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CHAPTER 5

It had been a full day already. After the desperate cries had subsided and Sandy once more got her breathing under control – every deep inhalation pushing out her bust – the loudest sound in the chamber was Maria’s giggles.
Sitting with her legs crossed, one hand resting in her palm, the arm of which propped up on her knee, Maria took in the sight of her former co-worker, unable to pity her weakness that had damned her to this position.
Sitting in in a reclined gynaecologist’s chair, her body and arms strapped down, her legs high in the air and spread, similarly restrained, wearing only a matching set of lingerie that matched her hair-colour, Sandy’s pleading expression kept begging Maria for mercy.
Maria herself wore a designer set of black lingerie, lacy and delicate, with a pair of dagger heels to go with it, but the outfit was not for Sandy’s benefit.
“Please,” Sandy breathed, clearly exhausted, a faint sheen of perspiration coating her body. “Just let me go? I won’t say anything to anyone.”
Maria smiled, arching an eyebrow at her former colleague. “I think you know it is far too late for that now, dearest. Besides, I’ve already paid Jen to keep you here. With your money, in fact. As you know, Jen’s services are very expensive.”
Sandy grimaced pitifully, trembling all over. She kept throwing looks at the cell door next to them, dreading the moment Jen came back from her break in order to give the secretaries a moment in private.
Which wasn’t very private at all, Sandy thought, looking up at the two cameras in the ceiling watching everything.
“I submitted your resignation at work, by the way.” Maria straightened in her chair, folding her arms beneath her supple bosom. “Your colleagues was sad to learn of your desire to move far, far away and start your life afresh. But they accepted your reasons and wished you all the best of luck.” Maria leaned closer, shooting Sandy a positively evil stare. “No one will be looking for you, I made sure of that.”
Babbling, bawling and fighting her restraints in vain, Sandy’s world had already crashed down around her, but now she was falling through cracks in the ground of her life as well. She could not believe Maria’s vindictiveness, but there was no reason not to believe every single word she said, which frightened Sandy to no end.
The door opened, admitting Jen once more. Wearing her lilac panties and thigh-high leather boots – and nothing else – the torturess’ significant breasts jiggled hypnotically as she stepped into the little cell.
“Are we ready to continue?” she asked, all business.
Sandy tried bartering once more for her freedom, but Jen heard only Maria’s determined affirmation.
Nodding, Jen walked over to Sandy and, with a pair of textile scissors, cut her bra off, tossing the rags aside, letting her perky boobs plop free.
Scootching closer on her seat to be between Sandy’s outstretched thighs, Maria picked up a small vibrator with a bulbous head, switched it on, and pressed it gently against Sandy’s clit – hidden by a layer of underwear and another layer of black bush.
Jen, using only her fingertips, gently plucked, picked and tugged on Sandy’s nipples, and together, the two of them had their victim groaning helplessly once more.
“It is amusing to me that your carpets do not match the drapes,” Maria snickered, keeping the vibrator trained on Sandy’s most sensitive spot. “I heard some of Jen’s employees mentioning it would be fun to dunk it in lighter fluid and scorch it off. But don’t worry sweetie, I won’t let them do that to you, neither will Jen.”
Trapped between building forced arousal and fear, Sandy could only gasp and shake her head.
“I never would have guessed your breasts were so sensitive,” Maria continued, indicating Jen’s treatment of Sandy’s puffy nipples. “But that is why Jen’s services are so in demand. She zeroed in on that particular weakness of yours immediately. Isn’t she amazing?”
Jen reacted not to the praise, she didn’t need her ego boosted, instead focusing on drawing circles around the captive’s scrunched up nipples, leaning her head in close to kiss and lick them oh so briefly, causing Sandy to jolt in her seat.
Maria turned up the intensity of the vibrator, being rewarded with an immediate high-pitched moan from Sandy.
“I have to admit, I have not the faintest idea as to how a woman would sexually torture another, but that’s just one of many reasons why Jen’s services is worth every single cent. She is convinced only a woman can arouse and frustrate another woman to perfection, and she says she has an employee who is a master at precisely this kind of torture. Isn’t that right, Jen?”
They had, of course, already had this conversation, but Jen went along with it, knowing these words were solely for Sandy’s benefit. “Andrea, yes. She’ll take over Sandy’s torture as soon as her shift starts in a little while.”
