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Obey Me Masterlist
Simeon x Fem! Reader/MC.
Warnings: Sexual themes, smut, dry humping, clothed grinding, teasing, orgasm denial, cumming in pants.
Summary: After pining for each other for so long, Simeon's Santa outfit on Christmas sets in motion something to finally happen.
W/C: 1.8k+
A/N: Tried to get this done DURING Christmas, but here it is.
Loud voices fill the dining room of the house of lamentation with pairs of footsteps being heard back and forth, some slow, others as loud as the banter in the room with the steps being heard rushing into the kitchen in attempt to prevent the need for damage control. “Solomon no! I can handle decorating the desserts!” You hear Luke’s voice fade into the kitchen followed by a muffled chuckle and small protests of how Solomon doesn’t mind ‘helping’.
“I’m hungry…” Beel whines as Belphie yawns. “Don’t worry Beel, Simeon’s almost here.” You comfort him. All seven brothers and everybody from purgatory hall were already at the house of lamentation, except for Simeon who’d gone to pick up Diavolo and Barbatos for christmas dinner, having insisted on accompanying over. “No one’s touching any food until Diavolo and Barbatos show up.” Lucifer informs to which Beel whines again.
“But what about Luke?” He complains with a frown which causes Lucifer to give him a stern ‘you know what I mean’ look. “Hello.” A familiar voice says that has you and the brothers looking over to see Simeon walking in the dining room with Diavolo and Barbatos beside him. Everyone greets each other as they approach one another for a warmer welcome in a hug or small talk to fill the gap of dinner getting finished but none of it is registered in your head, to entranced in Simeon.
He’d always looked breathtaking in his usual attire- any attire, but tonight was even more so than usual, dressed in a beautiful white suit with baby blue patterns topped with small golden colored designs pairing with the golden ornaments adorning the wool at the end of his sleeves and edges of his snow white hooded cloak matching with a Santa hat of the same design. “Sorry we’re so late.” His gentle voice apologizes before he calls your name in a questioning tone, opening his arms for you with a smile after a small pause.
You finally react and walk over to him and wrap your arms around his torso with his falling to your upper back and holding you close to him, embracing you in his warmth and letting you feel the soft fabric of his clothes. “How do I look?” He asks when he finally pulls away, still somewhat holding you in his arms by keeping his hands on your arms. You open your mouth to answer him only for nothing to come out, still at loss of words at the sight before you, though there’s someone who was never at loss for words.
“Oh Simeon!” Asmodeus practically moans and steps in front of you, breaking Simeon’s hold on you. “Well aren’t you a cute little Santa, darling. Tell me, am I on your naughty list tonight? Do you think you should punish me? Or have I been good this year? Do I deserve some reward?” Asmo tries to seduce him, his arms placing themselves around his neck. “Um…” Simeon looks away without knowing how to answer. “Something tells me Santa has you on a list all by your self.” You resist the urge to cross your arms at him.
“No need to be jealous dear,” He smiles at you. “You can help Santa give me my reward for being such a good boy this year.” His voice trails off to the same seductive tone while he looks back to Simeon. “Maybe not.” Simeon pulls Asmo’s arms off of him while looking away with an almost annoyed expression. “Simeon!” Luke yells and rushes over to hug him despite having been apart for only a few hours.
“You were so late I thought these demons had done away with you.” He exaggerates. “I’m alright Luke.” Simeon smiles as plates lightly clink in the background at the table being set. “What do you say if while Barbatos serves dinner, you tell Santa what you want?” He sits on the closest chair. “To make up for being late.” He adds and pats on his lap. “B- Wh- what? I’m not a child anymore! I know how Santa really works!” He points an accusatory finger at Diavolo and the brothers starting to take their own seats as well.
“Come on, just tell me what you want.” Simeon insists with Luke staying put, and despite him being older than you, seeing a child be so against asking Santa for a christmas present felt saddening, even if it’s a job that’s actually taken upon demons. “Well I want to ask Santa for a christmas present.” You state as you sit on Simeon’s lap, missing the way his eyes widen. “Stop treating me like child!” Luke insists, obvious to how Simeon’s eyes nearly pop from their sockets at how wide they are.
