Breaking Kaylynn (Closed for monique_minx)

[Rocket1010]

View attachment 1835016
Age: 30 Height: 6'2"

Jack smirked at the woman shackled to the stone wall, watching her head swing slowly side to side while emitting soft moans. Still dressed in the grey hoodie and black sweat pants she was wearing at the gym, he thought about how easy it was to kidnap her.

As the head of an organization that catered to the special needs of countries, the had had been watching her for a long time before Jack made his move. As her body swung against the stone wall, he clicked off in his mind her accomplishments. Graduating at the top of her college class in chemical engineering, and then enlisting in the Army as a chemical warfare specialist. While in the service to her country, she joined the elite Ranger program, going through survival school, and stationed in the Middle East for a year. After leaving the Army, she joined the Defense Department, working on a new secret chemical weapon for the government that could be used during warfare. If the American people knew about this secret project, they would demand it be shut down. Jack’s people had infiltrated the Defense Department, learning about the new chemical being developed and more importantly, who was heading up the research, Kaylynn Barret. She was the best of the best, having the most knowledge of what they were developing.

Jack personally oversaw the effort to capture her to learn the secret of the chemical weapon and reproduce. While he had eyes on the inside of the Defense Department, he undertook finding out about her private life away from the office. Joining the same gym she frequented he was able to watch her workouts which were strenuous and would make most women shutter. Afterwards he would follow her home or wherever she went so he could get a complete picture of her life. He also tailed her from work and kept a detailed list of her whereabouts, learning her little idiosyncrasies. It got to where he knew what days she went to the gym, went out with her boyfriend and spent time with her girlfriends. At the gym, he made sure he was there when she was exercising, lifting weights and using a treadmill near her. After a time, they smiled at each other, saying hello when they walked by each other.

Today was different. When he saw her at the gym, cooling down after a heavy workout, he approached her and introduced himself. She smiled and told him her name, Kaylynn. He called her Kay and was instantly admonished as she told him in no uncertain terms that her name was Kaylynn and she didn’t care or like to be called by any other name. Jack apologized, thinking she was going to be called a hell of a lot worse.

Noticing her water bottle was almost empty, he offered to refill it for her. When she consented, he went to the drinking fountain, slipping a drug into the bottle. Returning the water bottle, he smiled as she took a large gulp. The drug would take a little time and he planned to be there to assist her. They both said it was nice to meet and they looked forward to seeing each other at the gym again. Jack watched as she went to the showers.

Taking a quick shower, he was waiting for her in the lobby when she came out. As she approached, he noticed she stumbled a little and he rushed to her side. She complained of a headache and he offered to help her to her car. When they arrived at her car, she complained that she didn’t feel good so he offered to drive her home and call a taxi to bring him back for his car.

Getting her into passenger seat, she put her head on the headrest and promptly closed her eyes. The drug was taking its effect on her and as he pulled out of the parking lot, Jack signaled his two of his men to take his car. Driving to the hideout in the country, he knew there would be a lot of people looking for her once they found out she was missing. He would make sure that the security tapes at the gym were erased for the last few days. Taking another precaution, he grabbed her cell phone out of her handbag, placing it into a lead-lined box so it could not be traced.

She was slowly coming out of her slumber and as he walked up to her, her head rose, eyes opening and closing as if trying to wipe away the fog in her mind. Jack had a feeling it was not going to be easy getting the chemical formula from Kaylynn but then it didn’t matter how long it took as long as he got what he wanted. There were countries ready to bid on the chemical once they were convinced it existed and worked.

Jack moved close to her, smelling the scent of the lavender soap she used at the gym. Grabbing a bunch of her long hair, he pulled her head up straight, looking into her glassy eyes and then kissed her cheek. He felt her try to move away as he whispered. “Time to wake up Kaylynn.” He slapped her face, seeing her eyes widen. “Come on sweetie, time to wake up and give me what I want.” The next slap was harder and he saw a steely determination in her eyes.

 

[monique_minx]

The clink of the chains was unnatural, Kaylynn Barrett tried to wrestle free of the grip of her exhaustion. She was so tired, in a way she had never been before, her eyelids felt leaden and heavy, they refused to obey her brain’s commands to open. She was regaining consciousness of mind but her body would not comply.

