by Powerone
Michael was ready for her, his hand sliding down inside her pussy, feeling her clench on his fingers. They pulled out, riding up her crack until they found the tight knot of her anus. One slick finger found the tiny hole, bending it slightly and pushing it inside her. He heard her gasp as his finger pushed all the way in, pulling back just as fast as it entered her.
"OOOHH," she cried out when the finger became more insistent, this time her hole unable to stop it, feeling it dig deep into her bowels with a strange, uncomfortable fullness. It pulled out; going back to her pussy, but it was soon journeying back up her crack. She held her breath as it returned, this time her anal ring having to stretch wider, two fingers joined together pushing her open and sliding in the slick 53
passage to dig deep into her guts. "EEEHH," she cried out again, tears running down her cheek to stain the sheet. She could feel the thick knuckles on his fingers rubbing her insides, pushing against the soft, elastic walls and fighting her muscles that tried unsuccessfully to push them out.
"You feel so good, Kiley. Open up your ass and let me in," said Michael feeling the hot, tight hole engulf his fingers in a hot blanket of her guts. His fingers slowly pulled out, feeling her anal ring reluctantly hold onto them before he pulled free, sliding down to her pussy, inside her, then out and back up. She had stopped breathing in anticipation, two fingers sliding in her ass once again, a tortured moan from her lips as he impaled her. "Breathe, Kiley, breathe."
She felt his fingers slip inside her ass again; two of them penetrating back and forth. They pulled free; but didn't desert her tortured hole. They came back with a vengeance. "EEEggghh!" It hurt as her anal ring was stretched until it felt as though it would tear, burning as two fingers pushed inside the tight hole. They were so thick, twisting and turning as the thick knuckles slid through the reluctant muscle and into her rectum. They pushed hard against the soft walls, her stomach cramping from having something so large shoved in from the outside. Her muscles began to revolt, but his fingers were relentless and powerful, beating her muscles into submission.
Michael didn't pull them all the way out, just enough until he felt her muscles clinging to the tips of his fingers, than he plunged back in, twisting and turning three fingers into the tightest ass he had ever penetrated. His hand ran over her back, a thin layer of sweat forming on it. He began to finger fuck her ass hole, seeing her trying to move away from his probing fingers, but his rope held her spread tightly to the bed, the pillow under her hips taking away the only room there was left. He went from two fingers to three, in and out, then back again. He could feel her opening up. He went back down to her pussy, finding her wetter. She might be moaning, but it wasn't all pain that she was feeling. He pushed three fingers into her pussy to get them wet, then slid back along her slick crack to find her anus 54
ready for him, slightly open as if beckoning his fingers back inside.
He pushed three fingers into her, side by side, stretching her for his cock. Her muscles clenched, pulling them back out, watching as the tiny brown hole, stay open for long seconds before it snapped shut.
His fingers were stretching her in all different ways, Kiley afraid of the cock that would soon take their place. It was longer and thicker, Kiley unable to stop him from shoving it inside her until it cramped her stomach on the thick flesh of his rock-hard cock. He slapped her ass hard, but she barely felt anything now, all of her worries centered on her anus, slick and ready for his cock. He slapped her again, then the fingers entered her anus. They dug in at a different angle, as if they were trying to force her up, yet the ropes kept her pinned submissively. "HHHSSS!" She cried out in pain, the sudden realization of what could happen when he fucked her in the ass. "No, No, please don't!"
He left his fingers in her ass for a few seconds longer, then pulled them out, his hand sliding along her sweaty buttocks and her back.
He gave her ass a couple of good wallops with his palms, then he felt her shiver in fear when his fingers ran up and down her slit and crack.
It was time for him to enjoy her virgin ass hole.
She turned and looked at him as he moved away from her ass, Kiley feeling some relief, though it still felt as though a finger was inside her ass. Her relief quickly dissipated as she saw him stroking his cock, the thick flesh glistening from the lubricant that he poured on it.