“It’s okay, I didn’t know about Santa until I was your age.” You assure him. “I’m over a millennium years old.” He says in a deadpan expression. “But you’re also sort of 10.” You say. “Hmph” He squints his eyes at you and leaves to take his own seat. “So… what does the pretty girl want from Santa?” Simeon nervously runs a hand through his hair with warm cheeks. “The… what?” You quietly turn around to face him, slightly moving in his lap which has him clearing his throat.
“The… pretty girl said she wanted to ask Santa for a present?” He repeats with a bashful smile. “Well… you see, I might actually need to think about it for a bit.” You subconsciously press yourself further into his lap, and though the action goes unnoticed by you, it doesn’t go unnoticed by Simeon who nearly chokes on thin air, swallowing thickly and reluctantly placing his left hand on your waist while the other one goes for the side of the chair, gripping it tightly.
“Maybe sit on Santa’s lap until you know what you want?” He suggests, struggling to steady his left hand enough to gently pull you closer to him, slightly spreading open his legs enough to slowly lodge you in between them. He’d never felt something like this and never really felt actual interest in these type of acts before, until he met you, and now that he finally has you so close to him, to where an unknown warmth was starting to blossom, he wasn’t going to let you go.
“Dinner is served.” Barbatos’s voice interrupts, both of you lightly jumping in your seats and staring straight ahead wide eyed at being caught red handed, expecting a scolding. But when you look over at him, he’s instead giving you a knowing look with a smirk on his face before leaving to his own seat beside Diavolo. You both stay sat in place quietly with both of you looking around nervously, seeing everyone else immersed in conversations along with small spats starting to form distracting from you and Simeon.
You look back to Barbatos again to see him silently eating his food with his eyes glued to the wall ahead of him and simply tuning out, but despite him minding his own business, it felt odd knowing that he knows what was happening. A small whisper of your name comes from behind you and you take in the noticeable difference with your seat form just a few seconds ago. “Please.” Simeon whispers again, his legs overly tense under you with his left hand gripping at your waist tightly, erection pressing into your ass.
You give a last quick glance around the table and look at him over your shoulder, squeezing the sides of his thighs nervously and finally give in. You move your hands to his knees and spread his legs apart just a bit further, moving to wedge yourself deeper in between them, unaware of the show you give him of swaying your hips side to side against his groin followed by you arching your back and leaning forward just slightly, enough to press your clothed cunt onto his hardness.
You open your legs as well to better welcome him against you and proceed to slowly grind back and forth on him, gently moving along the tent of his pants but pressing deep into his hardness. With his hands pulling your back and forth into him, you feel a wetness starting to seep from within you and soak your underwear, wondering if he would be able to feel you through the material of his pants keeping him away from you as your own do the same.
You give a small glance over your shoulder and see him struggling to keep his eyes from fluttering shut with his jaw visibly clenched tight, trying to not draw any attention with his length growing harder by the second starting to feel painful. His grip on your waist gradually tightens while he grinds you harder onto him, starting to hump back into you with his hips lifting in tune with your own, making sure to keep the movements slow so that no one notices.
By the time his hold on you starts to get painful, you manage to hear a small muffled noise from him with a small twitch from his length warning you of his impending orgasm with his teeth clenched tightly. Your own hands grasp harder on his thighs as well, biting back a plead that desperately wanted to escape you, wanting to bend over further over the table to grind your clit onto him rather than your clothed entrance drenched in your wetness, begging to reach it’s own release and clenching on nothing.
Having enough of what felt like teasing, you switch from your back and forth motions and move your hips side to side against him, hoping to finish him off to stop what almost feels like torture for your empty cunt. “Ngh.” A noise finally escapes him with his hips raising from the chair and holding you as tight against him as possible, stilling against you with his nails digging into your sides with his cock twitching beneath you, emptying his balls with you pressed onto him.
His hold on your waist slowly loosens until it goes limp, his hips settling back down slowly as well, cock softening with a quiet sigh leaving past his lips and eyes finally falling shut. You swallow a small whimper when you feel his release start to soak through your pants and bite your lip in frustration and despite having wanted something to happen between you after so long, you find yourself wishing for it to have happened in a better location.
