summer months, as your family knew his quite well since you were children
(you two were close, so your staff was caring for your manor while you were away) 
(you still had your personal servant with you, though)
you had been trying to play against him, but as much as he tried, the most energy he could muster was used to complain and sigh in dejection
it left you feeling a little off, but you knew how he could get. 
“do you need some time alone, ciel?”
“hmm? oh, uh...if you wouldn’t mind...though i do apologize in advance.”
you smiled and shook your head
“no problem! whenever you need me, i’ll be in the manor. somewhere.”
so, you left. 
and with that, chaos seemed to hit him harder. 
the servants were getting more lax, driving him (and sebastian, but more so him) up a wall
and grell decided it would be a good idea to infiltrate the manor and ‘relax’
translation: annoy the living hell of out sebastian and himself
case after case was being sifted through, and despite his intelligence, ciel could swear he could feel his brain losing its functionality
add that onto the extra work that sebastian provided for the day (seeing as it was one that was much less busy than others) and...
you’ve got a pissed off phantomhive.
night rolled around, and with that, so did the arrival of the guests.
it also meant that there was going to be some intermingling
and chaos, as always.
dinner was stressful.
mey-rin had been instructed to only set the table - 1. by. 1., as per sebastian - and pour the wine
but she had slipped. 
again. 
ciel sighed, but sent a look towards sebastian. 
finny didn’t do anything outright outrageous, but upon the reminder that the dinner event was tonight, he tried to fix up a portion of the garden. 
it didn’t work. 
the portion was completely black. no clue how, it happened though. 
and sebastian had warned ciel, so it was supposed to be blocked off. 
sadly, though, once the dinner itself had ended and the intermingling began, people were adamant
‘i’ve heard wonderful things about your gardens, mr phantomhive!’
‘the flowers here supposedly bloom much more beautifully than elsewhere.’
that wasn’t uncommon. 
so they of course had to see the garden. 
it was a game of cat and mouse, keeping the guests from the destroyed area.
you, ciel, and sebastian were acting as mice in that scenario
and by the end of the night, as desserts were being left
bardroy had burned the kitchen down.
a g a i n.
ciel had about had it.
sebastian was able to keep a more level head, thankfully, and got him to calm down just the slightest. 
though he was just as pissed.
that said, though, things did get worked out
and the cleaning process was almost insufferable
again, after being knocked to the side, grell decided to try again. 
ciel had it at that point. 
he had stormed to his office, almost looking like a child throwing a hissy fit. 
you noticed this and immediately trailed him
“ciel, is everything alright?”
“i’m fine.”
“you’re mad, you’re not exactly fine.”
“you heard me the first time, y/n.”
“yes, i did. and i don’t believe you.”
by this point, you two had made it to his office and were getting heated
“well, darling, might be good for you to believe me.” 
“no, i don’t think so. you’re mad, i can tell, the guests could tell - everyone here knows.”
“no, not a single occupant knows.”
you sighed, shook your head and took a deep breath before speaking.
“ciel, you’re mad. livid, even. that’s fine. but you need to discuss it.”
“no, i don’t. i’m not mad.”
you step closer to him.
“yes, you are and you need to talk. things are different now, ciel. you don’t have to hide anything from me.”
another step closer.
“y/n, this is fine. it’s fine. it is merely a normal occurrence.”
“normal occurrence, maybe - but no matter, you are mad. and stressed. that’s easy to see.”
another step. 
“you’ve gotten tense, you haven’t even been able to sit through a game of chess.”
and another.
“you were constantly glaring, and couldn’t even fake small talk with the guests tonight.”
and another. 
“just sit down for a second...”
one more.
“take a deep breath or two...”
you were in front of him now, reaching for his hair to brush it away from his eyes.
“and then we can ta-”
his arm seemed to raise instantaneously. 
had ot not been for sebastian getting there in time, who knows what would have happened. 
either way, you were shaken. 
no tears, you knew he could get worked up and resort to moronic actions
but this was only slightly unexpected. 
you nodded, backing away and taking a deep breath
“fair enough. i’ll wait until you’ve leveled out, ciel.”
giving your awareness to the tall butler, you retreated to your personal room for the summer and called for your servant to help you get into your night clothes 
you went to sleep that night with a head full of thoughts.
he had never gotten violent with you, until tonight, that is
and he had always been upfront. 
was it stress? 
was it simply anger? 
or was this a sensitive time for him in general?
these questions plagued you 
as they plagued ciel, as well
it had been a pretty intense day, mostly due to the copious amounts of events and documentation that needed to be done
but that doesn’t excuse his actions.
he knew that you would listen, you’ve done it before. 
multiple times, you would sit and listen and provide input whenever - and it always seemed to be at the right time. 
he truly messed up, and he knew it. 
he just didn’t quite know how to verbalize it
“young lord, if i may suggest something, it would be best to get to the point.”
sebastian was helping ciel to bed at this point, and even he was about tired of tonight. 
“and how would you suggest that i do that?”
ciel waited as sebastian hummed
“they’re reasonable. waht you have to say, they’ll listen. just be honest with them, young lord.”
humming himself, ciel sent sebastian off once situated in bed for the night and stewed over what to say.
the next morning, you and ciel were seated at different ends of the dining area table
the aura was tense - enough to know something was wrong, but not enough to know exactly what it was.
ciel cleared his throat after sipping his tea, brushing his pants before looking at you
“y/n, i owe you an apology.”
you raised a brow, but straightened yourself in your seat and gestured for him to proceed. 
“it was wrong of me to raise my hand. i was livid, i was also stressed, but that is no excuse,.”
your gaze softened just the slightest. 
he was tense, again, and almsot fumbling to put together a sentence.
likely about why his reaction occurred.
