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#obey me diavolo headcanons
littlecharmingenvy · 9 months
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Diavolo Headcannons
Dia brainrot go brrrrrr (pls I love this man)
warnings: NSFW (MDNI), couple of kinks mentioned, Diavolo having a sub-par father, author not knowing how to take things seriously (aka, use of the phrase "dicked down crazy style"), uhhh I feel like I'm missing something but I can't think of it so if I am pls lmk
SFW
<3- He’s always been intrigued by humans; how such fragile creatures could have so much courage would never fail to amaze him. So when MC comes along, this sweet little thing who didn’t even know demons actually existed until a few weeks ago, he can’t help but be impressed on how little fear they show
<3- Immediately finds himself attracted to MC, but, of course, being the crowned Prince of the Devildom, he tries to keep things diplomatic. He didn’t want to risk a scandal, especially not now, since everything was finally working out to his liking
<3- MC recognizes Dia as the Prince, but because they didn’t grow up in the Devildom, they aren’t sure what that title exactly entails, so they stick to treating Dia like they would any other person, much to Lucifer’s chagrin and Diavolo’s delight
<3- With how casual MC is to Diavolo, he quickly finds himself falling for them, despite his best efforts not to. How could he be expected to not fall head over heels for them? Especially with their laugh when they’re caught off guard, or the side eye they give that seems especially reserved for Diavolo, when one of the brothers does something laughable. He feels special, as if their little silent conversations exist in a place no one can taint; its something just for them, and that’s something Diavolo has always yearned for
<3- As soon as he realized his feelings were something he couldn’t just brush over, he told MC. He’s a patient man, but he sees no point in hiding it from you, not when you two were already as close as you were. He swears his soul ascends to the Celestial Realm when you reveal that you feel the same
<3- Showers you in the finest jewels and gold (or silver if it matches your complexion better, cool toned shawtys gotta stick together FR). His father growing up only showed affection by gift giving, leaving Dia to lack any emotional warmth outside of material objects. While he tries to be better than his father, and is always praising you and showing love in any way he can, he especially loves giving you gifts, as that’s how he learned to show love
<3- He doesn’t mind receiving gifts from you, anything you give him he’ll cherish for the rest of his life, but he gets especially soft when you make him something. Little paper flowers? They’re the prettiest he’s ever seen. You bake him cookies? They’re the best he’s had in years (don’t worry, Barbs gets it). Give him origami you made in class when bored? He’s proposing then and there /j (/hj?). Just the idea that you thought about him and cared enough to make someone by hand makes him all soft and fuzzy inside. 
<3- Aside from handmade things, Diavolo adores quality time. Just having you sit near him while he’s doing paperwork or enjoying his tea send him over the moon
<3- Very protective. While he’s sweet with you, and would never let you see any other side, he is still a demon, and he would (and has) threatened or killed a few who wished harm on you, and he’d do it again without a second thought
<3- Loves loves loves pet names. Lover, My dear, Angel (ironic), Beloved, he hardly ever calls you by your name anymore
<3- Overall, very soft with his lover. He just wants them to know how much he loves and adores them
NSFW
<3- I know this is widely agreed upon fandom-wise, but I’ll say it again for good measure. Size. Kink. Seeing how small you are compared to him makes him want to rail you into next week. When you look up at him with those doe eyes of yours, having to crane your neck up to make eye contact? Done. He’s dead. He died. It’s over for him
<3- You know monster fuckers? That’s how he feels about humans. Human fucker? Idk, but his enamoration with humans doesn’t stop in the bedroom
<3- Tries to be soft with you, really, he does. But at some point he just breaks, and he needs to dick you down crazy style then and there
<3- Praise kink, going both ways. He’ll tell you how pretty you are and how good you’re being for him, and will nearly cum when you tell him how good he’s making you feel
<3- He’s open to a lot of kinks, but isn’t likely to bring them up. That doesn’t mean he doesn’t love experimenting though. Actually, it’s you who makes him realize he’s into a lot more than he thought he was
<3- Loves giving head. Really, good luck getting him off of you once he starts. He’ll be down there as long as you’ll let him, accidentally overstimulating you pretty much every time. But when he paws at your clothes and looks at you pleadingly, you can’t help but give him what he wants
<3- Generally, Dia’s just a big boy who wants to make his little human feel good. Boy’s absolutely whipped for you, and isn’t afraid to show it. Anyone who has a problem with it will be taken care of
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cosmicstarlatte · 5 months
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bruh your blog is like my favorite blog now ❤︎ will forever be sliding into your asks alskskdhd
so i was thinking … about pervert monster diavolo …
i saw a post about a pervert!lucifer headcanon and an mc who got stuck in a wall and …
now my brain is rotting with the idea of monster diavolo finding mc stuck somehow and just going to town
i promise i’m so normal
Moody forgive me I didn't realize this was sitting in drafts nearly finished the whole time *ripping my hair out*
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nsfw 18+ minors do not interact // ⚠️dubcon, diavolo x f!reader, called little terror & pumpkin, creampie, not really proofread tbh *runs away*
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diavolo hummed from above while you wiggled around under his bed, ass sticking out & looking delectable.
