#JereSquip | Explore Tumblr Posts and Blogs

whydoiexist1406 · 1 year

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Summary: Jeremy has a little "problem", which causes him to hide out in the school bathroom. Since masturbation is strictly forbidden, the Squip helps him out with it.

Warnings: slight coercion, mild praise and even milder degradation kink, slight humiliation, edging, crying? Tearing up? Something like that. The Squip being The Squip basically lmao.

Jeremy was completely screwed.

He was absolutely mortified, in fact, at the situation he found himself in. He's never been more embarrassed in his life.

He was hiding away in a school bathroom stall, knees brought up to his chest with a painful erection tenting his jeans, all because Christine had done something as simple as smile at him and touch his arm during play rehearsal. For less than five seconds. What was wrong with him?

The Squip materialized in front of him, pixels appearing in thin air and building him up like a Lego set before the man stood tall before him, looking down on him with disdain, and Jeremy already knew what was coming. So, he met it head on.

"Look, I know you said no-"

The Squip cut him off coolly, easily.

"Absolutely not, Jeremy. No exceptions." Voice firm and leaving no room for argument.

As the Squip crossed his arms over his chest, towering over him, Jeremy buried his face into his knees, a frustrated groan ripping out of him.

"What am I supposed to do?" Voice a bit muffled by the denim, "Wait it out? That could take hours!"

Jeremy slowly lifted his head at the sound of the Squip humming thoughtfully. He had one hand resting on his chin in thought, eyes squinted, before he suddenly snapped his fingers and smirked down at Jeremy, seemingly getting an idea.

"Remove your pants."

Jeremy, so caught off guard he inhaled sharply, starting coughing almost violently as saliva tried to enter his airway. He covered his mouth, trying to catch his breath again with spasming, weak drawings of air.

Jeremy's chest now a little sore, he glanced back up at the Squip, who raised an unimpressed eyebrow at him. He looked impatient. And completely serious. Shit.

With a nervous sigh Jeremy reached down, popping his button and unzipping his fly before shimmying his jeans down his legs. He swallowed, trying to assuage the growing dryness, and looked back at the Squip for what to do next.

"Good." A faint tingle went down Jeremy's spine, "Now, remove your underwear."

He was worried that's where this was going. He grew apprehensive, hands faintly shaking when he grabbed a hold of his waistband, and he stopped, finding his voice.

"Are- are you sure? I mean, didn't you say I wasn't allowed to-" the sound of a sharp 'tsk' had him closing his mouth.

"Jeremy, I assure you this is not going to end in masturbation. Not technically, at least. Now, underwear off." Jeremy nodded, but his hands nearly quaked now.

He pushed his underwear down to join his pants, revealing his flushed dick, so hard it was almost painful. He'd always been grateful that he was an average size, he definitely didn't need to add that to his long enough list of insecurities.

He kept his gaze down at himself, a strange kind of fear filling him at the idea of seeing the Squips reaction. To him. His body. He realized it didn't make sense, why should he care about the opinion of a computer program? But the idea of seeing anything negative on that faintly glowing face filled him with dread.

A hand, outlined in blue light and leaving a cold tingling on his skin, was suddenly under his chin, tilting up his head and forcing him to look the Squip in the eye.

A powerful relief flowed through him at the sight of his expression, which was no different than usual. Condescending and stern, but his eyes..they were pretty normally, but now, the way they softened down at him, the colors seemed to shine like two large blue stars, their powerful gravity drawing him in and locking him into orbit.

Jeremy almost missed it when the Squip started talking again, too fixated on the strange way his eyes seemed to shift and swirl like nebulae.

"Jeremy, have you ever wondered how it is that you can feel it when I touch you?" His voice was uncharacteristically gentle, but the quiet rumble it produced was nowhere near unpleasant.

"Y..yes, I have." The hand on his chin migrated up to touch his cheek, raising goosebumps along his skin wherever it touched.

"It's simple, think of it in the same terms of a placebo. Your brain can't differentiate between what is and isn't really there when you believe it hard enough, when your eyes tell another story." Jeremy felt like he was floating, it was a similar feeling to all those times Michael had convinced him to smoke with him and he hit enough to get high. The sound of the Squips voice, the sight of his enchanting eyes, the electric hand at his cheek, all lulling him into a trance.

That was, until the Squip trailed a finger with his other hand up the vein on the underside of his cock, and Jeremy jolted at the sensation. The suddenness caused him to clamp his teeth down, right onto his tongue, so hard the taste of iron filled his mouth and stinging pain blossomed through the muscle.

At Jeremy's hiss of pain the Squip removed both hands from him, and he wasn't sure if he was grateful or disappointed for it. The Squip looked at him, expression briefly disappointed before shifting to one of amusement.

"Hmm, I didn't account for you being so sensitive, my apologies, Jeremy." That cruel bastard. He knew exactly what he was doing, didn't he? Jeremy shifted where he sat, and as much as he didn't want to admit it, even a simple, brief touch like that was enough to reignite his ever growing need. He released a shaky breath, hands clenching into fists as his sides.