The pain signals were instantaneous, her mind registered pain stemming from her head as her hair was pulled and as her head went up with the force, her eyelids finally obeyed because of the pain and opened. The dank room, the smell, the darkness – all of it infiltrated her senses immediately but she couldn’t shake the fog.

Someone kissed her but his face, his breath, the sensation of his body…it was not Samuel and it sent instant chills up Kaylynn’s spine, she tried to shift away from him. He held her firm and whispered in her ear, Kaylynn realized she was standing and not lying down – how was she standing? It confused her further but she had no time to think on it as he slapped her, her face snapped sideways away from the assault. Her eyes broke the fog and she start blinking rapidly in an attempt to gather her senses. Adrenaline coursing through her veins, her heart rate increased and her breathing labored with the stress.

The smack was loud as he struck her across the face again, it hurt like hell, Kaylynn gasped and snapped away from his offending hand again. Her cheek bloomed with a bright red mark, the shape of a hand with several fat impressions of his digits. She wriggled like a fish on a hook, the chains rattling with her motions and she felt her ankles were chained as well as this point. She was suddenly wide awake, enough to recognize that she was chained up and that her wrists were hurting, it felt as though she had been strung up for hours.

“Ha-ah.” She was trying to quell her panic and looked at the man who had struck her for the first time, she vaguely recognized him but couldn’t place his face. It wasn’t exactly a well-lit room after all.

“Who are you?” She demanded from him, her eyes tightened and produced small wrinkles around the edges as she attempted to squint in the darkness.

Her hair was loose, obviously her hair tie had fallen out, Kaylynn realized she was still wearing her gym sweats and gasped audibly, “You’re that man…from the gym.”

What was his name? Kaylynn couldn’t remember, they hadn’t spoken for long or in any depth about anything particularly important. Kaylynn tried to swallow but her mouth was suddenly dry, “What do you want?”

 

[Rocket1010]

Jack watches Kaylynn wake up

The way she was wiggling, trying to wake up to full consciousness made Jack chuckle. She had no clue what was happening to her or why. ‘She probably thought she had such an easy life, going to work for the Defense Department and not having a care in the world,” he thought, watching as she struggled to make sense what was happening.

“Who am I? For now my name is not important. Let’s just say that I am a man who wants some information from you.” He didn’t elaborate on any details that would come later. Her eyes were squinting, trying to recognize him and when she did, he let out a soft laugh. Cupping her chin in his large hand, his face inches from hers. “Yes sweet Kaylynn I am your friend from the gym. I’ve been watching you for a long time, just waiting for the right time.”

His voice trailed off, seeing she was still drug induced and struggling to come to terms with him and her surroundings. Jack watched her face wrinkle up, her eyes narrowing as one does trying to remember something or someone. He watched her tongue slip from between her lips, trying to wet them and then she wanted to know what he wanted with her.

“What do I want from you,” he mocked, grabbing her hair. Yanking hard, lifting her head upwards, and seeing her face etched with pain. Leaning close, his hot breath near her ear. “You have something I want,” he repeated now that she was coming out of her drug induced state. “You and your pals at the Defense Department are working on a secret chemical that I want. Give me what I want and I’ll let you go. If not well we have ways to get the information from you.”

Jack knew from her background she would not give the information easily. If he had to guess, it was going to take a lot more than a few threats to make her give up the formula. Kissing her cheek as he pulled back a little, he gave her one of his disarming smiles. “What do say Kaylynn? Do you want to save yourself a lot of trouble and give me what I want?”

 

[monique_minx]

Kaylynn understood now, at first he was cryptic and she was confused but the mere mention of the chemical formula brought a sudden amount of comprehension to her eyes. It helped clear her mind and regain her focus.

“How do you even know about that? It’s so highly classified…” Kaylynn asked, obviously worried that her research had been compromised.

“If people knew…they wouldn’t let us continue.” She warned him, although she doubted he was about to let that happen if he wanted the formula to himself.

Her work was unfinished and untested, it was still unstable and dangerous and required a lot more work but the evidence was already speaking for itself. In the field, the idea would be that this little chemical could be used to issue sickness to enemy soldiers. When added to their water supply, it was like a never-ending bout of gastroenteritis which would only cease when cured. The chemical could be altered to increase effects or create worse illness – even smallpox or polio if Kaylynn so desired. So far though, her test monkeys were yet to survive a week of it. She couldn’t pull the formula back but she had managed to weaponize it into a spray form so that if the enemy water supply were too guarded, it could be shot into their faces. The effects were almost instantaneous.

