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Synopsis: Mrs Henderson arranges a memorable weekend for her submissive lodger Lisa James. An excruciatingly embarrassing dinner date is only a taster of what she will have to endure over the coming few days – visiting her young niece Holly proves horribly humiliating but is soon followed by a fitness lesson that she’ll never forget! And then, after everything she’s already been through, Lisa is forced to suffer a prolonged discipline session at the hands of one of Mrs Henderson’s “special” friends…and of course it’s a punishment that she doesn’t deserve…
Authors note: This time out I’m trying something different. The storyline has fewer, but much longer chapters, that can be read as stand alone pieces by themselves. I feel much more relaxed doing this as it’s taken away the pressure of having to complete chapters within a certain time frame. Anyway I hope you enjoy Lisa’s latest predicaments! Do feel free to mail me with ideas or to simply discuss fantasies or realities, I’m especially interested in hearing from r/l subs who can give me an insight into their feelings.
Codes: M/f, M+/f, F/f, F+/f, Exhibition, Spanking, D/s, Humiliation, Forced, Serious
The Continuing Adventures of Lisa James : Forced to Please
Chapter one: Dining and Whining
The clicking of high heels echoed down the narrow side street as Lisa James hurried along the pavement. She wanted to get to the restaurant as quickly as possible…before anyone had a chance to take a really good look at her! It wasn’t that the dress, that Mrs Henderson had insisted she wear, was cheap or tacky. In fact she knew that her landlady had paid a small fortune for it. But it was just so revealing, almost scandalous! Still being late summer, and the evening air still being warm, her pleading to be allowed to wear a coat over the tiny dress had been resolutely ignored by the grinning older woman. Made from bright red, almost scarlet silk, the dress had been cleverly altered; shortened and tucked and tightened until it fitted Lisa’s generous curves like a second skin. And it was because of this that she felt so horribly self-conscious. The thin translucent fabric cupped her generous breasts but didn’t entirely enclose them so her soft globes wobbled outrageously as she walked quickly along the street. They were literally in danger of spilling out at any moment and bulged together to form an impressive cleavage. The bodice of the dress itself offered no actual support, so her nipples were bouncing unrestrainedly beneath the flimsy, see-through, layer. Being swollen and stiff they pointed embarrassingly in all directions with every step.
Besides the risk of exposing her chest she was even more concerned about what she might be revealing from behind. The hem of the dress was incredibly short. So short in fact that she knew the tops of her hold-up black stockings would be noticeable, but worse, it threatened to show the curves of her bum cheeks. She could feel them rolling from side to side and hoped upon hope that they weren’t visible below the edge of the tight material. Hurrying along she looked desperately for a sign saying “Ristorante Michelangelo”.
A few moments earlier she’d been dropped off on the main street by her smirking landlady, who had then gone to park the car, so she had little choice but to try and find the restaurant as quickly as possible…or risk being seen by any passing members of the public. The thought of a stranger examining her barely concealed curves filled her with dread, as it always did, and for her it was a worrying, and very realistic, possibility…
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27 year old Lisa James watched the countryside as it slipped quickly past the car window. The quality of the light on a late summer evening always seemed to imbue the fields with a warm glow. But she couldn’t help shivering slightly and gnawing at her lower lip. What was going to happen tonight? Ooooooooooooh! What would she be made to do? Her anxiety had been building since breakfast, when Mrs Henderson had informed her that they’d be going out to eat that evening. Normally Lisa wouldn’t have felt any great misgivings but today was a Wednesday, and Wednesdays were the weekday when she was subjected to the older woman’s very strict regime…
To any normal observer the relationship between landlady and lodger would have appeared quite normal. The pair occasionally socialised together, but there was nothing strange about that, and both had an entirely separate circle of friends. However those circles of friends were completely oblivious to what occurred between the two women when they were screened from the public’s gaze. Because once behind closed doors their relationship took a surprising twist and one that would have shocked most of their companions to the very core! “Perverse” or “deviant” are terms that would, no doubt, have been muttered in hushed tones, if their private agreement had ever become common knowledge.