"Yeah, it's whatever.." he mumbled, a shiny bead of precum growing at his tip and slowly trailing down the side of his shaft. He watched as it made it's way down, attention only pulled away when the Squip kneeled down in front of him, eyes devious and sending a chill down his spine. In fear, anticipation or both, Jeremy wasn't sure.

Jeremy couldn't help but tense when the Squip brought a hand forward, intently watching it grow closer, which stopped less than an inch away from his weeping cock. He slowly released a puff of air, forcing himself to relax at least a little. He froze right back up as soon as the hand moved towards him again, barely a centimeter of distance, before he was speaking in a rush.

"W-wait! Is this okay? I mean, a good idea?" He internally cringed at each stutter or stammer, recalling the Squips previous words regarding it, sweat beginning to collect at his hairline.

"Jeremy.." the Squip began, drawing out his name in a dark, borderline seductive tone, "didn't you yourself say it would take too long to wait?"

"Well, yeah.." he resisted the urge to fidget, to wring his hands together and twiddle his thumbs in order to give himself something else to focus on. Something else other than the hand so close to his dick and the unwanted but still ever present arousal itching along under his skin like thousands of insect legs.

The Squips lip curled into a smile, but the undercurrent of sadistic pleasure stopped it from looking any version of kind.

"Then..do I have your consent to continue?" He tilted his head in a way that was distinctly mocking, and it shouldn't have made his stomach constrict and cock twitch.

He couldn't bring himself to speak, fearing his voice would fail and reveal just how nervous and horny he was, although the Squip was in his head so he probably already knew. Jeremy wanted to preserve his dignity anyway, however. At least, the dignity he perceived himself to have, so he simply nodded.

A full body shudder ran through Jeremy once the Squips larger hand finally wrapped around him, grip firm. He quickly brought a hand up, pressing the back of it against his mouth to stifle the choked whine that tried to escape, pressing his eyes closed so firmly a kaleidescope of color bursted from out behind his eyelids.

A thumb circling around his head, as if collecting the precum that was drooling from his tip and trying to spread it around to make the non-existent friction smoother, had his hips bucking up without his permission, desperate for more.

The feeling of the Squips hand was unlike anything he'd ever felt, the sensation otherworldly and inorganic, outclassing his own by miles and potentially any other humans on the planet. Not that he would know, of course.

"Fuck.." he moaned out, the sound closer to a sob, from behind his hand when the Squip gave him a single slow stroke from base to tip, not nearly fast enough to get him close to his orgasm, keeping him desperate and on edge. He opened his eyes, peeling his gaze away from the Squips hand where it was wrapped around him and glancing at his face, and the borderline evil glint in the A.I's eyes simultaneously made his heart drop and a jolt of electricity run down his back.

He knew what that looks meant. The Squip was waiting for something, and whatever that something was, he was going to have to work for it. Because nothing could ever be easy for him, could it?

The Squip must've realized Jeremy caught on based on the way his smile subtly widened in response, and if it weren't for the way his breaths gasped out of him and sweat was trailing down his brow and he felt like he was going to explode from the way even the still hand around him felt he would've given him a piece of his mind. But, because of all of that, instead he simply moaned, weak and soft, and tried to thrust up into the hand around him.

Except the hand followed his movements, getting him absolutely nowhere.

He pressed his hands to his eyes, struggling to try and even his breathing, to calm down enough to be able to speak again, but it was difficult when all he could think about was how the tingling, almost electric feeling from the Squips hand felt better than anything he might experience ever again.

With a slow, shaky deep breath, his let his hands drop and tried to force his voice steady.

"What..why did you stop?" And promptly failed at that, because he sounded just as unstable as he felt.

"Well, Jeremy," he started, sounding completely unbothered by the situation, cool as a cucumber, "if you must know, although I suppose it's only fair, if I were a girl, say Brooke, right now, how do you think it would look for you to ejaculate almost immediately?"

Jeremy blinked, foggy brain taking it's time in processing the Squips words, but eventually the rusty cogs began turning enough for it to make sense.

"So, you're torturing me so I don't cum fast?" Jeremy asked, voice as deadpan as he could possibly manage to make it under such... circumstances.

"Essentially, yes. I'm trying to increase your stamina. You're welcome." He grinned at Jeremy, eyes glinting even in the absence of direct light, reminding Jeremy of some kind of super villain. Although, he might be a bit biased in that idea considering where he was right now.

"Is this seriously the best time for tha- ah!" The Squips hand viced down on him, borderline painful but thoroughly pleasurable, the sensation travelling through every muscle fiber in his body and forcing an embarrassing yelp from him.

"Now now, Jeremy, is that any way to talk to me? After all I've done for you? Am doing, right now?" It was barely even framed as a question, they both knew the answer. Especially if Jeremy wanted to cum any time soon. He softly shook his head, the shame beginning to prickle in his peripheral doing nothing to kill the fire of need in his stomach.

The Squip relaxed his hand, lessening the pressure, and rewarded Jeremy with another languid stroke, pulling another spurt of precum from him. He grit his teeth, trying to control the noises trying to claw their way up his throat, but he was fighting a losing battle.