“we can get into the details later, ciel. i appreciate the apology. you don’t have to tell me why if you don’t wish to.”
and from then on, the day slowly got better.
sebastian even gave ciel a break, keeping papers from him and cutting his classes for the day. 
you two had finally managed to reconcile, going on multiple little adventures in the manor itself. 
looking through all of the books in the library at the manor, going through the garden, even venturing through the woods beside the manor (being trailed by your servants, of course.)
essentially, everything came to a better end than beginning (considering the ‘beginning’ was the previous night) 
he also managed to keep himself in check following the event. 
(it shocked you, how well he adjusted)
(seriously.) 
(ciel managed to keep everything together, even when the day was worse than the event that caused it). 
(it also shocked sebastian, to be frank.) 
(but you weren’t complaining - you were connecting with him better!) 
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This is a continuation of the request from @nightroze​ this time, from Sebastian. I hope you enjoy!
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You Can’t Fool Me (Sebastian x Assassin!Reader)
Warning(s): bodily injury, Sebastian in general
Word Count: 1,214
Your heart was beating in your ears as you hung off the side of a building, specifically, the Phantomhive Manor. After your ‘reencounter’ with Sebastian, he somehow convinced you to become a resident. But it was far better than making horrid bread every day, so it was the lesser of two evils. Even so...your fingers delicately brushed against your lips, still holding onto the ledge with the other hand, as you thought about the moment he kissed you back then. 
Shaking your head, you refocused on your plan. While scaling buildings was somehow an innate ability, your landing needed some work. And as if to remind you, your left ankle throbbed hard, the binding around it not supporting it as properly as you thought. “It’s fine, it’s fine.” You muttered to yourself, trying to shake yourself out of it as you looked down at the ground from three stories up. 
Still new at this whole assassin thing, you had been going after targets that were considerably small and easy to take out.
Well, somewhat easy.
You had scaled a building up to the second story and was waiting to ambush them, only for you to mistime the jump and you crashed down onto your left ankle, sufficiently breaking it. And the target immediately ran off. 
That had been two days ago and it angered you to no end. You miss timed something so simple! And to prove to yourself it was a fluke, you climbed to the third story in order to jump. Make it more difficult and you’ll surely succeed. 
Right as you were about to jump, the window above you opened and a hand wrapped around your arm, pulling you up as if you weighed nothing. 
“H-hey!” You yelled, immediately knowing it was Sebastian. “I was in the middle of something!” 
The man only looked at you with as much amusement as someone would have by watching a kitten with a ball of yarn. “You were about to do something incredibly stupid.” He retorted, pulling you back inside and setting you on the ground. Even though it was gentle, putting weight on your ankle made you suppress a groan. Without missing a beat, Sebastian said, “If I didn’t know any better, Miss (F/N), I would say that you’re in some sort of pain.” His eyes sparkled with amusement, clearly giving away he knew what was going on.
Pursing your lips, you ran a hand over your (H/T) (H/C) hair. “I don’t know what you’re talking about.” You said, moving back to the window only for his arm to reach out and block you. “Please let me go, I need to get better.” You said, your eyes glaring up into his. 
“You’re already the best.” He answered, not backing down. “No need for you to get better.” Sebastian turned and ran his gloved thumb over your bottom lip. “It’s in you. There is no point in training.” 
That made you clench your (S/C) hands into fists. “You don’t know that.” 
“I do know that.” He replied without missing a beat.
It made you scoff and turn away. “If you say so, then I’ll go practice something else.” Turning on your right heel, you walked forward, doing your best to not put weight on your left foot. It caused a very obvious limp that Sebastian had noticed for the past couple of days. 
A smirk graced his features as he easily strode over, picked you up, and placed you in one of the plush chairs of the lounging room he pulled you into. Kneeling in front you, Sebastian looked up and traced his finger over your left knee. “Is there something you wish to tell me?” He asked, his eyes flashing red for a brief moment.
He knew. He knew that you knew that he knew. Gulping a little, you squirmed a little in your seat. “No, there’s nothing.” You said before laughing a little. 
Sebastian grinned and leaned down, placing a delicate kiss to your knee. “Hmm, in that case, I think you deserve a massage for all your...hard work.” He grinned and slid off your shoe and sock on the left foot. The entire time he did, it was taking everything in you not to scream as your hands squeezed the armrests. 
“That...sounds...lovely.” You grinned, trying to keep up the facade. 
As if on cue, he raised your foot up a bit higher and began to gently prod the bottoms of your foot with his thumbs. The problem with that was, your foot was connected to your ankle, and your ankle was currently broken. 
Your body started to feel cold as you contained the pain.
“Does that feel good?” He asked, to which you could only nod, feigning innocence. “Good, then I suppose I should go further.” His hand danced down to your heel, slowly rotating it. The action made you jump straight up in the air in your seat. 
“Bloody hell!” You exclaimed, tears coming to your eyes.
“Did that feel good?” Sebastian asked, his voice laced amusement. How stubborn you could be….
He continued his movements, all the while slowly gauging your pained reactions. “My dear, are you sure you’re not in pain?” He asked, his fingers brushing just below your ankle. “Because if you are in pain, and you’re not saying anything,” his hand immediately gripped onto your ankle, making you lunge forward with a yelp, “I would say that’s quite masochistic of you.” His grin was wide as he said this, almost hoping that it was indeed the case. 
With a shaky breath, you shook your head in denial. “No...I’m not….” You whimpered, not yet caving in, “And besides,” you peaked open a (E/C) to look at him, “wouldn’t that make you a sadist?”
“Without a doubt.” Sebastian purred, seemingly proud of himself. “But at least I will admit it.” 
Before you could get another word in, he rotated your foot a bit which made you immediately scream in pain. “Ow, ow, ow, ow, ow!” You cried out, your eyes now dropping tears. Your body was shaking as you tried to breathe through the pain. “Ok, fine, yes, my ankle is broken!” You conceded to which the man in front of you chuckled. 
“There we go, see, was that so hard?” He asked, standing back up. His tall frame leaned towards you, hands on both the armrests. “Now, what would you like me to do, (F/N)?”
Your eyes were turned away for a moment before looking back at him. You hated saying it, having always been an independent person who took care of themselves. Well, until you met him. “Please, take care of me, Sebastian.” 