Her cure was solid, without it her test monkeys died but Kaylynn didn’t want the enemy soldiers dead, the idea was temporary paralysis – otherwise interrogation was more difficult, impossible if the target was dead.

“It’s not finished. You don’t understand what you’re asking for. I haven’t perfected it yet or else I wouldn’t still be on the team!” She told him urgently, “Even if I had finished, I would never give it to you. I only have to guess that you’re a mercenary looking to sell it to the highest bidder – likely a terrorist organization.”

Kaylynn had gone through some pretty rigorous training to be able to work in her field, it was impossible not to be very physically fit and put through some standard torture techniques in case of capture. She felt reasonably confident that it would take some work to get her to give up anything she knew.

“If you have been watching me then you know you’ve taken on the impossible. I won’t give it to you. And you must know they’ll be looking for me, security around my lab will be beefed up exponentially knowing I am missing. You won’t get away with this for long.” She smirked.

 

[Rocket1010]

Jack begins the interrogation

Jack saw the look of disbelief on Kaylynn’s face when she realized what he was asking of her. He gave her a wry smile when she asked him how he knew about something that was highly classified and if her superiors knew about it was about to be compromised, they would put a halt to the project. “I don’t think I’m too concerned about them discontinuing the program sweet Kaylynn.” He patted her on the cheek as he chuckled, “since we have the one person who has the intimate knowledge of the entire process, they can do whatever they want.”

She was coming to her full senses, telling him how her work was not finished and he didn’t understand what he was asking for. There was a steely determination in her eyes and voice when she added she would never give the chemical to him because he would sell it to the highest bidder. Jack saw her thinking hard and he gave her time to think of something that might change his mind. When she told him again she wouldn’t give the formula to him, the security would be tight and he wouldn’t get away with this, he let out a loud laugh that bounced off the damp stone walls.

His hand shot out and slapped her hard across the cheek and then he cupped her chin in his large hand. “You silly cunt! Do you think I would be so stupid to take you without any contingency plan?” He stared directly into her eyes, chuckling as he added, “I told you I’ve been watching you for a long time. Do you know Dr. Sylvia Johnson and Dr. Jorge Martinez?” He saw her eyes grow large with the recognition of two of the assistants in the lab. “Yes that’s right sweetie-pie,” he teased. “They are on my payroll and they infiltrated the Defense Department just to be close to you. So I have known your every move and I know exactly where you are in project.”

Jack let her chin slip from his grasp and patted her cheek like a father would to a child. “Oh and don’t worry about being missed for a few weeks. The email you sent to the director of your mom’s grave illness was brilliant. Your supervisor handed over the project to Dr. Johnson with instructions to keep you informed of any discoveries. Of course she is going to wait for your instructions before she forges ahead.”

She was speechless for the moment, taking in every word he told her. Jack didn’t tell her everything, things about her boyfriend and one of her best friends. No he would wait until he had to play those cards before revealing anything else to her.

“What do you say we get started?” he said moving his hands over down her neck to her breasts. “I like to see all of my captors if you know what I mean.” Jack walked to a table that had a variety of items, whips, riding crops, ball gag, and other items he planned to use if necessary. Picking up a pair of scissors, he pulled the hem of the hoodie out. “Last chance to give up the information Kay,” he said snipping at the hem and cutting the thick hoodie material.

 

[monique_minx]

Kaylynn was dumbfounded. The slap had stung but not nearly as much as the information that two of her esteemed colleagues were on the payrolls of mercenaries. Why would they do that? What could possibly make them turn to the criminal entity? They had great jobs! Kaylynn couldn’t figure it out and was brought back to Jack’s ramblings about how they’d faked her disappearance. That wouldn’t last forever, they couldn’t continue for long without her presence completely. She’d simply refuse to give Dr. Johnson any information so the good Doctor would be stumbling over herself to try and explain why she’d not received any word from Kaylynn. With that settled, Kaylynn smirked a little and returned from her musings.

He started cutting at her hoodie with a pair of scissors, making his intentions perfectly clear. She couldn’t physically stop him but she wouldn’t give him the information. Her lips curled into a snarl. Kaylynn was angry.

