Release Pumping

Swinging the front door swiftly open, Jaden halted as he entered, seeing her startled expression and knowing right away something was up. Her eyes were wide and locked on his, words caught in her throat and fidgeting where her normally reserved nonchalant nature would have offered little more than a blank smile.

"Oh! Sh- Jaden, it's you." She floundered, "uh I'm not ready j-just yet."

This skittish panicked reception was such a bizarre shock that he had become speechless in return, mouth agape and eyes narrowed, unsure what to do. Would asking what was going on make it worse? His hesitation was irrelevant, as Rose allowed barely a second of silence before filling it with more stammered blabbering. Before she even knew what she was doing she had invited him into the living room to wait.

More confusingly, was that as Jaden entered he failed to see why she wasn't ready to leave, dressed as she always was for their weekly tennis match. She sported a skin-tight white lycra dress with a racerback shape meeting between her exposed shoulder blades, and short pleated skirt ending mid-thigh. It hugged her tiny waist, permitted little cleavage and accentuated her pale skin. In fact, all that seemed out of place was that her long blonde ponytail was a bit less tidy than usual, flush cheeks visible under her mild make-up, and she was still wearing her little white ankle socks instead of her plimsolls.

Something about the way she walked off to the bedroom struck him as odd, moving unnaturally. While he didn't know Rose especially well, he recognised certain common idiosyncrasies she had with her older sister, who also became erratic at the slightest stress. Both were composed and precise at the best of times, and yet at their worst seemed utterly unable to control what burst from their lips.

These weekly games had been a long standing arrangement, Jaden's girlfriend wanted him to get to know her family better. For her parents, a dinner every few months sufficed, but Rose was a harder nut to crack, so Jaden tagged along to a tennis club the sisters frequented, though nowadays Jaden's girlfriend was too busy with work to make it. The pleasant chit-chat in the car as he picked her up en-route was comfortable enough after over a year of going most weeks, and once he had shepherded his girlfriend's younger sister to the club the onus of conversation was diluted by other regulars swapping in and out of games with one another. Mission accomplished for Jaden, he was more or less part of the family by now, plus it was good exercise and Rose was pleasant enough company, if a little wooden.

Today Jaden's girlfriend had a worse workload than ever, but that didn't stop them from managing a quickie before he rushed out the door. His gym shorts and vest displaying the full benefit of his muscular form often elicited this reaction from her. Even now he felt a little out of breath from the session. He paced Rose's small living room, nearly convincing himself to address the strangeness throughout some loud fumbling from her bedroom but deciding against it. There were a few grunts of frustration and the distinct sound of a box thrown across the room. Her phone was face-up on the coffee table, a digital chirp drawing his eye to the lit-up screen with a strange pink notification which read: 'Alert! Scale 65%'

"Uh Rose, is everything alright?" He called at last, and after a few moments he heard her approach, so took a few steps from the phone so it was less obvious he had been snooping.

As she trudged into the room wordlessly, she stood sheepishly, her toes turned inward and seemed at a loss for what to say, exchanging glances but no words. Jaden had always found his girlfriend's younger sister a little plainer of the two of them, but as Rose neared her twenties it was unmistakable that she had blossomed into her beauty. Her chest had ballooned slightly, her freckles more abundant and her hungry eyes shone green (where Jaden's girlfriends were a duller bluish grey).

"I need your help." She stated, pausing a moment before adding, "but you can't tell anyone about this."

This was uncharted territory, Rose had never asked Jaden for anything more than a lift before, and they had barely discussed anything except family drama, tennis and the weather.

"I'm serious Jaden, no-one. If you can't do that, I think you have to leave."

More than anything else, he was intrigued. Rose seemed genuinely shaken. Tenuous as their relationship was, if she had an issue he wanted to help. He tried to disguise his uncertain nod with a degree of assurance.

"Don't be a dick, okay? I need actual help, I'm freaking out."

The phone sounded again and blinked awake, this time it was too far to read but the sound this time was more akin to a warning. Rose stepped in front of it, blocking the view of the screen with her leg.

"You got it, what's going on?"

"I have something... stuck." Rose blurted, "inside me."

