Title: Miss Prim & Proper, or what goes around, comes around

Codes: MF, torture, humiliation, nc, drugs
Outline: Cynthia gets some payback when a rebuffed suitor from her youth finally takes what already should have been his years ago (and then starts handing it out to every one...)
Suggestor: likes to be unmentioned


Chapter 9 - Fucked my two guys and a machine

With the experiences regarding the basketball team and the Spires-brothers (and her reluctance to comply with Fred's instruction which caused her those punishments in the first place) still a fresh memory in her mind, Cynthia was glad that her body recuperated well from the abuse she experienced. Only after a few days the bruises, that she suffered from the tit-torture that those Mexican boys had given her, had already healed. Even while Fred had still fucked her brutally every day. One day he was accompanied by another guy, named Mark. Later she learned that he usually worked together with the Spires-boys in bringing in new blackmailed women into the organisation. That day she learned for starters that Mark's cock stretched her cunt and ass just as wide as the one from Fred when it got pounded in her.
As he and Fred entered the room, she already knew what to expect. The last weeks had taught her that trying to avoid in getting fucked or having to perform a blowjob was useless. Even if she loathed to do so, having a pro-active attitude and expectation of what the men sexually wanted from her usually meant less problems for her in the end. Of course, she sometimes still would end up with a sore pussy, overstretched jaws or her face and hair full of cum, but generally her compliance meant less problems and pain.
One more thing she learned was that accommodating the perceived wishes of the men was no guarantee for a painless event.
So, while she asked Fred who his handsome visitor was, she saw his eyes roam over her body. Even the short skirt, with the hemline halfway between her knees and her crotch (way too high in her opinion!) and the spandex shirt that Fred allowed her to wear these days, did nothing to hide her body from his unashamed gazes!
Forcing herself to behave, she said: "I hope you like what you see!"
The smile and confirmation from Mark was only affirmed by the bulge in his pants that seemed to appear in an instant.
Inward disgusted by this behavior she managed to put up another smile and said that she would be happy to serve him in any way he or Fred could think off. Even as she spoke the words, she felt the bile almost rise up from her stomach. How could she, Cynthia Hauser, a mature, well-educated, professional IT-career women, who would not have given these sort of men even the time of day if *their* lives depended on it, behave like a cheap money-starved waitress/fuckbunny at a Vegas-convention waiting for her umpteenth customer?
But even while she thought about the reversal of fortune in her life, the men had already undressed and closed in on her and without much effort she was stripped of her clothes and being fondled by the two muscular men. While Mark untied and pulled down the skirt over her ass (squeezing it abundantly while tugging on the piece of cloth), Fred grabbed the bottom of the shirt and pulled it upwards. Knowing that she'd better not resist her captor, Cynthia lifted her arms and let the shirt being pulled over her still somewhat sensitive tits and nipples. No bruises were to be seen anymore, but especially the nipples were after all a bit tender due to the brutal alligator-clamps that Luis had used as he jolted the electricity from one nipple to another.
Even if the two men realized that the soft moan she uttered, when the tight spandex hem of the shirt rubbed over her nipples, was one of mild pain, they did not show it and simply continued their ministrations as if nothing had happened.
Mark's hands, once they removed the skirt from her feet, now slid back up over her long and shapely legs, massaging and squeezing the calves and working his way up to her thighs.
Knowing how (and where...) his journey would end, Cynthia spread her legs slightly in advance. But once Mark's hands reached her ass, he stood up and assisted Fred in removing the shirt. She was now being sandwiched between the large men and their semi erect cocks dangled lewdly against her legs. As the shirt left her wrist, Cynthia let her arms drop down and around Fred's back. Putting her hands on his ass, she started pulling him in closer. Even if she felt more and more like one of the girls from her high-school or university (the ones that bragged every Monday about the sexual slutty things they had done last weekend), she had no choice. Being stuck between the two obviously excited men, she realized that any and each sign of reluctance from her would be punished at once.
The three of them moved to the bed and laid down sideways. Cynthia was still facing Fred who was now rubbing her cunt and sucking on her left tit. Mark had stayed behind her and only now started to work on her ass. His fingers already probed the rubbery muscle between her cheeks. She knew that Mark would not wait until Fred was done with her pussy... The bastards were going to fuck her both at the same time! During the few moments she had seen Mark's cock it appeared to equal the one from Fred in length and girth for sure.
Another moan of anticipation left her throat. The problem was that Cynthia did not know for what anticipation it had been.... the pain of being fucked by two such big cocks, or the pleasure that would invariably arrive and cause her yet another mind blowing orgasm...
Not that it mattered much, because Fred took this last moan as a sign that she was ready. Forcing her legs open, he placed the head of his cock at the moist lips of her pussy. A quick thrust or two forward and Cynthia felt herself being split open once more by the thick shaft of her main tormentor.
