Sitting there in the darkened room, waiting. What will come next in this self designed hell? Kissy sat there so scared of what will come next, excited of what will come next. Had it been only a month?
Kissy always knew there was something different about her, she was more dedicated to most, couldn’t stand to see those she loved to be unpleased. Many would call her a push over, when really, she just needed those around her to feel cherished and loved. Feelings she so rarely felt herself.
At 24, Kissy was very attractive to most. Standing pettily at 5’ 3”, with dark auburn hair that cascaded down her narrow shoulders, well developed breast to fill a 32C, a narrow waist, full hips, and such soft creamy skin, the package was well appreciated by men. Kissy unfortunately just hadn’t found that right man, most bored her. Her relationships were found unfulfilling and there was just a huge void in her life that she couldn’t figure out.
She had stumbled across some BDSM sites and soon saw so many of her own traits here. So she went to one of those online sites to talk with others like her. It was a great thing, she learned so much, and met such interesting people.
Jon had been in the lifestyle for many years. At 36, he’d been around that block and was becoming burnt out of the scene. He went to the sites out of sheer boredom and because it was something to do. He offered advice to those who asked, but nothing stood out as prospects.
One night he was talking to this girl. She seemed honestly interested and was hitting things on the nose. Coming up with answers that subs twice her age usually struggled with age. He was impressed, not that he’d ever tell her that. Thinking that her description of herself was just too good to be true, he asked for her picture. Although she seemed hesitant at first, she gave it to him. Loading the picture up on his PC he stared in disbelief. He knew first hand she was a knock out, it was his nephew’s prissy little teacher. Right then and there he started to form a plan.
Kissy went to work, just another day, another dollar. It was parent teacher conferences this week and she only had a few that day. She was not looking forward to the drop dead gorgeous guardian of the school bully. There was something about him that made a girl stand up and take notice.
Time quickly went by, and next thing she new she was standing face to chest with the man.
“Good morning, Sir. Please take a seat.” The conference went like most others, but when the subject of his behavior came up, is when he seemed to come alive.
“Look, I do my job and you do yours. I don’t have trouble with his behavior at home, maybe you should come by and see for yourself,” the words took her by surprise.
Hesitantly she tried to reassess the situation. But she could see no down fall, maybe if he saw that this man and her stood together there could be some advantages, worse case scenario a bad meal.
“Fine, what time do you want me over?”
Jon couldn’t believe how well this was working out for him. The boy was out with friends for the weekend, and he knew she thought the boy would be there. Oh the lessons he could teach the teacher.
“Lets make it early, how about
She blinked at him, as if he suggested to fuck her on the table right now. Not a bad idea, but he had other plans.
“Fine, see you then.” She stood up and stomped away. Oh, Jon thought to himself, he’s going to have fun tonight.
Kissy knocked on the door with trepidation. Her nerves were jumpy tonight and she couldn’t figure out why. It was perfectly acceptable for a teacher to have dinner with the guardian of a student to discuss school related matters, she reminded herself.
The door open and he gestured to come in. He looked down at her with unreadable eyes. She walked in to the house with fear coursing through her body.
“Please, make yourself at home, supper is almost done. If you want you can sit at the table and have a glass of wine.” With that he strode away towards watch she assumed to be the kitchen.
He was being perfectly hospitable, and yet she was scared witless, like life as she knew it was about to change. Get a grip on yourself Krissy, she abolished as she sat down at the table.
Jon didn’t go to the kitchen as she assumed. Taking one more look over the guest/playroom, making sure all was ready, he picked up the ball gag and leather cuffs. And headed back towards the dinning room knowing there’s no escape for her tonight.
He entered the doorway leading to the dinning room quietly. She was pacing the length of the room, maybe she can feel the change coming he mused.
He made his move quickly, before she even noticed his return. Rushing her, pushing her hard against the wall, she resisted, shrieking at the top of her lungs. With her wailing it was easy to slip the gag into her mouth. Then pulling her arms behind her he shoved them into the cuffs. Damn he should of just used regular cuffs, and not worry about marking her. Once arms bound behind her, he spoke softly into her ear, stroking her hair, “Easy now, easy” Although shaking, she stilled.