"What?!" He reacted before he could stop himself, "like a-"

"It's a toy." She continued, interrupting him and mustering all her self-control to keep from crumbling, though her eyes had become glassy. "It's really uncomfortable, and I need you to help me get it out."

Jaden knew enough about this sort of thing to know that if a toy had slid all the way into someone, it could be serious enough that removal required going to the emergency room, and relayed as much aloud.

"I know, I know, but it's not like that. I was careful, I can still reach the grip, I just can't... remove it." She went on, the phone beeping in warning again, "I didn't realise how it worked."

Approaching the nearby wall, Rose placed one hand on the wall's surface, facing away from him and using the other hand to lift her skirt from behind. This was the first Jaden had realised they were talking about a butt plug, and his eyes fixed on the black brushed metal of the small construction. He barely moved as she explained that whilst she knew it had some novelty feature, she had no idea it expanded inside her, and she couldn't stop it, as every few minutes it grew larger and now was locked in place.

"I wondered if you could see some sort of release? It's near impossible in the mirror and the app keeps giving me an 'incorrect user' error."

Moving closer and mumbling a response, he found it hard to inspect any detail of the device closely, distracted by a myriad of factors his male-brain found impossible to ignore. There was the perfectly pert little ass on display, the fascinating wetness of her bare parted pink pussy lips and yet even the revelation she wasn't wearing underwear clouded his logic. He recalled she normally wore white shorts under her skirt.

Somehow managing the motor skills to manoeuvre his hand to the steel toy without accidentally cupping her ass was enough of a miracle, but more impressive still was the semblance of conversation he managed to sustain.

"Where did you get this thing?" He asked.

"Some friends of mine entered this online competition with an online store we use and I won." Whatever elation she'd had for her victory had long since faded, "it arrived just a few minutes before you got here so I just wanted to quickly try it out and set up the app. To be honest I thought it would just vibrate or something." She seemed strangely more at ease now all had been explained and was relieved Jaden had taken it in stride. After all this time knowing one another, Rose pretty much extended him the same level of trust as she did her sister.

Whilst the device was fairly large, the glowing lights and thick metal looked more expensive than any toy he had ever seen. Her anus clung tight around the intruder, slick with lubricant Rose must have lathered on in growing panic. He saw no clear release, and so Rose agreed to let him try and apply some gentle force to dislodge it, as it wasn't easy to do from her angle. With her arms resting on the wall and her butt pushed back, he took her waist in one hand and pulled the t-shaped base with the other. An athletic physique like Jaden's meant neither of them doubted his strength in the matter, but more Rose's pain threshold and their caution not to cause any harm. As he tugged, increasing in pressure slowly, it was evident that there was no way this thing could come out with brute force, and Jaden recalled from the notification on Rose's phone that it could expand over 30% more.

Giving up, Jaden slumped onto the sofa and Rose was jealous he could sit in such comfort, dropping carefully to her knees, keeping her slender legs apart to ease the discomfort. After a few moments of silence the phone bleeped again and Rose yelped as the toy expanded another 5%, the whirring of an inner-mechanism spinning, forcing the thick petals of the phallus apart in her anus and stretching the walls of her tight ass. It felt impossibly strong, and fighting against it only made the pain more acute.

"Oh! Oh fuck!" Rose squealed, her head dropping and nails gripping the carpet to ride through the discomfort.

He placed his hand on her upper back in support, and was surprised that despite what she had just shown him, touching the bare skin of her shoulder felt an intimate gesture. After the pain began to subside, he helped her up and over to the table.

"Right, show me this app then." He directed.

Much to her surprise, now when she opened the app there was a completely different interface. The 'incorrect user' errors no longer displayed and alongside the status of the toy there was now a glowing button for 'Male companion guide'.

They watched together in sickened awe as a series of five animated screens displayed diagrams of how the contraption worked. The first was a warning, that there was no other way to remove the toy and that if the instructions were not followed correctly the toy would expand to 100% scale and lock in place until the battery drained. The length of time that lifespan covered was left ominously absent.