Jean Henderson, besides her “normal” acquaintances, also had a select group of what she termed her “special” friends, a group that she actively encouraged to take a “very” personal interest in her lodger’s sexual behaviour. And also in any physical punishments that she decided the girl may “deserve”. This they willingly did and, it has to be said, did so with unbridled enthusiasm. The arrangement allowed the older woman an outlet for her churning sadistic impulses, for that was her nature, and at the same time fed her younger companion’s ever increasing appetite for submission and sexual subjugation. In fact it caused Lisa untold agonies; agonies of both shame and suffering, because her humiliation was regularly combined with sexual tortures of the most excruciating kind. So overall their relationship worked perfectly, providing them both with exactly what they craved…and needed.
Aware that Mrs Henderson was talking again Lisa focussed her attention on what her landlady was saying.
“Apparently the Andrews have filed for divorce, but then I’m not really surprised, she’s always acted like a little tramp and he never…” It was just the usual minutiae of everyday conversation so she allowed her mind to roam. Lisa knew she was already wet, she could feel her pussy tingling and pulsing. Of course she’d been wet from the moment she’d arrived home from work a few hours earlier. Her nervousness always made her ooze but being bent over the edge of the bath naked, whilst the enema tube filled her bottom with hot soapy water, certainly didn’t help! Now she could feel her bumhole clenching nervously around the horrid rubber plug that had been forcefully inserted into her rear tunnel. She hated the feel of it stretching her tiny opening: and, of course, this her landlady knew perfectly well. The older woman also knew that keeping her plaything acutely aware of her helplessness increased the intensity of any subsequent sexual activities that the girl was made to experience. Lisa blushed hotly as the muscles encircling her anal entrance involuntarily tried to push the invader out, but the thing’s flared head removed any chance of that happening.
So with every nerve ending in her body already screaming for attention she was forced to sit with the hard false cock, for that what was what the plug was modelled upon, jutting up inside her bottom. Each jolt from the car caused a wave of horrible contractions deep within her bowels, but amazingly each jolt also made her barely covered vulval crease pulse excitedly. The girlish knickers she’d been made to wear were tiny, and very tight, leaving little to the imagination. Having to show them to someone didn’t bear thinking about, but the thought itself was enough to make her pussy lips throb demandingly and goose bumps spring up all over her skin. She couldn’t even begin to imagine what awful things might be planned for her…but whatever happened she was in no doubt that by the end of the evening she’d have a hot face, and probably even hotter bum cheeks. So she had to be good! Had to do exactly as she was told, no matter how embarrassing, no matter how humiliating. She had no choice. She had to try and please her Mistress or she’d be punished! Squirming uneasily she forced herself to concentrate on the passing hedgerows and push the horrid musings from her mind.
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The door to the restaurant swung open easily and Lisa stumbled gratefully inside.
“Henderson! You have a table booked for Henderson!” she blurted out, far too loudly, bringing a surprised look from the young waitress standing by the entrance.
“Er…yes,” the girl said, quickly scanning the reservations list before allowing her eyes to roam curiously over the shaking woman’s barely concealed curves.
“Would you like a drink at the bar,” she asked pleasantly, “or would you prefer to sit at your table?”
“The table, I’d like to sit at the table,” Lisa said breathlessly, horribly aware of her erect nipples poking stiffly out towards the wide-eyed waitress. At this fairly early hour she was, luckily, the only person in the restaurant and was even more relieved when she was led to a table at the very back of the room. Wooden screens offered a modicum of privacy and were positioned in such a way as to partly obscure each table’s occupants from their neighbouring diners.
“Er…er…I think there may have been a mistake,” she stammered, looking nervously at the three place settings spaced equally around the circular table’s edge.