"what do we have here? my little terror appears to be stuck... were you trying to scare me perhaps?" he murmured, patting your bottom while you continued to wiggle your hips around helplessly.
"yeah i'm stuck can you get me out!?" you cried out from under.
diavolo just chuckled as he continued to pat & rub your bottom before kneeling down behind you, shifting into his demon form. can you blame him? he wants nothing more but to mount you with the way you are right now.
"ah? is that so?" perfectly manicured black claws swiftly pulled down your pants, underwear along with it. he dug his claws into the fat of your ass & admired the puffy mound between your legs. "i'll get you out in a little bit pumpkin. you know i can't resist that pretty little cunt."
"dia!" you moaned as you felt his slick long tongue make quick work, lapping at your folds, the tip of his tongue flicking against your clit. "dia, please-"
you whined & couldn't help but rub your cunt against his tongue, almost forgetting where you were.
you heard the soft ruffling of cloth & clinking jewelry, gasping when you felt the fat tip of his demon cock gently prod between your slick folds.
"I'll get you out of there right after this,"He gripped your hips and buried his cock into your warm cunt. Each ridge and bump of his cock rubbing into you.
"Fuck." He gritted his teeth & pulled his hips back before slamming back into you. "Hah, this human cunt was made just for me wasn't it?"
He thrusted harder into you, "taking my demon cock so well-"
You whined as he bullied his fat cock into you, stretching you out. You cried out as his tapered tip started hitting that heavenly spot.
"dia! gonna c-cum- "
With a swift movement he lifted the bed enough with one arm and pulled you out with the other while remaining on his cock. He lifted you up with ease, continuining to fuck mercilessly into you, your back pressed against his chest.
With just a few more thrusts you finally came, the two of you moaned as your cunt clenched around him and milked his cock of every precious drop he had.
diavolo let out a happy sigh as he plopped the two of you onto his bed, laying you on top of his chest and wrapping an arm and his black gold accented wings around you.
With a free hand he wiped the sweat from your forehead and grinned.
"You know you didn't have to lie about being stuck." ◇
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shikiii-skadi · 1 year
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How the Obey Me! Dateables look at you:
part 1 (demon brothers)
includes: barbatos, diavolo, simeon, solomon, thirteen, luke
warnings: none
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Barbatos:
Like you are a mystery to him - Barbatos is very surprised about how fond he is of you. And what surprises him the most is that he can't even say when it started. Sometimes he just looks at you and wonders why. Why you of all people? Of course, everyone can see that you have many qualities that speak for themselves, but he would never have expected that he, of all demons, is also not immune to the charm that surrounds you.
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Diavolo:
Like you are his queen/king - Early on it was clear that Diavolo had immense respect for you and put a lot of trust in you. You were the perfect symbol that a harmonious coexistence between the three worlds was possible, but of course, that was not the only reason. What you embody and are is exactly what he envisioned for his co-ruler. You were also close on a personal level. He could not imagine anyone better with whom he would like to preserve the new order of the three worlds.
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Simeon:
Like you are the real angel - Simeon often finds himself wondering if you are perhaps an angel after all. You are friendly and willing to help everyone. Furthermore, you have managed to enchant angels and demons alike. Including him. So it can't be true that you are just a mere human being, right? For him, you are definitely special, and Simeon is betting that he is not the only one who sees you that way.
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Solomon:
Like you are his best student - From the beginning, Solomon helped you occasionally to adjust to the world, which was foreign to you at that time. But soon you have exceeded his and everyone else's expectations of you by far. As your teacher, there is nothing that makes him feel more pride than when you once again surpass all expectations by using the magic you have learned from him.
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Thirteen:
Like you are her partner in crime - Thirteen was always scheming some new idea to play tricks on Solomon and others, and you were her favorite accomplice. Whether it's plotting and executing plans or building new traps, Thirteen could always be sure that you would help.
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Luke:
Like you are his older sibling - Luke admires you so much. Everything you do is just so great, so how could he not? He would have never thought that he would admire a mere human, but here he was. You are his idol and he wants to be just like you.
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cooler-ian · 11 months
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Now that the confirmed parental relationship is confirmed with Barbatos and Diavolo I am once again back with my demands. I expected a whole lot more cute stupid domestic fluff fanfic with them and I will take nothing less, you can write your filthy demon porn all you want I don't care but I swear on the demon kings name if I don't see atleast 5 non ship fanfics with them I WILL CRY and it will be YOUR FAULT
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Look at him. He got lost on his way to visit his new friend Mc. How can you not want to write a fanfic about a cool time lord butler taking care of his dumbass??? Did you not look at the picture???