“Go ahead. Rape me. Very manly of you. I hope it makes you feel powerful. I won’t give you the formula. You don’t scare me, Jack.” Her eyes blazed, her muscles seemed to firm up beneath her clothing. All that stood between Jack and her skin was a hoodie, a white sports bra, some sweatpants and a pair of tight, plain black boyleg cut underwear. Not much.

“Doctor Johnson will be waiting a very long time. She’s a little soft and doesn’t lie on her feet very well so I certainly hope you have a contingency plan. That egg has a low boiling point.” She spat her words viciously without ever raising her voice.

 

[Rocket1010]

Jack removes Kaylynn's hoodie and bra

When Jack started cutting the thick material of the hoodie, he had no doubt she was smart enough to know he had to have a plan for a long absence from the lab. A smirk formed on his face when he saw her lips curl into an angry snarl. That was exactly what he expected from her. There was no way her training in the special forced would allow her to give up so easily plus he knew she loved her country and would do whatever it took to defend it. But he had some cards in his back pocket and he wasn’t about to let her know everything. It was better for her to make her own suppositions about what he knew and didn’t know.

The sharp scissors cut easily through the material and as he got to her ample chest, he laughed when she told him to go ahead and rape her. He didn’t answer her but went ahead, cutting up to her neck, careful not to nick her. As he cut, he listened to her ramble on making a declaration that he didn’t scare her, and how Dr. Johnson will have to wait for a long time, trying to convince him she was weak. Her voice was filled with anger and Jack looked at her, smiling at his captive. He patted her cheek when she was done, chuckling at the thought that Kaylynn didn’t know the real Dr. Johnson. But she soon would learn she is not the pushover she portrayed in the lab.

Pulling the material away from her, he gazed on her white sports bra that hid her breasts. He let out a soft laugh as he cut along one arm and then the other, completely destroying the hoodie. A simple tug on the material left Kaylynn only in her white sports bra. He saw the anger in her eyes as he moved the scissors to the bottom of the bra, making easy work cutting through the thin material. A smile formed on his curved lips when the thin material fell away, releasing her bound breasts. A quick snip on the shoulder straps and the bra fell onto the hoodie lying on the floor. “I often wondered what you looked like when we worked out together at the gym. I like what I see,” he laughed reaching out to run his fingers over the soft globes, her body bucking back against the cold stone wall trying to get away from his touch.

“I told you that you could make this easy on yourself but I have a feeling that is not in your nature Kaylynn.” Running his fingers very lightly over each breast, he found her nipples responding to his touch. “Well it certainly seems your body likes what I’m doing,” he taunted her as he grabbed each nipple, pulling them away from her body until he heard a small gasp come from her lips. Letting them go, he watched as they bounced back against her.

“Now my dear slut let me tell you about a little secret. We are not going to rape you,” he said slapping one of her naked breasts and then the other one. His large hands covered her breasts, slowly massaging, squeezing them hard and then slapping at them again, watching them bounce wildly for a few moments before coming to rest. Leaning close to her and grabbing a handful of the mass of flesh, twisting and squeezing them hard, he whispered, “You see my dear cunt we are not going to rape you. No we are not animals but I will tell you this. It will be you begging to be fucked liked you’ve never been fucked before.”

Reaching for each nipple, he pulled and twisted them hard at the same time, hearing a huge intake of breath. Grabbing them again, he repeated the same treatment, pulling and twisting them hard watching her body buck against the wall. “What do you think about that slut? How long will you be able to hold out until you are screaming for me to fuck and use you any way I want?” To make his point, he slapped her breasts again over and over until red marks appeared. “What do you say bitch? You can make this all go away by cooperating with us.”

 

[monique_minx]

Kaylynn felt violated the moment her chest was exposed but he did not stop there, he pulled and pinched, slapped and bounced her ample breasts for his enjoyment. Kaylynn fought down her outrage and was determined to give him as little response as possible though she never stopped straining against her bonds to remove herself from his reach - she could never go far enough.

Her eyes flashed angrily at him in reply, "My body is reacting against my will. It's a natural response and you know it. It doesn't mean I consent to what you're doing to me. If you think this is enough to make me 'give you what you want' then you need to go back to school little boy!" She spat her words fiercely at him and tensed her muscles, contorting against her bonds.