“No. The reservation is definitely for three people,” replied the girl politely, unable to draw her eyes away from the two very prominent points that were jutting out from the woman’s chest. “What can I get you to drink?” Acutely aware of the teenagers stare Lisa felt her face growing redder so she quickly sat down…
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Jean Henderson felt a shiver of guilty excitement as she looked into the wide open eyes of her shocked lodger. The disbelief etched on her toy’s face made the older woman smile with delight.
“I’m sure you remember David don’t you?” Colour literally flooded into Lisa’s cheeks as her bottomhole began to clench frantically on its unwanted visitor.
“Well say hello! Show some manners girl!”
…several other diners had already taken their seats by the time Mrs Henderson had arrived at the restaurant, so there had been a murmur of conversation filling the room, but Lisa had instantly recognised her landlady’s voice over the general hubbub and her heart had begun to flutter nervously. However when she’d heard the voice of the person accompanying the older woman the hammering in her chest had become much more forceful. Oh God! She knew that voice! Pleeeeeease! Please! Please no! Not him! She’d die! As the waitress and Mrs Henderson had appeared around the edge of the wooden screen Lisa’s worst fears had instantly become a horrid reality.
She felt faint as she looked up into the grinning boy’s face.
“H…h…h…hello David,” she managed to stutter weakly, as her cheeks turned scarlet, almost matching the colour of the outrageously revealing dress. With a shaking hand she clumsily attempted to put her wine glass down on the polished stone tabletop. It made a loud clatter which brought an audible snigger from the watching youth.
Six months earlier David Langley had been a work experience youngster at the firm where Lisa worked. Being the office manager she’d been given the task of ensuring that the boy gained something “useful” from his six week visit, but from the first morning things didn’t go well. As his supervisor she’d expected him to give her a modicum of respect, just as all of the previous work experience students had, but from the start he’d made her feel uncomfortable. For a sixteen year old boy he was far too familiar for her liking, and his eyes slid down to her chest whenever she was talking to him. After his first week she’d had several complaints from the areas that he’d “worked” in. Usually the boys and girls that attended from the local schools were polite and punctual but in David’s case the opposite was true. Besides being permanently late, he was also surly and abrupt and effortlessly managed to annoy every adult within his immediate vicinity. Basically he was a brat and something had to be done…so finally Lisa had little choice but to mentor him herself. Therefore during his second week he spent all of his time confined to her office and thankfully there was an immediate improvement in both his behaviour and attitude. After a couple of days Lisa was able to relax and carry on as normal, much to her relief.
The first signs, that all was not quite as it should be, began to appear during his third week. From the corner of her eye Lisa started to notice that the boy was continuously staring at her, but whenever she glanced in his direction he quickly looked away, almost as if he was embarrassed to be caught. At the time she’d smiled to herself…the bad boy had a crush on her! Any observer would have found the situation perfectly understandable. A teenage boy sharing the company of an attractive and curvaceous 27 year old woman would inevitably lead to an infatuation. Lisa for her part ensured that her demeanour remained impeccably professional at all times, never once encouraging the boy’s interest, but of course she didn’t need to. Raging teenage hormones were the only encouragement he required, his mind juggling wonderfully rude fantasies every time he gazed at her generous physical charms. Quickly the atmosphere in the office grew tense and as the days passed she became aware of his eyes following her every move, hungrily travelling over her curves before pausing to note the intimate dips and lines that her breasts, bottom and thighs produced in her perfectly tailored suit. But worse was to come. His conversation started to contain flirtatious asides which gradually became more suggestive, and he no longer looked away when she caught him staring. Lisa found herself becoming steadily more self conscious and at the same time felt strangely helpless. Worryingly his probing eyes started to trigger reactions that Lisa always kept securely “locked away” during her normal daily life. Feelings were beginning to stir that were only ever allowed to surface when she was under Mrs Henderson’s control. On the Monday of the boy’s fourth week the pressure valve finally blew…
They were in the stock room. David was helping to rearrange boxes of envelopes and photocopier paper. Standing in the enclosed space between the shelves Lisa suddenly realised that he was pressing himself against her bottom. The contact lasted for only a fraction of a second but it was long enough for her to feel the erect state of the boy’s penis! For several moments she was shocked into immobility. Her mind tried to rationalise what had just happened…it was an accident. He’d brushed against her accidentally, he must have! Ignore it! Just one of those things…flustered she kept her back to him and began to take the inventory once more…but a few seconds later she was left in no doubt regarding his intentions. She jerked and then squealed as one of his hands slid around her waist before quickly moving up to cup one of her breasts. At the same time his other hand slipped underneath the back of her skirt and into the space between her thighs. Before she had time to react inquisitive fingers were exploring the intimate bulge of her panty clad pussy.