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hopeluna-archived · 1 year
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What makes the Obey Me! Side Characters fall in love with you a little more everyday?
I would never fall unless its you I fall into...
♡ What makes the Obey Me! Characters fall in love with you a little more everyday?
♡ Characters: Diavolo, Barbatos, Simeon, Solomon x gn!reader
♡ Genre: fluff
The brothers
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M.list
Diavolo
When you laugh. Its a sound that Diavolo knows he can recognise anywhere, the sound never fails to make him feel all giddy and warm inside. How your eyes close slightly, your face filled with pure joy and Diavolo thinks that its the only expression he ever wants to see on you. You're happy? He's happy.
Barbatos
When you dote on him. Barbatos is used to being busy looking over and managing everything so when at the end of yet another tiring day, you silently take care of him, though his face remains collected with just a small smile, his heart feels like its about to explode with love.
Simeon
Your kindness. Whether it be you helping him out with technology or assisting Luke with his baking, Simeon adores the way you always seem to want good for the people around you. It makes his chest swell with love and makes his mind go into a frenzy from just how wonderful you are. Like an angel, even more than him
Solomon
When you get excited about something. The sparkle in your eyes and the absolute beaming smile you adorn on your face never fails to make Solomon's heart skip a beat. Just the passion in your voice and the way you're practically bouncing with joy is just so adorable to him <3
───────────
Comments and reblogs are appreciated!! Do not repost or claim as yours though, its not cool.
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obey-me-disaster · 1 year
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hey im the gal who requested ya write the whole, mc dies and doesnt come back thing. i just read the first part and i gotta say it was really well written lol. and if you dont mind, could i ask for the side characters' reaction?
thanks :yellow_heart:
I am glad you liked the first part ^-^
Spoilers for lesson 16!!
Warnings: death and description of it, grieving.
Side characters x gn!MC(Luke is of course platonic)
MC stays dead for good
Diavolo
He was aware he was most likely sending MC to their death but he still held onto the hope that they will make it out alive. They have been doing so well until that point, managed to get pacts with over half of the brothers, but unfortunately, fate had other plans for them.
He will beat himself over this whole affair for a long time. Not only did the exchange program failed, but he also let down a friend and led them to their own death.
He got so carried away when MC said they want to prove that Belphegor was innocent that he forgot they were only human. They didn't have a grasp on how to use their magic and pacts.
This failure as both a ruler and a friend will always live in the back of his head. That day he failed multiple people and he was the one that had to tell them there is no saving MC in the end. The only thing worse than the memory of MC's corpse being craddled gently by Mammon were the defeated looks of all the brothers.
Belphegor should count himself lucky he is not killed on the spot. All of Diavolo's hard work went down the drain in one night. It would probably take another 2000 years before he could even attempt peace between the three world again. The only reason Belphegor is only locked up and not killed is because of the brothers. He will have to deal with political fallout that MC's death would bring, he can't deal with the chaos the brothers would rise if he were to kill Belphegor.
Barbatos
He knew this would happen yet he still hoped that MC would make it out alive, there are timelines where they do that after all.
In the end, he didn't get his hopes up and he was grateful for that. The sight of their corpse, the looks on the brother's faces, even the disappointed and sadness on Diavolo's face, he was able to keep his calm demeanor through all of that.
He was the one that dealt with all the details that about proceedings after MC's death. Their families would have to be informed but still hide all of the details about the exchange, Belphegor's imprisonment and standing by Diavolo's side as the consequences begind to follow.
He didn't get the opportunity to get close to MC and for that he was glad. It was easier to deal with their death and the fact that they were never coming back.
The only thing that bothered him is when he would see them happy and healthy in other timelines. That's when all the 'what if?' question would pop up in his mind. But in the end those were not his timelines. He knew better than to indulge in worlds that he did not belong to after living with his powers for so long.
Simeon
He only found out days after MC's actual death but he felt something was deeply wrong even before that. Neither the brothers, nor Diavolo and Barbatos would show up to school and he couldn't reach MC.
When he heard that MC died he thought it was at the hands of a lower demon. He didn't know the whole attic ordeal so that was the only logical explanation at the moment.
When he learned the whole truth, he wasn't sure if he would have preferred to live in ignorance or not. It really shaken his perception of the brothers for a bit, after all he knew Belphie since he was an angel. To find out that the angel that loved humans so much turned into a demon that hated humanity was quite the shock to him.
He insisted to remain for MC's funeral. He wasn't there for their last moments, so he wants to be there when their soul is sent off to the Celestial Realm.
He tries hide how much MC's death hurt him from Luke. He is young and just lost someone, so Simeon tries to be there for him before the tries to work through his feelings.
He really saw MC as someone to cherish and even look up, often times referring to how they would make a better angel than him. To him they seemed so untouchable that he forgot how humans with no control of their magic could be.
