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"Thank you," said Tommy.

"My pleasure." she replied. "You're nice. I am glad that you are not the type who feels he has to slap a woman around and call her names."

"Even if I am going to torture you?" asked Tommy in amusement.

"That is what I'm here for," answered Helen simply. After a moment, she leaned over and whispered in his ear. "Would you like to see me naked?" she said, glancing around dramatically, as if someone might hear and disapprove.

"Well, only if I really have to," said Tommy in mock reluctance.

They both giggled and Helen jumped up and began to grind her hips like a stripper, humming an appropriate tune. Off came her skirt, which she let fall to the floor. This left her in only her white panties and shoes. With a quick bend and thrust of her arms, the wispy silk panties joined the skirt on the floor. Kicking the garments aside, she twirled on the spot, giving Tommy a good look at her naked body.

Planting her feet slightly apart, Helen stood in front of Tommy, her hands on her hips. "There! I am nude, naked, starkers! You can have your wicked way with me," she said, grinning. Lifting her left foot onto the seat of the couch, she swung her knee out to the side, giving Tommy a chance to have a better look between her legs. Helen was clean shaven, and red and pink line of her sex showed clearly in contrast to the fair skin of her pubis. "You see! I didn't forget what your favourite spot is. Pussy meet Tommy. Tommy meet Pussy," she said, patting her pussy with her fingers.

Tommy felt his heart beat faster as he reached out to touch the warm softness that the woman presented to him so openly. Her skin was smooth, and slightly moist with perspiration and her secretions. Stroking the bare padded mound, he could not feel any trace of stubble.

"Very close shave," he commented.

Helen's throaty laugh seemed to tickle his spine. "I plucked my pubic hair out with tweezers! One by one. Very slowly."

"I like it," said Tommy, his fingers mapping every curve and fold of her sex like the concentration of a man reading Braille. Bringing his fingers to his nose, he could detect a trace of her smell, musky and yet sharp. The feminine essence reached deep into his brain, bringing every nerve of his body to high alert.

"It's so sensitive there," murmured Helen, dragging out the "so" until it sounded like a moan. "It's all yours Tommy. Touch it, play with it. Put your fingers deep in my hole. Do anything you like. Just tell me what you would like and I will help you. Anything at all, no matter how naughty or dirty or painful. The most secret part of a woman Tommy. The part that no one is allowed to see or touch."

Sliding his fingertip between her inner labia, Tommy ran his finger up and down from the top where the crinkly lips met down and down to were they framed the opening leading into her vagina. Dipping his finger into the portal of her womanhood, he found her only very slightly moist.

"Would you like to see more?" asked Helen. "Would you like me to make myself wet and open for you?"

Tommy nodded, engrossed with his digital exploration.

"Tell me what to do Tommy. Say it out loud," urged Helen.

"Spread you pussy open. Show me everything. Make it wet. I want to see your juices," Tommy said, his voice shaking.

Helen responded eagerly, seating herself on the couch once again, her back against the arm. She lifted her left leg in a graceful arc and draped it over the back. Leaving her right foot on the floor she spread her thighs wide, giving Tommy comfortable access to her crotch. He leaned over, resting on his elbows and bringing his face within inches of her upturned pussy.

"Watch me!" said Helen, reaching down to spread apart her outer labia with her fingers. Peeling apart the plump fleshy lips, she exposed her inner sex to the gaze of the avidly staring man. "Can you see? Can you see right inside my hole?"

Running her fingertip over her sex, she pointed out all the parts of her pussy, giving Tommy a guided tour. "Look. Right here, just inside the opening, can you see my pee hole? And these are my pussy lips, all crinkly and soft. See how they stretch?" she said, pulling on her inner labia, spreading the pink flaps out like tiny wings. Finally she shifted her fingers upwards, until they met at the joining of her labia. Pulling up and back, she peeled the protective hood away from her clitoris. "This is my clit, my pearl, my favourite toy. Isn't it pretty?"

Tommy stared in fascination, engrossed as much by Helen's obscene commentary as by the sight of her completely open sex.

Helen began masturbating, gently rubbing the area around her clit, sometimes slowly, sometimes faster, her fingertip a vibrating blur as she stimulated herself. Her other fingers kneaded the complex folds of her sex, moving her flesh in an intricate dance of pleasure. She was soon rewarded for her work as the pink membranes of her vaginal opening began to glisten and then shine when her pussy juices began to flow. "Its coming! Look! I'm getting wet just for you."