“Those were the words I wanted to hear from the beginning.” He hummed, leaning forward to capture your lips in a lingering kiss. “But don’t worry, even though you may try to feign innocence,” his body went back down to the ground, this time delicately picking up your foot to look at the bruising peeking out from the binding, “I’ll always know what you’re truly thinking.” And to seal that promise, he placed a soft kiss to your ankle. “Now, relax, My Lady, and let me take care of all the work.”
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Hi!! Can you do an undertaker, Sebastian, and Ciel with an S/O who is an assassin?
Here it is my Anon! I hope you enjoy it!
Undertaker and his Assassin S/O
He knew what your profession was from the moment he saw you. In his previous line of work, afterall, he ran into several of your kind. Or perhaps it is better to say, the targets of your profession.
It was a little surprising to him though to find out that he developed a target on his head. No doubt from a disgruntled customer who assumed the measurements were wrong on the coffin. Or, at least that’s what he assumed.
But, considering who he is, he was definitely waiting for you to show up, giggling all the while. It was a bit unnerving to have a target be laughing at their imminent demise, but you brushed it off as a coping mechanism.
Even so, he was…frustratingly hard to kill. Your usual tactics of ‘grab and take them down in a headlock’ weren’t working. Not because you weren’t strong enough, but because he kept weaseling out of your grip somehow. You blamed the soft long hair.
Yet, after your first few failed attempts, it was obvious the Undertaker saw it as more of a game than a threat on his life. Which only served to annoy you.
After a few more unsuccessful attempts, you screamed, “Just let me pin you!”
To which he grinned and shook his head. “But if I let you, that means you leave.” His voice took a deeper turn as he brushed his bangs to the side. It made you shiver, those irises weren’t normal. And you’ve looked into many a dying man’s eyes to know that.
With a frustrated growl, you sat down on a coffin (since he didn’t have chairs in his funeral parlor, weirdo) and crossed your arms. “Looks like I’m not going anywhere then.”
He laughed and turned around. “I wouldn’t have it any other way dearie. Don’t worry, I don’t mind sharing my bed when you get tired of this silly bounty.”
You could only stare and purse your lips. Truly, it seemed like you would not be getting out of this anytime soon. But perhaps…that wasn’t so bad.
Sebastian and his Assassin S/O
It was nice to see you back after all these years. Pretending to be something you were not born to do. To think, the once proud royal assassin of Ancient Egypt, a lowly baker barely scraping by in London. It was a bit saddening to see your potential go to waste. 
But no matter, now that he found you again after all these centuries, he would not be letting you go. 
His first priority was to watch and observe. How were you with others that have wronged you? Who were far too rude for your liking? His eyes gleamed as he saw your hand twitch towards a bread knife after a particularly annoying customer walked away, but you retracted your hand. The frustration on your face said it all.
But, he needed to see you in action. He desired it in fact. After all, that’s how you won the demon’s heart. Perhaps having done so many ‘good deeds’–or as good as can be for a demon like himself–the dark one decided to reward him and bring you back.
Shrouded in all black, he followed you on a rainy morning as you headed to the bakery. You knew you were being followed, he was making it quite obvious actually. But after several particularly annoying customers, this was the last straw. And if the law came after you…well, self-defense was there for a reason, right?
Rounding a corner, you immediately scaled the brick wall, holding onto the ledge of a window as you waited for your pursuer to follow you. Taking out a knife and putting it in between your teeth, you watched the round the corner as expected. 
As your figure came plummeting down, intending to stab the man’s throat, you found yourself slammed up against the wall, a hand around your throat. 
“My, it seems you still have it after all, don’t you my dear?” A silky smooth voice whispered in your ear. In your heart of hearts, it was distant, but it reached out to the voice. A name was ringing in your ears, begging you to say it. But the moment you opened your mouth, you found a pair of lips on yours and two shining red eyes staring  back at you. As the man pulled away, he gave a peck to your nose. “I have a new name now. Call me Sebastian.” 
Ciel (Adult) and his Assassin S/O
He had to admit, when he required your assistance as a plus one all those years ago to take out a target, he never expected to actually develop feelings for you. But, yet here he was, you on his arm laughing at a noble’s joke and a ring on your finger.
As the noble walked away, your expression darkened and turned to disgust, swiftly picking up a champagne flute from a server’s tray. “I can’t wait till he’s six feet under.” You muttered.
He couldn’t help but chuckle a little and press a soft kiss to your head. “Patience my dear, all in due time.” You couldn’t help but sigh and lean into his touch. 
He was right, but you could wait since it was for him. Now that you were in a very public marriage with Ciel, it was much harder to take on assassination jobs. But he was good to you, he knew you liked it, so he pulled some of his contacts in the underground and was able to secure targets for you. He spoiled you like that.
As the hour chimed, you downed the rest of your glass and handed it to your husband. “I’ll be right back.” You said, turning to flash him a bright smile. “Don’t miss me too much.” And with that, you went off to go persuade the noble to a more…secluded area.
He smirked and nodded his head. You both knew you’d miss the other’s presence. After all, two dark souls attracted one another. 
Around eight minutes later, you sidled back up to him with a little sigh. “My love, it seems that one was taken care of in record time.” He mused after glancing back at the clock. 
You were efficient to say the least, but it was more fun when they fought. “Next time, get me a more challenging one, yes?” You asked. By no means were you upset, if anything, the target had some nerve to be so easy. Perhaps it was all the drinks they had that did it. 
Ciel wrapped his arm around your waist, pulling you close. “As you wish.” He leaned down and whispered in your ear, “My dear assassin.”
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Salvatore from Salvatore (on Wattpad) http://my.w.tt/UiNb/dPLucVFkEv A dark Sebastian Michaelis x Reader one shot in first person pov.