“Tonight, we are going to try out your fantasies.” She snapped her head around to give him a pleading look, one filled with fear, confusion, and no small amount of desire. Then she started to search the room, it took Jon a moment to realize what, or whom, she was looking for. “He’s not here, pet. He won’t be until Sunday night.” It was only Thursday and Friday was an off day. He knew he could keep her here for a while.
When she finally looked calm enough, he pulled her to her feet. Started her for the playroom. Once there he hooked her over the bed’s footboard. Quickly securing her feet to the each side of the twin bed, then freeing the soft material of her skirt from her firm, round ass. She stiffened at the sound of her skirt tearing away from her body. Once the material was gone, he started to slowly massage the firm white globes. Once she relaxed a bit again, he continued his ministering further down, through her split legs, and found her core. Her panties were soaked.
Kissy couldn’t believe what was happening to her. One minute she was standing there, trying to calm down from an unknown fear, the next she was being pushed in to the wall, all the while being bound and gagged. What was worse was her reaction when he finally spoke. How in the world did he know? Is there a sign on my forehead?
Now laying her on (and that’s a very loose term of on) this bed, with his hands roaming, she could feel her wetness. She didn’t know when she started to get aroused, but she was defiantly aroused. When his fingers finally started on her slit she was lost for heaven. He was playing her like a violin and she was almost there, wanting to cum so badly, bucking and panting as much as the gag allowed, oh god, almost there…
“AUGMMMM!!!!” Fire raced through her ass, like she hadn’t felt before.
“Kissy,” came his gentle voice, in such stark contrast to his actions, “You were rude to me today, therefore you must be punished.” What punished, what the hell does he mean punished and when was she rude?! “I know your hard limits, Kissy girl, no blood, no permanent marks, no extreme play…” he went on listing them. Oh God how did he know these? She never discussed them with anyone.. “so I will respected them, have no worry, but your ass is going to hurt, you can yell if you want,” like she could get anything through the gag, “but you must learn that stomping is unacceptable. Do you understand?” She nodded dumbly, what was going on here.
He started to lay them on, slow, strong, and varied. She stayed quiet for first five, but the belt soon brought life to her voice. Her white ass was an angry red, tears and drool were streaming down her little face, her nose running, by twenty he had to have her.
Laying down the belt stepping up to his ass, he started to massage the abused skin. Pulling down the thin material that did little to protect her skin, he felt once more to her dripping cunt. Playing with her clit until she started to respond, then dipping a finger in to her hole, she stiffened.
Jon couldn’t understand why until his finger went farther, shit she was a virgin. Before the questions could surface, he pulled out his fingers and continued on her clit. She wouldn’t be inexperienced for long. Once she was bucking his hand again, he dipped his head to her ass and started kissing it, while taking his fingers away from her cunt.
Kissing slowly around, he soon found himself buried deep in her. She tasted so sweet and musky. He instantly fell in love with the taste of her. He felt her coming close to orgasm once more and eased off, and began rubbing her ass once more. When she began to calm down, he started to lick at her hole, dipping his tongue deep within, using his fingers to tease the opening, he slowly worked his tongue back to the pearl once more and soon had her wild once more. Inserting one finger once again, she continued to ride his face, slowly he added one more, She was withering on his face, he leaned his head back slightly, “Cum to me Kiss girl, Cum now.” He felt her body pulse around his fingers, he felt her tremble as the wave over took her. Soon she was slack on the bed.
Kissy was in heaven, she was in hell. What was happening to her? Why was she acting this way? Isn’t this what she always wanted? Coming down from the greatest orgasm of her life, Kissy was confused to say the least. She lay there, spent. Thinking it was done.
Then she felt something at her entrance, it was too big to be his fingers…Oh no. Shaking her head violently, she tried to protest. No, this isn’t right. She was fighting in earnest when the pain came, it wasn’t like she always thought, it hurt, but nothing like the beating she just had. Now she had a very full feeling, the pain receding, and a thought hit her. She wanted this. No, she needed this, for this to be this way. Shame washed through her. What kind of person was she if she needed to be rapped?
