ahegato

DIAVOLO:

another big boi. bigger boi, in fact

naturally, he’s very worried that he’ll hurt you

and while Beelzebub which you don't know yet because I haven't finished writing it adksjfknsj felt better once you promised to speak up, it doesn’t quite ease up Diavolo’s concerns

what if you pretend to be fine to make him feel better? he doesn’t want that!

this man sits you down and literally makes you decide on a safeword because he’s so scared

“sweetie it’s only the first time”

“y-yes but what if-”

he’ll ask if you’re sure at least five times before he even takes his pants off

and then he says it a few more times afterwards for good measure

eventually you have to tell him to just shut the hell up, and that you’ll let him know if you change your mind

most of the foreplay time is spent on preparing you for his size

the slow increase from one finger to two and then three has you melting

diavolo is dead-focused on stretching you out as gently as possible, constantly looking up at your face to see if you’re okay

thankfully, every single time his gaze meets yours, you appear to be even more in bliss than before, and it does a lot to ease his worries

probably ends up making you finish before he’s even entered you because of how much he’s stimulating you

he asks you to go on top, because he doesn’t want to trap you underneath him if it gets too much

The moment his member is free from the restraints of his clothes, you understand why he was so concerned earlier. He’s absolutely massive.

Your eyes go blank as you slowly sink down onto his length. It feels like you’re going to be split in two, your insides are burning and tears threaten to spill from your eyes. Diavolo tries to voice his concern over your reaction, but you quickly hush him, telling him to shut up and that you’re trying to focus on relaxing. You move a hand down to rub your clit, giving you another feeling to focus on as you take deep breaths. It felt like there was no way you’d be able to handle it, but to your surprise, you slowly felt yourself adjusting to his size.

Diavolo didn’t move a single muscle underneath you, he barely dared to breathe. He tried to not let it show how good it felt, just in case the pain was too much and you had to stop it completely, the last thing he wanted was for you to try to sit (hah) through it just for him.

As if you read his mind, you spoke once more. “If I can’t handle it, I’ll stop.” and he finally has to trust your decision.

Finally, you’ve sunk all the way down, your hips meeting his, the both of you overwhelmed by the sensation.

It stings but fuck, it also feels so good, you can’t stop now.

You’re squeezing him so fucking tightly, he’s not sure if he’s ever felt this good before, and he can’t help the moans that slip out between his heavy breaths despite his attempts to stop them.

And even though he’s absolutely terrified of hurting you, he would be lying if he said the huge size difference wasn’t also turning him on even further. The fact that your much smaller body is taking on someone as large as him is incredibly hot to him, it makes him want to see how much you could actually handle. The thoughts make him bite down in his lip, trembling as he struggles to keep it all to himself. He doesn’t want to scare you.

But then you pipe up and say, “I feel so full…”

…making his eyelashes flutter as he groans, cock twitching inside you.

You roll your hips experimentally and his grip on you tightens. 

As you notice the pain having receded, you start to move, setting a steady pace.

“You’re shaking, Dia.”

“It feels so good… my body wants to move…but I don’t want to hurt you…” he whispers slowly between heavy breaths, voice trembling.

“Go ahead. Move me. I promised I would tell you if it got too much, so move.” you coo softly, and it’s near impossible for him to refuse that voice.

He gives in, his hands on your waist as he gently starts to move you up and down. As you wrap your arms around him and rest your head on his shoulder, moaning his name against his ear, he gets egged on even further, speeding up his movements.

“Are…are you really okay?” he asks between pants, although not letting up.

When all you respond with are moans and whimpers of praise and his name, his worries dissipate, and he starts to really get into it — he lets himself fully enjoy it, endless groans slipping past his lips as he bounces you on his cock.

As he nears his limit, he buries his face in the crook of your neck, whispering, “Love, I’m about to cum… where should I…?”

If you want it inside, his hips will roughly stutter before increasing the pace. The way he hits your cervix at every thrust turns you into mush in his arms, and you find yourself not caring in the slightest that it hurts a little. His cock abuses that particular spot inside of you, forcing you to the edge at a hell of a speed, making you scream if he hasn’t already caught your lips with his own. As you clamp down on him tightly through your orgasm, you quickly send him hurtling towards his own release as a high pitched moan is forcibly torn from his throat.