The subsequent yells of outrage emanating from behind the stock room door brought several people running. An hour later and a very red faced boy left the company premises, chaperoned by an irate teacher, never to return. On his cheek was the livid imprint of a hand that had slapped him so forcefully that it had almost knocked him off his feet. Lisa had been absolutely furious, well incandescent really. The cheeky little bastard! Who the hell did he think he was! How dare he! However when she’d related the tale to her landlady later that same evening the older woman had laughed uproariously…but Lisa had found the whole thing anything but amusing.
And now, much to her absolute horror and mortification, Mrs Henderson had somehow managed to track the hateful youth down and invited him to join them for dinner. A familiar dread began to seep inexorably into her mind as she looked up into her landlady’s smiling face. What she saw in the amused eyes was a confirmation of what she suspected her tormentor intended. Unable to stop herself shaking she quickly took the proffered menu from the young waitress and opened it. Holding it in front of her face gave her a few precious moments to try and regain her composure. Shielded from the teenagers sparkling eyes she tried to focus on the items printed on the first page, but it was hopeless. The close proximity of the awful boy combined with the dreadful imaginings filling her mind reduced her to a nervous wreck. When she was asked what she’d like to eat she barely managed a response.
During the meal Mrs Henderson and the youth talked non-stop. His school life, his interests, and his hopes for the future were all discussed at some length. Lisa said nothing, trying her best to remain invisible, and hardly looking up as she picked and toyed nervously with the contents of her plate. She no longer had any appetite for food, let alone conversation, and was acutely conscious of the inquisitive eyes that were continuously staring in her direction. As the desert dishes were being cleared away Mrs Henderson spoke directly to her for the first time since the meal began;
“David has kindly invited us back to his parent’s house for coffee. Isn’t that nice? They’re staying with friends for the evening.” Lisa looked up sharply, the worry reflected in her red face bringing an immediate smile from the boy and an audible chuckle from her Mistress. A well planned coincidence you little slut. There was an awkward pause.
“Well show some manners girl!” the older woman suddenly snapped crossly.
“Er…er…er…yes…thank you,” Lisa said very quietly, looking down at the tabletop once more with her cheeks blushing furiously.
“Are you deliberately misbehaving? Look at me when I’m speaking to you!” Lisa immediately looked up into her landlady’s angry face.
“Are you trying to annoy me?”
“No Miss I’m not! I’m not!” she blurted anxiously, horribly aware of the boy’s glittering eyes and his stupid grin.
Jean Henderson only just managed to suppress the smile that was threatening to crease her own face. She so enjoyed this part of the game they played. The part when she tortured her submissive toy mentally…the girl knew full well that she’d probably have to undress in front of the obnoxious boy, and also no doubt realised that her humiliation wouldn’t stop there! The fact that he was an arrogant little dimwit would only add to the intensity of the shame she would be forced to experience. A delicious shiver of anticipation ran down Jean Henderson’s spine as she glared angrily into the fearful eyes.
“You know perfectly well how to address one of my guests, well don’t you?”