“Until then,” Maria cackled, “We will keep you company, sweetie.”
Maria turned the vibrator to the max setting, letting it buzz and stroke helpless Sandy’s clit and vaginal lips with perfect proficiency, causing another torrent of gagged, pitiful moans to escape her.
While Maria employed the toy, Jen assured Sandy’s nipples did not get a moment’s respite, eventually switching from ticking and tugging them with her fingers, to licking and prodding them with soft feathers uniquely suited for nipple-stimulation.
Not being remotely as talented in this as Jen and her brood, Maria always removed the vibrator from Sandy well before she could accidentally give her former colleague an orgasm. While Jen and her employees had honed their arts to unfathomable perfection, being able to take a victim right to the cusp of orgasm before denying them, Maria had to err on the side of caution.
Regardless, after half a dozen cycles of buzzing Sandy through her now soaking panties, her former colleague was already pleading and begging. As with any victim being toyed with in this way, there came a point where the humiliation, anger and helplessness of being a restrained captive stepped aside to let the need for orgasm take centre stage.
“Mercy?” Maria could not help but laugh, taking the vibrator off of Sandy once again and once again being showered with pathetic entreaties. “Oh no, sweetie, there’s no mercy to be found. If only you weren’t such a cold-footed bitch you’d never have wound up in this situation. But seeing as I’ve had enough of both you and your indecision regarding Mikie’s fate, I fear this torture will go on.”
Sandy whimpered, tried shaking herself loose to no avail while Jen kept putting her feathers to torturous good use on her sensitive nipples.
“In fact,” Maria said, lowering the intensity of the vibrator and pushing it up against Sandy’s moist womanhood once more. “You should just forget about orgasms. The sooner you come to terms with that you will never get one as long as you are here, the easier everything might be for you.
“Oh, you don’t think I am serious? Did I not sounds serious about Mikie? Why should I treat you any differently than Mike? While his punishment has been a long time coming, and well deserved in its intensity, your punishment is simply due to your lack of nerve, and general stuckupness.
“If you were to see things from mine and Jen’s perspectives, you would probably agree that we were not about to risk your poor nerve revealing this place to the authorities.”
Maria removed the vibrator again, and it delighted her to no end how her miserable former co-worker was snivelling and trembling. After a few seconds she pushed the vibrator back onto her clit.
“Instead of worrying about getting an orgasm, which you will not, you ought to be worrying about whether or not I will ever have Jen release you. After all, your own sizable inheritance after Mikie is paying for your stay here, and as you are well aware, there’s enough in that pot to keep you incarcerated for years and years.”
Sandy screamed, tried begging, her pussy and breasts under constant, unbearable assault. Maria grinned and laughed, genuinely surprised how much pleasure she found in Sandy’s predicament.
“You stupid cunt,” Maria giggled, taking the vibrator away again. “I guess I should thank you for helping me discover how much enjoyment this brings me. I never knew I was such a sadistic bitch, so cruel and unempathic. Well, I knew I was regarding Mikie, but for different reasons. With you, I don’t know what it is, I just really like hearing your wretched moans and seeing that feeble, pathetic look in your teary eyes.”
Ceasing the conversation for now, Maria had Jen tutor her on how best to torture Sandy, which telltale signs of impending orgasm to watch for, and how to manipulate Sandy’s body, turning it against herself, in order to make the frustration as complete and as powerful as humanly possible.
Nearly an hour passed, and Maria and Jen had traded places half an hour earlier. While Maria amused herself by ticking, pinching, sucking and flicking Sandy’s erect nipples, Jen was, while explaining what she did, taking Sandy through sequential edges with little to no pause in-between.
To Maria, it was magic to watch Jen work. She’d get Sandy to the cusp of orgasm using the vibrator’s lowest setting, then removed it a mere half second before the captive would achieve release. And then she would push the vibrator back down on the poor, battered pussy mere seconds later, only to remove it when Sandy immediately hit the edge once more.
Doing this over and over, Sandy’s body increasingly covered with sweat, her chin and chest coated with drool from her gagged mouth, it was clear the captive was slipping into a state of tormented dementia even before she started babbling and her eyes began rolling back into her head.
On Jen’s order, they ceased all stimulation to let the victim catch her breath and reorient itself. Further torment wouldn’t achieve maximum effect unless the captive was fully present.