Luke
All the progress he made about seeing demons in a better light is gone. He even sees them as bigger monsters than before.
Poor kid really looked up to MC as an older sibling figure so to hear that they have died broke him. Since he wasn't alive through the wars, MC's death was probably the first violent death he had ever have to deal with. Maybe MC the first person in his life to even die.
He is aware that Simeon is pushing his feelings aside for him and he hates but doesn't know how to deal with these knew feelings so he just accepts his help.
Will probably bake MC's favorite deserts in their memory...poor kid isn't really sure on how to deal when loved ones die, especially when they are murdered.
Solomon
If MC died at the begging of the exchange program he wouldn't have been surprised, it's Devildom after all. But not only did they not die, they made 5 pacts with the lords of Hell and managed to sneak their way into his life.
He wasn't expecting that he would get so attached to his fellow human exchange but they did. So when things started to change about the brothers he started to expect the worst.
He knew there would come a day when MC would leave him for good and die, all the people in his life did that but he didn't expect for that time to come so soon. Especially in such a cruel manner.
MC was the one that made him see demons as friends, and while not all the progress is gone he will still need to take some time for himself.
He has done it 1000 times over the course of his life span, he dealt with the death of his loved ones more than he would like yet, it's still never easy to get used to their presence being gone. Especially when it's so out of nowhere.
For quite a while he doesn't even dare to try and make a pact with Lucifer. Is it due to MC's memory, knowing that he won't get a pact in those circumstances? He isn't really sure, he just knows he wants to throw himself into his research to distract himself from the wound MC's death left in his heart.
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Side characters reactions to MC’s mortality
Part 1- brothers Part 2
Diavolo
You are discussing the future of the Devildom when the topic comes up
hes telling you about the theatre that’s being made and how he’ll take you there when it’s fully constructed… in 200 years
you tell him you won’t live that long
he forgot you were human, that one day he would lose you
he thinks it’s best not to dwell on the subject so he changes it, but he seems a great deal more upset at the end of the conversation
When you leave to head back to the House of Lamentation, he thinks for ages, wondering how he can combat your human fragility and short lifetime
he never expected to fall for you, and the idea of you being gone fills him with a fear he has never felt before
when you actually are together, he will stay alert around you, but show you affection like no one else ever has
he loves you so much, so he spends as much time as he can with you
he just hopes he can find a way to make you live as long as him before you… before you die
Barbatos
Barbatos tells you about a certain spice that can only be harvested once every thousand years and it’s opening soon
he tells you about the scent- apparently it smells like whatever your favourite food is
soon is 250 years away. When you tell him, he goes silent, smile falling from his face
So he describes what he smells when it opens and unconsciously grips at your hand
The concept that you are now, but a hundred years wouldn’t be enough
not a thousand hears
you are his eternity
when you go, he is not sure if he can grip his sanity any longer
Simeon
Simeon knows you will not go anywhere after you die, you will be stuck. After all the celestial realm doesn’t accept those with demonic pacts. But he doubts you’ll be the Devildom or the rest of hell
he brings it up to you, asking about if you’re scared
you say you are, but are content if you live a good life
he embraces you tight, so it feels like he can’t let you go
He’s scared for you too, and is not afraid to voice it
Solomon
He is old. He probably knows how to give you immortality.
but you say you don’t want
he is sad, because when you go, he’ll be alone for the rest of the vast life he has. He doesn’t want that
he wants to wake up beside you (and asmo maybe)
Having you go through his life so quickly hurts
so he will hold you while he can. He will extent your lifetime but not to a hugely noticeable point
Please don’t leave him
Luke (platonic)
Luke doesn’t realise how short your life is originally
then he finds out that one year of him physically is 100 years for you
so you won’t see him beyond 12, even might not see him become 12
he cries and asks why you have to leave
you and Simeon have to comfort him for a while
he will never think about it, except at nights where he lies awake
He hopes you make it to the celestial realm, and won’t accept you not being there as an option
he is sad. He doesn’t want to lose his best friend, and somewhat older sibling
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the-demonus-aunt · 1 year
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TW: SA
If you write for the datables can I request the dateables version of telling them that you were r@ped in the past? No pressure ofc
Hi, so sorry it took me so long!
I really hope you're doing okay! I gave it my best shot. As I said in the brothers' version: Please tell me if I wrote something upsetting!
I don't write for Luke or the new characters (I'm only on S3), but I hope the rest of them bring you comfort ♡
Solomon
Silence. Long uncomfortable silence. Did he even hear you?
He's a bit confused. In his eternal life, of course, he has met people like you before. People who had to deal with things they simply don't deserve. So why is he reacting so...intensely?
Rage. Sadness. Helplessness. Frustration. The swirl of emotions that's taking him over is so foreign to him.
When he finally looks up, lifts his eyes to your confused face, he knows he's going to do something completely irresponsible.
But now's not the time. Now he should be there for you.