If you want it outside, he’ll pull out and stroke himself until he releases all over your back or your torso. If you let him cum on your chest or on your crotch, he’ll let out a low groan as he holds onto you possessively.

You will be sore afterwards. It doesn’t matter how much you guys prepared beforehand, you’re gonna feel that tomorrow, buddy. Diavolo is of course very understanding, he’ll make sure you get meals brought to you as well as some school work so you don’t get too far behind. And if you’re staying at his castle, he’ll come by to snuggle with you whenever he can.

ASMODEUS:

the wisest one of the bunch on the topic, to no one’s surprise

he’s the literal avatar of lust, and he’s probably taken a bunch of virginities before

assy boy knows what to do to make things easier for you

he doesn’t want things to feel forced or pressured, so he tries to keep it lighthearted by being sweet and goofy

makes sure you’re completely relaxed through the process

if he notices that you’re getting anxious, he’ll pause and snuggle with you for a bit

and if you feel bad for pausing, he’ll be right there and reassure you that it’s okay

if you were to change your mind about doing it today, he would have no issues with it

he’s not together with you for the sex, he’s with you because he genuinely loves you, and he’s determined to prove it to you

again, he may be the avatar of lust, but he’s also the avatar of intimacy, of any kind

if you want to please him, he’ll give you instructions and be encouraging, reassuring you that you don’t have to be good right away and that he appreciates you just trying

“Relax, sweetie.” Asmodeus whispers as he slowly inserts himself inside of you. He lets out a moan once he’s all the way in, and he reaches a hand down to stroke your cheek. He continues to coo loving words to you, reassuring you that the pain is gonna go away soon, and that it’s going to feel so good after that - and he’s right.

Just like he said, the pain begins to fade when you’ve adjusted to his size. Once you give him the go ahead, he moves out of you, leaving you feeling surprisingly empty, to then slowly go back in, earning a small moan from you.

“You feel so good...” he moans through a sigh, changing the angle of his thrust, hitting you at the sweetest spot. 

He’ll do whatever you say. Wanna go faster? Sure thing. Want it harder? Absolutely! He trusts that you’ll tell him if anything feels off, as he’s always made sure that you feel like you can be open to him, so he has no issues getting a little rougher if that’s what you want. Not to mention again, but he’s the avatar of lust. He can tell if you’re genuinely enjoying it or not, and he has no doubts that you definitely are. The way you’re pulling him towards you with your legs wrapped around his waist, and how you’re hugging his dick even tighter than before.

When he feels himself getting close he slows down, much to your disappointment, and he chuckles at the displeased look on your face.

“Come here, I would like to try something.” 

Once you agree, he’ll pull you closer before laying the both of you down on your sides, his legs in between yours. He enters you again, snakes his arms around your back, before beginning to roughly thrust into you, the new position getting him even deeper and driving you absolutely nuts.

He lets out a short moan every time he pushes into you, the sound of your skin slapping against each other driving him wild, and he’s instinctively hugging you tighter.

“I...I’m about to cum...” he whimpers, slowing down a little to give you time to react.

It’s completely up to you where he finishes, whether it be inside you or on you. Afterwards you’ll probably be rather tired, so he’ll help you get cleaned up, and then he’ll snuggle with you in bed until you both fall asleep.

SOLOMON:

he’ll try to lighten the mood by making silly jokes

Solomon doesn’t really care about things having to be perfect and romantic, he thinks that you should be able to have fun too

because that’s what having sex is about, in the end (you know, other than procreation)

solomon will give you as much time as you need to adjust to his size without any issues, and he will tell you as much

he can easily control himself, so he doesn’t struggle at all to stay still for you

being just a human, he’s not as big as the others, so instead he uses positions that let him go deeper (or just spells if y’all feel like it)

he also doesn’t mind slowing down to make the moment last longer

“You okay?” he asks after bottoming out inside you, noticing the painful look on your face. He’s not worried, since he knows this is normal, but he is attentive.