Luckily her pussy started to lubricate faster and faster because of her 'treatment' of the last weeks, so only the first series of thrusts made her moan of pain. Once Fred had buried his cock deep inside her tight fuck-canal, he rolled on his back and pulled Cynthia on top of him.
With her legs now left and right of Fred's thighs, she felt her ass was being spread wide open. However, the cool air that reached her sphincter was soon replaced for a few moments by the wet and warm tongue of Mark.
This time her moan was really one of pleasure, even while she could not admit it to herself. And in her mind Cynthia scolded the man that performed this awful act on her.
Soon Mark replaced his tongue with his cock. For sure he was inspired by both his own lust and the rhythmic pumping of the other cock in Cynthia's cunt, close to his face as he licked the brunettes asshole.
The head pressed against her slippery asshole and soon gave way to the intruder. The sensation that Cynthia felt as her pussy was entered for the first few strokes, was now repeated but intensified a thousandfold. Once the first inch of cock passed her anal muscle, Mark penetrated her in one big push.
"AAAAAARGHHHHH!" Cynthia screamed in pain. She felt as if was being split in half all over again!
With both cocks buried deep inside her, it felt as if they touched each other inside. The pulsing of her invaded intestines made her buck wildly on top of Fred. But she had nowhere to go... she had to stay put between Fred and Mark, each fucking one of her lower holes with deep, long and firm strokes.
Slowly, very slowly, the pain in her cunt and ass became smaller. The continuous pounding caused her cunt and anal tissue to stretch and the lubrication that her cunt provided to its brutal invader also spread to the cock that violated her ass stroke after stroke.
Even the forceful sucking and strong fingering of her tits by Fred added to her overall excitement.
But before her excitement could culminate in an orgasm, both Mark and Fred had theirs. A few grunts, another series of even more wilder thrusts in her ass and cunt and both were filled with cum.
Mark pulled out first, leaving her cumfilled anal hole open and empty (except for the load of semen in there). Next Fred pushed her away from him and with a slurping sound his cum and juice covered cock came out of Cynthia's pussy.
Dazed by the sudden emptiness in her lower body, she looked at the men and made the mistake of complaining about her lack of orgasm.
"What!? You fucking cunt... how dare you to complain!" Fred burst out and continued "You want orgasms? You'll get them!"
And before she knew what happened, she was manhandled across the room by Fred and Mark, tied belly down with her legs spread on some kind of rack/table. Her hand were also tied down to the posts of the contraption. In fact, the only part of her body that she could move was her head. Even her tits were pulled down on the leather surface of the table due to her arms being firmly tied to the posts.
While she was still dazed about the swift and decisive action that the men had undertaken, she felt a sudden, intense stinging pain on her ass.
"OOWWHHH!" she howled in shock and pain. Her body shocked on top of the rack and the pain spread out all over her ass.
Looking with tear filled eyes to her left she was just in time to see Fred strike out again with a large wooden panel. Cynthia just wondered if it was made of oak or teak when the vicious paddle landed again with the full force of Fred's anger on her ass.
"AAAAANNNGGG-ngmmhdhd!" the last part of her scream was cut short because Mark stuffed his sperm (his...) and shit (hers...) covered cock in her wide open mouth.
Cynthia was so concentrated on resisting the pain (and trying NOT to bite down on the cock that was stuffed inside all the way through her throat) that she did not even notice this fact. Even in her confused and painful state, she knew instinctively that clamping her jaws shut with the large piece of manmeat still inside was not an option.
After another couple of full strokes on now her fiery red asscheeks, Fred seemed to calm down. Mark had now managed to slide his cock completely inside her. The head was lodged in her throat, so only by breathing through her nose, Cynthia got the air that she needed. This also meant that her screams subsided to wheezy noises coming out of her nose. Which made the smacking sounds that occurred when the paddle hit the tender and sensitive flesh of her ass again all the more audible.
But finally the ordeal was over, Cynthia thought. When there had been no next blow for some time, she only concentrated on the glowing sensation in her ass, and the cock from Mark that was still lodged in her mouth as far as her esophagus.
She did not notice what Fred was doing as she tried to relax her throat and subdue her gag reflex while Mark shoved his cock only for about an inch back and forth. The overall pressure her throat was exerting on the dick of his head felt simply too good for him.
The moment he had seen the stuck up bitch for the first time in the mansion, had also been the moment that he wanted to have her. It had been during Cynthia's second or third week and she still had displayed her haughtiness and disdain for male attention of any sort. And now he was fucking this stuck up cunt all the way deep in her throat and he could see the lips stretch around the base of his cock.
As he looked over her shoulders and along her back towards her red ass, Mark noticed that Fred had just about finished his preparations.
Right behind Cynthia's spread pussy and ass a small but powerful electrical engine was placed. Connected to its main wheel was a rod converted the rotating motion of the wheel in a back and forth motion.
