Obey Me Simeon Headcanons - Tumblr Posts

Purgatory is Sweet Punishment

Request: Pls let Solomon and Simeon use mc like a fleshlight 😳😩👏🏻👏🏻👏🏻✨ I want to see her covered in their mess and overstimmed and begging for them

Word Count: 2.4K

A/N: a short thing!! I hope you like it:)

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Simeon watches from the doorway, his mouth pulled into a thin line as he watches you whine under Solomon, your mouth open and eyes rolled back to your head with tears shining. He hates the feeling of heat that bubbles in his stomach, golden blood that rushes through his body and settles below him.

He hadn’t meant to walk in on the both of you during your more intimate time- not that he knew what was going on. He simply thought that the two of you were studying but perhaps he should have known that the two of you were in the process of something else.

Solomon pulls out of you, his cock dripping with your sweetened nectar, as you lay under him, your hands reaching for his forward, your voice broken as you call for him to come closer. “Solo,” you whine, thrusting your hips upwards. “Don’t go, please, Solo, don’t go.” You roll your hips and clench your thighs together and Simeon finds himself enchanted by the way your cunt flutters.

“For someone who chastised us, you seem to be pretty interested,” Solomon teases, turning around and Simeon quickly averts his eyes away from you. His own cock bobs and drips with cream- either from you or him, the angel isn’t sure. “You can always join us, you know.” Solomon’s hands slip away from your grip, and he gently slides his hands down your thighs, curving against the fat and sinking his fingers into you. “They won’t mind.”

“They’re hypnotized,” Simeon hisses out, his leg jerking and causing a ripple effect where he can finally move. “It isn’t right. What if it weren’t me who walked through the door? How would you have explained yourself then? I can barely contain my rage as it is.” He finds himself at the edge of the bed, your body hot enough for him to feel without even touching you.

Solomon’s smile doesn’t falter, it only twitches upwards, his hands now gripping your thighs leaving you whining at the mere contact of it. “They consented. We’re both into this. Want to see?” Solomon taps the center of your forehead, and you take a deep breath, slowly blinking away as if a light is being shone in your face. “Are you back with us?” You nod, licking at your lips, your mouth slightly parted as you turn to face where Simeon stands.

“Oh no,” you whisper under your breath, quickly turning your gaze back to Solomon. “Why did you bring me back now?” You hissed, your hands going to cover your burning face. “Solo, please tell me this is some weird hologram that you made,” you whine beneath your palms.

“It’s the real deal,” he answers, grabbing your wrists and pulling them away from your face. His hand lets go of your wrist, letting it fall to your chest where you desperately try to cover your chest. His hand cups your cheek and forces you to turn where Simeon stands. “Come on, don’t cry.”

“You’re the absolute worst,” you mutter, your eyes closing tightly, creases appearing between your brows.

“Look at that, Simeon, they're crying. Won’t you comfort them?” Solomon asks, kissing at your knuckles. “Could you really stand to see them cry?” He doesn’t try to hide the fact that he’s pleased, the glee in his voice so thick that it makes Simeon’s face burn.

He stands still, his muscles stiff as he decides what to do. He may be an angel, but he knows what will happen if he decides to comfort you. You are his temptation, the sin that burns under his skin and haunts his every waking moment and he knows he isn’t strong enough to refuse you- especially when you’re in such an exposed and vulnerable state.

But he can’t stay. He can’t risk losing himself just because he felt that he had to wipe away your tears. Simeon can’t risk falling- he isn’t sure he’d be able to handle the heartbreak that would come from it. Yet, how can he say no to you, how can he deny you when you’re staring up at him with wide and glassy eyes and puffed lips from too many kisses.

“Simmy,” you sniffle, “please.” He isn’t sure what you’re asking of him and he doesn’t think you are either. Your hands go to clasp to the little excess of his pants, clutching it feebly in your hand and his resolve is gone.