Tommy watched as her slowly accumulating juices began to run down to form a tiny pool at the mouth of her vaginal passage, gathering into a large droplet that suddenly broke free and ran down the curve of her buttock until it soaked into the fabric of the couch. An idea hit him and he sat up. "Keep playing with yourself." he ordered. "Don't stop."

Swivelling on his buttocks, Tommy turned and began rummaging through the contents of Helen's bag. After a moment he grunted in satisfaction as he pulled a short, thick leather strap out from the jumble of gear. Made of dark brown leather, the carved handle of the tawse fit comfortably in his hand. He turned to kneel beside the masturbating woman.

"Listen to me Helen. Play with yourself until you cum. Make yourself cum for me. I want you to tell me the moment you feel your orgasm starting. I'm going to whip your pussy while you cum. Do you understand?" said Tommy, his face almost pressed against Helen's cheek.

Helen nodded. "Yes. Whip me. Whip my cunt while I cum," she panted, while she continued teasing and playing with her clit and vagina. She closed her eyes, concentrating on the pleasurable sensations that her fingers were creating between her thighs. Gradually, her movements grew more urgent and more focused. Her fingers began to move in a short, rapid back and forth movement over her clitoris.

"I'm nearly there." she moaned, her arm a blur of motion. The muscles of her thighs and belly tensed, raising her hips slightly off the couch. "Soon, soon, yes, almost ... NOW!" she cried, her belly rippling in rhythmic convulsions as the orgasm spread like the shockwaves of an explosion from her pussy outwards through the rest of her body. With amazing self control, Helen gripped her outer labia with shaking fingers to spread herself wide open.

Tommy's arm jerked up, almost as if Helen's orgasm had somehow spread to his body. The tawse lifted high, paused for a fragment of a second and then flashed down to land with a "splat" squarely on the wet, throbbing inner flesh of her sex.

Helen's whole body was already totally committed to the shattering sensations of her orgasm when the second wave of equally intense sensation blasted through her overloaded nerves as the heavy leather struck her most sensitive parts. A roaring flood of pain followed right on the heels of almost unbearable pleasure. Helen's mouth opened in a soundless scream, her eyes wide open in shock.

In slow motion, Helen's body folded up, curling into a foetal ball as her mind struggled to deal with the overwhelming flood of sensations.

Dropping the tawse, Tommy gathered the woman in his arms, as he pressed his mouth to hers in a deep kiss. Blindly, Helen reached out to clap her arms around the man who had just caused her such intense pain. Locked in an embrace, they shared a long, almost mystical moment of union.

Brushing her sweat dampened hair from her forehead, Tommy looked into Helen's swirling hazel eyes. "Wow!" he said admiringly. "That was really something."

"Thank you, kind sir," said Helen, her lips curving in a drowsy smile. She winced as her thighs rubbed together, brushing her over-stimulated clitoris. She grinned at Tommy. "I know that I am going to regret this," she said dreamily.

"What?" asked Tommy, frowning in puzzlement.

"I just thought that I would mention that my clit is extremely sore and sensitive right now. The slightest movement of my thighs is painful." she replied. "An evil sadistic person might take advantage of that," she said, waggling her eyebrows suggestively.

Tommy grinned back at her, amazed at her determination and willingness to please him. "Being a kind and gentle person, I would not dream of taking advantage of your condition in that way," he said. "However, I guess that I should examine your pussy to see whether any damage was done."

Helen rolled her eyes dramatically as she spread her thighs once again.

Tommy crawled up between her thighs to perform his investigations. "Is this the spot that is too tender to be touched?" he asked, prodding her clit with a deliberately clumsy fingertip.

"Ow!" yelped Helen.

"I guess that was it," said Tommy, nodding sagely. "And I suppose that rubbing your clit like this is out of the question?" he asked, briskly rubbing his fingertip over her tender clit.

Helen squirmed and quivered. "Yow! That really hurts!" she growled through gritted teeth.

"Maybe a nice massage would help," said Tommy, gripping her clit between his fingers and kneading it like a tiny ball of dough.

Helen's hips bounced up and down in frantic rejection of Tommy's ungentle treatment of her sex bud. "Ow! Ow! Ow!" she groaned, her head thrashing from side to side, flailing her damp hair around like a cat-o-nine-tails.

Finally, Tommy stopped and planted a gentle kiss on the sorely mistreated sex organ. This he followed with a kiss on her lips. "Thank you," he said, planting kisses all over her face.