“I love to hear you moan and scream for an orgasm,” Maria laughed at Sandy, their faces oh so close. “I assure you that you will never be allowed to have an orgasm, I cannot stress that enough. I’ll make sure Jen and her girls make you suffer endlessly. No no, no more tears, little baby, they are not going to help you. This is just your first day here. Your torture has for all intents and purposes not even begun yet.”
“Andrea will be here soon to continue. Until then I think the captive needs a little rest,” Jen offered, but it wasn’t as much a suggestion as it was what she had decided was best.
“Then I’ll take my leave.” Maria straightened, looking down haughtily at little helpless Sandy. “I want to go check in on Mike before I leave. But don’t worry, little Sandy, I will be with you in spirit.” She pointed to the security cameras. “I will be sure to check in on your livestreams as often as I can.
Both torturesses turned to leave, slipping through the heavy cell door which slid shut behind them pending Andrea’s arrival, their ears filled with the music of a despairing Sandy screaming her lungs out.

Mike had no idea how long he’d been a prisoner in Jen’s hell. Three sessions a day for days on end for weeks on end for months on end had robbed him of his ability to tell time anymore. Not having seen sunlight or felt fresh air on his skin for all that time had not helped matters.
Before every day of new tortures he had promised himself that today he would not beg. He knew he would not be allowed to cum, so begging would not help. But sure enough, once Jen or any of her gorgeous and frighteningly talented subordinates got their hands and toys on him, they had him crying and beseeching well before the first hour had passed.
At length he had stopped resisting, both in his cell and when they had him in one of their torture chambers. Not because he was resigned to his fate, but precisely because he was still plotting his escape.
He figured the less trouble he gave them between his sessions, the less prepared they would be for his inevitable break to freedom. As of yet, no clear opportunity for flight had presented itself, and despite his assumed calculated demeanour regarding his ultimate plan, his captors always succeeded in stripping both stoicism and pride from him when they played with him.
Such as now. He was enduring the first of the new day’s sessions, being tormented by a brunette who was petite enough that Mike would have no trouble snapping her in half if he had tried. But, restrained spread eagle on a padded, wooden X-frame, there was nothing he could do but whimper and tremble as he felt her lubed-up hands massage his twitching erection.
His current torturer, Cirella, was a new girl in Jen’s organization. She could scarcely be much older than eighteen, but her edging skill and flirtatious dominant nature was evidence enough why Jen had hired her.
About five foot five tall she was among the shorter girls in Jen’s employ, but she was all the more gorgeous for it. Her silky brown tresses cascaded as far down as the small of her back, and her body, particularly her ass, spoke loud and proud of many hours per week spent at the gym. Her C-cups were far from the largest in house, but their perky shape and rosy, teasing nipples was enough to drive him mad.
This was only the second time Cirella was assigned to Mike, and she wore a lacy pair of pink panties with a pair of matching heels and nothing else for the occasion. Having gotten to know Mike and his dick a little during their first session together a few days ago, Cirella was already putting that knowledge to dreadfully good use against Mike, having him moaning and pleading around his ring-gag in short order.
For the moment, she was simply sliding two lubed fingers up and down the sensitive underside of his cockhead, while the slick fingers of her other hand slowly and systematically tickled and stroked his tight ballsack.
Smiling innocently, using her youthful charm to maximum effect, she sat on a stool between Mike’s forcibly spread thighs with her chest puffed out, her full lips decorated with a light pink, glistening lip-gloss.
She enjoyed taking her time. The many women working for Jen had their own preferences as to how they went about torturing their victim, and while some enjoyed – making sport out of it, in fact – hitting as many edges as possible in any given session, Cirella quite adored the opposite, namely getting as few edges as possible.
This wasn’t in any way any easier on the victim, however, seeing as how every minute was equally as painfully slow, but factoring in the light caresses and the time-consuming nature of the teasing, every edge came at a far higher cost, leaving Mike panting and pleading well before he was anywhere near the precipice.
In the rough hour they had so far spent together during the current three-hour session – although Mike did not have access to a clock and thus could not say for how long his present predicament had been going on – Cirella had only taken Mike to the edge twice, much to his mounting desperation, and speaking volumes of the young woman’s expertise.
Circling his frenulum with her slick thumb, employing her other hand to gently massage his perineum and occasionally drifting down to tease his asshole, the young brunette succeeded in making Mike jump on the table as well as his bonds would allow him to, while the frightfully precise stimulation as of yet was far from getting him close to relief. It had been barely five minutes since that second edge, he guessed, and he knew his young torturess well enough by now that she so loved to be patient and excruciating with every touch.