"This is the only way you could find out what my body looked like. I'd never have shown you willingly." She snorted and taunted him derisively, "Hope it makes you feel all manly. You need to feel like you have control. Mini dick syndrome they call it." Kaylynn couldn't stop herself, she was angry but more than that, she was afraid. They had always told her that as a woman, she had a chance of being violated physically if she was ever captured but Kaylynn had never believed it would happen to her.

She was hiding her fear by using her anger as a mask. It was stopping her from breaking down and letting him see that fear, "Your mother must be proud." Kaylynn spat quite literally this time, she'd never spat in her life but she reasoned that learned proprieties went out the window when she was about to be violated. A glob of spit landed on Jack's cheek, just below his right eye.

"Fuck you!" She yelled at him.

 

[Rocket1010]

Jack responds to Kaylynn

Jack saw the anger in her eyes as she answered his questions about giving up the secret, telling him she didn’t consent to what he was doing, it was a natural bodily reaction. And then she was taunting him, saying she would never willingly show him her body and he chuckled when she made a reference to having a mini dick syndrome.

Smiling at his captive, Jack knew it would not be an easy task to get her to give up the secret formula. When she made reference to his mother being proud of him, he saw a glob of spittle forming and then she spit it directly at his face. At this close range there was no way to jump back and out of the way of the gooey glob. As it hit his face below his right eye, he heard her yell fuck you.

The reaction was quick and swift, his right hand moved back and forward, the open palm landing on her cheek and the sound of a loud smacking noise filled the room. His left hand moved quickly, partially covering her mouth, his thumb and finger pressing her cheeks together so she could not spit. He chuckled as he swiped the spittle from his face with his right hand and then smeared it over her face.

His voice was filled with a controlled anger, saying in a low authoritative voice, “You can talk all you want cunt but I am the one in control not you! Once you get that through your fucking brain, the better off you will be! No one coming to rescue you.”

Removing his hand from her face, he saw the red marks they left behind. Another quick slap with his right palm landed on her cheek. “That one is just for good measure,” he said backing away. “Now let’s see what the rest of you looks like.” Jack picked up the scissors and squatted in front of her. As he started to cut away her sweat pants, he wondered if she would try to spit at him again.

 

[monique_minx]

Kaylynn couldn't protect herself from his reactionary slap and her face snapped sideways, she gasped sharply at the force of the blow. He quickly gripped her face and squeezed, presumably to prevent her from doing it again but his mere touch had Kaylynn's heart racing. She wanted to be as far away from him as possible. He was the unknown, the unpredictable, he was not the man she'd been so friendly to at the gym. He wiped the spit on her face, the only sign of her disgust was a soft grunt and the creasing of a frown around her eyes.

His squeezing hand made it impossible for her to speak properly. His controlled anger and sudden swearing still gave up the fact that she had shaken his self control. This made Kaylynn feel somewhat victorious although she really had nothing to celebrate - she was still tied up.

The next slap was a surprise and caught her off guard, "Uh!" She gasped as her head snapped to the right.

She heard his warning and watched him bend to begin cutting her sweatpants off. This was slow and torturous and almost certainly deliberate. Jack wanted her to suffer in the time it took to remove her clothing. Kaylynn said nothing. She ignored him as best she could and hung there limply from her bonds. She did not want to give him the satisfaction of further inciting reactions from her.

She ignored the fact that he looked at her and she looked away. She ignored the snipping sound the scissors made. She even ignored the cool air that touched her skin as more of it was exposed by the scissors. She ignored her exposed chest and her erect nipples. Kaylynn ignored the goosebumps that cropped up all over her skin. Try as she might though, she could not ignore her fear or not knowing what would happen next.

She licked her lips as her tattered sweatpants fell away from her body and a shiver crawled up her spine. Considering that she had nothing left to lose, she finally spoke again, "What are you..." Her voice creaked and she cleared her throat to cover it, "What are you planning on doing to me then?"

 

[Rocket1010]

Jack was a little surprised Kaylynn didn’t try to move away or spit on him as kneeled before her, slowly snipping the sweatpants off her legs. He made sure while he cut, to press the cold blade of the scissors against her skin. He wanted to instill in her the fact that he his hand could slip and cut her. When he looked up at her, she simply turned her eyes away from his gaze. It didn’t bother him that she did, it was a natural reaction to one being tied up against their will and not knowing what was going to happen next.