The plug could only be reduced in size by 'pumping', by which it meant a man inserting his dick in her pussy, and thrusting from base to tip at the pace required by the app. The animation showed a green ball floating up and down on-screen at a set speed, and a couple imitating the pace with their thrusts. The rules made clear that oral insertion was not valid, nor were use of dildos, fingers or dicks below the 5-inch minimum.

"Rose, what the fuck is this thing?" Jaden mumbled, hardly able to believe what he was seeing.

Reaching the end of the instructions, Jaden felt he had to go back and read them all again just to absorb the extent of what was being implied, but the app did not respond. Instead, the screen went pale pink, a 10-second countdown initiating before 'accelerated expansion'.

"Oh shit! Shit!" She shrieked, dropping the phone to the floor face-up, frozen in place as her eyes darted from the screen to Jaden. Unblinking, she wasn't sure she could take this thing stretching her any more, nor could she digest the alternative.

Their eyes met but neither of them moved, the timer dropping gradually to zero without decision and met with immediate chaos as the plug expanded again, and Rose once again became frantic. Jaden knew there was no other course of action, yanking the small girl up to her feet and snatching the phone from the ground, he pulled his shorts down and freed his erection, sitting back on the couch and coaxing her to straddle him. Tossing the phone beside them, Jaden held his dick to attention as Rose mindlessly mounted it, shuffling her knees forward and wrapping an arm around his neck as she deftly slid his thick cock into her silky wet hole.

A mutual groan of solace as she worked her way down him, Jaden trained his eye on the app-screen and used a hand on her thigh to guide her movements. It seemed the software was initially favouring slow deep penetration, sliding her up slowly, then down with more speed until he was entirely inside her. It seemed to stop the expanding plug completely - now at 75% - and as the pumping increased in speed the plug size reduced to 70%

Whilst the motion was slow, Jaden was sure that if he hadn't cum very recently, the image of the youthful beauty on his cock would have finished him right away. Rose was of the opposite frame of mind, so maddeningly worked up despite her panic that she was engulfed in orgasm at once, squealing with relief as the first bout hit her. As the app commanded ever-faster pumping, she found it hard not to grind her clit against his pelvis with each thrust, the pleats of her skirt fluttering and tits bouncing more profoundly with the speed.

Neither of them spoke, too bewildered to even begin to navigate the complexity of desire and necessity that had gotten them here, but glad that at least it was working. Every minute or so of delectable thrusting was accompanied by a 5% drop in the size of the plug until it was nearly 55% but soon the pace plateaued at an agonisingly perfect rhythm and Rose couldn't compose herself. Each climax quickly preceded the next, her body spasming and unable to sufficiently maintain the motion, screaming out as the plug began to quickly expand before she regained control. The phone flashed red, bleeping to alert them to go faster. Resuming the thrusts, she was soon again caught in another dizzying star-studded explosion of pleasure, overcome by the fullness of the double penetration.

When the plug neared 70% again Jaden took over, lifting the lithe athlete and flipping their position, so she was lying on the sofa with the app open by her head, while he mounted her and began thrusting in time with the animation. Though the dictated pace seemed to have slowed a little, with Jaden on top it felt more intense, his balls slapping her ass with each thrust and her legs wrapping around him. The green of her eyes shone up at him in awe as her beautiful features were transformed by orgasm. The grip of her tight pussy around him certainly made keeping to time difficult, but he wouldn't relent, gripping one of her slim shoulders and pumping his dick into his girlfriend's little sister, trying to ignore the sensation of her squirting juices around his slick cock.

Now maintaining a slower speed, the scale was dropping steadily, and Rose directed him to try pulling it out as it neared 30% - it was a tricky manoeuvre but he could just about manage to reach and give a tug. It felt close to sliding free but was still slightly too big. Worse still, whilst Rose's continued contracting around his cock had caused enough slight discomfort to delay his pleasure earlier, it was now mounting and he needed to take a breather or he would finish before being able to get the toy free. If he lost his erection post-cumming, there would be no chance to free her. Explaining this in shallow breaths to Rose as he slowed his thrusting to a stop, she nodded and prepared herself for the expansion of the plug. Infuriated to be so close, she willed herself not to fight the stretching sensation, which made it hurt a bit less.