Chapter Four.

By this time, Tommy's cock had swollen to the point of pain. He was forced to unzip his trousers and release his stiff, throbbing rod from its bindings.

Helen reached out and softly stroked his manhood, running her fingertip over the throbbing purple head. "I think that you are going to cum soon even if neither of us touches this," she said, waving the rigid organ from side to side in emphasis.

"What do you suggest?" Tommy asked.

"Hmm. You enjoy looking at my pussy. If you fuck me the regular way, you won't be able to see it," said Helen. "They tell me that there is nothing like the feeling of being sucked off by a screaming woman."

Reaching into her bag of tricks, Helen pulled out a long black rubber dildo. However, Tommy immediately saw that this was no ordinary dildo. It's surface was studded with sharp hard rubber spikes that resembled tiny pyramids which would obviously scrape painfully against the inner walls of a woman's vagina as it was thrust in and out. There was another special feature to this tool. A circular rubber disk formed the hilt of this spiked sword, which was in turn followed by a short moulded handle. On the top surface of the disk facing away from the handle was set a ring of tiny metal needles, like the points of thumb tacks. Tommy realised that if the dildo was thrust all the way in, the entire area around the vaginal opening would be pierced by the ring of needles, from the clitoris all the way to the edge of the anus.

"This should do the trick!" said Helen, waving the horrific instrument around gaily. Grabbing hold of Tommy's cock, she licked her lips suggestively. Bending her head, she gently kissed the tip of his penis. With a graceful motion, she sank to the floor, lying down on her back. Grabbing a cushion from the couch, she placed it under her head as Tommy undressed.

Guided by Helen's touch, Tommy straddled her head, bringing his cock into position above her mouth. For a moment, he puzzled about getting into position to use the dildo. He could not bend over far enough to reach her pussy without needing the support of his hands.

Patting him on the buttocks Helen said "Lie down on me. It's all right. I can take your weight. That will help to hold me in position when you push the needles in."

Gingerly, Tommy lowered himself until his chest rested on her lower belly. His face was once again pressed up close to Helen's pussy. With the fingers of his left hand he carefully spread her pussy open, fitting the spiked head of the dildo into the waiting mouth of her vagina. Hesitating, he asked "Are you sure that you don't want some KY jelly or something?"

Helen's warm breath tickled his penis as she laughed. "Silly boy. If it is all slippery then it won't hurt will it?" She kissed his cock again. "I am going to start sucking you now. Have a good time torturing my pussy and don't worry about me. I will take good care of this end of the business!" she said, letting his cock slowly slip into the waiting warmth of her mouth.

Tommy gasped as Helen's lips engulfed his cock, her tongue licking and twirling around the sensitive head. He watched in awe as the spiked dildo slowly sank into the depths of her cunt. With only her natural lubrication to ease its way, Tommy had to literally screw it into her vagina, twisting and pushing the spiked rod with both hands.

As he worked, he realised what Helen had meant. Each movement of the dildo inside her flesh caused her cry out in pain, the vibrations flowing from her throat into his cock like some crazed sex machine. He soon developed a rhythm that brought him the most enjoyment. Thrust, scream, suck, thrust, scream, suck.

After all the sadistic games that they had played, Tommy did not take very long to reach the verge of an orgasm. "I'm going to cum soon," he gasped. He felt Helen nod around his impaling cock. She began sucking harder and Tommy's hips began pumping up and down, driving his rod deep into her throat. When he felt the muscles in the base of his cock began the final contractions in preparation to spurting his semen into the mouth of the moaning woman beneath him, Tommy rammed the dildo in with all his strength, forcing it deep into her vagina, hitting Helen's cervix and driving the ring of needles into her cunt.

Helen screamed in agony as the needles pierced her clitoris and labia. Her high pitched shriek of pain shook Tommy's cock with an intense vibration that triggered an orgasm of such force that it threatened to turn his balls inside out. What felt like a torrent of sperm jetted out into Helen's mouth and throat as he spurted again and again with almost painful intensity. Helen's sobs were the perfect finale as his cock slowly spasmed it's way to a halt. Drained, Tommy collapsed on top of the pain racked woman.

Chapter Five.

Half an hour later, they sat cuddling on the couch again, both still recovering from the last event. Helen had a gauze pad soaked in antiseptic pressed to her perforated pussy, but she was still cheerful and affectionate.

Tommy seemed to be in deep thought.

"Are you all right?" asked Helen, stroking his limp cock.