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When You’re Extremely Shy (and Have an Extremely Attractive Demon Boyfriend)
Request: hello... this is my first time asking a request, if you don’t mind, can you write headcanons for Sebastian Michaelis with a significant other who has Fluttershy personality type? I’m really sorry if my English really messed up, and feel free to ignore this if you’re not feel like it ((> ωㆁ) have a good day!! (*´ω`*)
Title: When You’re Extremely Shy (and Have an Extremely Attractive Demon Boyfriend)
Genre: mostly floof, might be some comedy in here (it’s really mostly floof tho lol), super super s u p e r slight angst 
Pairing: Sebastian Michaelis x GN!Reader
Notes: Okay, so this provided many an idea for me. When i read this a flood hit me, and all I can say is thank you oh so much for the prompt! 
Ideas like this are what keep me going (especially now, to be honest-), so when I see requests like this, I have to go for it. Like, immediately. With that said, though, I feel the need to say that the last time I took in anything about MLP was a long time ago - to say the least... - so I might be a little off about the personality of Fluttershy, but I hope that it’s sufficient for you either way. 
Also, a warning: there is a very brief implication of abduction and drugging. Proceed carefully, if you do proceed.
Anyway, I hope you enjoy it! (And don’t worry about you English, it’s great! Keep it up!) 
Below the cut! 
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alright so
this time period is a little bit perfect for a person of this type
b u t
it also means that you are more susceptible to attacks by supernatural forces
since 
well
y’know
super shy, super quiet, super timid
the best target for most supernatural beings as well as creeps, murderers, etc. 
really, it kinda sucks that it ends up that way
but on the bright side, that is how you met sebastian and ciel
you had been separated from your parents
and had been waiting for you caretaker to return
when someone had grabbed you when petting a stray animal beside the entrance you were waiting at 
they had attempted to slam a rag over your mouth, 
and they managed to get the rag over your mouth
but someone had been thrown back before anything further could happen
the rag hit the ground, and a small boy and his butler 
(you assumed) 
came from a shadowed area
and the rest is history! 
you had soon become obligated to work with ciel for funtom company collaborations
(your parents were often busy with meetings, and you were going to take over the company as the heir) 
so you would often see sebastian
he’d carried you back to the phantomhive mansion after the attack
and it was there that you froze up after finally getting a good look at his face
and h o l y s h i t was he attractive 
yeah, you went tense from that point forward lol
flustered 
very obviously so 
you two did bond over something unexpected, though
you and ciel had gone out to look at manufacturing processes for a new experimental collaboration project
and sebastian accompanied, of course
but it was when ciel had gone to talk to the head of the plant
(or rather demanded that they exit the building to talk privately) 
that you had noticed a cat sitting by a box not far from the plant
worried, you walked over and raised your hand to the animal and let it sniff you before you pet it 
and it was adorable
purring came about not long afterwards, and it started to rub itself against your arm and hand
sebastian was made to watch after you while ciel handled what was needed
and seeing that you had disappeared, he went to find you 
and find you he did
the cat had gotten so comfortable with you in that period of time that you were holding the fluffy animal
the both of you looked so tender
and that was what drew sebastian further to you 
on multiple occassions you were very accomodating to guests, and were a very nice guest yourself
super sweet and super gentle, especially to kids
now, listen
this wouldn’t have normally caught sebastian’s attention
but with the way that you had been handling every other situation by this point, this only added to your character
you had already shown your immense compassion and care so seeing that being extended to children- 
he doesn’t normally get interested, but this?
yeah, the demon was extremely taken by you 
now 
he only found all of this out by observation
you never really exchanged any words with him, you only did so to ciel or someone that you were absolutely obligated to 
and even then, you were stuttering and/or mumbling
it was very quiet, you were very quiet, and the way that you approached speaking in general only enforced that
(possibly even to a borderline extreme extent, honestly) 
you first spoke to him when you had an issue in your guest room, though
somehow, someway, a mouse had snuck into your room
you wanted to remove it, but you wanted to do anything but hurt it
you knew that if any of the other servants had found it, chaos would ensue 
and that would mean that ciel would likely order for it to be killed
you wanted that avoided at all costs
so you went to the most reliable servant for help 
“s...s-sebastian...?”
your voice sounded almost...dainty
“yes, dear?”
“could-could you help me...for a second?”
“yes, of course. what is the issue?”
so, you tried to speak
and it didn’t come out 
too many words, too little time, and way too much anxiety to speak them
so you gestured to your room 
(or the stairs, rather) 
“would you...f-follow me, in-instead?”
he remained silent, nodding 
“do lead the way, darling.”
so you did 
it was silent
not awkwardly so, though
you enjoyed that since most people you were surrounded with were very ethusiastic and talkative
you didn’t mind it in crowds, 
(not like you liked those in the first place, though) 
but when in a quiet space, it made things very awkward and tense
you hated that feeling
as well as sebastian
he loathed that tense feeling, he could sense the people in the room absolutely losing any true comfortability by the second
it disgusted him, frankly
but this was different
and when you showed him to your room, the mouse was gently nudging at your pillow
“i saw it running around and...and i don’t w-want it harmed...”
sebastian knew what you were getting at
“i’ll release it, then. my sincerest apologies for this event.”
he bowed
you froze, unsure of a response
“n-..n-no, no, it’s-it’s quite alright! um...”
you gulped
“..i just want to- make sure it is safe. thank you, sebastian.”
and so he did, releasing it into a corner of the garden that had been fenced in
finny was in another area, and you gave the mouse one last pat before it ran free
and that is what sparked this relationship 
he noticed how you always reacted this way, and when the time would call for it, you’d go to him since he was someone that wouldn’t ridicule you for your nature
he always helped you aid the small rodents that wormed their way into buildings, always helped you get any stray animals back to safety
hell, he even did so with kids
you had run into a couple lost kids on multiple occassions, and each time you were sure to bring them to safety and do your damnedest to reach out to their parents 
sebastian always made the process easier, and with time, you learned a few things from him
you began to pick up more on asserting yourself when it came to protecting the animals and/or children that you ran into
it shocked people to see your demeanor change when it came down to it, and the tone of voice you’d use would make them bend
“i’m not requesting, sir, i am demanding that you bring that animal to a shelter before any more harm comes to it.”
yeah, that?
that made sebastian proud. 
he’d been the one to help you reach this point
you had often come to him to vent
(in your faint voice, of course) 
about how no one would listen to you, and how you were ashamed that you weren’t more talkative and outgoing
sebastian had made it his mission to help you when these times would come
he began by letting you voice what you actually wanted to say
“perchance, would you m-...mind if i did so? it doesn’t seem improper to you?”