With a few deep stabilising breaths he calmed himself. The plug had grown by 20% now, but Jaden was fairly certain he could resume, seeing that the pace was now displaying a manageable steady up-down motion.

"Wait," said Rose, standing and parting her legs, bending over the couch and holding herself up on her elbows so Jaden could enter her from behind. "It will be easier to remove when we're ready."

They quickly fell back into rhythm, but what Rose wasn't ready for was how incredible it felt from this angle, his thick shaft shifting the plug inside her with each thrust, going deeper and making her feel so full that her mind couldn't fixate on anything other than how much of a stupid slut she felt, being ridden by her sister's boyfriend into a climaxing mess.

Once again she found herself overcome with orgasm and then another, and Jaden knew he couldn't hold out much longer either. The pumping grew fast, his cock pummelling her tiny hole to continuous screams and whelping, but the speed also meant the plug was rapidly shrinking, back to 30% and then 25% as his balls began to tighten. He could do it, just a few more seconds.

"Fuck Jaden, do it now. Pull it out!" Rose screeched, seeing from the phone screen beneath her that the toy had reached 20%.

Just about able to grunt in response, with one of his large hands gripping her ass cheek to maintain the thrusting, he used the other to grip the metal base of the plug, using considerable strength to tug it out of her gaping asshole as gently as he could. It dislodged a little, a difficult exercise while remaining thrusting so it wouldn't grow further. It was entrancing to watch as her asshole gaped steadily wider with the large toy, slowly expanding around the full girth of the metal, until he finally felt it release. He was vaguely aware it had been brought to 15% by the time it was pried free, and both of them growled in victory and relief as powerful orgasms overcame them and he flooded her pussy with spunk. Finally stopping and pressing deep into her, gripping her body against his.

After the relief and excitement had dissipated, the air was heavy with regret. Rose was disgusted at herself, having not only caused this whole mess, but enjoyed it. Wriggling out from under him, she avoided his eye, taking the toy from his hand and walking off without a word. Cleaning and returning the toy to the box, she berated herself for not just enduring the pain - however excruciating - and avoiding this whole dilemma.

Jaden rose steadily to his feet as she left the room, watching her go before his gaze was drawn to the phone screen, which flashed up with a black "N" symbol before uninstalling itself and returning to the home screen. Once again he found himself alone in the living room, opening his mouth to speak but unable to find the words.

"I think maybe you should go." Came Rose's voice from the other room.

He took a deep breath, pulling his shorts back on and pausing in reflection. It suddenly struck him just how little he knew about Rose. He considered her neither confident or insecure, independent nor needy. He didn't even know if she was single. It was hard to decide what to do without being sure how it would affect her, or what she really wanted, but he was sure of one thing: he had no desire to head to tennis. Equally he couldn't go home without inviting questions from his girlfriend which he wasn't yet prepared to answer.

Walking through the hallway to where he could hear her shuffling in the bedroom, Jaden realised he had never been in this room. It was more elaborately decorated than the rest of the apartment, with vivid watercolours in pastel blues and purples along the wall, and was reminded Rose was an avid painter. She was in a heap at the foot of the bed beside the toy's packaging, her cheeks wet with the beginning of tears. Coming to stand beside her, he offered an open palm and she took it, standing and welcoming his arms around her, as she feebly brought her hands to his sides.

"It's alright." Jaden spoke soothingly, rubbing her back and allowing a comfortable quiet to form. Together their breathing slowed, and an unspoken resentment eased as a little time passed.

"Is that middle one supposed to be fire or water?" he enquired, the fluorescent pinkish spiral attracting his eye.

The question served as a good excuse for them to part, Rose stepping back and pivoting to look alongside him. "A bit of both, not being able to tell is sort of what I was going for."

As he moved closer to it, she joined him in admiring it. It was strange how she had become so accustomed to it on the wall that she had forgotten how pleased she was with herself for it.

"I like it, the bright colour works really well." Jaden mused, knowing little about art but still able to discern the talent in the craft. Rose smiled, warmed at his endearing attempt to change the subject.