“Yeah, I’m fine.”

“Good. Take your time, try to focus on your breathing.” 

He leans down to kiss your nose, a hand running through your hair. His gentle touches do wonders and it doesn’t take long for you to relax and get used to the feeling.

“Okay, I’m ready now.”

With that, he slowly begins to move, experimenting with different speeds and depths, grunting from the way your insides hug him.

“Solomon, deeper...”

“Hm? You want it deeper?” he teasingly asks.

“Yes...” you whine in response.

Solomon hums in interest before pulling out, causing you to look up at him in confusion. 

Wh...why was he stopping?

“Turn around for me, love.” he whispered, spinning his finger in a circle.

You eagerly do as he says, now with your back facing him. He leans over you, his lips now right by your ear.

“...And lie down.” he whispers another instruction, which you follow, sliding down onto your belly, placing your chin on the pillow.

Cock in hand, he teased your opening with the head, rubbing it up and down against your wetness.

“Solomon, please!” you whine, tired of his antics.

The sorcerer chuckled at your impatience, but finally gave in, pushing himself inside of you, groaning as your walls pulled him in yet again. As he readjusts his position to move more easily, you squeeze your legs together. What you don’t realize is that it causes your body to also squeeze around his length even more, causing the sorcerer to let out a choked gasp.

“Oh fuck...!” Solomon cried, digging his nails into your waist at the sensation.

“Does it hurt?” you ask, understandably concerned that you might have harmed him.

“No, no. It feels so good. Please stay like that.” Solomon whispered between deep breaths, not prepared that you would feel this fucking good. The man that was earlier just grunting and huffing was now letting out whimpers and moans. Once he had gotten used to the new feeling, he slowly started to move, both of your noises coming together in harmony.

“Fuuuck, you’re so tight, I’m not gonna last very long like this. Are you ready to finish?”

Both yes and no sound good to him. Of course, nutting is great, but he definitely wouldn’t complain if you wanted him to fuck you for a bit longer.

If you say no, he’ll slow down and pause whenever he gets close so he can last longer. He’ll keep going like that until you’re getting close or you tell him you’re ready.

If you say yes, he’ll let out a moan, knowing he’ll get to reach his peak soon, before picking up the pace and force. Every time he thrusts into you, he whimpers from the sensation, your name leaving his lips every now and then. He might even bite down on your shoulder to stay quiet.

Whispers “I love you” in your ear as he finishes, and afterwards he basically collapses from the amount of pleasure he’s experiencing. Then he’ll cuddle up to you, ignoring the mess you guys probably left on the bed.

SATAN:

he may seem put together, but he’s actually super nervous

but he’ll keep himself calm for you

you’re the one getting boinked, so it’s the least he could do

he does a lot of research to be sure that he’s ready and can properly lead you through it

“a-are you sure about this?”

ragey boy is so cute when he’s nervous I can’t-

his cheeks are red, his hands are sweaty, and good demon lord he’s actually struggling to speak

different from leviathan, however, he’ll still initiate stuff

just maybe not as confidently as say, lucifer, would

satan is a hopeless romantic, so he wants to be as close to you as possible

yet he also really wants to go rough with you

but he’s terrified he’ll get too into it and hurt you, so you’ll have to initiate it

scratch. his. back. 

treat him like a scratching post, that’s how you get him going

r o u g h  a s f

he’s not that big, but it’s still possible that you’ll be sore from how hard and deep he goes once you release the beast inside of him

cums so much

it took out so much energy that he’ll sleep for like 12 hours the next night

“I will admit that I’m a little worried that I’ll be too rough on you. Please promise me that you will speak up if you don’t like something.” Satan says, holding your hands in between his as he keeps his worried gaze on you.

“I promise, don’t worry about it,” you smile at him, leaning in to give him a quick peck on the cheek, which continues down his jaw, neck and finally stopping at his shoulder, making the avatar of wrath let out a light groan. Despite it being your first time, it was like you knew exactly how to get him going.

-

Satan curses under his breath as he enters you, trying to keep himself together for your sake, ignoring the way your insides hug him.