Like so many other witches working for Jen, Cirella, too, was agonizingly proficient at keeping him at the edge once she got him to it. With minuscule touches and inhuman precision Cirella kept him, mercilessly, at the very cusp of orgasm for what felt like hours, laughing almost childishly as she did it, being careful not to accidentally get him off.
Hoping for an accidental discharge was all Mike had to work with, but never once, no matter who was assigned to torment his dick, had any of Jen’s brood as much as unintentionally ruined his climax.
They were just too apt.
Initially, during their first session, Mike had clung to a desperate belief that, given her youth and relative inexperience compared to other women working in this hellhole, Cirella was in fact too young and too inexperienced to effectively torture him like the others.
With each consecutive, excruciatingly slow and prolonged edge, however, Cirella proved him wrong.
The next edge came far, far later, well past the point where all sense of male pride had evaporated like mist in the rising sun and his mounting desperation turned his coherent thoughts to the lunatic ramblings of a madman.
Having his swollen cockhead trapped between her index finger and thumb that coiled around it like a constricting snake drenched in lubrication, she slowly, slo-o-owly, twisted the fingers around his tip like unscrewing a bottle cap. The fingers of her other hand had paused from ticking the insides of his thighs to tug and flick against his sensitive nipples, having him thrash his head from side to side, as he was wont to do when close to orgasm.
Every fibre in every muscle was tight like bowstrings, his pulse threatening to shatter his ribcage, sweat of frustrated desperation making a fine sheen all over his skin.
Grinning, giggling, Cirella kept him at the edge, adoring every passing second, being careful to monitor his body, looking for telltale signs that she was going to far as well as feeling the small muscles of his rock-hard erection, attuning her speed and pressure accordingly to have Mike trapped on the edge, without letting him fall over nor be pulled back too far.
Having him in that sweet-spot was incredibly difficult, but Cirella had been taught well, and her naturally dominant side which enjoyed so much having men at her mercy through their pathetic male organ did the rest on utter instinct.
Two minutes – feeling far, far longer to Mike than to her – was what she managed this time before she had to cease stimulation lest Mike orgasm. Taking her hands off him and resting them in her lap, she could not help but giggle hard as the man’s pleading, helpless and gagged cries echoed through the little cell.
The sweetest music, and nearly worth more than what Cirella made from working for Jen in cold, hard cash.
Part of Cirella’s cruelty was that she didn’t actually speak to the prisoner. All the other torturesses working on Mike enjoyed hearing themselves talk, empowering their position by belittling, scorning, taunting or otherwise teasing the captive with words. And by all means, it was extremely efficient, and a natural addition to the overall torment, but Cirella’s method turned out to be no less effective.
In fact, at times Mike was equally desperate for Cirella to say something, to say anything, just to momentarily shatter that mysterious wall of her character that yet remained much a stranger to him.
But she never said a word, she merely laughed, grinned, giggled and smiled. On anyone else the melodic laughter might be considered endearing. On Cirella, it was but part of what made her petite person frighteningly large.
Just as Mike descended from the edge, knowing he would only be getting a few minutes of respite – Cirella preferred to properly “reset” him before starting over – until his captor got back to work on his poor, throbbing manhood to take him to yet another unbearably slow edge.
A beeping sound heralded the unlocking of the heavy cell door. A flash of annoyance crossed Cirella’s otherwise playful features as she turned her head.
Mike swallowed and whimpered when he saw the leering face of Maria enter the little chamber.
“Well hello there, little Mikie.”
Wearing naught but lingerie and high hells, Mike’s former underling closed the door behind her and walked over to stand next to him. He tried shirking away, but naturally he was unable to move.
“I’m sorry to interrupt your admittedly talented show,” Maria said to Cirella, noticing the young girl’s disapproving face. Clearly the little torturer didn’t care for the interruption, and Maria had to admit she wouldn’t have liked it either. “But I need a moment alone with your plaything.”
Knowing Maria was the client, and knowing better than to make a scene or otherwise refuse, Cirella sighed, got up and left the same way Maria had come, leaving the two of them alone.
“Well,” Maria cooed, looking down at Mike when Cirella had left them alone. “I figured I should pay you a little visit before I leave for another while.”
