Pussy and crop | Women's Prison 13 | bdsm stories

It was a villa somewhere to the south of the main island that Jenny had been taken to the night before. In the pitch darkness of the countryside as the car had sped them to their destination Jenny had been able to see little of their route.

She stood now on the wide tiled terrace looking out over the soft sandy beach and the deep blue of the Mediterranean Sea. It was remote and tranquil, tourists would pay much to stay in a place such as this, she thought. As she sipped at her iced lemon tea Jenny didn’t feel a prisoner any longer, more a companion for the governor, one that served his wishes willingly.

She sat down on the thickly padded sun-chair and rested her legs on the low stucco wall that surrounded the roofed veranda. She smiled as she recalled her very reason for coming to Sicily in the first place, sun, sea, sand and relaxation; she now had all that and more and a not cost whatsoever.

Her thoughts were broken by the governor walking out from the large villa to sit next to her; he lit a cigar and settled himself comfortably.

“You excelled Jenny, my friends were delighted and in turn so am I. My telephone conversation with them just now confirmed their acceptance of you and now your life here is about to change once again.”

Jenny beamed her delight back at him, to serve and to please was what she wanted, this she had done and bathed in his compliments.

“Change again? How so?”

He stretched lazily, obviously content with his life and lifestyle.

“I am putting you with someone that will further train you in preparation for admission to the ‘circle of friends.’”

“Circle? Friends? Does that mean I have to leave here?” Jenny said quickly, the disappointment sounding in her voice.

He smiled.

“No Jenny, you will stay here at the villa during that training and later - if you prove worthy - you are destined to move on to the very centre of the circle itself.”

“The prison?”

“Never to return there unless you fail me.”

“I won’t,” she said emphatically. “And Pauline?”

“She will have to prove herself has you have and make her own way into the circle - or to the guards.”

A stony silence fell as Jenny absorbed his words.

“The training, is it to be here at the villa?”

He nodded as he stood and sipped at his drink.

“Yes, I will introduce you later to your instructor but you will remain here with your own room and free to move around the perimeters of the private beach and grounds.”

His voice lowered to a menacing threat as he turned to face her.

“Any attempt at escape would bring retribution on an unprecedented scale, you would wish that you had never come into this world.”

Jenny flushed slightly and shrugged as casually as she could.

“Fine, I’m happy.”

He didn’t reply, simply put down his glass and walked down across the sands and into the cooling waters of the sea.

Jenny watched him; a conflict raging within her, she liked it here but she also wanted freedom. It was a distant and absent gaze that she held out toward the sea as her mind tussled with her feelings.

The woman was tall and elegant with jet-black hair that was cut to the level of her jaw and styled to hug the sides of her face. The heavy makeup and glistening blood-red lips gave her a sensual yet hard look.

She wore a leather choker around her neck and tall leather boots that left just her slender upper thighs exposed. A tight black leather Basque nipped her waist to what seemed painfully narrow and forced her breasts up into a deep swell of soft inviting flesh. Tiny black panties pulled harshly across the mound of her mons and in her hand she held a riding crop.

Jenny was stunned, she stood in the centre of the small gym at the villa waiting as she had been told by the governor to do so, she hadn’t however expected this. She stood in her regulation yellow bikini her hands clasped behind her back and eyes downcast as she was expected to do.

The smirking woman had entered in a theatrical flush of grandeur, striding confidently with her back straight and head erect. She now circled Jenny slowly and deliberately, inspecting every part the young girl. When the woman spoke, her voice was harsh and gravely, a hoarse yet educated voice.

“So! You are to be trained in the ways of the circle.”

The hesitant Jenny nodded and answered as a whisper, her mouth dry and fear running through her.

The action was a blur, so fast did the woman move that the speed off it took her by surprise. The riding crop stung savagely across the soft part of her upper arm to sting so very painfully.

“Answer me girl!” the woman hissed through clenched teeth.