As he started to pull out she thought it was over, but then he plunged in again, it hurt again, but not badly. A few more strokes and she was beginning to enjoy it. By the end she was even meeting him stroke for stroke. Then he suddenly stopped.
What did she do wrong? She lie there for a moment, catching her breath trying to figure out why he stopped. When he finally pulled out of her, the realization came, men spilled their seed, he put his in her womb. Oh.
Jon looked down at his cock, blood and seamen mixture coating it. Looking at Kissy and trying to read her. She had such a bewildered gaze on her. What was she thinking, well, at least she wasn’t mad. He made up his mind.
“Krissy, I’m going to take out the gag, when its out, no screaming ok” when she nodded he continued, “Now you must clean the mess you mad, I want you to clean my cock with your mouth, do you understand” Her eyes widened, and she looked like she was going to be sick, “Or I could give your ass another round” Jon warned. She quickly nodded her head.
Undoing the wide straps of the gag, Jon soon had her on his cock. She looked at it wide eyed, but it wasn’t discuss she had on her face, it was bewilderment, and then it hit him, she was a virgin, didn’t see the now softening cock before he fucked her. “Come on girl, there will be plenty of time to touch and get to know it.” With that she quickly started her cleaning job. By the time she was done he was hard again. Slipping it out of her mouth, he leaned down to kiss her forehead. “Good Girl”
“Thank you, Sir.” She answered in a hoarse whisper.
Kissy sat there, on the floor, by his feet, feeling…well she really didn’t know what she was feeling. There was disgust at what she’d just done, there was pride in his reaction to it, there was desire to learn more about what was happening, and affection for this man that stood in front of her. How can one have affection for your rapist? She struggled to understand all the emotions playing through her.
When he started to walk away, she started to panic, was he leaving her like this? The same doubts that had assaulted her for years came crashing around her. He was going to just use and abuse her, then leave her. Just as the panic began to crescendo he walked back in the room carrying a glass of water, and a pasta dish.
“Are you thirsty?” when she nodded, he tipped the glass to her lips. Drinking deeply, quenching a thirst she didn’t know she had to only realize, she felt utterly safe with this man. Why? When she was done drinking, he kissed her forehead and held her. “Are you hunger, pet?” he asked after a moment. Again, unable to find her voice, she nodded. She began to turn around so he could undo her arms, but he stopped her.
“No pet, not yet. I will feed you, then there are questions that need to be answered.”
Jon sat there watching Kissy eat. Doubt started to assail him. He hadn’t known she was a virgin, wasn’t sure if he’d done the right thing. Hell, he hadn’t had a virgin since he was one himself. She didn’t look angry or hysterical, but she was awful quiet. Once she was done, it was time to answer some questions.
“Kissy, why at 24, are you a virgin? I know it isn’t from any lack of willing guys, I’m sure.” He added dryly.
It took her a moment to answer. He noticed her face went to a very nice hue of red. “I’m assuming you know of my interests.” After a quick nod and a little bit rolled eyes she continued feeling a little foolish, “I’m not a slut, I always have believed to wait until it feels right, not necessarily marriage, but something that held interest. Boys then men that I came to know…just didn’t interest me in that way.” She took a breath and then continued, “but that’s only part of it,” her color kicked up a few notches, “I think another part was…that you see I…” fighting shame that was building up inside her, she looked down, “I think I’ve always been waiting for this,” the words were so soft he almost didn’t hear them.
Jon looked at her, eyes down cast, humiliation stained cheeks, arms bound behind her, she was such a lovely sight.
“Ok, I think I understand what you’re saying. Have you ever done anything like this, or related? Nonsexual obviously. What have you discovered that you want to try or learn more about/”
Still whispering she asks, “How do you know this, me? How do you know I’ve been researching?”
Not surprised by the questions…honestly who would be…he answered in a slow voice void of emotion, “That is something we’ll discuss at a later date. For now, you are mine. You please me, you make me happy, so far you’ve done well, pet. Don’t disappoint me.”