Maybe next time you’ll be able to feel him inside you, or at least be able to play with your clit, maybe he’ll be the one to play with yours instead and you’ll actually be able to cum with him, but for now, you’re forced to take what you can get and enjoy simply having his cum soak through his pants and onto yours, leaving a dark patch on both your clothes and hoping to feel his warm cum reach your drenched pussy.
(This is the last Cowboy Drabble I swear)
Thinking About…
Thinking about Cowboy! Simeon, who can’t help but get all hot and bothered watching you lasso cattle from atop your horse. Thinking about the way he imagines that same rope wrapped around you or even tied tight around himself. Thinking about the way you finally make those dreams a reality as you tie it just snug enough around his neck to cut off a bit of air from his lungs as you ride him fast and hard the sounds of skin slapping together loud but nothing compared to the whining coming from Simeon as he finishes inside you.
Simeon was a blanket thief.
It wasn’t his fault, no matter how many blankets the two of you had on your shared bed the poor angel was always cold. You just couldn’t believe it, you guys were literally in hell and though it wasn’t frozen over it sure felt like it especially during the nights. You weren’t doing much better, no matter how little of the blanket you tried to use, you had to admit it was freezing at night but that didn’t mean you left Simeon out to freeze like he keeps unconsciously doing to you.
You had gotten sick on multiple occasions and it had also caused multiple petty arguments that never led to anything. So here you were trying again, layering every blanket you could get your hands on onto the two of you as Simeon cuddled up to your side the same way he does every night as you looked at him sternly “If you steal the blankets, I’m going to put my cold feet on you.” this was the only warning you were going to give him as he rolled his blue eyes at you obviously not taking you seriously “I’m serious Simeon, it’s freaking cold in here” you said before settling in for the night.
The warning did nothing though as once again, you woke up cold once again with Simeon wrapped in a layered cocoon on the other side of the bed sleeping peacefully and probably warmer as well. So, you went through with your threat, finding a loosely unwrapped section of blanket right on his lower back. You moved the blankets and pressed your cold ass hands against the exposed skin causing your angel lover to let out a shocked gasp as he sat up letting the blankets fall off him “what was that for?” he asked, whining as you laughed and shrugged
“At least it wasn’t my feet?”
Characterization is wild, I can tell you a character named their black cat Shadow and you'll be like "Oh they basic"
Then I can tell you they order straight black coffee and you'll be like "OH! they insane" and you'll be right both times
Simeon.. much like humans, has the overwhelming urge to pet any creature smaller than himself
Don't be surprised if you're sitting down and suddenly this guy just walks up to you and starts petting you with the same genuine affection you'd pet a dog or cat with..
It's the natural order.
(He use to do this with Luke but the little bastard bit him, amen)
Concerned boyfriend
Headcanons of how would it be like as Simeon, Barbatos, and Diavolo's gender neutral s/o?
I wasn't completely sure if you just meant general dating headcannons or how'd they would react to a gender neutral partner. So I just did a bit of both, and apologies this took me so long I wasn't doing very well mentally.
Simeon
He'd be supportive of nearly anything you decide though you might have to explain it a little.
He's very patient and understanding when it comes to you.
He absolutely loves listening to anything and everything you talk about. Even if he already knows it, he will still listen to you as if he's never heard it before.
Meets you at the door of the HOL every morning to walk with you to school, much to Mammon and the other brothers misfortune. Same time every day and will bring you some sort of small breakfast.
He's fine with pda as long as it is brief other than holding your hand on walks or pecks on the cheek. He believes that more intimate things should be saved to a place where you both can appreciate each other without interruption.
Occasionally asks you to do the most random of things to see how to write things in one of his stories. Ranging to you have kissed him in the rain, he has lifted you up to reach something, has spun you in the air in various ways, ect.
Asks you to read over his works while you sit with him. Typically he will rest his head on top of yours, on your shoulder, or if he gets clingy he will lay with his face in the crook of your neck wrapping his arms right around you.
His kisses are typically feather light (pun ha) or they are the type to accidentally leave you wanting more. He loves placing his forehead to yours to stare into your eyes afterwards.
Teaches you how to cook his BLT's so Beel will stop coming to him at the most random of moments.