“of course not, darling. i don’t mind.”
“...alright then.”
and then it came out.
the anger, the pain, the worry - all of it
and he let you go crazy.
your parents wouldn’t, family members wouldn’t, little to no one would
after all, you were the nice, sweet, and gentle child of the (l/n) family. 
no one would expect anything less from you 
but they definitely didn’t expect anything more intense
and even then, it took a while to get others to accept the fact that you are more than your demeanor
it sucked that it took as long as it did, but it did bring you and sebastian closer
(if we wanted to stay on the bright side, at least) 
either way, a huge amount of progress was made
and he eventually came to develop a relationship with you 
ciel was asked to provide advisory over the idea
and, surprisingly, he allowed it 
(it was mostly due to the fact that he could get a break from sebastian’s lectures, but hey-)
and now, you had another thing to leave you flustered
he truly loved your demeanor and your personality, the way you advocated for others without hesitation
really, he loved you for that
but he also loved to tease the everloving crap out of you 
seriously, when you two would have a break from business, you both would relax in the library 
books in hand, reading being done
until sebastian would look at you, leaned up against him and eyes focused
“my, darling, you look beautiful.”
and you are no longer existing, you have evaporated
(wishing sebastian good luck when it comes to dating a nonexistent being)
but luckily for him, you always return
and he never gets enough of teasing you 
you’re cute, he can’t help it 
(he won’t do it in public, though)
(he may be sadistic, he may be cruel, but even he knows where to draw the line)
overall, though
he would be a great influence to someone like that, simply due to his attraction to you 
due to that, he wants to help you bring out the best in yourself in a more forward and clear fashion
(and he wants to spite the idiots that decided it was a good idea to ridicule you just because you had a more pacifistic approach to life) 
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Fun-Sized S/O
Request: Can I ask for hc’s for sebastian from black butler with a really tiny s/o (around ciels height) but she is allready a adult? Would love some cute headcanons for him if you have time..
Title: Fun-Sized S/O
Genre: fluff, slightly romantic
Pairing: Sebastian Michaelis x Fem!Reader 
Notes: When I saw this, I gushed! This sounds so cute and I think it’ll be so much fun to write. That, and this just gave me a new rush of happiness that I really needed right now, so thank you for that! 
That said, I hope you enjoy it! I refrained from specifying the age, but I tried to make it very obvious with some comedy inclusion. I may have strayed a little, though, so I apologize. 
Below the cut! 
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let’s cover one thing first: he finds you absolutely adorable.
seriously.
despite being the same height as ciel, as well as maintaining a job in a similar area (you both worked under the queen), he couldn’t see you as anything other than a chihuahua walking around in a world full of english mastiffs
though, he was well aware that you were very much capable of taking care of yourself. 
you work under the queen for a reason, after all.
which is also how you two met. 
at first, he saw you as someone that would be filling in for someone else, possibly even taking up a role that had been presented to you by one of your parents or other family members.
but that was not the case.
your business was booming, and this is when he found out that not only were you of legal age, but very crafty as well.
(he liked to think that you preferred to feint any kind of awareness and have a vast amount of knowledge in all areas to be able to hold a candle to anyone that would try to manipulate, but that was only a theory of his.)
as much as it annoyed him from time to time, he and sebastian could tell that you would be a powerful asset, not only to them, but to the queen.
from that point forward, whenever you two would meet (which was, again, fairly often - the queen!), you two would be able to have almost the exact same thought process. 
it was very evident that you knew your way around, and he admired that. 
but there was also a side to you which he knew how to pick out.
taunt your height, get kicked. 
treat you as an armrest, get kicked. 
make sly comments about how you can’t reach something, get kicked. 
or, at least, try to get kicked. 
(yeah, your height was still an issue on that end.)
otherwise, you started to get used to this. 
on days when ciel wanted to be nice and you were free of any work for a time, you two would meet at the phantomhive manor.
whether you were reading next to each other or discussing past events that either one of you asked, something would happen. 
and it would more often be bardroy, mey-rin, or finny. 
and here is where you and him used your height to your advantage.
from time to time, you’d help out the staff. 
ciel had consistently told you that you are a guest and that you don’t have to help those “bumbling idiots”.
you didn’t listen, though.
this is where your height would be either a blessing or a curse.
if the issue had happened in a lower area, you would be quick on the uptake despite the amount of times that someone had tried to stop you.
glass broken? you’d be 100% willing to help and make sure that mey-rin didn’t injure herself while trying to pick it up. 
and yes, this typically went over fairly quietly, though sebastian would never hesitate to throw something out there to annoy you.
“miss l/n, it seems as if your height may come in handy. do be careful when picking that up, thought, dear - don’t want you to get crushed, darling.”
“oh, please, sebastian darling - you may not realize or not care to realize this, but i can and will bite your ankles.”
“love, is that really necessary, though?”
“if you keep attempting to taunt me, then yes, it will be made top priority.”
(banter like this was highly encouraged by ciel, though he would never admit this).
on the other hand, though, if the incident had occurred at a taller height?
yeah, you would have to deal with short comments from him while you do things at your level. 
“darling, may i ask how the weather down there is?”
“oh hush, you obnoxiously tall demon.”
“oh dear, you are just extremely short.”
“don’t forget that i could, quite easily, sneak away from you right here and now and leave you lonely for the remainder of the day.”
