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sister-lucifer · 1 year

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A Helping Hand

Asmodeus* x Male reader

Genre: Smut

Summary: Asmodeus finds out you’ve never cum before, and decides to help out

Content/Warnings: Virgin reader, shy reader, slight nipple play, Asmo helps you jack off(a bit of guided masturbation), reader cries from overstim, Asmo’s sweet praise and compliments, Asmo uses a bit of magic to persuade you

*Asmodeus is AFAB and uses he/she pronouns

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Not fully proofread! Let me know if you see any errors!

“Wait, so you’ve never cum?!”

“Shhhh! Don’t say it so loud!“

Your face was burning hot as you covered it with your hands, unable to bear looking at Asmodeus any longer.

You couldn’t even remember how the conversation came to this point! Asmo had always had a habit of turning any conversation sexual, but this time it was particularly hard to stomach.

“Oh relax, little human! I made sure a looong time ago that my room was sound proof.” He assured you, although it did little to quell your embarrassment.

“C-Can we please just talk about something else?“ You whined, meekly peaking out from behind your fingers. You pulled your knees in tight to your chest as if making yourself smaller would pull you out of this situation.

“Oh hun, there’s no need to be so sheepish! I’m only worried about you.” Asmo took your wrists into his hands, gently encouraging you to take them away from your face. You obliged, but refused to meet his gaze.

“That must be terribly frustrating, hm?” Her voice was smooth like the finest velvet on her tongue, and it sent odd shivers down your spine and made your flesh prickle into goosebumps.

You turned away from Asmo in a huff. You could feel that she was using her magic on you, trying to hypnotize you into talking to her.

“Don’t be so stubborn, human!” He whined, feigning hurt. “I’m only trying to help, really…”

He hooked a finger under your chin and directed your gaze towards him. That one moment of instinctual obedience would be the thing that secured your place in her web of lust; the second your eyes locked it was over, and you were under his spell.

You knew better than to give in that easily, but maybe the reason you found it so hard to put your foot down was because you didn’t really want to.

“I just know that doesn’t feel good…I can just imagine you laying in your bed at night, a hand wrapped around that pretty cock, but nothing ever comes of it…”

“A-Asmodeus—“ You choked out, though you weren’t really sure what you were calling to her for. An unusual warmth was slowly washing over you as you gave in to her magic, allowing him to pull you in like a siren luring a sailor to the rocks. You weren’t going anywhere; not that you particularly desired to.

He wanted to help, didn’t he?

The more you thought about it, the more you recalled all those frustrated times you found yourself sobbing into your pillow, tired and pent up with no way to relieve your stress.

And the more you recalled, the better this idea was starting to sound.

Maybe it was just Asmo’s charm making all those memories flash through your mind, but that didn’t matter anymore.

“Don’t you want me to make you cum, sweet boy? I’ll make your pretty cock feel sooo good…”

Your sweats suddenly felt much too tight. You gripped the hem of your shirt hard and tugged it down over your hardening bulge.

Asmo couldn’t help but giggle at how shy you were. That’s what he always liked about you; you were so fun to tease, so entertaining. He could watch you squirm for hours.

She moved to her knees, crawling behind you and wrapping her arms around your waist. You couldn’t help but flinch at the touch. After all, you were rather on edge.

“What are you hiding down there, sweet boy?” Asmodeus asked, pointing down at your lap. You didn’t reply. You gripped the hem of your shirt even harder, so hard it make your knuckles hurt.

“You can’t act so meek if we’re going to do this, my love.” Asmodeus said as he laid his soft hands over yours. “Just let go for me, okay? Let me see what you’re hiding…”

You hesitated, but all it took was for your grip to falter for a second. You had let go without even realizing, and when you did you were frozen in place. You almost moved to cover yourself but Asmo grabbed your hands first. Her grip wasn’t tight or threatening, but it didn’t have to be. His hands were warm and trustworthy, and you let him put your hands down at your sides.