Only, the Squip didn't stop at just once like last time, he continued moving his hand, slowly and smoothly, up and down, and he couldn't find it in himself to be embarrassed at the whine, almost sounding pained, that left him. It felt too good, brain shutting down against his will and turning to mush.

His vision was going fuzzy, eyes stinging. Was that normal?

It was when the Squip increased the pace ever so slightly and he couldn't control the way he almost spasmed in response that Jeremy realized tears were collecting at his waterline, and that was definitely something he could bring himself to be embarrassed about, whether he wanted to be or not. Maybe the Squip was right, once again. This would be even more mortifying than it already is if this were a girl.

"W-wait, please, stop.." he needed a second to pull himself together, and mercifully the Squip complied, pulling his hand away and giving Jeremy room to breathe. He sniffled, which didn't make him feel any less pathetic, and wiped at his eyes with both hands, once again trying to look at anywhere but the Squips face as he did so.

A few seconds later, after taking some deep breaths, he glanced up at the Squip, who looked completely neutral, face stoic and strangely devoid of emotion, before nodding to give him the go-ahead. He curled around his cock much more gently this time, but it didn't stop him from reacting just as much, drawing in a sharp breath against the strike of lightning hot pleasure.

The Squip increased the pace again, giving him less time adjust, but thankfully this time he didn't almost start crying like some tween seeing her crush with another girl. Yet, anyways. After all the teasing and false starts his orgasm built quickly, after only moment of being touched, causing him to squirm and writhe in his seat, once again bringing up a hand to bite on his fist and muffle the desperate moans he was producing. He was getting so close.

He was right there on the edge, so close, so beautifully close, and it felt so good, until-.

The Squip pulled away just at the last second, and it solidified this as the worst day of his life, a sound of frustration that sounded somewhat like a cat being strangled leaving him in response before he could stamp it down. He had been right there, and with surgical precision the demon attached to his brain snatched it away. He had the urge to cry again, but he pushed it back as fiercely as possible.

"What the hell, man?!" He blurted out, so unbelievably turned on it was definitely painful now. He was so desperate he'd be willing to do anything, so desperate he felt he might die. And the Squip sat there, on one knee, looking at him as if this were a normal day, like he were bored. It only made things hurt worse, made him want it more.

The Squips mouth twitched into a small smirk, but it was nowhere near the perfect picture of Satan from earlier, with his large grins and flaring eyes nowhere to be seen now. It was slightly unsettling.

"What's the magic word, Jeremy?"

His mouth opened, hanging wide in shock and disbelief. No way was he being serious. But, Jeremy had enough experience with the A.I to know he was always serious. Unfortunately.

Apparently Jeremy was taking too long to answer because the Squip reached forward, using a single finger to press down on the leaking slit at his tip. A shiver ran through his body at the touch, almost choking, suffocating, on the intensity of his want. His need.

"Uh, uhm.." he hesitated, though.

"Jeremy, spit it out." And the inpatient, irritated edge to the Squips voice had him speaking without thinking, without needing to think, only feeling the need to be good enough to get back the gentle tone and soft gaze from the beginning of this whole ordeal.

"Please.." he spoke uncertainty at first, but once he got it out it was like a dam had burst, "please let me cum, I need it so bad it hurts, please, please-" his pleas broke off into a full fledged sob of relief when the hand returned, which turned into a loud cry of pleasure when the pace set was fast, almost brutal.

It only took a few pumps until he was cumming so hard he saw stars, black dots dancing across his vision, muscles seizing up and mouth hanging open in a silent scream, and for a second there he thought he might pass out from the sheer power of his orgasm, rolling through him in waves like a tsunami.

When he started to come down his breath stuttered out of him in short, shallow puffs, body trembling and mind completely blissed out. He felt better than he had in years. Maybe the Squip wasn't that bad. Speaking of, he looked up to find him now standing again, looking much too smug and pleased with himself. Though, looking down at himself and the absolute mess he'd made, he could, infuriatingly, understand why.

Jeremy cleared this throat, awkwardly grabbing a wad of toilet paper to clean himself up with, praying no one heard him when he came. He was a bit loud.

After he was done wiping himself off he pulled his underwear and jeans back up and, as he pulled up his zipper, casted the Squip a glance.

"S-so, was it good?" He smiled, trying to come off as joking and not let his anxiety bleed through. The Squip scoffed, rolling his eyes in response.

"No, Jeremy. In fact, it was almost as terrible as it possibly could have been." Jeremy tried not to let the hurt show on his face, though he perked up at what the A.I said next.

"We'll just have to add it to the list of many features that need upgrading. Now, get going, you're over thirty minutes late to class." And with that the Squip dematerialized, dismantling pixel by pixel and vanishing into thin air without another word.

With a soft exclamation of 'oh shit!' Jeremy hurried out of the bathroom, sprinting his way to class on wobbly, jelly-like legs, trying not to look forward to the next time too much and desperately trying not to faceplant on the way there.

#Jeremy x the squip #Jeremy x squip #jeresquip #squipjere #squipemy #i had quite a lot of fun writing this one lmao #it's absolutely terrible quality wise but that's a-okay

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