(you both knew that wouldn’t happen, though - you would miss him too much, and he’d know where you went almost immediately.)
so, those were fun times. 
otherwise, when given the chance to, you two would try to create things together. 
rose bouquets, sweets, sometimes even a new prototype for whatever purpose. 
times like this are when the jokes would either be completely quieted or completely active.
sometimes, he’d purposely put an item that you could reach easily on a normal day about three shelves higher. 
it was, of course, all a ploy to get you to ask for his help with an attempted nonchalant expression, though you were extremely flustered.
other times, he’d let you rest upon his shoulders if you were too tired to try and jump to reach something - these moments also left you flustered, but you didn’t mind. 
there was even the rare occasion that, when you two would sit near each other and read (or do whatever you desired), he would allow you to lay beside him.
he noticed how your short frame fit perfectly in comparison to his taller one, and he’d silently gush at the image. 
(fun fact: one time, when you had tried to reach a book you had left behind when leaving the room, he had helped you out in the most cliche way possible - he stood behind you and grabbed the book for you, his hand resting on your shoulder. it was an adorable image to the both of you.)
he found these moments to be the most important between you two, the teasing romantic ones were always the ones that got him to become just as flustered as you are. 
and, though kisses didn’t happen very often, they were very much sweet and slightly comedic.
since the height difference was so obvious, things went one of two ways: either one of you would adjust your height to reach the other, or you would find a way to even it out and make it romantic. 
if it were to go along a more humorous route, the common things were either he would lean down, or you would jump up.
considering both of you were fairly serious, these moments were highly treasured. 
sometimes, he would watch you pout and fight back the urge to laugh at the image.
these times, though, he’d fall victim to the cute and childish expression that rested upon your face, and he’d lean down just the slightest.
he’d gaze at you lovingly, and it wasn’t until you would turn to look at him that he’d say something. 
“you are quite adorable, lady y/n.”
cue your blush, cue his smirking visage. 
“may i kiss you, my dear?”
small silence...
“...yes, you may.”
he laughs at your attempt to fight back the rush of blood to your face as he decides to tease you.
he stopped leaning down and watched as you puffed your cheeks and sighed.
“aren’t you going to kiss me, mr. michaelis?”
“hmm...maybe i might. it would be very much appreciated if you could, possibly, meet me halfway, though, darling.”
cue another huff. 
you tried to jump up at him, but you were still unable to reach his height. he met you halfway.
the other times, though - those were when things got really romantic. 
these were the moments when you two would get a break from a growing crowd of people at a formal event. 
these were the moments when you two would be resting in the garden under the moonlight, surrounded by flourishing roses and carnations. 
these were the moments when you two would be sitting next to each other on a bench, around even height as your skirt had lifted you just the slightest. 
these were the moments where things would remain quiet yet loving, and though there was still a height difference, things were on much more level ground.
kisses in this moment were also very sweet. 
neither one of you had to do much to meet the other. 
afterwards, the rest of the night is spent in the midst of the festivities. 
so, as a whole? 
short jokes, tall jokes, and a surprisingly wholesome relationship for a demon as renowned in the realm as him.
(he may also have taken a slight liking to your soul, but he was very loyal in return to ciel - cuz souls are tasty, yUM-)
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Average? Darling...
Request: Hi! I saw requests were open so I was wondering if you’d be ok with doing Headcanons with Undertaker and Sebastian with a s/o who doesn’t really think their pretty? Like they don’t think their ugly or anything, just mundane and average so they just think people are being nice and don’t really mean it when they’re told they look pretty? (Sorry this is long, I wanted to make sure I made sense) thanky and I hope you’re doing well amidst the chaos going on! 
Title: Average? Darling... 
Genre: fluff, mayyyybe a little bit angsty (yay insecurities!) (emphasis on mayyyybe)
Pairing: Undertaker/Sebastian Michaelis x Fem!reader (separate) 
Notes: This made me so happy to see. Literally. Anon, thank you for requesting this! 
That said, I totally understand this idea and outlook, and I still struggle with thinking of myself in a way that isn’t seen as absolutely hideous or terribly average. I can only escape that through cosplay, and I absolutely hate taking almost an hour or two putting on makeup just to feel drop-dead gorgeous for thirty minutes. 
Anyway, you can ignore that little tirade if you want! I tried to make it as realistic as possible (from my experience), so I hope it lives up to what you like. Otherwise, thank you for saying that - I hope you’re doing well, too! (It didn’t come out trippy this time, yES-)
It is also a female reader default, so I apologize if that isn’t what you expected. It seemed to flow better for me personally, so I just rolled with it. 
Below the cut! 
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Undertaker
surprisingly, out of these two, i find the undertaker would be more inept here
because while both him and sebastian are not human and can barely understand certain human emotions,
one has had more basic observation and interest than the other
that ‘other’ being undertaker
from what i can remember, i can only assume that he would have focused his attention towards his over-the-top plans to screw with the reapers, demons, and angels
but that’s not the whole point right now
to cover how your relationship happened, you would have had to know him for a while
and he probably would have only come to realize that he had feelings for you after he got to know you
so to sum that up: your personality is sexy to him.
that was the first thing that he was attracted to, but your appearance?
that was a bonus
so when you stop and say that you aren’t anywhere near as beautiful as people say, he just tries to get you to admit that you are wrong within a few minutes
“i’m really not as beautiful as they claim, undertaker.”
“dear, that is not a funny ‘joke’.”
“i’m not joking, darling, i’m nowhere near as beautiful as people claim i am.”
he jumps into a tirade
i don’t make the rules, okay? he just does.
and it involves many, many, many instances of your beauty.
your eyes? 
they glitter and almost glow in the shadows and light in the most attractive manner.
your hair (or lack thereof)?
simply gorgeous, simply shining - quite beautiful
your figure?
quite fitting for the time, and quite a sight to see when walking.
to him, you are what an angel looks like, and you have the personality of one as well
a total package, if he must say so
but that is about where he would stop.
it doesn’t last long, but it does hold meaning and he refuses to let you believe anything else
but he may only step in and say something when it gets to be too much for you.
those times when your insecurities get the better of you?
he’s already on it, coffin open and ready for you to cuddle with him as he makes grand statements of your beauty
“your beauty truly reaches across centuries, across millenia - a quite haunting beauty if i may say so myself.”