“Are you alright?” he gently asks when you hiss from the pain, and he tries not to show how concerned he actually is.

“Yeah, I think I just need a moment to adjust.” you respond, your eyes tightly squeezed shut.

“Of course, love,” he whispers in your ear, his hands on your shoulders and thumbs rubbing against the skin, hoping to give you some comfort while also giving you space in case you need it.

Once you give him the OK, he slowly begins to move, making sure to be gentle. Except it quickly becomes painfully slow, and you beg him to go faster and deeper, to which he hesitantly obliges.

He can’t deny that he loves the increase in speed and force, groaning and humming as your cavern envelops him. Although what he doesn’t want to show is that his rough side is threatening to come out. He’s afraid of bringing that into your very first time together, worried it might scare you or even hurt you, so he puts a lot of effort into trying to control himself. Try as he might, you can tell that he’s holding back, and you try to get him to give in.

“I... ngh... I don’t think I can...control myself...if I do,” his voice is shaky, barely able to get the words out.

Trying to take the matter into your own hands, you change the position slightly by wrapping your legs around him to pull him towards you. It causes him to hit you in a different spot, one that makes you see stars, and you press your nails into the skin on his back. He released a drawn out groan, and he thrusted into you even deeper.

Bingo!

You pretend to not notice, but when he starts moving again, you scrape your nails against his back, and hoo boy he loses control. He’s roughly rutting into you, releasing curses in between his quick breaths. He’s going absolutely wild and it’s so fucking good, which you of course let him know with moans of your own.

“You’re so-... ah, fuck... I’m getting close...” he growls into your ear.

He’ll cum with a low snarl and pull you closer so your bodies are pressed flush against each other. Once he recovers, he’ll be a mix between embarrassed and surprised. Embarrassed that he lost control, surprised that you took him like a champ and begged for more.

LEVIATHAN:

don’t worry, it’s his first time too

and he’s 100% more nervous than you are

despite the fact that you’re the one being penetrated here

boy is absolutely terrified that his performance will disappoint you

or even worse, that he’ll hurt you

you don’t have to worry about telling him to take it slow, he’ll take it verrrrrrry slow

he has to gather up courage for almost everything

with him being so nervous, it kind of makes you a little more confident and you dare to take more initiative

at least it’s nice that this is new to both of you, and that you can explore it together

just don’t go too quickly or he might finish before you’ve even started

he’ll keep a hand over his mouth basically the whole time unless you stop him, because everything threatens to make him moan like a porn star

which I assure you that you 100% want to hear, he’s releasing some of the most lewd noises in the world

if you let him finish as is, his eyes will roll up to his skull before going limp

he might as well be dead, you won’t be reaching him for a couple of minutes, but once he’s back he’ll be clingy asf

he’ll be moaning for a while even after you’re done, because he seriously came that hard

BUUUT if you pull out, he’ll cum right as you do, putting you both in the splash zone*, so have fun with that ;)

*unless you guys use protection of course lol

Holy fuck, you’re squeezing him so much. How the hell is he supposed to last longer than a minute? His mouth is open in a silent scream as his eyes nearly roll up in his skull. The sensation is almost overwhelming and the pleasure threatens to take over him, but he reminds himself how vulnerable you are right now. If he were to move now, it could be very painful for you. So he wills himself to stay still, albeit shaking slightly from the effort.

Once you’ve adjusted to him, you begin to grind on him, getting into a steady rhythm as your hips rub against his. Levi slaps a hand over his mouth as a moan threatens to come out.

“No, don’t cover your mouth.” you say, pausing your movements as you pull his hand off. Then you lean down to whisper in his ear, “I want to hear you~”

Levi whimpers as a response, insanely turned on by your dominance.

At some point, Levi loses any shyness that once plagued him, pulling you down into a deep kiss, rubbing his tongue against your lips until you let him in, as well as he begins to thrust up into you.

The pace quickens more and more, and it eventually gets to the intensity where he can’t keep up anymore, overtaken by being riiiight at the edge of his climax.