“I haven’t researched the activities as much as the relationships, as for the activities, I wish only to please you.”
No one was more surprised by her words than Kissy herself. What surprised her most was how much she meant them.
Kissy was beyond confused. How in the world could she have revealed this much of herself to a practical stranger? What would he do next? Would she disappoint him? There was little straight in her mind except one thing; she really didn’t want to disappoint him. Maybe this is what she’d been looking for all these years?
“Turn around.” His soft but stern voice broke her revelry. She struggled to complete his command, her arms beyond aching were beginning to numb, and legs were cramping from kneeling for so long. After a few struggling moments she completed the task. “Good girl.” His voice laced with pleasure that made her brighten.
He began to remove the cuffs, then gently pulled her to her feet. “Stretch, get the circulation going again, then stand, feet shoulder width apart, hands locked behind your head, shoulders back, on that rug right there,” pointing to the rug that dominated the floor. After instructions given, he walked out of the room.
While rolling her shoulders, and stretching out Kissy came to the hundredth realization of the evening, she wasn’t fearful, she was excited. As she stood there on his rug, feeling his drying cum run down her abused thighs, her heart pounding, her soft pink nipples fully erect, and she was practically panting, she was certain she had never been this aroused before in her life.
Thoughts filled her head of what might come next. What would he do to her? What would he expect her to do to him? Would she be able to please him? She knew she’d have to, the same way she knew there will never be another opportunity like this.
Now she was having trouble standing still, she needed something to rub her pussy, she needed to cum, she wished he’d come back now. No matter her needs, she knew she had to stand there, so she went off in her mind, feeling what it’d be like with his fingers where she needed them the most. Putting his cock back in her abused cunt and fucking her hard, with pure raw lust, hearing in her mind her screams of pain and carnal desire.
Jon walked back to the kitchen putting the dishes in the sink. Knowing this next phase would either make or break her. Stalling for time, he walked around the house, going through the scene in his head. He was impressed with her willingness, and was surprised by her complete lack of resistance.
Jon was going through these thoughts when he heard sounds that shouldn’t becoming from his guest room. He stealthy walked to the door, fully expecting to see her hands between those firm legs, or rubbing that dripping cunt on something…what he saw astounded him.
There stood his would be slave, in full position that he instructed, his cum dripping down her legs, reminisce of her spanking peaking around her thighs, eyes closed, looking about to cum.
Well, he couldn’t allow that could he?
He walked quietly, although he was sure a bulldozer couldn’t have disturbed her, standing behind her, he raised his hand…
SSLLAAAPPP smartly across her already tortured ass.
“Ahhhgggrrm,” she moaned and opened her eyes. She was such a cute little treasure, he could read her like a book. The fear, humiliation, desire, and pain all flitting across her face.
“Now little pet,” he began in the steely soft voice of his, “what were you day dreaming about? I have to commend you on keeping position, but that will not save you from punishment.” Looking directly into her eyes he asked, “Did I tell you to make yourself cum?”
That cute little face paled slightly, as she shook her head. “Sir” she started in a whisper.
“If you wish to speak to me, do so with pride. Speak up. Or are you ashamed of me?” he taunted.
“No Sir…” then cleared her throat and began again, “Sir, I didn’t cum.”
Oh this was fun, Jon thought but said, “But you would have, wouldn’t you of? Which, I must congratulate you of…even if I have to punish you…I’ve never seen a woman who could cum without so much as touching herself. Now answer me, girl, what were you dreaming of, to make you want to cum so bad and defy me?”
Oh hell, Kissy thought. How was she supposed to answer this one? With the truth she knew…but it was just so embarrassing. She took a comforting breath and then another.
“Sir, I was thinking about you, about what you might want to…to do to me.” Hoping futilely that would be enough. She knew it wasn’t, but a girl could hope right?
“What would that be Kissy?”
Gulping for air that seemed to have disserted the room, she closed her eyes.
“No, pet, look at me when you speak to me, and remember, loud and clear.”