“Yes!” Jenny almost shouted, her mind was made up - she didn’t like this woman one bit.

The woman’s voice lowered to a threatening and menacing tone.

“Mistress - you will call me mistress.”

The trembling Jenny answered, loud and clearly.

“Yes mistress.”

A witch-like cackle emitted from the woman.

“Shame, you learn too quickly slut, I prefer my student to fail me and to receive their punishment for it.

But there will be ample opportunity yet.

No doubt, Jenny though icily as she stood waiting the next command.

The woman tapped distastefully at Jenny’s breasts with the riding crop.

“Get rid of those obnoxious yellow rags immediately.”

As quickly as she could Jenny removed the bikini top and slipped the bottoms down over her hips and kicked them aside to stand passively once again.

“Mmmm, nice firm flesh,” the woman sneered in obvious envy.

She ran her hand lightly over Jenny’s breasts watching her face for reaction as she did so. Her hand travelled down to cup her pussy, the middle finger pressing along the length of Jenny’s labia.

“Not wet yet!” the woman announced in surprise and then lowered her voice. “But we will soon change that.”

With the crop the woman pointed down at a bag on the floor next to the vaulting horse.

“Take the shoes out and put them on,” she commanded.

AS Jenny bent to open the bag she felt the woman’s hand run over the curve of her buttocks, smoothing down to allow her fingers to brush once again over the puffy lips of her labia.

The shoes were actually lace-up ankle boots, the heels of which were so tall and thin that Jenny felt it would be impossible even to stand in them.

Jenny sat and laced the boots onto her feet, they felt nice and actually looked very good, the difficulty for her came as she tried to stand. For several moments she tottered and swayed as her senses adjusted her balance; the high heels of he boots raised the heels of her feet so high that it felt like she was standing on tiptoes. Her back felt arched and her shoulders ached with the position she needed to adopt in order to be able to stand.

“Marvellous! A vast improvement!” the woman enthused as she circled Jenny. “Your legs and thighs, back and breasts are all accentuated now and those tight little buttocks - well!”

“Walk,” the woman commanded and lashed a light blow with the crop to Jenny’s naked buttocks. “And keep your head up!”

Jenny complied, tiny and ungainly steps were all she could manage, the enormous heels far, far taller than anything she had even worn before.

A savage cut of the crop stung at Jenny’s forearm to cause her to yelp in pain.

“Keep those arms by your side,” the woman barked in correction. “You are not attempting to fly - walk elegantly and gracefully.”

Gradually and hesitantly Jenny relaxed more, her strides coming more confident and, she had to admit, more sensual. The effect of the heels in correcting the posture of her body had a surprisingly pleasant feel to it. The stinging swipes of the crop against her body as she paraded naked before the stranger also had a stimulating effect on the young girl.

Turn, pause, walk, stand, the instructions came fast and precise in their delivery. The woman was a perfectionist, noticing and correcting each tiny flaw in Jenny’s learning. At the end of an hour, Jenny felt proud and more confident than she had felt before. The heels added to her height and shaped her calves and thigh to delightful sculptured limbs, she monitored her own progress in the reflection of the mirrored wall throughout. Her hips were forced forwards provocatively; her backside jutted out and was emphasised, as were the backs of her upper thighs. The arch in her back lifted her breasts to stick out temptingly in their firmness; they actually seemed bigger to Jenny as she delighted in the transformation of her frame.

“You please me slut,” the woman stated and held the riding crop across Jenny’s breasts to bring her to a halt. “Bend and receive your reward.”

Jenny bent, almost toppling at first as she gripped the backs over her knees and pulled her head down to touch them. The effect of the heels on her was dramatic; they stretched the backs of her legs painfully yet sweetly to add a degree of discomfort and yet thrilling sensation, the pull on her sinews tingled deliciously at the sides of her pussy.

