Breaking the Cheerleader

Jessica awoke in a daze. She blinked her blue eyes, trying to focus on any shape in the darkness as she struggled to remember where she was. There had been a party last night. She attended with one of the football players from her school. There were drinks and dancing and...nothing.

"I must have blacked out..." she thought to herself, the throbbing pain in her head the start of what would surely be a bad hangover.

But then, if she blacked out, why couldn't she move her arms? She tried to raise them, but there was a force keeping them down. She raised her head to investigate before realizing that she could see nothing in the darkness.

Jessica rested her head back, beginning to feel some discomfort across her entire body. "Hello?" She called out. "Can someone help me?"

After hearing no response, she yelled out again, "You better let me go!" Jessica took a couple seconds to struggle against her invisible restraints. "Just wait until the police hear about this!"

And, as if in response, she heard the unmistakable scrape of metal against metal. At once, the room was flooded with light from a rectangle on the right of her field of vision, causing Jessica to turn her head and cry out.

She began to blink her eyes rapidly as they adjusted to the light, turning her head to survey her bound form. Her heart sank as she saw think leather straps, eight in total, on her ankles, her thighs, her wrists, and her elbows, binding her to a hard metal table, completely naked. Her eyes continued, and she gasped as she noticed a shadowy figure of a man descending down the stairs.

"Hey! You!" She cried out in fear. "You better let me go! Just wait until my dad hears about this!"

The man reached the end of the stairs, and began to walk over to Jessica's helpless form. The light from the doorway did little to illuminate his features, leaving his face shrouded in darkness. He laughed, a low menacing sound at her attempts to break free of the restraints.

"Please stop struggling," he said in a deep, but reassuring voice. "If you follow my instructions and submit to what I will do to you, there is no need to cause you harm."

Jessica's eyes widened even further as the man spoke, and her voice began to tremble and her body began to shake. "I'm t-telling you! W-when someone finds out about this you'll b-b-be arrested. If you j-just let me go now I promise I w-won't say anything!"

He smiled, reaching out a hand and running his fingertips from Jessica's hip to her breast. "Jessica, Jessica, Jessica," he said, shaking his head. "I've been waiting for this for a long time. There's no way I will let you escape."

"W-what do you mean? A long time?"

The man moved around the room, and Jessica struggled to keep her eyes on him. "Yes. I have been watching you for a while."

Just then, the man flicked a switch, and a light bulb on the ceiling above the metal table flickered to life. As he strode back to the table, something about him seemed...familiar.

Then Jessica knew. She had seen him at all the Warren High School basketball games that year. He always sat in the back, wearing jeans and a polo shirt, not looking wildly different from the other dads that showed up to watch their sons play. Many of her cheerleading friends had commented on him, mentioning his rugged physique and how they swore he would stare at them lustfully. She had always dismissed them as wanting to act out their own 'silver fox' fantasies.

But here he was. And the man began to smile at her. "Oh, so you did see me at all those games? I just knew since the first time that I laid eyes on you that I'd have to have you. I can see that you don't understand how alluring you are, with your blue eyes, blond hair, perky breasts, and fantastic ass, jumping around in those skimpy uniforms. You, Jessica, are the embodiment of my every sexual fantasy. And I will make you mine."

Jessica stared at the man in shock. Was he abducting her to rape her just because she was a cheerleader? She began to cry and beg for her release.

The man just shook is head, smiling. "We don't need any of that."

From behind her the man left and grabbed a small item that he carried back to her helpless form. He raised it up, and asked her forcefully, "Do you know what this is?"

She saw a spherical shadow with two straps, though the finer details were cast in shadow by the light above her. Shaking her head no, Jessica continued, "Please j-just let me go!"

"This is a ball gag. It stops me from hearing your incessant whining and pleas for release. Because I guess you didn't believe me the first time when I said that I am not letting you go."

The man roughly forced the hard silicone ball between her teeth, tightening it behind her head. Jessica's screams and whines of protest turned into moans and grunts. He smiled and walked around her naked and restrained form again.

"Much better. Now. I want you to listen to me and listen well." He grabbed Jessica by the chin and forced her to stare into his unyielding brown eyes. "I am going to keep you here, and I am going to train you to be my little slave. I will have you begging to serve my every whim."