He gets up to prepare a potion. What kind he doesn't know - one to help forget? One to cleanse your soul? One to make you feel cosy and protected?
He starts a batch of each, fidgeting around without being able to think clearly
You literally have to tell him to stop, so that he notices that he forgot to actually react and comfort you
The firmest hug you have ever received ensues.
"I want to help. What can I do, MC? What can I do to make it better?"
Simeon
The angel has always struggled with the dichotomy of his nature and the violent thoughts that sometimes find their way into his head
By now, he's able to switch them off at will. They'll haunt him at a later point in time, but for now, your needs are all he sees
He'll take your face into his hands and wipe away the tears with a simple swipe of his thumb
He'll stare into your eyes until you can physically feel the love he holds for you
There's only you and him and comfort
It'll take years before he can stop randomly baking for you, randomly hugging you, obsessively telling you how lovable you are, just to show you how much you mean
"You're everything to me, so you deserve the world. Forget those who treated you badly. I will erase them from your mind."
Diavolo
The Prince might be a big himbo but he isn't stupid.
As the ruler of demons, he knows exactly what people are capable of. And yet, everytime he hears about the cruelty in the world, he just can't comprehend: how? Why?
It pains him so much that you, too, had to experience something like this.
For a second, he considers asking Barbatos to undo it. Make your past go away. Of course, he immediately realises that that's not what his butler can do at all. He does not erase the past. He can only switch timeliness.
So...what then? How does he make it go away?
He never stops wondering. But he does settle for protecting you as well as he possibly can. For being there for you when you need him. For doing better than the person that made you feel this way.
"I can't undo what happened. But I will make sure you will never know pain like that again. Please rely on me."
Barbatos
You can see how hard he has to swallow. How his fist cramps.
You can see the exact moment he decides that he will start checking on every second of your future. Of your safety.
Of course, you don't know that that's what you're seeing. You only know that a creepy kind of determination spreads across his face.
You have earned yourself a bodyguard. He is definitely overdoing it.
It's hard to convince him he's doing more damage than he's helping. But eventually, he understands.
That will not stop him from asking Solomon for protection amulets. From preparing you cursed desserts that make you feel warm and safe and tingly on the inside.
Also, did he start touching you more? Not inappropriately. Just his fingers grazing yours. His arm around you when you're standing next to each other.
"I'm here. Whatever you need, I'm here."
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cherrys-side-bitch · 2 years
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𝔻𝕒𝕥𝕖𝕒𝕓𝕝𝕖𝕤 + 𝕃𝕦𝕜𝕖 ℂ𝕦𝕕𝕕𝕝𝕚𝕟𝕘 ℍ𝕖𝕒𝕕𝕔𝕒𝕟𝕠𝕟𝕤
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Canon x gn! reader, no pronouns mentioned, fluff, platonic and romantic
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Dɪᴀᴠᴏʟᴏ
Omg pamper him and he’s falling in love on the spot
Extremely touch starved and is unbelievably grateful for the attention even if it’s just platonic cuddling
Loves cuddle time, it can’t happen often due to living in two completely different houses so he cherishes every moment you spend together until you’re able to hand out again
He's saved in your phone as “Teddy Bear” for a reason
Another heater so it's likely not a good idea to have too many blankets while cuddling.
If anyone interrupts y’all they better have a good reason or he’s revoking someone’s life subscription
┉ˏ͛ ༝̩̩̥͙ ⑅͚˚   ҉  ⑅͚˚ ͛༝̩̩̥͙ ˎ┉
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(it was the only gif I could find..)
Bᴀʀʙᴀᴛᴏs
Unable to engage in such acts of affection often due to his work, similar to Lucifer.
If Barbatos even finds the time in his schedule to sit still for a decent period of time, he will almost always do so when utterly alone.
Quick hugs are the norm when you're walking the halls of the castle on your way to a meeting with Diavolo.
Admittedly, he's not used to receiving affection so even though he knows the future he still doesn't really expect it.
┉ˏ͛ ༝̩̩̥͙ ⑅͚˚   ҉  ⑅͚˚ ͛༝̩̩̥͙ ˎ┉
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Sɪᴍᴇᴏɴ
As an Angel, he is not used to receiving such requests but not completely unaccustomed.
Simeon will gladly give you cuddles and you’ll absolutely love it. If you weren’t completely sure he was an Angel you’re sure now! His hugs are absolutely heavenly, like make sure that you’re still in the Devildom and he didn’t just take you to the Celestial Realm.
Cuddles with Simeon would be just sweet and relaxing.
Tends to be a bit clingy on accident. If you express discomfort he will stop immediately.
Enjoys having you sitting in his lap while cuddling and you both talking about your day.
┉ˏ͛ ༝̩̩̥͙ ⑅͚˚   ҉  ⑅͚˚ ͛༝̩̩̥͙ ˎ┉
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Sᴏʟᴏᴍᴏɴ
Cuddles aren’t very common at first due to a sort of distrust and how openly vulnerable one must be.