He lowers himself to his knees, his hand replacing where Solomon held you, and he smiles gently at you. “It’s okay, my little lamb, there’s no need to cry.” The words only seem to have the opposite effect, thick tears grazing past his fingertips. “I’m not your judge, it’s okay. Please, don’t worry yourself.” He keeps his eyes on you, watching as your face scrunches when Solomon massages his cock against your clit, his hands held tightly at your hips. Simeon’s fingers brush away strands of hair that stick to your temple. “Just look at me, okay?” His mouth snaps closed when yours opens up to release a sultry moan, that is breathed against his lips. He is left staring at your face as Solomon pushes into you, curses falling past your lips as your hand goes to hold Simeon’s hand, gripping it tightly with your nails.

Your name is called by the man who is deflowering you and you turn to him, your eyes heavy with lust as your chest bounces. “Do you want Simeon to join us? Hm? Do you want Simeon to fuck that pretty, pink cunt of yours?” You nod, wrapping your legs around Solomon’s torso, keeping him trapped there as he pumps inside of you. “Don’t say it to me, say it to him. He won’t fuck you if you’re hypnotized so he’ll have to have you ask him.”

Your face is flushed, and he can hear your heart beat erratically in your chest. Your chest rises and dips as you turn to the angel, your mouth parted and already asking him to join before you can look him in the eyes. His hand burns against your skin, touching such an innocent place but to him it’s as if he’s touching something intimate, looking into your eyes as you’re fucked by a close friend of his.

“Simeon,” you gasp between the moans, your hand moving slowly as if muddled by amber, “please, just touch me.” Solomon’s moans interrupt your words as you’re pushed deeper into the bed. Your hand grasps onto the collar of his shorts and you pull him into a messy kiss. It’s teeth and tongue, saliva slipping past the corners of each other’s mouth while your hands go to cover every inch of his body that is exposed. “Simmy, just touch me,” you croak, pulling away with a thin strong of saliva connecting the both of you.

His hand is soft as it curves over your breast, his fingers brushing along a pebbled nipple. The bud is pinched, and it’s foreign in his hands, stiff and malleable at the same time, leaving you grasping at his shirt, pleading under your breath as his name is the only thing that you can say without falling apart. Your moans echo into his mouth, leaving his chest vibrating and he’s left breathless, dying at your lips as he hand kneads into your soft breast.

A puddle of white cloth is pooled around Simeon’s ankles, his body bare and radiant as he’s led onto the mattress. Hands touch at his body, tainting his holy being with sin that covers his brown skin, trails of lips that are pressed to the nape of his neck and against his own breast. Your lips are tender, pressed against his own; honeysuckle that sticks to his tongue and leaves him with aching teeth. Eyes are on him, and for once, they aren’t judgmental, they are free and full of love and he’s left hiding at the crook of your neck and holding onto Solomon’s hands, with poison that threatens to rip apart his soul and spill onto the two that are left on the bed.

“You’re allowed to touch them, you know,” Solomon says in a smile, his hand pulling away from the angels. “They want it too.” His eyes shift from Simeon to you who’s watching him with wicked eyes. “They’re dripping just at the feeling of kissing you. Show him how much you want him.”

He watches as your hand disappears between your legs, your fingers rubbing softly against your clit, your face heated and even though flushed, you still look at him. He watches how your fingers tease around your entrance, how they’re sucked inside and the soft melody of clicking sounds as you finger yourself in front of him, because of him. He watches and waits with bated breath and when you pull your hands away, translucent gossamer strings stick between your fingers. Your wrist is held in the angel’s hands and your nectar that is oh-so-sweet is placed on his tongue, his lips wrapping around your fingers, and the two humans before him watch as their angel suckles in something so sweet as if it were his final meal.

“Simeon,” you call to him, your hand outstretched, face burning as you entice him. You want nothing more than to just hold his hand, to touch him and let him feel you. “Simeon, please,” you cry, so desperate to hold his hand.

The angel turns to Solomon who pulls you to his chest, and so desperate to have your cunt filled, you align yourself to his cock, letting it nestle around your walls. “I- Is it really okay?” Simeon asks, watching as you squirm above Solomon.