The first lash of the crop on the backs of her thighs brought shock waves of pre-orgasm to Jenny. The pumping blood rushing to her head, the sweet pain and pleasure mix in her pussy and the stinging red-hot stripe of the crop, all combined to produce the heady sexual feelings that she now loved so much.

Ten harsh lashes Jenny received before she was allowed to stand upright again, when she did; her head felt light and floating, her body ached for release and her pussy seemed to cry-out for attention.

“Excitable little slut,” the woman observed and flicked the crop at Jenny’s clitoris so that the leather end-flap stung blissfully on the hard bud.

Several more flicking strokes of the crop was all it took before Jenny tensed, her buttocks clenching tightly together to grip the muscles of her pussy in sweet spasm. Her eyes closed and her mouth opened as the thumping waves of orgasm raged through her. Surge after surge of beautiful sensation raced through her mind and body, she mewed and then cried-out as the final shards of electric sensation signalled the final tidal wave of bliss.

“You will wear the shoes for at least three hours each day until I am satisfied that you are used to them and that you are using them correctly,” the woman stated. “You will from now on refer to me as Mistress Marie and will spend some four hours each day under my instruction.”

Jenny’s opinion of Marie had changed, from that of instant dislike to one of respect and warming awe. A stinging blow with the crop prompted the thoughtful Jenny.

“Yes, Mistress Marie.”

“Better! For your first lesson I have been considerate of your inexperience but will not be so in the future.”

“Yes, Mistress Marie.”

“In the bag you will find a new collar, you will wear this at all times.

We will now spend tiresome time getting your makeup to an acceptable standard, thereafter I expect you to present yourself fully makeup on every occasion except when sleeping.”

“Yes, Mistress Marie.”

“You will bathe no less than three times a day, early morning, midday and again before dinner in the evenings. You will remain as you are and will present yourself to me naked on each occasion; we will introduce you to each piece of clothing separately. Is all of this perfectly clear?”

“Yes Mistress Marie.”

“Very well, let us hope that you have indeed understood completely. Now go and remove every trace of your existing makeup and be quick about it girl.”

Jenny found herself half-running on her way to the bathroom, a pounding excitement filling her at the thought of being educated by this obviously experienced woman.

Pauline was on her back; her wrists strapped to her ankles that had been pulled up above her head by the chain attached to the ceiling. The position was uncomfortable but exciting at the same time for it exposed her pussy from between her thighs and offered her rosy pink anus totally uncovered. Just her shoulders and the back of her head contacted with the floor, the rest of her curled body was suspended and she was totally helpless, such a good feeling Pauline thought. Naked and ready, she throbbed with delightful anticipation as Mandy paced sternly around her in the small room. She was an attractive woman, Pauline thought, she hadn’t realised just how attractive Mandy really was until today. Dressed as she was in knee-length boots and tiny panties, black hold-up stockings and a little black bra that pushed her ample breasts together teasingly. Her makeup and hair, the absence of the guard’s uniform all gave her a far more feminine appearance, one that Pauline liked very much.

Pauline had seen the long snaking leather strap that Mandy held, she had become accustomed to the cane now and in a way looked forward to tasting the strap in use on her.

Mandy positioned herself, adopting a stance in order to gain full purchase with her swing. She swung her arm back behind her then, and with all her might, she lashed it across the backs of Pauline’s thighs and pussy lips.

It was a gurgled scream that the tethered Pauline emitted, no pleasure did she feel only the savage biting bite of the strap on her soft flesh. Tears instantly formed in her eyes, there was nothing she could do except await the next cruel lash. That came within a second, hot searing pain that tore through her like a red-hot poker. Then again and again, the end of the strap curling around her body to bite savagely on the side of her hip.

Ten harsh lashes in all were laid on the tethered girl before the panting Mandy stopped and gloated.

“Just a taste of what is to come if you mention our little game with the guards to our governor when he returns.”

“I won’t! Promise I won’t,” Pauline blurted fearfully.