He begins to warm up more as your relationship progresses. He mostly hides his mild discomfort behind harmless jokes, simply trying to distract the both of you from it.
Prefers cuddling in his room so he can at least try not to get interrupted but, the resident cockblocks always find a way.
Although in the human world they can’t really get to you!
┉ˏ͛ ༝̩̩̥͙ ⑅͚˚   ҉  ⑅͚˚ ͛༝̩̩̥͙ ˎ┉
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Lᴜᴋᴇ, sᴛʀɪᴄᴛʟʏ ᴘʟᴀᴛᴏɴɪᴄ
Loves side cuddles so much, snuggling up to your side and tell you all about his day and the sweets he’s planing on making.
Luke adores the bitter looks on the brother’s faces faces when he gets more attention than them
Has thought about asking to cuddle with both you and Simeon
He’s a good kid and deserves a little forehead kiss.
┉ˏ͛ ༝̩̩̥͙ ⑅͚˚   ҉  ⑅͚˚ ͛༝̩̩̥͙ ˎ┉
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chirp-a-chirp · 2 years
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Obey Me: Paw-Some Love (Diavolo X MC Soft Head Cannon)
Here’s a delightful little piece of fluff for our favorite HIMBO/puppy dog Diavolo. This story is based on how Diavolo and MC (gender neutral) get together with the help of an actual puppy dog. 
@notlevifromobeyme @canadiangoober @bobasis @drowninginprettypixels
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Diavolo is attracted to MC for their adaptability, humanity, and ability to connect to others. He realizes that attraction is beyond mere curiosity and friendship one day at the RAD Student Council when he, MC, and the brothers are talking after a meeting.  
MC: I love being here at the Devildom and telling stories about the human world. But there’s one thing I really miss. *Sighs sadly* I really miss having a pet—something to come home to and take care of. 
Belphie: That’s why we have Mammon, right? *Brothers minus Beel and Mammon laugh*
Mammon: Hey there, why you little—
Satan: You could come with me to the cat cafes more. They really appreciate it when I read to them. 
Beel: I think they like the food you give them.
Satan: *Looks offended* They appreciate fine literature. Well, MC?
Diavolo: *Stomach drops at the thought of MC spending more time with Satan*
MC: I appreciate it, buuuuuuut…I’m more of a dog person actually. Grew up with them. This is the first time I haven’t had a dog to cuddle with or take care of.
Asmo: YES! Purse dogs! You can dress them up in so many costumes, carry them with you everywhere—
MC: Dressing up dogs IS great, but I prefer big dogs. 
Lucifer: Oh? Like Cerberus? *Looks at MC and nods thoughtfully* You know, I could let you attend the training sessions I have with Cerberus. That way, the two of you can become better acquainted. 
Diavolo: Lucifer, do you think that wise if he’s a guard dog?
Diavolo: *Wait, why do I not want even Lucifer spending more alone time with MC? Why would that—*
Diavolo: *OH NO.* *Heart lurches when he looks at MC*
Lucifer: You are correct Diavolo. Sorry MC. 
MC: That’s OK! I actually prefer big happy dogs I can cuddle with. And that’s not Cerberus. Oh well. *sighs sadly*
A few days after that conversation, a package arrives at the House of Lamentation to MC’s room. They open it and find a 7 foot tall tan dog plushie with gigantic floppy ears, mildly resembling a golden retriever. Also in the package are four outfits for the plushie—one outfit that looks like an everyday outfit worn by the MC, and three outfits (RAD uniform, clothes worn in human world, and demon-inspired clothes) worn by Diavolo. Inside, there’s a note—Hope you find a piece of home and companionship with me. Diavolo.  
MC takes tons of pictures of them and the dog and sends them to Diavolo on a regular basis. They start regularly texting and calling.  
MC regularly dresses the dog plushie in one of the three Diavolo outfits. Ultimately, MC favors the Diavolo demon outfit—it just…feels right.  
Soon, MC begins sleeping with the plushie in their bed. Again, it just…feels right. Sends multiple pictures to Diavolo of them with the plushie in bed. 
Diavolo: *Looking at latest picture of MC with plushie. OMG How am I jealous of a damn stuffed animal?*
However, eventually, the demon outfit on the plushie needs to be washed. MC cannot bring themselves to do it. 
Mammon: Come on MC! That stupid dog outfit is stinking’ up the place! All you gotta do is wash it!
MC: I CANT MAMMON. THEN IT WONT SMELL LIKE DIA—*OH NO* *Realizes they love Diavolo and starts crying*
Mammon: OK, OK, geez, don’t wash it then! Maybe pick another outfit— 
MC: I CANT JUST REPLACE DIA MAMMOOOOOOON *Cries harder*
Mammon: OK, OK, never mind then…
Next day, Diavolo messages MC inviting them to the Castle. He welcomes them with a big hug. 