With a wry smile, he pulled the last tattered piece from her legs, seeing the outline of her sex through the thin panties. Small goosebumps had formed on her thighs and when he stood, he saw her lick her lips. Her eyes bore holes through him while she asked what he was planning to do to her. To him, the creak in her voice was a small indication that she may be starting to feel a little fear or maybe she wanted to know what was in store for her so she could prepare herself mentally for what was coming. It didn’t matter because he wasn’t about to tell her what was in store for her.

Moving close to his bound captive, Jack looked at her erect nipples and at some of the goosebumps that had formed on her upper body. It was a natural reaction since he kept the room cool on purpose, not wanting his captive to be too comfortable. “What am I going to do to you? You silly girl. You of all people with your military background should know I’m not going to tell you what I have planned for you.”

Jack grabbed the long strands of hair on the back of the head with his left hand, quickly pulling her head backward with a hard yank so she was looking up at the ceiling. His right hand reached out to caress the erect nipples, pinching and twisting them as his lips almost touched her ear. “No …… no Kaylynn it would take all the fun out of our interrogation wouldn’t it?” he mocked slapping her breasts. “If I told you what punishment you were going to get, then you might find a way to resist. But I don’t care if you resist. I have all the time in the world and as I said no is going to miss you for a long time.”

With his left hand still holding her head back, Jack reached down with his free hand and grabbed hold of the thin material covering her sex. “And I don’t think you will be needing these,” he whispered into her ear as he violently yanked his hand, hearing the thin material rip and then he was holding the torn panty in his hand. Letting her head free, he stepped in front of her. “Now we can get down to business or do you want to start telling me what I want to know,” he laughed waiting for what he was sure, a derogatory remark.

 

[monique_minx]

Kaylynn didn't actually think he would tell her but it was worth a shot. She knew he wasn't seeing her for the person she was. That was what her instructors had told her - if she was captured by an enemy, she would be seen as an object and not a person. The dehumanization of captives leaves the enemy with a clearer conscience. So her emotions and attachments were irrelevant to Jack. It made him more terrifying. The idea that she would have to humanize herself to him was unbearable. It would put her in a more vulnerable and weak position and was no guarantee so Kaylynn set that idea aside for now.

She yelped as he yanked her head back sharply and sent a thousand painful needles through her hairline. She strained and gasped as he toyed with her breast and sent shivers down her spine by pressing his mouth so close to her ear that she could feel the heat of his breath.

"Nuh-uh!" She screeched as he tore her underwear away, the thin band snapping under pressure and whipping away at her skin, leaving a painful looking red line in its wake.

Kaylynn held back her tears, she swallowed hard as he released her and stood in front of her. Kaylynn took a second while he asked her again for the information and she composed herself by taking a few shaky breaths.

She laughed at him, she couldn't help it and she gave him back the sarcasm he'd delivered to her earlier, "Silly boy. With your military background and training, you should know I'm never going to tell you."

Kaylynn firmed up within her bonds and lifted her chin a little, daring him with her body language alone, "I'll bet you're lonely at home. Your work is your life. Must be hard when you have to pay prostitutes just to get your dick sucked. You couldn't keep a woman. I bet you slapped the last one around, maybe you even married her and she took you for everything in some big divorce. Unmanned you in a court room." Kaylynn taunted him, keeping them talking was a big part of interrogation and when you were the one being interrogated - it was best to talk about your captor as much as possible.

Kaylynn was glad she hadn't shared her side projects with the rest of the team. She'd developed multiple paralytic agents and a truth serum stronger than sodium pentothal which in reality, wasn't as assured as all those spy flicks made out. It was incredibly difficult to test whether or not a person was telling the truth of their own free will, telling the other person what they wanted to hear or lying altogether. Kaylynn took away the groggy side effects and changed the dosage and tested it on her ex boyfriend. It was unethical - she discovered he had been having an affair this way and she'd fired one of her lab technicians not long after. Kaylynn remembered her - Kristina. She was young, lithe, blonde and beautiful, and Kaylynn had crushed her career like a cockroach with joy. Kristina couldn't get another job in a lab and last Kaylynn heard, she was busy sucking dick for $20 a pop on some street corner while her ex boyfriend was working illegally in a chop shop she'd had raided. The mob nearly beat him to death in prison for it. Kaylynn wasn't nearly as innocent as she appeared.