“I-I-... I’m... I’m gon...” the words come out jumbled and unstable between his panting.

Noticing his movements faltering, you take the reins once more, riding him like there’s no tomorrow, and the demon helplessly trembles from the pleasure, only able to moan and twitch from his position underneath you. He’s putting hentai characters to shame with his whines, and fuck is it hot. He’s so incredibly close that everything else just disappears.

“Cum for me, Levi.”

Upon hearing those four words, the knot in his stomach is instantly unraveled and his eyes roll up into the back of his head as you milk him dry.

MAMMON:

turns out that “bad boy mammon” is actually super romantic

huh who knew? literally everyone in the whole devildom

if you weren’t aware of how much of a softie he is, you clearly missed him in the entire story

when he finds out you’re a virgin, he gets a little excited

he’s really going to be your first man, huh?

mammon is incredibly nervous about your first time together

but instead of freezing up and not daring to do anything *cough* levi *cough*, he instead just gets reallllllly sensitive to touch

give him a handjob or oral, he’ll tremble and moan like a pornstar

really just kiss him and he won’t know what to do with himself

he wants you to be in control of the pace to be extra safe, so he’ll ask you to be on top

also because it’s hot, but he won’t tell you that (you’ll figure it out eventually anyway)

you start with both of you sitting up and you on his lap

will at some point take one of your hands and refuse to let go

if you cry from the pain, he’ll instantly go into comfort mode

wrapping his arms around you and stroke your back, telling you that you’re doing great and to just wait for a bit longer

he gets extremely lovey dovey and emotional when he’s about to finish, it’s so obvious that he wouldn’t even have to say anything for you to notice, but he still will

even after finishing, he won’t let go of you

doesn’t matter if you’re all sticky from the sweat, you’re his and he’s yours now

might as well be glued together, because he sure is acting like that’s the case

he feels very embarrassed afterwards because he’s not used to being so vulnerable, so pls reassure him

As you finally sink down onto him, he lets out a long, breathy, high-pitched moan. His nails are pressing into your waist, not so hard to draw blood but enough to turn you on even more. The way you’re squeezing him while sitting on his lap, your hands on his shoulders to support yourself, is addictive. But despite that, what’s taking up the most space in his mind is the love he’s feeling for you, as cheesy as it sounds, and the intimate moment you’re experiencing together. He almost gets a little teary at the thought. However, he gets snapped out of it when you begin to move, lifting yourself off of him before sinking back down again, and he lets out a surprised groan. He looks down between your bodies, watching as his cock disappears into you, moaning at the sight. His hands on your waist travel down to your hips, assisting you in your movements. He never wants to let go of you, and he pulls you closer, leaning over to breathe in your scent, causing his dick to twitch inside of you. Mammon has no shame at this point, he’ll bare his neck for you to bite and suck on. If you don’t get the point he’ll literally beg for it, and if he walks out of there without even a single mark, he’ll whine like a baby. He wants physical proof that he’s yours and you’re his. If you let him mark you, he’ll moan long and high-pitched as he does it. If you mark him, he’s legit whimpering and twitching underneath you. He’s drowning in you, kissing any part of your body that he can reach, meeting your movements with his own, and sometimes just gazing at you with a look of pure love. “MC I... I love you... I love you so much...” he huffs, pulling you as close to him as possible. He looks you in the eyes, mere inches away from each other. “I...I’m about to cum...” As he finally gets pushed over the edge, he sinks you down onto his cock as far as he can, holding onto you tightly as he whimpers words of affection in your ear. Once he’s down from his high, the memories of what he said and did return to his brain, and he gets super flustered. “I-I did not just say all that, ya hear me? Don’t tell anyone!” he stutters, suddenly all worried about this so-called reputation. “Of course I won’t tell anyone! But you did say all that, and I loved it.” you reply with a smile. “Y-you did?” the demon asks, looking back at you with a surprised expression on his face. “Of course I did! I loved seeing this side of you, and I love you.” The blush on his cheeks intensifies, but the demon visibly relaxes, a smile forming on his face in return. He cuddles up to you, fully intending to hold you hostage in his bed for the rest of the night.