“Theeere we go…what a good boy.” She whispered as she peeked over your shoulder. He couldn’t help but lick his lips at the sight of how desperately you were straining against your sweatpants. He wondered for a moment if he had used too much magic, or if you were just that sensitive.

“Now, I don’t know how you’ve been doing it,” He began, adjusting his position behind you. “But I’m the best at what I do, so I’ll teach you my methods. First, you have to get yourself excited…” He put extra emphasis on the last word, enunciating every syllable in her seductive whisper.

Her hands slid down your stomach slowly, making your breath shake with anticipation. He picked up on it easily, as he did every small sign of arousal you showed, things no other demon would every notice.

“Then,” He continued, “You have to start slow…Dip your hands just below the hem of your pants before you push them down…”

And she did just that, fingers just beneath the waistband of your sweats. His grin widened at the way you sucked in a sharp breath through your teeth.

A few moments later his hands retracted just enough for him to hook a thumb under the waistband. You held your breath as she slowly pushed downward. It felt like everything was moving in slow motion as your erection was finally freed from the confines of your sweatpants, bouncing up against your stomach. Only then did you let out your breath.

“Oh my, where were you hiding all of that?” Asmodeus teased. “It’s so…mm, perfect…oh mercy, I’ve got butterflies…but this isn’t about me, I’m here to help you.”

His hands returned to your stomach, his fingers drumming against your skin as she spoke. “Now, you need to learn how to tease yourself, like this…”

She ran a single finger up your shaft, making you shudder. It was a light touch, but it still brought a small whine out of you that you failed to stifle. His finger ran back down, then up once more before pulling away again.

Finally he wrapped a hand around your cock, grip loose and movements slow. His thumb ran over your leaking tip, and there was no denying the high pitched mewl it pulled out of you.

He had only just started, but he was bringing you more pleasure than you’d ever experienced by yourself.

“Make sure you don’t start too fast. You have to build yourself up.”

She began to move her hand with little haste, letting you feel every small movement she made against your sensitive cock. He made sure to take note of every little bit of you as well; every vein on your shaft, each new bead of precum that rolled down. He wanted to remember it all.

At first the slow pumps were enough for you, a good start for such a new experience, but soon you wanted more. Your hands rested on Asmo’s thighs where they sat on either side of you, and she could tell you were becoming antsy with the way your grip tightened and relaxed restlessly.

“When you’ve had enough, you can go a bit faster…” He said, but he did not increase his speed just yet. He waited for a few moments, watching to see if he could bring a plea out of you.

You couldn’t bring yourself to speak, eyes cast towards the floor in embarrassment and bottom lip caught tight between your teeth.

Looks like you’d need a bit of encouragement.

“Do you need me to go faster, sweet boy?” She murmured against your neck, warm breath washing over your skin. You could only manage a nod, but this was not satisfactory.

“Use your words, baby. Words.”

You opened your mouth to speak, but no sound came out. You tried to force out at least a syllable, but any words were caught in your throat.

“You can do it. Go on, say ‘Please go faster, Asmo.’”

“P…Please—“ You stuttered, barely able to get through the word before cutting yourself off with a moan.

“Please go faster, Asmo—“

The words were spoken incredibly quickly, slurred together and rushed, but Asmodeus heard you just fine.

As promised he picked up the pace, by quite a lot in fact. You weren’t prepared for such a leap in technique.

“A-Asmodeus—!“ You yelped in surprise. Instinctively you jumped and grabbed into her free hand which was still resting right above your navel. She lifted her fingers and allowed them to intertwine with yours.

“That’s good, isn’t it baby boy? Tell me it’s good.”

“Good…s-so good…” You muttered in reply.

Despite your efforts to keep still, you couldn’t help but buck into Asmo’s hand desperately. It made his chest swell with pride to see you so needy for him, and of course seeing your visage twisted in pleasure was just delightful.

“There’s other things you can touch too, you know…” She said as her free hand moved to lift the hem of your shirt. She brought it to your mouth, instructing you to open before placing the fabric between your teeth. She then took your wrist in her hand and slid it up your now exposed stomach and to your chest, placing your fingers over your nipple.