Damn. “I was imagining…that your hands were on my breasts, teasing and pinching my nipples…your fingers running up and down my sides…pulling my hair…fucking me…making me hurt some…but it felt so good to...you were biting me…then restraining my arms again…but above me…taking a…ummm…well I don’t know what it’s called. A whippy thing with lots of whips on it.”
Walking over to the armoire he pulled out a “whippy thing,” it was beautiful, soft black leather, with throngs about 18” long, the handle braided together to make a strong grip. A magnificent piece.
“Kissy, this is a flogger. Here, hold it.”
She did, marveling at the weight, and the feel. Thinking of what it would feel for him to use it on her. Hoping he wouldn’t, praying he would.
“Kissy, do you want to feel this on your skin, the bite of it on those delectable breasts, the burn of it on your flat tummy? Do you want this?”
Kissy stared at him. How could he make her choose to give herself pain? That, well that’s…so wrong, she thought. Did she want to go on knowing she wanted different things, but not taking the chances to find out what those things were? Would it hurt? Then her mind was made up, she had to find out.
“Sir, I would very much like for you to flog me, however, may I have a safe word or action?”
“Of course sweet girl,” he kissed her forehead, “it shall be elephant.” With that he kissed her for the first time on the lips. It wasn’t brutal like she’d expected, but gentle, coaxing, and promising. She felt her arms start to drop and caught them before they fully left her head, but he saw it. The gleam that came in his eyes could scare the devil out of hell. Well, as they say, if you’re going through hell, keep on going.
Jon stepped back for a minute. Playing the scene out in his mind, he finalized his plans. He wouldn’t go overly rough on her, but enough to give her a good taste.
“Lay on the bed and remove the shirt and bra. Make sure your ass is down and those tits are up.” Lining his aim up mentally, he decided to start near the navel with the softer blows. Slowly working his way up, varying his technique as he went. He began slow and steady and strong. Stroke after stroke, listening to her moans become cries, easing up a bit when he was hitting her breasts, only to lay them harder again. There was no patterned as he worked her body over and slowly worked his way back down again. When the tears stopped, so did he. She never used her safe word.
Laying the flogger next to her, he scooped her up in his arms and held her as she worked her way through the pain. He began kissing her tenderly, she responded immediately.
Lying down on that bed had been the scariest moment of her life. Trusting him to not kill her and not hurt her. It didn’t hurt badly at all, it was the fear that made her cry out. It wasn’t a massage by any means, and eventually she felt the arousal, but her fear was what made it almost impossible. The fear of what could be. So when the pain came, she was lost to it.
Now, here in his arms, she could think of no other place she would want to be. Kissing him was intoxicating. When his hands lifted her ass, the pain of before mixed in with the pain of now was exhilarating.
“Fuck me, please Jon,” she began to pant and plead. When his response came, she didn’t hear the words but for the meaning, yes.
“I’ll only fuck you my way, lil one. Do you want me to take you my way?” He knew she was too lost to comprehend, and it was probably a little evil to do this to her, but he’d have done it eventually. Maybe passion lost, it’ll be easier on her.
So when he moved her back over the bed, face down, ass up, he began massaging her still colorful bum. Then reached through her parted legs and began teasing her slit. As her panting grew louder, he dipped his head back down for another taste of heaven. He felt her close, her body started to tremble with it, so he stopped. While she lay there whimpering and trying to cope with the lost of his magical fingers and tongue, he picked up the tube of lube.
He applied a generously to himself and started molesting her clit once more. “Are you sure you want this?” he asked her wickedly. She never even heard the words. As she was about to topple, he added lube to her brown hole, and when she couldn’t get any higher he whispered, “cum Kissy girl,” and plunged into her virgin ass.
Even Kissy couldn’t tell if her screams were from ecstasy or pain. What she did know was she kept flying, and when she reached earth once more, she was meeting his thrusts with wild abandon, and soon was soaring once more, this time taking him with her.
When he rolled off of her, she felt the loss of him. When he pulled her into his embrace, she realized how safe she felt with him. How amazingly it seemed that he knew her better than she knew herself. It was then that she decided she didn’t care what miracle brought him to her, she was glad it did.
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