Pulls you into his side whenever you are both in a crowded area or when demons start to get a bit rowdy for his liking.
If a demon were to get close enough to you or even show a sign of harming you his wings automatically pop out.
Hearing the sounds of feathers behind you, you were about to turn to look when you felt someone's arms around you their wings. They loop around and you can see white in the corner of your vision hearing Simeon quietly say. "Do we have an issue?"
After he gets distance between you and the opposer he smiles at you softly. "Are you alright my dove?"
Barbatos
He makes sure your comfort always comes first and does his best to make you feel comfortable in your own skin.
He'd already be pretty educated on gender identities, that or he has seen into your timeline anyway and has already learned as much as he could.
With how much he attempts to wait on you it can get a bit overwhelming at times. Just grab him and sit him down and tell him to take a break as you sit in his lap and he'll melt.
He's not very expressive so he shows his love for you with acts of service or he'll get you various types of gifts.
He doesn't show it but when other people get too touchy with you he gets a little jealous. He'll politely smile but they way he smiles is eerie and other demons end up backing off.
He doesn't really say 'I love you' instead he'll say things like 'I cherish you" or 'I don't know how I lived without you'
We all know he's scared of mice or rats so that's your job to dispose of them. He'll gladly set up the traps though, unless for some reason you don't like killing them he'll see if there's some kind of warding spell he can find.
Leaves small love notes or reminders in your bags or locker to both remind to to take care of yourself and to make sure you know he's thinking about you.
If you care that much about your appearance he's actually very good with makeup and hair and he either helps you often or asks if he can try things out on you.
Flowers he absolutely loves getting you flowers and leaving them in pretty vases in your room at the HOL. Every so often he'll even give you a flower while coming to pick you up for RAD.
Need I say it? Tea, he'll make tea for nearly every occasion. Want to relax? Tea. Upset at something or someone? Tea. You're sick? Tea. He feels as if it helps with relaxing and also it has benefits depending on what type it is.
In formal events or places where he ends up in his demon form he likes wrapping his tail around your waist or wrist. He finds it comforting to know how close you are to him.
Appreciates it if you help him out with his duties and if you choose to help every so often he'll come over to where you are and kiss you on the cheek or lips lighty whispering 'thank you for your help'
Diavolo
He is a golden retriever, I'm sorry but he is. Anything that makes you happy it in return makes him happy to see you feeling joy.
Whatever you ask him to be supportive of he will do it without question, as long as it isn't too strange and it doesn't put anyone in danger.
He'll always love you for you even if some of your ways, habits, or hobbies are strange.
He might need some things explained to him or he'll just go to Lucifer or Barbatos.
If you had any hobbies in the human realm and you had to stop due to being well kidnapped. He'd buy you the best supplies the devildom could offer. And if the devildom didn't have it? Time to go on a field trip to the human realm.
He enjoys having Barbatos set up small tea get togethers with you whenever he has the time.
Usually whenever he is free he'll tell you or just come see you anyway. If he wants you bad enough he'll find you.
Since y'all got together you've had a plethora of people either completely avoiding you or being nicer and more polite to you than normal.
Whenever a demon will get a little too 'polite' Barbatos will seemingly appear out of nowhere with a kind hand on your shoulder.
If Diavolo shows up he's a tad more open about his message for someone to back off and leave you alone. After all you are his, aren't you?
Has shown up to the house of Lamination uninvited just to grab you and say. "Impromptu sleep over, I hope none of you mind!" And they can't say anything to stop him.
He knows you have your own clothes over at the castle but he makes sure you end up in his anyways.
In that huge bed of his he usually sleeps in his demon form as it brings a sort of comfort to him. But if you don't particularly like it for some reason he'll put it away and just hold you normally.
Now if you DO like it then he'll wrap his wings around you with his arms tight around your hips and his face pressed into your stomach or chest.
Play with his hair and rub his horns and he is out like a damn light.
He makes a strange noise that sounds like purring but not quite. You thought he was growling at you the first time it happened.
He loves you and would give you the world if he absolutely could.
Alright again I'm sorry it's been taking me so long to put stuff out, I really haven't been well in the head and I apologize for that. Sorry if there are grammar or punctuation mistakes. I hope you like it!