"You ready for a new feeling, Kiley. Your ass is mine now."
Michael got between her legs, holding his cock out in front of him, her upturned ass such an easy target. He fisted his cock and pressed it against the nicely oiled and prepared ass hole before him. He felt her body shudder, trying to move away, but the ropes held her firmly in position.
"No, No, no," she looked back at him, feeling him between her legs, and then she felt the hot head of his cock on her anus. It was so huge, covering the tiny hole with its massive presence. She felt it pushing against her reluctant muscles. "EEEEHHH! AAAHHH!"
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Her screams tore through the room when she felt the rock-hard cock force open her anal ring with such brutality. The ring could only accept it, stretching wide as the round, smooth head forced its way inside her. It burned, even with the lubricant, but Kiley could do nothing but take it. Her feet shook in pain; her hands clutched the invisible air as she endured the forceful penetration by his thick cock.
Even when the head popped into her rectum, Michael stopping for a second, but his cock continued to jerk and shudder into her tight passage, stretching her with each movement. "Take it out, plllleassse," her face contorted in the pain she felt.
Her face was twisted, her mouth crying out, but all Michael felt was the pleasure of her tight ass hole gripping his cock as a lover would do, the muscles fighting every movement of his cock. It was as though his cock was being caressed by a tight band, her ring sliding over the shaft to trap the head inside her. He couldn't wait any longer, sliding his cock deeper into her ass, feeling the tight muscles forced open by the thick head. "You'll learn to like it, Kiley. Take it deeper inside your ass."
It was as though a club was shoved up her ass, his cock just as hard, just as demanding. "EEEAAAA!" She couldn't believe what it was doing to her. He was pushing in, deeper than his fingers had gone, the tight, elastic walls stretching until it felt as though they would tear and he would ruin her forever. He wouldn't stop, the cock retreating, but only far enough so he could use the leverage of his hips to drive it deeper into her bowels. "OOOH, AAAAHH!" She cried out as he used her unnaturally, gritting her teeth as the cock bore into the depths of her soul.
Michael began to ass fuck her, watching as his cock slid in and out of her tiny hole, gripping it so tight that he grunted each time he shoved inside her. He was beating her muscles into submission, his cock sliding easily in the greased passage.
Through it all, Kiley felt a change in her. She knew she had to accommodate him or risk that he would do serious damage to her.
She struggled to relax her muscles, pushing back on her anus, feeling it open up as he plunged inside her. The pain was less, but it allowed 56
him to go deeper each time, feeling her stomach cramp on his cock went it pushed hard against the elastic walls of her bowels and stretched them in directions that weren't meant to be stretched. Unlike her pussy, which would only take so much cock, her guts would have to take the full measure of his cock. In and out his cock went, Michael picking up speed, his hips driving his cock into her like a jack hammer. She cried out when he fucked too hard or drove too deep, but Michael seemed unconcerned except for his pleasure. He began to drive faster, her ass burning up by the friction of his cock, the thick head creating a vacuum when he pulled out, her insides collapsing behind it. Kiley endured the forceful fucking of her ass, but she didn't know how long she could take it.
Michael grabbed her hips and began to pump her hard, lying halfway onto her sweat drenched body. He slapped her ass cheeks, making her muscles clench excitedly on his cock, a groan and moan from her lips only making him more eage
He drove in deep, sending all of his cock up her ass, Kiley's head pulling up from the bed as she endured it. "You like that, Kiley? You like a cock up your ass?"
"I can't, oh my God, I can't take it." She cried out when she felt his cock stretch her open. "AAAEEHH, AAEEEHH," his cock pounding into her once virgin passage, feeling as though he was ripping her open. Her eyes were clouded with tears, blood in her mouth where she had bitten her lip in pain, but Michael was relentless, his cock never stopped moving inside her. "It's too big; it's tearing me up."