“your eyes perfectly match your complexion, almost glowing against your countenance.”
“and darling, your figure...if i may, i must say that it is truly gorgeous...truly supple. it fits your clothing very well.”
(that last one was a lil bit sensual but hey - it was bound to happen at some point in this)
but every one of these times was very short. 
eventually, though, his words started to make sense.
through those short little sessions, they worked somewhat.
i’d like to say that they worked almost immediately
but that is a blatant lie
again, this is undertaker
subtly only matters to him when it is a part of a scheme he has. 
so that immediately negates any hint of it becoming extremely common, as that depends on how often you vocalize your thoughts on people’s compliments
but otherwise, they work a little bit. 
in a weird way
(again, undertaker.)
but he tries, so make sure that he knows he has made you feel a little better
don’t lie, but don’t hesitate to tell him what you thought of his perspective
he covers it in his own little way, and you both don’t mind it too much. :)
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Sebastian Michaelis
okay so
sebastian found you to be meager at first
but that was because you were shielded by a shadow and he only caught a glimpse of your outfit
when he caught you in full light though?
gorgeous.
he had held a distaste to angels, but you were one that he doubted he could stay away from
and because ciel had gotten tired of watching his butler fawn over you as you two worked together, he straight up demanded that he talk to you
and a butler can’t deny his master’s orders, can he?
from there, he grew to love you more
and though he will admit that he fell in love with your appearance at first, your personality was even more beautiful than you
so you can imagine his surprise when you told him that you were only average 
he had caught you looking at yourself in the reflection in the glass of a window, and he became intrigued
was this simply a human thing? 
possibly a female quirk, though he may have chalked it up to feminine mannerisms
but when you spotted him and he questioned your actions teasingly, you gave him the answer to his question.
“darling, may i ask why you are gazing at yourself?”
*shock* 
“um, well - when you or someone else tells me i’m pretty, i don’t believe it.”
for once, pure and unadulterated shock presented itself on his visage
“dear, i must inquire why.”
“well, i’m not...’gorgeous’ as you claim. i’m simply average, nothing more.”
he had decided then and there to treat you as the sparkling darling that he knows and loves 
“well, darling, i beg to differ.”
you and him then sat down and just talked.
unlike undertaker, who i feel would try to make his s/o feel gorgeous from the get-go
sebastian would be the type to get the point across over time
he’s observed humans for centuries, so he has the least amount of understanding 
human insecurities cannot be mended within minutes, but rather longer
so he did the best that he could to make you feel better about your beauty
after all, he appreciates art in it’s finest form
and you fit into that category
so after reassuring you that you are just as gorgeous as others see you to be
(”your eyes are the most beautiful (e/c) i’ve ever seen.”)
(”your skin is quite glowing, much like you yourself do.”)
(”your body, too, darling - it’s to die for. just perfect.”)
he makes it a goal that you become completely aware of your beautiful
someone just complimented you and you reluctantly accepted it?
“darling, i promise you that you are gorgeous.”
another person just told you your beauty measures to that of madam red? 
(don’t blame me, blame google - i tried to find more information, but this is set in the 1880s, not the 1890s, so gibson girls were barely there and were not yet considered the peak of beauty at the time. and after that mess, i went to see what characters were ranked highest and madam red was the highest ranked female on that list, at 14 i think, as the rest were male. due to that, and the fact that she is a doctor that must be fairly well known, she would be known and ogled - cuz lets face it, she is sinister, but she is also gorgeous.) 
(sorry about that, let’s continue)
“they aren’t incorrect, my dear. you do truly glow, much like she does, but your’s is more bright.”
anyone compliments your figure when doing measurements and you tell him?
“as i have said, your figure is truly fair and quite admirable.”
sometimes, even when you were resting at either your’s or ciel’s manor, sebastian would make sure to remind you of your higher beauty
before you were to go to bed?
“dear, sleep well. i would say that you may want your beauty sleep, but you don’t need it when you’re already gorgeous.”
reviewing papers?
“your eyes, my darling - quite beautiful. they truly do sparkle.”
simply reading and resting?
“a beautiful brain and a beautiful appearance - my, my, you really are a gem to view, my love.” 
you blushed every time, but the more he did what he did and said what he said
you slowly came to realize that you truly are as beautiful as others say you are.
and though you are aware that there are others out there that may be more beautiful
you now know that your beauty is much more prominent than that of the common female
and your realization made sebastian all the more giddy 
(well, as giddy as he could get - remember, demon!)
(and again, that little rant earlier, i-)
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Masterlist of a Fanatic
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Writing Requests // Reader Insert ‘Codes’ // My Current Que // NSFW Alphabet Template
The following is the Masterlist of all my requests and stories:
Black Butler -Black Butler Characters (Undertaker, Sebastian, Ciel) x Fem!Assassin!Reader Headcanons -Black Butler Characters (Sebastian, Undertaker) x Ballerina!Reader Headcanons -Black Butler Characters (Undertaker, Sebastian, Grell) x Baby Fever Reader Headcanons -Adult!Ciel x Fem!Injured!Reader (Don’t Hide Things from Me) Assassin Series -Adult!Ciel x Fem!Assassin!Reader (Nice Dreams) NSFW Assassin Series -Sebastian x Fem!Injured!Reader (You can’t Fool Me) Assassin Series -Sebastian x Fem!Assassin!Pregnant!Reader (First Priorities) Assassin Series -Undertaker x Fem!Injured!Reader (It’s Not Your Time Yet) Assassin Series -Undertaker x Fem!Shy!Reader (Pretty Face) NSFW -Undertaker x Fem!Assassin!Reader (Bath Time) NSFW Assassin Series  -Undertaker x GN!Human!Reader (Reaper and Principal) Headcanons -Undertaker x GN!Reader (I Love....) Fluffy Drabble -Undertaker (A-Z) NSFW Alphabet
My Hero Academia -Adult!Izuku Midoriya x Fem!Reader (Endurance Training) NSFW
Naruto -Gaara x GN!Injured!Reader (As Beneath, So Above) Angst -Gaara x Crush!Reader (The Winds of Change) Fluff -Itachi x Fem!Reader (It’s Ok.) Angst -Minato (M I N A T O) NSFW Alphabet -Sasuke x Fem!Reader (Stay Warm) Fluff -Tobirama x Fem!Reader (Whatever it Takes) Angst -Tobirama x Fem!Reader (Loss and Hope) Angst
Random
-200 Follower Celebration (About the Fangirl) Q&A
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Anonymous Request (From the Old Blog): Hi!! Can you do an undertaker, Sebastian, and Ciel with an S/O who is an assassin?