“I find that it feels best when coupled with another type of stimulation…go on, play with it.”

It took you a moment to process the command, and even when you did wavered before giving a small pinch. You weren’t expecting it to feel as strongly as it did.

That had to be the magic, right?

“I know those must be sensitive,” Asmo commented, letting his hand drop. “You’ve never gotten this much stimulation all at once, have you?”

You shook your head as you gave another small pinch, this time letting it linger for a few seconds longer. Then another, even giving the slightest pull. You never would have thought to use your body like this…

Maybe you really did need Asmo’s help.

You were too occupied to notice his hand sliding down your body until two of his fingers were poking at your entrance. Your noise of surprise was muffled by your shirt.

“Shhh, it’s okay…I’m showing you another way, that’s all. You’ve never played here before, have you?”

Again you signaled no, wide eyed and tense.

“You need to relax, baby…this won’t hurt a bit.”

And with that she pushed her fingers into you, making your back arch and cock twitch in her hand. He let out a small giggle against your shoulder as he planted soft kissed along it.

Unlike before, he did not start slow. He wanted to hit as deep as possible, and he succeeded tenfold. His fingers curled just right and hit all the perfect spots, making you squeal with bliss.

You could no longer sit still. Your legs twitched and trembled wildly, and you were shamelessly trying to rut into her hand. You called Asmo’s name as best you could through the fabric of your shirt, which may have been torn from how hard you were biting down on it.

Soon he had added a third finger, and he could tell he hit your sweet spot when you practically screamed into your makeshift gag (although it wasn’t exactly keeping you quiet.) Each thrust after that one made sure to hit it, and before long it felt like your head was spinning.

Between Asmo’s hands being hard at work and your own fingers teasing your chest, it soon became overwhelming. You tried to form words, but it was so much more difficult than before. You weren’t used to such overpowering pleasure, and the closer you got to your release the more it took you over.

“Asmo!” You cried out, dropping the hem of your shirt. “I-It’s too much—!“

“Now, now,” Asmodeus cooed, “You’re alright. You’re doing so well, don’t you want to cum?”

Oh, you did. Very much so. But could you handle it?

Your release was fast approaching, and you didn’t know that to do.

“I-I do…’m gonna cum, b-but—“

“But what, sweet boy?”

“I…I…”

It was like the floodgates opened, and all the tears that had been welling up in your eyes were suddenly rushing down your cheeks.

“I-I can’t, Asmo! It’s too much, too much!” You wailed, although you made no move to stop him. You didn’t even pull your own hand away from your chest.

“I know, baby. I know, but you can do it.” Asmodeus punctuated his sentence with a tender kiss to your tear stained cheek. “Ooh, I’m so lucky…I’m going to be the first one to ever make you cum…I hope you make a big mess for me.”

You could hardly hear her at this point, though. Your heartbeat was loud in your ears, and all you could feel was the pleasure she brought you. You couldn’t even make out individual thrusts or movements, just all-encompassing bliss.

You hardly had time to warn her.

“A-Asmo, gonna cum— g-gonna—!”

Your sentence wasn’t even finished before you.

You threw your head back with one last cry of Asmo’s name, your voice whiny and broken. This was the first time you’d ever been subject to such an experience, and the force of your orgasm shook you to your very core.

Asmo’s hands didn’t still until you were completely done; sticky white ropes of your cum covered her hand and your shirt, and some of the floor.

Oh well, those things could all be cleaned. Besides, that was the last thing either of you were thinking about right now.

Your voice didn’t quiet down completely until after he had pulled his hands away. You fell back against him, wracked with exhaustion and almost completely limp. You panted hard as you tried to catch your breath.

Asmodeus let you rest for a minute or two before speaking.

“How was that, human? Think you’ll be able to do it on your own now?”

You groaned in reply, looking oddly displeased.

“Doesn’t matter…”

Asmo quirked a brow in confusion.

“Why not?“

“Because…I’ll never be able to do it like that ever again…”

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