She continued and brought the conversation back on track, "Besides, if I gave away all my secrets, there'd be no mystery left between us. After all, I've already shown you mine..." She gestured briefly by nodding her head downwards at her naked body and then looking at his crotch, "...and you probably don't have much of a secret in there...four inches?...Or am I being overly generous?" She grinned cruelly, an angry man was a man who had lost control and she wanted Jack to lose all control.

 

[Rocket1010]

Jack watched her facial features closely and when she laughed at him, calling him a silly boy and that from his military background he should know she was never going to tell him what he wanted to know. He chuckled at her comment and for a brief moment wondered how she knew he had a military background too. Was it that obvious? It was true that he served time in the military’s Special Forces but with his political connections in the mob, he was assigned to interrogating captured men and women. Hell he even interrogated civilians in villages to find out what they knew about the enemy. Some of the techniques he used got quick results and other took longer, but all of them eventually gave up the information he was looking for. With Kaylynn he had all the time he wanted.

He saw her body stiffen as she let out a tirade about him being lonely, his work is his life. When she mentioned having to pay prostitutes to suck his dick, he chuckled thinking of one woman in particular. He let her continue her utterances of disgust for him. It was common for captives to lash out at their guards, wanting to try and distract them. He laughed when she said he slapped his last girlfriend around and alluding to the fact that he may be married and she divorced him, taking everything. Jack didn’t say a word, only standing in front of Kaylynn watching and listening to her vent her rage and then she paused.

There is a gamesmanship during an interrogation and he learned early on to keep quiet during certain periods of the questioning. Eventually the prisoner would feel the need to break the silence, trying to find out what it was the interrogator really wanted. Kaylynn already knew what Jack wanted, the formula for the virus, so there was no mystery as to why she was there. The only real question in Jack’s mind was how much punishment she would endure before she gave up the information.

Jack smiled when she began talking again, knowing she wanted to try to get him riled up. Listening to her tell him that if she gave up her secrets, there'd be no mystery left between them and then saying she already showed hers, he gazed over her naked body. It was true she had a remarkable body and he was going to enjoy using it to get the information he wanted and also for his pleasure. He saw her eyes glance down at his crotch, chuckling when she told him he only had four inches or was she being overly generous. He looked at her grinning as if she won some kind of prize or something. She was trying to goad him into getting angry or saying something but he knew the tricks of the trade pretty well.

Silently he turned away, walking to a table where a variety of things lay on top. Picking up a riding crop, he turned back to his captive, smiling while hitting the leather tip against the palm of his left hand. “Four inches! Is that all you give me credit for bitch,” he said slapping the crop harder against his hand to make his point. “Getting a prostitute to suck my cock!” Again the leather tip came crashing down on his open palm.

Jack put the tip of the leather crop against her cheek, sliding it down to her chin and then across her lips. “I thought you would give me more credit than that,” he said sarcastically giving her a light tap on her left cheek. “Such a pity that I have to resort to such means but I have a feeling you like it this way don’t you?” he chided her. Jack ran the leather tip down her chest, across each breast, and then down her tight abdomen to the triangle of her thighs. Sliding the leather tip over the tulip lips of her sex, he smiled.

“In due time Kay you’ll get to see my cock and I don’t think you’ll be disappointed,” he said slapping the leather tip on her exposed vulva. He knew she hated the name Kay and he wanted to use it to get under her skin. “Now that we have some of the preliminaries out of the way, let’s start with Samuel, your current boyfriend. We will get to your other ex-boyfriend and his lover later.” Jack wanted her to know he knew some things about her past as he flicked his wrist, letting the leather tip hit the exposed sex area harder. “Do you love him? Do you think he would ever cheat on you? Tell me about him!” To make his point more clear, he pulled his right hand back and then flicked the leather tip hard against each of her extended nipples, hearing the crisp slapping sound.

“Come on Kay tell me about your lover boy. Do you think he would cheat like one of your past lovers?,” he sneered, snapping his wrist harder sending the leather tip against her body over and over, hearing the leather make contact with her skin. He was going to do this until she told him what he wanted to hear about her boyfriend.