Here it is my Anon! I hope you enjoy it!
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Undertaker and his Assassin S/O
He knew what your profession was from the moment he saw you. In his previous line of work, afterall, he ran into several of your kind. Or perhaps it is better to say, the targets of your profession.
It was a little surprising to him though to find out that he developed a target on his head. No doubt from a disgruntled customer who assumed the measurements were wrong on the coffin. Or, at least that’s what he assumed.
But, considering who he is, he was definitely waiting for you to show up, giggling all the while. It was a bit unnerving to have a target be laughing at their imminent demise, but you brushed it off as a coping mechanism.
Even so, he was…frustratingly hard to kill. Your usual tactics of ‘grab and take them down in a headlock’ weren’t working. Not because you weren’t strong enough, but because he kept weaseling out of your grip somehow. You blamed the soft long hair.
Yet, after your first few failed attempts, it was obvious the Undertaker saw it as more of a game than a threat on his life. Which only served to annoy you.
After a few more unsuccessful attempts, you screamed, “Just let me pin you!”
To which he grinned and shook his head. “But if I let you, that means you leave.” His voice took a deeper turn as he brushed his bangs to the side. It made you shiver, those irises weren’t normal. And you’ve looked into many a dying man’s eyes to know that.
With a frustrated growl, you sat down on a coffin (since he didn’t have chairs in his funeral parlor, weirdo) and crossed your arms. “Looks like I’m not going anywhere then.”
He laughed and turned around. “I wouldn’t have it any other way dearie. Don’t worry, I don’t mind sharing my bed when you get tired of this silly bounty.”
You could only stare and purse your lips. Truly, it seemed like you would not be getting out of this anytime soon. But perhaps…that wasn’t so bad.
Sebastian and his Assassin S/O
It was nice to see you back after all these years. Pretending to be something you were not born to do. To think, the once proud royal assassin of Ancient Egypt, a lowly baker barely scraping by in London. It was a bit saddening to see your potential go to waste.
But no matter, now that he found you again after all these centuries, he would not be letting you go.
His first priority was to watch and observe. How were you with others that have wronged you? Who were far too rude for your liking? His eyes gleamed as he saw your hand twitch towards a bread knife after a particularly annoying customer walked away, but you retracted your hand. The frustration on your face said it all.
But, he needed to see you in action. He desired it in fact. After all, that’s how you won the demon’s heart. Perhaps having done so many ‘good deeds’–or as good as can be for a demon like himself–the dark one decided to reward him and bring you back.
Shrouded in all black, he followed you on a rainy morning as you headed to the bakery. You knew you were being followed, he was making it quite obvious actually. But after several particularly annoying customers, this was the last straw. And if the law came after you…well, self-defense was there for a reason, right?
Rounding a corner, you immediately scaled the brick wall, holding onto the ledge of a window as you waited for your pursuer to follow you. Taking out a knife and putting it in between your teeth, you watched the round the corner as expected.
As your figure came plummeting down, intending to stab the man’s throat, you found yourself slammed up against the wall, a hand around your throat.
“My, it seems you still have it after all, don’t you my dear?” A silky smooth voice whispered in your ear. In your heart of hearts, it was distant, but it reached out to the voice. A name was ringing in your ears, begging you to say it. But the moment you opened your mouth, you found a pair of lips on yours and two shining red eyes staring  back at you. As the man pulled away, he gave a peck to your nose. “I have a new name now. Call me Sebastian.”
Ciel (Adult) and his Assassin S/O
He had to admit, when he required your assistance as a plus one all those years ago to take out a target, he never expected to actually develop feelings for you. But, yet here he was, you on his arm laughing at a noble’s joke and a ring on your finger.
As the noble walked away, your expression darkened and turned to disgust, swiftly picking up a champagne flute from a server’s tray. “I can’t wait till he’s six feet under.” You muttered.
He couldn’t help but chuckle a little and press a soft kiss to your head. “Patience my dear, all in due time.” You couldn’t help but sigh and lean into his touch.
He was right, but you could wait since it was for him. Now that you were in a very public marriage with Ciel, it was much harder to take on assassination jobs. But he was good to you, he knew you liked it, so he pulled some of his contacts in the underground and was able to secure targets for you. He spoiled you like that.
As the hour chimed, you downed the rest of your glass and handed it to your husband. “I’ll be right back.” You said, turning to flash him a bright smile. “Don’t miss me too much.” And with that, you went off to go persuade the noble to a more…secluded area.
He smirked and nodded his head. You both knew you’d miss the other’s presence. After all, two dark souls attracted one another.
Around eight minutes later, you sidled back up to him with a little sigh. “My love, it seems that one was taken care of in record time.” He mused after glancing back at the clock.
You were efficient to say the least, but it was more fun when they fought. “Next time, get me a more challenging one, yes?” You asked. By no means were you upset, if anything, the target had some nerve to be so easy. Perhaps it was all the drinks they had that did it.
Ciel wrapped his arm around your waist, pulling you close. “As you wish.” He leaned down and whispered in your ear, “My dear assassin.”
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