Michael wasn't ready to cum in her yet. "You'll take it all, Kiley and you'll take it hard." Michael pulled his cock out until it almost pulled from her reluctant hole, watching the ring grow taut as the head of his cock pulled from her hole. He grunted loudly as he used all the power of his hips to drive his cock into her until he slapped against her upturned ass with a loud sound of flesh meeting flesh. He elicited the scream from her lips he wanted, but he was already pulling out to ream her out again.
She screamed the first time he did it, but after that, her pain was quiet as she couldn't even breathe, never mind scream. It was as 57
though his cock was trying to drive through her bowels and come out her mouth. Her stomach cramped around the thick flesh that filled her intestines like a large dinner. She went from empty to full in seconds, but his cock never stopped moving, always reaming out her once-virgin passage with a ferocity that knew no bounds. He was fucking her hard and fast now, her insides burning up.
Michael's hands began to wander over her body as he ass fucked her. He slipped beneath her chest until he found two hard nipples that begged to be pinched. His fingers gripped them tight, another gasp from her lips, this time as he abused her nipples, while his cock continued to hammer her ass. His hands slid down lower, beneath the pillow that kept her ass submissively up into the air for his cock until he found her pussy. Beneath her, the bed was wet, his fingers exploring her and finding her secret. In spite of her crying out in pain, her pussy was drenched. He began to rub her slit, finding an erect clit that was twice the normal size. As he gripped it with his fingers, her ass muscles clenched on his cock with such intensity that he had a hard time continuing the momentum of his hard thrusts. "You're such a sexy little bitch, Kiley. I'm ass fucking you and you're creaming all over my fingers."
She was humiliated by what he said, but as he slowed down the brutal thrusts in her ass, she couldn't deny the feelings that his cock was arousing in her. She never expected to feel any pleasure in having a cock in her ass, but she was surprised. It was as though the mouth of her ass hole was ringed with tiny spots of pleasure, his cock slicing through them sending shivers of excitement deep into her guts to his plunging cock. He slowed down his fucking, but each time he shoved the full measure of his cock into her bowels, it felt like a giant snake shoved inside her and was alive. Coming out was the same feelings, but when his cock was withdrawn, she could control her muscles as they rippled up and down his cock, shamed that she was giving him so much pleasure with her once-virgin ass, but more humiliated that she was feeling something that she didn't care to admit to.
"I wish I could stay around and fuck your ass forever, Kiley."
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Michael could feel the pleasure boiling up in his balls. "You'll remember me forever, Kiley. I'm going to blast your ass hole with a gallon of hot cum. Your first ever cum enema."
It hurt and felt good at the same time. When he was in too deep, her muscles cramped around his cock, but at the same time, she felt a perverse pleasure in that she was giving him her virgin ass and he was enjoying it so much. She began to squeeze her ass on his cock, just as she did with her pussy. It made her tighter and hurt more, but she felt the sense of accomplishment when she heard his groans of pleasure.
His finger continued to play with her clit, driving her back onto his cock, but his strong fingers pinched and prodded it, bending her to his will. "OOOH," she cried out, not in pain, but pleasure. "AAAAHH, fuck my ass. Make me yours!"
She couldn't look at Cynthia, knowing the humiliation of submitting and enjoying what he was doing to her. She felt her ass stretching, his cock growing inside her. Then he hit deep in her bowels, the cock jerking uncontrollably as he sat inside her. Then she felt it. It was like a hose was shoved up her ass and the hot water turned on high. It blasted her insides with his hot crème, in a place that wasn't built for such a thing. She felt soiled and her body was debauched by this unnatural act, but her own senses betrayed her, his finger eliciting the ultimate humiliation from her by forcing her to cum with him. She didn't even try to stop it, letting her body go, as her ass gripped his cock as she came with him. Each time he spurted again in her; it drove her to another plateau until all Kiley could feel was the pleasure of bound submission. She never expected such a thing, but the ropes added to the perverse excitement of losing all her virgin holes to the cock that lay spurting in her ass.