Her smile was terrifying, and once again Mike wondered how she had managed to keep that side of her hidden over the years when she had been his secretary and assistant of sexual-relief.
Without mincing more words to begin with, Maria traced her fingertips up Mike’s shaft from the balls. Cirella had poured so much lube over it that Maria hardly needed to apply more in order to make her fingers nice and slick. Knowing how to press Mike’s buttons almost as good as the women here had come to learn, she used her free hand to caress and circle his erect nipples.
“Are you enjoying yourself here yet?” she grinned, delicately playing with him.
He said nothing, having turned his head and squeezed his eyes shut, trying and failing not to give her the satisfaction of hearing him softly groan.
“I sort of hope not,” continued Maria. “And if you were hoping that cunt Sandy’s indecision would help you any, well.” She leaned her head in closer, then whispered, “Maria is actually down the hall, in another cell.”
Mike’s head snapped up to look at Maria, confusion etched into his features.
Maria nodded as she grinned evilly. “Yes, it’s true. I couldn’t take her bitching anymore, so just like you, I had her admitted to Jen’s care. She’ll suffer the same punishment as you.”
Maria straightened, still teasing Mike’s cock and nipples with her fingertips.
“You know, I am kinda sorry, boss,” she said, but the sarcasm was laced so thoroughly through her words there was no risk of Mike taking her seriously. “I shouldn’t have been so mean. I know I promised I’d return and we’d discuss you having an orgasm, only to deny you.”
She wrapped her fingers around his straining cock and gripped it hard, letting her hand slide on the lube. She went slowly but firmly, and was immediately rewarded.
“Mmm, I love to hear you whimper and moan and beg. Too bad I’m fresh out of mercy. Too bad you’re not going to get any relief. Too bad all you get, and all you have to look forward to, is more torment of your little dick and nipples.”
Her hands fortified the meaning of her words, one hand pumping him slowly and the other pinching his nipples while she spoke.
“But you know, I’m not all that heartless. In fact, in another year I will return, and we can talk about you having an orgasm then.”
She hadn’t yet gotten to the punchline, but already Mike was acting up, once again reduced to quite a pitiful figure where he lay restrained upon the frame, crying and thrashing as best he could to protest his intended fate, just like he had done a year ago.
“Now now, don’t be so dramatic,” Maria giggled, letting go of his cock. The sudden cease of stimulation made Mike jolt, a groan catching in his throat. She used both hands to tickle his nipples now, leaning forward a little, making sure to use her upper arms to squeeze her breasts together in front of him.
“Like I said, I’ll be back in a year, to the day. And then we will talk about getting you off.” She leaned in closer, their noses nearly touching, her eyes drilling into his pleading ones. “But fair warning; I am going to deny you.”
Laughing loud and wicked at Mike’s furious screams and the impotent way he kept trying to free himself, Maria planted a kiss on his forehead, then forced her tongue into his mouth which was kept open by the ring-gag.
“I just want to see if after almost two years of constant edging and denial without relief will make you go insane. If you haven’t lost your mind then, we’ll just have to keep going until you do.”
She straightened and turned to leave. Mike was still frantically trying to get up, driven by sheer panic.
She turned her head to look back down at her former boss. “No tears now, little boy, they won’t help you. In fact, I suspect they merely fuel your sadistic captors.”
Maria unlocked the cell door by inputting the six-digit code on the digital display next to it. The heavy door unlocked, but it was comfortably easy to pull open. Standing in the opening, halfway into the corridor, Maria turned back to Mike one last time.
“Don’t worry, I’ll check in on you often. You and Sandy both.” She indicated the security cameras. “Be a good boy and make a good show of yourself, just like you have been doing the past year. You can’t imagine how hard I cum rubbing myself out to watching you.”
With that, she left, leaving a hysterical Mike still flailing as best his restraints let him. Before the cell door closed, Cirella slipped back inside, wearing an expression that clearly indicated to Mike she was more than ready to make up for the lost time.
As Cirella sat back down on the stool between his spread legs, the back of Mike’s mind still able to form coherent thoughts raced, trying to figure out what he could do to get himself out of this situation.
Of course, he hadn’t managed to escape for a full year, and as Cirella lubed up an anal-vibrator and licked her lips at him, he knew, on several levels, that there was no escape from this existence.
Jen and Maria had won. He would never again experience an orgasm.