"You said that each of the girls that your company sent worked only once," he said slowly.

"That's right." replied Helen.

"The thing is, I would like to see you again," Tommy said, as he ran his hands through Helen's hair. "Do you think they would come to some special arrangement if I paid them more? That is, if you are willing," he added anxiously.

"I am sure that the other girls would be just as good at nasty sex as I am. Maybe better," Helen said.

"I don't want other girls. I like you." said Tommy in frustration. "I like you as a person, not just for the sex."

"You like me, but you would still want to torture me?" asked Helen softly.

Tommy hung his head. After what he had experienced tonight, he knew that he could not stand going back to plain old missionary position sex, even if that meant losing Helen and he was too honest to lie about it.

"I'm afraid that would not be possible," said Helen, shaking her head.

Hearing those words, Tommy felt close to tears. "I... I understand," he replied, disappointment choking his words.

"I don't think that you do. You see, there is no company," said Helen.

"Huh?" said Tommy in confusion.

"I was telling the truth when I said that my company sold you the books and videos, but that is all they sell," admitted Helen. "You see, I fell in love with you the first time that I saw you on the television. You looked so sweet and confused when they handed you the cheque. When I realised that you were the same person that had ordered the S&M material, I knew that I just had to meet you."

"You mean that the gold card, the special clients ..." Tommy said with a gasp.

"Uh huh!" replied Helen nodding.

"Why this rigmarole? Why didn't you just approach me or call or write?" asked Tommy.

"How?" cried Helen. "You were always surrounded by vultures, you never saw my mail and you never answered the phone!"

Shocked, Tommy suddenly realised how isolated he had become and how close he had come to never meeting this amazing woman. Hugging her, he said "Stay with me?"

"Are you sure? My pussy will be pretty useless for a while," Helen said doubtfully.

Tommy spluttered in protest, trying to find the right answer to her outrageous statement.

Helen silenced him by the time tested method of pressing her lips to his and thrusting her tongue deep into his mouth. Gurgling happily the couple collapsed onto the well worn couch.

As they embraced, Helen caught a glimpse of a riding crop that had fallen out of her trusty case and her mind filled with ideas. After all, her bottom and breasts did not have a mark on them and the night was still young!

The End.

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AnonymousAnonymousover 9 years ago
more?

helen & tommy .. remarkable

two amazing fantasy protagonists you have created.

would be wonderful to see how you imagine their further adventures.

fantasy unlimited masochist in love with an inexperienced, cute, caring, wealthy fantasy sadist.

the mind boggles at the prospect.

how far will she go for his love.?

when will his love for her make him cry STOP. ?

can they find a compromise, that satisfies both of them.?

how will they interact away from the S&M ?

interesting questions , i think the Author has created the two sweetest, nicest, depraved, protagonists ever.

was surprised i enjoyed this story , i don't usually go for Cruel and Painful.

somehow the mix of innocence, inexperience, cute, caring. plus the way Helen invites and encourages, somehow alleviates my usual abhorrence when faced with such storys.

very well written, delightful imagination, stunning & shocking.

xxxhugsxxx

TwistedOliver.

p.s

Hamster , either you did not read the story in full or you just concentrated on the naughty bits.

regards safe words:

Helen sets the terms of their interaction before the fun begins.

Helen also explains towards the end of page two ,

that there is NO company offering the service,

read the last third of page two again ... slowly.

please also note the Authors preface...

the story is pure Fantasy .....

VWSingerVWSingeralmost 10 years agoAuthor
Author's comment

Thank you very much for the kind comments, all of you.

One general note. This was never intended as a BDSM lifestyle story. None of my stories are. You will never see safewords or other such protocols. Unsafe? Yes. That is the whole point. They are all SM fantasies, with all that implies.

ham_sandwichham_sandwichalmost 10 years ago
Super story!

You have a wonderful imagination to come up with this. Your artwork's good, too! Five stars for sure!

HamsterHamsteralmost 10 years ago
Intro to BDSM

If Tommy knew what he was doing the first question would have been her safeword. Obviously, the woman had figured out quickly that the guy was not likely to be too dangerous for a first encounter. Can't see this getting very hardcore, though, because it is only one night and he is not dominant enough to go very far. And then there is the $100K recurring fee for additional sessions. If he likes BDSM for real he can find willing partners for far less than that! Nice but unbelievable.

AnonymousAnonymousalmost 10 years ago

Cute story. Well written, but silly ending

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