He released her chin and began pacing around the room. "You will live down here in my basement until you learn that your proper place is here with me. I will lock you in every night. And, if you were to get outside, we are twenty minutes from the nearest town. Attempted escape will only bring you punishment."

He walked back and leaned over, addressing Jessica directly. "I look forward to our future acquaintance."

The man turned and left her restrained there, grunting against the ball gag in her mouth.

Jessica was left in darkness on the cool metal table, tears still running down her cheeks.

***

A loud scrape of metal against metal woke Jessica from her uneasy sleep. She turned, rising from her place on the dirty mattress in the corner to see the silhouette of the man slowly walking down the stairs. Jessica quickly rose to her feet and knelt in front of the stairs, eyes pointed downward. Anything to avoid another beating.

It was hard to keep track of time during her confinement in the basement. It had been...what, five days so far? She took comfort in the thought that people would be looking for her. And this creep would definitely get caught. It was just a matter of time.

Jessica saw two small pieces of green and white fabric fall tossed on the ground where she was kneeling. "Get up and dress yourself," the man commanded.

Jessica rose, slowly putting on a replica of her old cheerleading uniform. It was green and white, the color of her old high school, with WHS emblazoned on the front. The outfit was split into two pieces. The top was ordered a size too small, forcing Jess' breasts to nearly pop out of it. But the man loved seeing her struggle to put it on. The skirt was the same colors, but only consisted of the outer fabric. The rest was cut away to give him easier access to her pussy.

As she finished dressing, the man smiled. He was dressed in jeans and a t-shirt. She could already see the outline of his semi-erect cock in his pants. He took her by the hand and led her around the room. There were various pieces of bondage furniture placed all around. There was a small bench with a fucking machine placed behind it, a vertical metal X where Jessica had been restrained and teased for hours on end yesterday, a small metal cage where she had been forced to sleep her first nights here, and this strange looking chair. The chair had a large number of straps, similar to the metal table in the middle of the room. However, the angles could be changed so that Jessica's legs would be wide open, exposing her pussy.

The man pointed at the char and commanded, "Get in."

Jessica hesitated for a moment. But, still covered in bruises from her last savage beating, she reluctantly stepped forward and sat down in the chair. The man walked around her, securing the straps tightly, first to her waist and chest, then tying her hands behind the chair. Jessica could feel the straps tightened on her thighs and knees, leaving her almost completely immobile. She could struggle, sure, but she was restricted to mere centimeters of movement.

The man walked in front of the chair, grabbing a ball gag from the wall and admiring Jessica's helpless form. "You look so pretty there. Helpless."

As he spoke, the man moved closer, moving his hands up and down her body. They stayed a moment, roughly squeezing and pinching at her breasts, but soon the man stopped. He reached up, forcing Jessica's mouth open, and placed the ball gag inside. He tightened the gag behind her head, leaving it firmly in place. Then, for the last piece, he placed the final strap from the bondage chair over her forehead, completely limiting her head movement and making it difficult to see what else was happening with her lower body.

The man left her immediate field of view, stepping off to grab some more toys from the side of the room. He returned, placing them on a side table beside the bondage chair. Jessica heard the click of a metal lock, and suddenly her legs were free to pivot. The man forced her, by pushing and firm stares, to open them as wide as she could, completely exposing her pussy to whatever torments he had in store. She could feel tears start to run down her cheeks as the man locked her legs in that position, leaving her helpless.

Jessica felt a light pressure as something cool and plastic was locked into place under the chair and angled to rest against her pussy. Before she could figure out what it was, the device flicked to life, sending strong vibrations through her clitoris and causing Jessica to close her eyes in sudden pleasure.

The man circled around, leaning over her bound form to whisper in Jessica's ear: "I have restrained you here to teach you one of the most important lessons as my future slave. It is that the only pleasure you will get is if you please me. I will have complete control over when you get turned on and when you are allowed to orgasm."

He stopped talking to roughly grope at her breasts for a minute. Then he continued. "I will take you as close to your orgasm as I can. Then, I will stop. Once I have you begging for release, I will fuck your helpless body. You will soon learn that pleasing me will be your only goal."