It took a long time before they both collapsed from the pleasure.
He lay on her back, Kiley finally forced to squeeze out his shrinking cock, inch by inch until it finally popped out, a flood of cum following it. Michael stood up, his semi-hard cock hanging between his legs. She couldn't believe that she survived that anal attack, but the slow drip of cum from her busted ass hole was testament to her survival. Michael took the ropes off her ankles, but Kiley couldn't 59
even close her legs. When her arms were untied, she turned over onto her back, but her arms refused to move and her legs stayed spread as if she were expecting or wanting more. She watched as Michael untied Cynthia. Was it her turn? Kiley felt a twinge of jealousy that she would have to share Michael with her.
Cynthia felt her hands and legs being unbound. Kiley lay limp on the bed, spent from taking Michael's cock in every virgin hole in her body. Cum was drying on her thighs and pussy, her nipples still hard, the bed beneath her soaked in their cum. She could only imagine how she felt, her ass and pussy reamed out for the first time, her mouth still savoring Michael's cum. She stood up from the chair, stretching her cramped muscles. She leaned over, pulling the ski mask off of Michael's head. "Happy birthday, lover. I hope it's everything you expected."
It was as though she was in a dream. Cynthia was kissing him and his hands held her as though they were in love. Then it dawned on her. Michael was her husband. This was all an act. "YYYoour her hussbbband!"
"And you're my birthday present. I must say that it was my most enjoyable birthday present ever. I never busted so many cherries in my life. For a virgin, you certainly enjoyed being bound and taken against your will. I think you have a deep-seated desire to be controlled by men, older men that want to enjoy your youthful body."
"But the tattoos?"
He licked his finger and ran it across one of the tattoos. It began to smear slightly. "Good for twenty-four hours."
"I didn't think you would be so big and powerful."
"Or have such a big cock?" Michael laughed at her.
"That too," she said in shame.
"I will send for the helicopter, Kiley. You can get dressed. The computer will be on the table in the living room with your bank account online. You may transfer it anywhere, or leave it there. All of the data for your account is on the paper next to it. You can take the computer with you. It is my turn to give my husband his birthday present, and I would rather do it in private." Cynthia wanted time 60
with her husband now.
They both left as if she was dismissed, but she couldn't complain.
She was sore, but satisfied and $250,000 richer. She took a shower and changed her clothes. She went outside when she heard the helicopter arriving. No one even paid attention to her when she got on after about six people, the help returning to the house got off the helicopter. It took off into the sky. Then it dawned on Kiley to look at her watch. It had only been about six hours with Michael. He could have done more, six more hours to go on his time. She felt let down; she would have liked him to use up all of his time, to use up all of it on making her perform degrading and unnatural acts on her body.
She was sure that he could have taught her so much more.
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Chapter 4
Kiley Wants More
It had been six months since Kiley was free of money problems. It was a tremendous load off of her mind, her attitude and grades improving. Not only that, Kiley now had a sex life that she could look back at, though going forward it was still dormant. She would have to wait until graduation, when age no longer mattered as much as in college. It wouldn't be long, but Kiley's solo masturbation became longer and more frequent. It was all based on a single night with Cynthia's husband. He had taken every virgin hole in her body. She didn't regret a single minute of it, though the details were already going hazy as time pasted. She knew that normally, a woman would never have such an experience and that troubled Kiley. She didn't want to give up the fantasy that she had been conjuring up in her head all these months. That is when it hit her. She needed to do something drastic. Last time, it literally fell into her lap, Cynthia coming to her with the outrageous proposition that Kiley finally felt that she couldn't pass up. This time, Kiley would have to be aggressive.
It was time for the student-faculty mixer again and Kiley made sure that she would attend. She walked into the room with a short skirt and cashmere sweater that hugged her breasts, her legs perched on black high heels that made her calves taut. Dr. Rosenthal was the first person to see her and he came over instantly as if he expected all the men in the room to crowd around her.
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