“No one is here to judge you, Simeon. You’re allowed to do whatever you want to them.” Solomon holds his hand out to Simeon, his smile tempting as he curls his fingers, beckoning for Simeon to join him. “How would you like them?” Simeon furrows his brows in confusion and Solomon chuckles lightly. “You can have them vaginally-”

“It’s wrong to have premarital sex,” Simeon quickly interjects.

“So then anally?” The angel goes stiff. “Don’t worry, they’re already prepped,” Solomon mumbles. He lowers you to the bed, his cock sliding out of you, strings of arousal connecting and making his length glisten under the light of the room. “You can slip into them with ease-'' there's eagerness in his voice that the sorcerer does not try to hide- promise.” Solomon lies on his back, having you sit above him, slowly leaning over as his mouth pulls in one of your supple breasts, nursing on you as your hands reach around and grab at your bum, stretching the fat to have your taint exposed. “Just go ahead and use them. They like it when you’re rough,” he winks, capturing your lips in a kiss.

Simeon lets his cockhead kiss your hole, and it flutters around him, and the slapping of skin is enough to let him suck in a sharp breath and push himself inside of you. You moan and it’s intertwined with a sob and a call of his name and just as quick, you tighten yourself around him. Your walls are tight, gummy and clinging to the shape of his cock that curves and rises with soft bulges.

“Oh god, Simeon,” you wail, pulling away from the kiss and tilting your head backward. “Simeon, fuck- you’re so big.” There are tears in your voice and Simeon has to bite the inside of his cheeks to ignore the forming smile.

Inside of you, semen has begun to leak, iridescent and holy, filling your hole with such that makes the angel ignore the motions that are happening. He’s sinned under no one’s eyes and yet, he’s sinned to the two people who he cares for. He can feel something evil latch onto him, his need to have you call his name, to replace the name of Father with his, your voice the only thing that he can hear, along with Solomon’s grunts and breathless laughs. He’s pulled away from you and you and him whine at the loss of contact, your hands searching for him and body missing as semen leaks out of your abused holes. His shaft is cleansed of yours and his arousal and your legs are bent to your chest, your hands scratching and marring his back and he’s drowning in you, suffocating as he breeds you, burying his face into the crook of his neck and letting his teeth rip your skin.

His hand wraps around your throat, squeezing the sides and your breath is restricted. Your heartbeat rises, pulses and vibrates under his skin, your cunt tightening into something that makes it so easy for him to spill. Everything has bordered along fear and pleasure. “Sim- Simeon, Oh fuck-” your sentence is ruined by a moan, your body shaking as you mouth remains open, a thick trail of drool sliding past your bottom lip. “Simeon, Simeon,” you chant, raising your hips, your walls clinging to him and Solomon captures your lips.

He pulls away with a drunken expression, looking at Simeon who is sloppily thrusting inside of you. “Well, would you look at that- Ha,” Solomon says playfully, a hand of his squeezing at your breast. “You fucked them silly, Simeon.”

Your cunt leaks and Solomon nurses on your breast, your hand running through his hair as your sex burns, too sensitive, so close and so far. You leak in heavy strands, your body shaking as you call for both of them, whining and twisting under Simeon. Your legs ache, and you can feel him hit against your cervix, pushing so deep and so widely that you’re sure you’ll be unable to walk tomorrow.

Above you, Simeon moans, his face scrunched up as he can feel his release at the edge of him. Your cunt closes around him, clinging to his cock, and your lips capture his, tongue and teeth meet and he sobs into you, tears slipping onto your face and he spills. Your name leaves in a whimper past his lips, his hand curling above Solomon’s neck and holding it firmly, but loosely. You shake and cry, and when he pulls out of you, your body is on pins and needles as semen leaks out of you. The three of you lie in a bed and with sweat slicked bodies, you all stare up at the ceiling.

Silly little headcanons #1

Lucifer

Definitely has a favourite pen and everyone dreads the day he will have to change it.

He once shrunk Cerberus and carried him around in a handbag because he had to go to the vet.