With that the man turned away and walked back up the stairs. He returned shortly after carrying a book and a chair. He positioned himself so that he would have a perfect view of Jessica's torment, then cracked open the book and began reading.

Fragmented thoughts began to enter Jessica's mind. Like how she would never let herself orgasm by being fucked by this creep. But, as much as she willed her body otherwise, she could already feel her pussy getting wet from the strong vibrations.

Within minutes Jessica could feel her body start to completely betray her mind. She began moving, bucking, trying to get as much additional stimulation as she could to reach her orgasm. And, just as it was in sight, the man rose from his chair, marked his place in the book, and strode over to turn off the vibrator.

As the vibrations ceased, Jessica could feel her body wanting and needing more. She was so close, yet there was nothing she could do to achieve orgasm. She found herself breathing heavily against the gag as her eyes focused on the smiling face of the man towering above her. He let her sit there to compose herself for a minute before speaking.

"That was much faster than I thought it would be. Maybe you're already starting to enjoy your treatment down here. Let's do it again."

With that, he turned the vibrator back on. The pleasure returned much faster this time. Jessica found herself fighting against her restraints as her wet pussy ached for release. The vibrations were much stronger than the cheap vibrator she had at home, and she was helpless to resist the pleasure.

Just as she was about to lose control again, the man rose from his chair. Jessica could feel herself moaning against the gag, trying to beg for release and for the opportunity to orgasm. But her speech was completely unrecognizable. And, like before, the man shut off the vibrator. He reached one of his hands down to lightly stroke her pussy. Not near enough to make Jessica orgasm, but enough to make her shudder with pleasure.

The man raised his hands, letting Jessica see the wet fingers. "You," he said, "are a dirty submissive slut. With all your previous talk about 'daddy coming to save you', I'm surprised that you were able to nearly orgasm twice so far. Maybe being a sex slave is your calling."

He stroked Jessica's cheek, leaving the wetness from her pussy streaked across her face. And, with an evil grin, he turned the vibrator back on and returned to his chair.

This cycle continued for what must have been ten more near orgasms. By the end, the man barely had time to return to his chair before Jessica was bucking on the bondage chair, struggling and begging to orgasm. He smiled as he turned it off for the last time. Jessica's mind, once full of revenge and hate, was completely taken over by her primal urges. Her only thought was being allowed to cum.

And, as the man slowly removed the gag from her mouth, Jessica began begging. "O-oh please, sir. P-p-please let me orgasm."

The man smiled wickedly as he unbuttoned his jeans, letting them fall to the floor. His erect cock sprung forward. He moved to position himself in front of Jessica's helpless pussy. His low voice cut over Jessica's pitiful pleas. "Now, slut. I want you to call me Master. I want you to beg Master to fill your pussy with his cock. And I want you to beg Master to cum deep in your pussy."

Jessica repeated what she had heard. "Oh p-please master! Please fuck your slut in the pussy. And p-please cum deep in my p-pussy."

With that, the man shoved his entire length into Jessica. She cried out as her pussy throbbed in pleasure. As the man started fucking her helpless form, Jessica moaned loudly, feeling her long awaited orgasm approaching. Her pleasure peaked, and, crying out loudly, she felt her pussy and thighs spasm as she orgasmed. Her face eyes closed forcefully as she lost control over her body. Jessica sat there, moaning, as she had the most intense and pleasurable experience of her life.

The man waited for her to calm down slightly before resuming his thrusting. The first thrust hurt as her pussy felt extremely sensitive. But Jessica soon began to moan out again as the man continued to fuck her.

He began thrusting deeper and harder. Suddenly he commanded, "Look at me when I'm fucking you, slut!"

Jessica's eyes snapped open to see the face of the man, twisted in a cruel smile. He leaned in a whispered in her ear.

"Your pussy is so tight. It feels so good on my hard cock."

Feeling her pleasure building, Jessica couldn't help herself as a moan escaped her lips.

"Mmmm, that's right," the man continued. "You love it when I fuck your helpless body, don't you, slut? You like being my little slave."