Mandy was excited; thrashing the girl had brought her to the heady heights of near-orgasm, the sense of command and dishing-out the pain to the helpless victim had made her wet and in need. She slipped her panties down over her hips and thighs, kicking them aside casually. She knelt, straddling Pauline’s head and lowering her pussy down onto the woman’s mouth.

Hard and urgently she pressed down, accepting the girl’s tongue deep up inside her wet pussy. She straightened her back and closed her eyes as the wriggling worm inside her did it magic to tease her body.

Pauline was gasping, fighting for air and to comply fearfully with the guard’s wishes. The weight of Mandy’s pussy pressing down on her mouth made it a difficult task but she licked for all she was worth to bring the woman off as quickly as possible to end her suffering.

Mandy bucked and jarred her hips in pleasure, further crushing her jerking body onto Pauline’s face.

She tensed one final time and came to a crashing orgasm that tore through her like a tornado, before slumping backwards to lay murmuring on the floor.

“My dear Enzo,” the governor offered in his usual devious way. “My second trip to your lovely island and you make me equally as welcome each time we meet.”

The two men were walking towards the punishment block in a leisurely amble.

“I want to support you - assist if I can - to help secure your promotion within the circle.”

The commandant cringed, knew him too well, if the governor offered help then it was to benefit himself and no other. He ignored the remark, standing back to hold open the compound gate for the governor to enter first.

The sight that greeted the governor took him by surprise. The compound was similar if somewhat smaller than the arena, with the same dusty floor covering and high imprisoning walls constructed of heavy stone blocks. All around the perimeter of the compound stood various instruments of torture; almost all were occupied by naked young girls in various states of distress and pain.

As though showing a prized collection, the commandant gave a casual wave of his hand and moved to the left to start the inspection in an orderly fashion.

A girl, with her head and wrists clamped securely in a set of heavy wooden stocks was bent over and her feet clamped to a base-plate. Metals weights dangled from threads attached to her nipples to stretch them painfully downward, her back and buttocks were criss-crossed with bright red welts that bore testimony to the severity of her beatings. The next knelt in the dust, a heavy log strapped across her shoulders to pinion her arms outstretched and bound with leather strapping. The governor liked the look of this girl; her extremely youthful looks attracted him immensely. He allowed himself a long feel of her pert breasts as she moaned her discomfort, the act itself bringing his cock to erection within the confines of his trousers.

“What was the slut’s crime?” the governor asked casually as he pinched cruelly on her nipple.

“Raised her head to look at me without permission,” the commandant said with only half interest.

The governor landing a savage blow with the flat of his hand hard across her face, his cock jerked wildly in excitement as he increased her misery.

“Have her if you wish the commandant offered. “Or shall we move on?”

“Let us see what other delights there are on offer first, we can always return to this one.”

Both men walked on, chatting casually about routine matters concerning the prison and the activities of the circle.

“Now this is interesting,” the governor observed gleefully as they reached the next piece of apparatus. A girl had been crucified, tied to a cross by her wrists and ankles; the cross was then suspended horizontally to leave her full body weight to hang down.

“Painful,” the governor muted smiling as he inspected the girl’s face and body. The way her large breasts dangled down did in itself seem painful enough but the pull exerted on her wrists and ankles must have been pure agony.

“Extremely so, my innovation this method and one that I’m rather proud of actually.”

“And rightly so my dear Enzo - my compliments to you. I must use this method back at the prison,” the governor enthused, his sadistic delight obvious in his excited expression.

They were distracted by a noisy disturbance in the centre of the compound, as a naked young girl was scrabbling frantically on hands and knees to avoid the whips of the three guards that had begun thrashing her. Excitedly they moved around the wailing girl, striking each and every part of her body as they could aim a blow. She tried to gain her feet but was knocked back down again under the raining blows from the laughing guards.

“You might recognise this girl,” the commandant said as he folded his arms across his chest casually to watch. “She failed in the arena and is about to commence her sentence here in the punishment block.”