And on the tip of that rod, a big slightly lubricated silicone dildo about twice the size of his own cock was present!
Even if the silicone would compress somewhat when being stuffed inside the woman, she would still be painfully and mercilessly stretched by the artificial cock. Mark thought about this and felt his cock twitch in anticipation as he continued to slowly pump it in and out the supple, smooth and sensuous mouth of the bound brunette beneath him. Listening to Fred's stories about the woman, he had learned that she had ample opportunity to behave in a way that would at least look as halfway normal. But this stuck up bitch had deliberately chosen her path over the moral high ground. Destroying the egos and sometimes even social lives of at least two dozen boys and men. Freds records about Cynthia's past had been quit extensive and Mark lust for her had been fed by payback that he and Fred where going to give her for the obvious disdain that she treated each and every male with she had met.
Fred had placed the machine in the right position and positioned the wheel of the engine in the 'back' position. Once it started, the artificial cock would slide forward about ten inches before the wheel would pull it back again. Only to repeat the forward movement all over again on the next rotation of the wheel.
Mark pulled Cynthia closer to him by grabbing her armpits. Her nose was now squashed against his pubic hair and the head of Mark's cock was now past her esophagus. As the coarse hairs at the base of his cock tickled her nose and made it difficult to breathe, Cynthia tried to gulp for extra air through her mouth like a fish on dry land.
But then all thoughts about air disappeared from her mind as Fred switched on the fuckingmachine between her spread legs. The blunt end of the silicone stick entered her slick cunt in one forceful and unstoppable thrust. Despite the slickness due to her previous penetration by Fred, this was another experience altogether. It felt as if her complete vagina was being stuffed inside out in her womb. Except that the artificial cock bore itself its all the way into the core of her womanhood and lodged its thick head way past her cervix.
"AAAARRGGHH!!" she wanted to scream, but thanks to Marks cock still deep in her throat, only a desperate 'M-ng-aa-ngggg...' was heard over the slapping sounds of Mark scrotum against her chin and the soft electric hum of the machine.
Just by the time she realized that she had been raped by the piece of plastic, the machine pulled it out.
Only to ram it back inside her burning cunt again with the same ruthlessness.
Another muffled scream wriggled its way past Mark cock. And a few tears of pain dripped down from Cynthia's face while the fuckingmachine continued its merciless assault on her sensitive cunt. The silicone snake slid in and out in the same continuous pumping rhythm. Slow enough to prevent her from fainting, but fast enough to let every stroke deliver a jolt of pain that made her regret her earlier complaint.
From his point of view, Mark had every opportunity to see the big dildo enter and leave the cunt from Cynthia. As it was being pushed in, her engorged outer lips were drawn in as well, adding extra volume at the base of her vagina. When the dildo was pulled out, the fiery red lips appeared again and it seemed as if they tried to keep the fuckstick inside by clinging on to it.
The head of his cock now penetrated the esophagus of the bound woman beneath him on every inward stroke of the machine. Tied and restricted as she was, Cynthia still tried to avoid the end of each inward stroke, when the thick cylinder passed her painfully stretched cervix and landed in her womb. But her only 'escape' was half an inch forward, only to be totally filled by the veined real cock of Mark.
When she was able to start thinking again through the continued painful attack on her cunt, to her shame and embarrassment her situation looked a lot like that of an animal being roasted above an open fire. Penetrated in head and crotch and nowhere to go! She, who had never let a guy touch her intimately, let alone fuck her, was now bound and treated like a spitroasted pig!!
The pain caused by the relentless pounding of the machine was slowly reduced as her body finally accommodated the thick artificial cock.
So the stinging pain of yet another slap on her ass caught her completely by surprise. Fred had returned and now whipped a two inch wide leather belt repeatedly.
Cynthia gagged from shock and pain. The milking action of her throat pushed Mark over the edge and with a quick jerk he pulled out of Cynthia's mouth.
"AAAAAAAAAAAAARRRRRGGGGG! Oh-my-fucking-fucking-god stop it! it hurts sooo BAAAAAAAAAAD!"Cynthia finally howled as her mouth became available for something else then sucking cock. The screams of the bound and pleading brunette were the final push that Mark needed.
Cynthia continued to scream and cry with every strike that Fred gave her and Mark felt his balls contract in the same rhythm. His sperm shot out and landed all over the bawling brunettes face and hair. When his orgasm ended, she was dripping tears and sperm.
Mark walked to the exit and said: "Fred, let's go for a drink. The bitch almost sucked me dry. She is almost ready to get work again!"
That last part did not register in Cynthia's brain, while Fred had just turned up the speed of the fuckingmachine. With her now very sore ass, she started a continuous session of being fucking and cumming time after time as the dildo kept on ravaging her pussy. She never knew how long it lasted, because she lost consciousness as the machine delivered her tenth or eleventh orgasm just as efficient as the first....