And, again, as if her body was betraying her mind, Jessica could feel herself approaching her second orgasm. Just then the man closed his own eyes and moaned out, "Oh yeah, you're such a fucking beautiful slave. You're such a dirty little cheer slut."

Jessica orgasmed again, feeling her body strain against the restraints holding her there. She closed her eyes again and cried out in pleasure.

She also felt the man's hard cock twinge in her pussy, and felt his warm cum shoot deep inside of her. He sighed out in pleasure, gripping the sides of her hips hard, and slowly withdrew his cock from inside of her.

Jessica sat there, panting, as the man circled around her and unbound her body. The straps left a red band where they had cut deep into her pale skin. When her head was freed, Jessica was able to see the short cheer skirt that she was wearing. There was a large wet spot in the middle where it had rested against her pussy during the torment.

"Get up," the man commanded as he returned to the center of the room.

Jessica obeyed slowly, unsure if her legs would support her weight. She stood, holding onto the bondage chair to remain upright.

"Good. Now strip."

Jessica slowly took off the tight top and the short skirt. She handed them over to the man, keeping her eyes directed at the floor.

Although she couldn't see, she could tell the man was smiling as he continued talking.

"I enjoyed our time today, my dirty little slave. And I can tell that you did as well. Get some rest. We will continue your training tomorrow."

He turned and went back up the stairs, leaving Jessica alone in the cold basement, completely naked and shivering. She walked over to the old mattress in the corner and sat down on it, pulling the blankets over her shoulders. She could feel her pussy throbbing as she adjusted herself on the bed, trying to get comfortable.

Jessica turned over, still chilly and clutching the thin blankets around her. After the first nights left inside the metal cage, Jessica had been allowed to sleep on the dirty stained mattress in the corner of the room. But, as she was constantly reminded by the man upstairs, this was a privilege and not a right she had. Since, as his slave, she had no rights. She shuddered to herself as she remembered how he had made her beg to orgasm. And how she had made her beg to fill her pussy with his cum.

Jessica shuddered and cried herself into an uneasy sleep.

***

Months had passed. Jessica had given up any hope of being rescued. Her resistance grew less forceful and less frequent, seeking to please her master to evade punishment. She had begun to accept the frequent sex that they had as arousing, even allowing herself to regularly get carried away enough to have an orgasm as he fucked her, even without foreplay. But she still did not accept his complete control over her and dreamed of her days back in high school.

One day - or what she assumed was the day from the basement - the man unlocked the door and descended down the stairs, carrying a small bag. He called Jessica to him saying, "Jess get over here and kneel before me."

She followed his orders, walking toward him with her eyes directed at the ground and knelt at his feet. She felt his strong hands encircling her neck, tightening something. "If...if I may ask, sir," she said, timidly. "If I may ask, what did you put around my neck?"

The man lowered a small controller for her to look at. "I placed a shock collar around your neck. Let me demonstrate."

He pressed a small button on the remote, making the collar to beep loudly. Jessica let out a scream as the collar shocked her, causing her to fall sideways and grab at her neck. She lay there, shaking for a moment, before a nudge from the man's boot returned her to her knees.

"Now, I want you to know that was on the lowest setting. If you disappoint me more tonight, you will figure out how the higher ones feel. I bought this for you because I'm having a special party tonight. Three friends are coming over to play poker and drink. I expect you to be on your best behavior. And, if you're not..."

The man left his threat there, dangling the remote in front of Jessica.

"And, as such, I expect you to be dressed for the occasion." He reached into the bag and tossed a skimpy french maid outfit and high heels onto the ground in front of Jessica. "Put these on. My friends will be over in thirty minutes."

Jessica remained on her knees as the man went back up the stairs and locked the door. She waited there, partly in shock, partly in embarrassment, and partly out of shame, as she could feel her pussy starting to get wet.

Resigned, Jessica rose to her feet and began to put the outfit on. She could tell it was made of a cheap fabric. But, it did its job remarkably well. The skirt of the outfit just barely hid her pussy from view, and the low cut top nearly exposed her nipples. It came with a headband with frilly lace. The shoes were black with a four inch heel, and as Jessica put them on, she could feel herself nearly lose balance.