“Yes - yes, I think I do recall the little slut. What has she done?”

“Done? Why nothing! This is just the first part the penal procedure, a display such as this in front of all the of inmates only serves to strengthen the message and to ensure that they co-operate readily.”

“Quite so my dear Enzo - quite so,” the governor chuckled and slapped the commandant hard on the back in compliment. “I’ll have the little slut when the guards have finished correcting her, she has a rather appealing little figure don’t you think?”

The commandant chose his moment well.

“Once you have sated yourself and we return to the house, I should like to discuss my promotion bid in greater depth.”

The governor nodded absently in agreement, his eyes wide and staring as the young girl lay full length in the dusty compound, her body quivering with each lash of the whips that stung at her body.

Jenny stood before the long mirror of her bedroom in the seaside villa, the transformation was dramatic and she was highly delighted with the results. Her boots added to her height, the wide velvet collar with the silver rings attached were the only items on her body, she was otherwise totally naked. But it was her face that she felt had changed so much and definitely for the better. Heavy black mascara, well applied, it gave her eyes a sensual look yet tinged at the same time with a deeper and more sinister side of her hidden within. Pale foundation cream on her face accentuated the scarlet glossy lipstick that made her mouth a focal point of instant attraction. The blusher carefully applied to show her cheekbones high and severe, a harsh and slightly menacing look combining perfectly with radiant beauty. With her hair now dyed inky black and styled close to her head, the wide back collar around her throat Jenny’s face was framed in a painted mask of sheer erotic and sensual radiance.

She posed and turned, admiring the reflection of the new Jenny; running her hands over the shape of her naked body and delighting in the feel of her firm young flesh. She felt alive and refreshed, a new beginning, a new sexual beginning that confirmed to her the way her life would now go. Jenny’s hands cupped and weighed her breasts, rolling the nipples between finger and thumb then smoothing down over her body to follow the contours of her buttocks. The long fingernails painted red and glowing against the whiteness of her skin pleased her very much; her hands and delicate fingers seemed to have a sexual attraction of their very own now. Every part of her had seemed to have been born again, each designed with sex in mind, a destiny of thrilling sexual excitement to explore to its fullest. She felt her excitement rising as she thought of the governor’s reaction when he saw her for the first time. The effect on his friends too, those hungry lusting looks that had pleased her so much would surely now take on a new and amplified effect, she shivered excitedly at the thought.

All was correct and Jenny strode confidently out of her room and along to the small gym, there to meet Marie and to further her daily education, lessons that the willing student looked forward to very much indeed.

For almost three hours now Pauline had remained suspended as Mandy had left her. The female guard’s thick pussy juices had dried on her face and lips and the throbbing ache in her backside and pussy had subsided. The awful ache in her back, the deadened arms and legs all added to her discomfort. The worse part however was that terrible need, that throbbing ache deep inside her vulva, the need to come and to savour again the sweet sensations of orgasm. In a way, the waiting had had a deepening effect of that need, that Mandy would return there could be no doubt - but when? Each moment that had passed Pauline had expected the door to open and for Mandy to return to ease her burning need for sexual release but she hadn’t. The hours had passed slowly yet they had heightened and tuned her body and senses to increase the urgency of her excitement. It was like living in a suspended state of near orgasm, expecting any moment to come to climax yet knowing inwardly that it couldn’t actually happen without a stimulant. It was so tantalising and frustrating, so nice and yet so annoying, the helplessness hat she felt added further to her need and the inability to be able to touch herself made matters even worse.

Pauline resigned herself to the fact that she could do or say nothing to alter her situation, she had to wait until the wonderful bitch Mandy chose to return and to bring with her the wonderful release that her sexual ministrations would bring. Pauline closed her eyes and thought back to the musky odour and wetness of Mandy’s warm pussy as she had sat on her face; her clitoris jerked in involuntary spasm to further antagonise her angry need.

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