 

[monique_minx]

Kaylynn watched Jack pick up the riding crop, her smile became a more serious, studious expression as he cracked it on his hand. ‘It would hurt’, she thought to herself, ‘but it wouldn’t do any serious damage’. She let him slide it over her face, she didn’t flinch, Kaylynn was squared up and ready for this rodeo. She even hid the absolute violation she felt when he rubbed the leather over exposed sex as she was forced to endure without the ability to close her own legs.

“In due time Kay you’ll get to see my cock and I don’t think you’ll be disappointed.”

Kaylynn snorted, ignoring his shortening of her name; she knew his game and she wasn’t playing. He did admit that he had some designs on raping her but this surprised Kaylynn a lot less than she thought it would. She’d already accepted that it was inevitable and it wasn’t worth wasting further energy on something that hadn’t happened yet.

Kaylynn took each crack of the crop, wincing but breathing through the pain in spite of the sensitive areas that he aimed for. She groaned softly but otherwise remained silent. She was surprised to hear him talk about something as insignificant as her boyfriend but it was all a game to Jack and she’d already decided not to play.

“Come on Kay tell me about your lover boy. Do you think he would cheat like one of your past lovers?”

“He cheats frequently…when we play Monopoly.” She licked her chapped lips swiftly and smirked, an expression that dared Jack, that threw down the gauntlet and told him to go fuck himself without ever opening her mouth.

“Is this it? Cause I gotta say, this is quite disappointing.” Kaylynn giggled, “Asking about my boyfriend is so low grade for you Jack! The crop is a bit kinky though, use that on your last hooker?”

 

[Rocket1010]

Jack laughed when Kaylynn told him her lover boy cheated at monopoly, seeing the smirk on her face. The facial expression was one of defiance, sort of prodding him to get angry with her. But Jack knew her game, she wanted him to lose his composure but he had been through this before and this was only the beginning of her torture. But she probably knew this was far from being over.

As she giggled, asking him if this was it and saying she was disappointed, he smiled at her. When she added that asking about her boyfriend was so low grade and the riding crop was a bit kinky, wanting to know if he used it on his last hooker, he let out a soft chuckle. Surveying her body he noted the small red welts the leather tip had made on her breasts, stomach, and thighs. “I don’t have to hire hookers in my business Kaylynn,” he said hitting her right nipple hard with the leather tip, hearing the slap it made against her soft skin. “Yea I get all the sex I want bitch and I plan to have you later.” A quick flick of his wrist sent the leather tip flying to the sensitive left nipple, smiling when the sound of the slap was louder.

Jack knew she was going to be tough, knowing her military training included torture techniques but everyone had a breaking point and he was in no hurry to bring her to point of submission. She was going to try and persuade him to let her go because she would never tell him what he wanted to know, but he knew some things she didn’t and that was to his advantage. Eventually he would reveal some of his secrets to her but for now, it was play time. The report in her military dossier indicated she did excellent in torture techniques but he had a few he knew she had not been subjected too, yet. One thing he noted in her file was that she seemed to like the pain and torture more than any other recruit, lasting longer than any of her comrades.

“So you think this is not hard enough, eh?” Jack slapped the leather tip harder against her exposed pussy lips to make his point. “Well I promise you slut it will only get more painful but you probably already know that don’t you?” Setting down the riding crop, he picked up a black strip of material and walked back to her. “Since you can see what is coming, you can steel yourself for the pain. Let’s see how you do blindfolded.” Applying the black silk scarf over her eyes, he smirked, “Now let’s see how your defensive mechanism works.”

Picking up the riding crop, he waited for a few seconds and then slapped the leather tip one nipple and then the other. He knew she didn’t know when the next hit would come while he waited a few more seconds and then hit her pussy hard, hearing the loud slap echo in the small room. Jack followed that up with slaps on her inner thighs, moving from her knees up to the apex of her thighs.

Leaning forward, he grabbed a nipple between his teeth, enjoying the feel of the rigid nub. Biting down, he pulled his head away as far as it would go, stretching her breast to the limit before he let it go. He knew it had to hurt her as he took the other extended nipple between his teeth and pulled until he could go no further and then let it go. Quickly he hit her nipples with the leather tip hard, asking “Are you ready for the next thing.” He knew this was just starting but then he had all the time to take her slowly to the breaking point.