Joint pains (no, I will not elaborate)

Has a picture in his wallet of his brothers and MC. Luke is also there for some reason.

Mammon

Will turn off the lights and walk out of his room. Walks back a few moments later to check if he remembered to turn the lights off.

Boops his younger brothers on the nose when he says goodnight.

Considered dying his hair piss yellow at some point.

He swears that Luke is just an annoying little chihuahua that he doesn't care about. But the pictures of him accompanying Luke to the cinema suggest otherwise.

Leviathan

He forgets to throw out socks with holes in them. So sometimes he will just walk around with socks that are barely holding on.

Has a controller that only MC is allowed to use. He will not even use it himself.

Can touch his nose with his tongue

Accidentally called his brothers "Ruri" on multiple occasions.

Satan

Has an album on his phone with pictures of him and Lucifer. Will deny it if you ask him.

Once cursed the entirety of Lucifer's record collection. The curse in question made it so the only song on any of the records was Baby Shark.

When he wants MC's attention he will go "pspspsps."

Satan has put on his blue jacket normally a grand total of 6 times.

Asmodeus

Will wear heels with just about anything. Yes, that includes sweatpants.

A lesser demon once found out about MC's deepest insecurity and started using it to insult them. Asmodeus found out and sent the demon flying through a wall.

He either sneezes like a cat or like an old man. There is no in-between.

He reminds everyone in HoL to drink water and will make sure they do so one way or another.

Beelzebub

Not allowed to be alone in RAD's art supply room. He will eat the paint if left unattended.

He only had 4 shirts until Asmodeus forced him to get more.

Takes Luke with him around RAD when Simeon can't. Also scared of any demon that looks at Luke the wrong way.

He has carried every single one of his brothers to bed more than once. Lucifer is no exception.

Belphegor

Follows the cat rule. If it fits I sits.

Don't tell anyone but his favourite blanket is the jackets of his older brothers.

Will sometimes force people to take a nap with him. Does someone look tired boom it's nap time.

Pops his back really loudly whenever he wakes up

Simeon

Will show anyone and I mean anyone pictures of Luke like a proud father.

Got scammed once and now he's afraid of opening links.

He once accompanied Beel to a workout and ended up destroying a punching bag.

Do not under any circumstances let him be alone in the candle section of a store. Purgatory Hall already has a closet full of them.

Raphael

Tried to kill a fly with one of his spears.

When asked if he wanted anything special for his birthday he requested a cake made by Solomon.

Enjoys watching butterflies flutter around. He will stand absolutely still if one lands on him and stay like that until the butterfly leaves again.

Wins every staring contest.

Luke

Has gotten lost in stores, parks and RAD so many times that he now has a bracelet with the contact info of Simeon and Barbatos. Even though he has his own D.D.D.

Mimics Simeon and Raphael to appear like a mature angel.

He will never admit it but he makes drawings for the brothers.

Luke and MC have a secret handshake.

Solomon

Immune to the pain of stepping on a lego.

Once accidentally turned himself into a rat and nearly got murdered by Barbatos.

Enjoys watching romcoms with MC.

Can and will randomly appear in MC's room tell them a horrible joke and then vanish into thin air.

Thirteen

She has the most random things in her pocket. Watch her pull out a porcelain frog from one of her pockets.

She had a buzz cut at some point.

Will drag you out of bed in the middle of the night so you can test her new inventions.

Loves playing with people's hair. It doesn't matter what texture or length it is. Just let her play with it.

Diavolo

Has a rubber duck collection.

Was introduced to vocaloid and now he won't stop singing World is Mine.

Gives the best hugs. 10/10 would hug again.

Buys Barbatos flowers every week to show his appreciation.

Barbatos

Knows how to tap dance.

Let's MC call him Barbie.

He receives small trinkets from the Little Ds.

Will cradle MC like a little baby when he is stressed or just missed them.

Mephistopheles

He enjoys soup.

He says he hates hugs. But in reality, he might even shed a few tears if you hug him.

A master of building card houses.

Once took care of a bat until it was healthy enough to live on its own.