Diavolo: MC! *Keeps hug for like 15 seconds longer than customary*
MC: *Oh God, you smell just like the plushie but so much better. SIGH*
Diavolo: SOOOOOO…could you come to my balcony for a moment? I have a project I’d like your help with. 
Diavolo leads MC to the castle’s upper balcony. He then begins…
Diavolo: Everyone is so wary of me. They keep their distance from me—except Lucifer, Barbatos, and you. I want…
MC: You want…
Diavolo: I want to be seen as approachable. So people wouldn’t always be walking on eggshells around me. You’ve inspired me to this current project. But I need your help. He’s a little big…
MC: He?
Diavolo whistles, and bounding towards the pair is a giant adult Mastiff dog, nearly 200 pounds. The dog jumps on its hind legs and puts its front paws on Diavolo’s chest. The dog begins licking Diavolo’s face. 
MC: *Looks at dog slobbering kisses on Diavolo. OMG I’m jealous of a dog* *Also…*
MC: OMG YOU GOT A DOG?! Come here boy! *The dog runs to MC, knocking them on the ground. Dog begins hovering over MC, licking their face repeatedly.*
MC: WHO’S A GOOD BOY? YOU ARE! YOU ARE!
Diavolo: *I’m a good boy too you know…*
Diavolo: His name is Ryan. I could use some expert advice on how to make sure he’s well taken care of here at the Castle. I’m hoping everyone—demons, people, angels—might be willing to talk to me more if they see Ryan. 
MC spends the next few hours at the Castle giving advice on the exercise, dieting, sleeping, grooming, and social needs to ensure Ryan has the best life in the Devildom. MC offers to be one of Ryan’s primary dog walkers (They’ll be at the Castle Regularly then thinks Diavolo with a smile). They walk around the Castle, MC pointing out plants and various objects that might be dangerous to Ryan and areas that will need to be dog proofed. Diavolo casually goes to his wine cellar and brings out two wine glasses and a bottle while MC plays with Ryan on the upper balcony. When Diavolo returns to the balcony, he sees MC sitting in a chair while Ryan lays by their feet, asleep.  
Diavolo: You two seem to have bonded already. *He smiles at MC, hands them a wine glass and sits in the other chair*
MC: It was pretty easy to do so. He’s like you. Loyal, good natured, sweet, dignified, protective. It would be difficult to not love someone like that. *Looks at Diavolo, a blush on their face*
Diavolo: Love? Do you mean—*Reaches out to hold MC’s hand*
MC: I love both of you, yes. But you especially Dia. *Twines fingers with Dia’s*
Diavolo: I love you too MC. *Leans in to kiss MC sweetly. He laughs quietly* With you here, with Ryan and I, the Castle feels like home. 
Diavolo: Um, I know this may seem sudden, but would you like to spend the night? With us?
MC: I’d love to. *Hand in hand, Diavolo calls Ryan to follow them to his bedroom*
Diavolo: A warning MC. *Kisses MC on forehead* Ryan and I may hog the blankets more than your plushie.  
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random obey me headcanons that make no sense pt.3
1. Mammon, Levi, and Belphie dye their hair
2. Mammon’s natural hair color is the same as Lucifer’s, Levi’s a blonde and Belphie has the same hair color as Beel
3. Mammon hates Solomon (and dislikes Diavolo)
4. Mammon and Levi play Minecraft together
5. Satan goes to Mammon when he has nightmares
6. Mammon has a lot of scars but he covers most of them with magic spells
7. Mammon’s not allowed to fly cause his wings are full of holes and tears
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k-wavehours · 2 years
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Hey Shawty not horny but I do have an ask can I order some MC always inviting Diavolo to hang out with the squad bc lowkey they always talk abt their plans in front of him and I just want my lil girl to be included
Thank you for indulging me user penisworms69
I believe in enabling Diavolo to do friend things and getting away from work!!!!
He was genuinely shocked and confused the first time MC offered for him to go out with them and the Squad TM
The first time was like the classic “sneak the prince out” trying so hard not to let Barbatos or Lucifer find out
They would eventually find out, but through a lot of convincing and mc charm Diavolo is now allowed to go actually enjoy himself
He makes me so sad sometimes like
Look at this lovely friendly boy who was forced into a strict routine and powerful role who just genuinely wants to do friend group things but he was never really allowed to and MC just shows up like “hey wanna go watch Mammon bust his ass on an underground street gamble” and Diavolo starts crying because H E was PERSONALLY INVITED to FRIEND GROUP SHENANIGANS????? Bless you MC you being in the exchange program was the best decision Diavolo has ever made. Romantic or not he cherishes MC and is so so SO happy he actually has someone he can be genuine around :’)
Behold one of my favorite cards ever just to prove my point that he is a joy to be around
He makes me so happy UGH bless his stupid little heart
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cosmicstarlatte · 9 months
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I like the idea of dating Diavolo while still living at the HOL and it's getting late so Lucifer tries to send the deeply in love demon home and he doesn't want to but finally gives in when Lucifer gives him the look. Then not even 5 minutes later you have the future king of the devildom knocking on your bedroom window trying to get in again for more cuddles alakkgldlflsl 💕
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mrskodzuken · 2 years
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I humbly request Diavolo for your hand game 👀👀👀
Here’s the Prince of Devildom’s regal hands 👀👀👀
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Handcanon Ask Game!
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cooler-ian · 6 months
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I like the idea of Barbatos being a massive Gossip, like.
The Biggest™️
-and because in recent centuries he's mostly around royal/ important people who he can't go around spreading tea about he just unloads everything he's heard on Diavolo.
No order. Nothing.
Oh, you think Diavolo specifically told Barbatos to spy on everyone and relay information about them to him? Nope! That's just Barbatos being physically incapable of not spilling the tea
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obey-me-disaster · 1 year
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How would they spend their Valentine's Day in the human world
This is part of two of this post, but this time with the dateables. Ignore that Valentine's day has already passed ^-^
Dateable x gn!MC (without Luke)
Diavolo
He was beyond excited about spending Valentine's day with MC. Even more so in the human world. This way they can get away from prying eyes in Devildom.
Makes reservation to some of the best high end restaurants in the human world. He takes the oportunity to try various foods from the human world, especially the ones that MC seems to like.
This is the guy that bought a plot of land for Lucifer just for fun. He will spoil the hell out of MC. I am talking about the finest of jewelry/clothes/items related to their hobbies. He does not hold back.
After dinner he takes MC to explore the city. If it's a city they are familiar with he will beg ask them to show him around. If they are in an unfamiliar place he will insist they go sight seeing together.
He will get some weird looks from people. While in the human world no one knows him as the future king of Devildom, he is still the owner of one of the most successful hotel chains. Also he is dressed extremely fancy but that's beside the point.
He got no sense of danger when it comes to human world. It's canon that he does not understand the concept of stranger danger. He will get scammed if MC is not careful not that his wallet would feel it..
Barbatos
It's Diavolo that convinces him to go celebrate it in the human world. That way he would be far away from his duties as a butler.
Since he is in the human world he wants to try and bake different pastries. He will especially try to make ones that he thinks MC might like.
Would love it even more if they joined him in both shopping for ingredients and baking. It would be like a cute cooking date before actually going out.
Once they are done with baking Barbatos will take them out to have a picnic somewhere with a nice view and away from people. With his powers that could be anywhere. Literally-
MC will have to stop him from trying to serve them different foods and actually relax and not act like a butler. Nothing that a bottle of demonus can't solve MC gotta thank Diavolo for giving them some of his expensive demonus
In theory, once their date is gone they could easily go back to Devildom using Barbatos's powers but he decides to spend the night in the human world. Once he will be back to Devildom he will get busy again, so he wants to enjoy MC's company as much as he can while they are still alone with him.
Depending on MC they could also go to a metal concert while in the human world. He likes that kind of music.
Simeon
It doesn't matter if the two of them will go eat somewhere, he still prepared some home made snacks for the two of them. Luke even helped him!
For the first part of theit date he would love to take it slow and enjoy the human. They might go together to a library and choose a book for each other and then start reading while they eat the food he made in some park.
Once he makes sure that MC is well fed and energized he takes them to an escape room! He loves those
It would be like they have their own adventures, just like the characters in one of his books.
It would probably try to take his sweet time escaping just so he could make the date last as long as possible. He thinks he is being really smart about it...but he forgets about the employees looking through the security cameras. More like he didn't even knew about them.
Even MC noticed the he would try to slow down their escape just so they could spend time together. He could blame it on him not being good with technology so many times after all..
He got no choice but to speed up the whole thing once he got told he can't delay escaping any longer.
This happens after both of them get back to Devildom, but Simeon wants to share all the photos he took on their date...only to realize that 90% of the photos are so bad that he has to delete them...
Solomon
Date at an interactive museum. He loves to experiment and learn new things so he would take MC to one of those museums where you can interact with all sorts of things.
The two of them just spend a lot of time fooling around in there before they leave to go somewhere else. Since they are in the human world he would like to keep it 'normal' but he can't resist the temptation of taking them to various magical places.
I am talking about going to see fucking fairies and magical museums that are hidden in plain sight. Anything that MC might think were only fairy tales or urban legends, he will prove them other wise.
The date quickly turns into 'showing MC all the magical stuff they didn't think it was real. On one hand he doing it that to make them happy since he likes the look on their face when they discover something new, but for the most part he is just showing off.
He even takes them flying in a place where he knows humans wouldn't see them or the levi couldn't follow them using a drone.
The night would have ended like some fairy tale if it wasn't for Solomon insisting that he cooks something for them to end things on a good note.
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