“Y…y…yes Miss,” Lisa managed to stammer. Cringing with embarrassment she turned to the boy, and, with her cheeks burning said,
“Thank you for the invitation…Sir.” She couldn’t bear the superior look of triumph in his amused eyes. Calling him Sir was so humiliating, but she had no choice…
As Mrs Henderson and her horrid “guest” looked at Lisa she could feel her heart fluttering in her chest. They were both smiling which caused the flush of embarrassment colouring her cheeks to darken. But what her landlady said next made her face literally flame with heat.
“Why don’t you tell David what happens when you’re naughty.” It was an order, not a question. Lisa stared at her landlady with pleading in her eyes. Pleeeeeeeeeease No! Please don’t make me please! It’s soooooo embarrassing! Please don’t!
“We’re waiting young lady,” said Jean Henderson sternly. Lisa chewed nervously on her bottom lip and glanced helplessly around the room. The boy was smiling curiously.
“WELL!”
“I…I…I…I’m spanked w…w…when I’m naughty,” she managed to whisper.
“Speak up girl! I won’t tell you again!” snapped the older woman threateningly.
“When I’m naughty I get spanked!” Lisa blurted.
“And what else?”
“Sometimes I get the strap or the cane.”
“And tell David how you get it and where.”
“I always have it on…on…the…the bare,” she stuttered. The youth sniggered making her face flush with shame once more.
“On your bare what girl?”
“On my bare…b…b…bottom!” Unable to contain both his disbelief and excitement David Langley started to squirm on his chair. His cock was rapidly growing rigid.
“You see David,” said the older woman turning to the now amazed boy, “Lisa here has some very bad habits, habits that I’m trying to cure her of. The only thing she seems to take any notice of at all…is having her bottom thoroughly dealt with, especially in front of other people. Basically when it comes to her behaviour I have to treat her like a little girl. Isn’t that right young lady?” Lisa’s face was bright red as she reluctantly nodded, whilst all the time keeping her eyes firmly glued to the tabletop. The boy cleared his throat.
“What sort of things, er…what sort of naughty things does she do?”
“Well basically whenever she’s given the chance she acts like a little tart, always showing herself off to strangers aren’t you girl?” Lisa quickly shook her head as her face continued to burn.
“Actually I wouldn’t be at all surprised if her vagina isn’t lubricating at this very moment. I’ve no doubt she’s enjoying every minute of us talking about her.” She turned to her lodger. “Are you wet girl?”
“I…I don’t know Miss,” Lisa replied. It was almost a whisper.
“Stand up.” It was a command and one that Lisa knew she couldn’t disobey. Nooooooo! No not here! Please! Not him! Please not here! Please! She looked desperately into her Mistress’s face but no mercy was evident. Jean Henderson smiled as her toy slowly got to her feet. The boy couldn’t believe what was happening. He held his breath, not daring to breathe.
As she stood up Lisa looked out across the restaurant. She felt light headed, almost as if she was going to faint. The awful situation was unbearable but…luckily she was at least hidden from the other diners by the wooden screens. She was visibly shaking and horribly aware of her painfully hard nipples. They were poking straight out, forming two embarrassingly obvious points in the thin silk of the tight dress. Trembling uncontrollably she clasped her hands in front of her pussy in a futile attempt at retaining at least a scrap of personal dignity. But she wasn’t to be allowed even that…
“Don’t slump you little slut and put your hands at your sides. Stand up straight.” Lisa did as she was told. “Now I’ll ask you once more, are you wet?” Beginning to feel slightly sick she shook her head.
“I don’t know Miss,” she whispered miserably as her hands clenched uselessly at her sides. She couldn’t bear to admit that her pussy was wet in front of the boy!
“Well if you don’t know we’ll just have to find out!” In her panic Lisa started to mumble, her cheeks glowing bright red and her bottomhole clenching madly on the rubber plug. Noooooooooooooooooooooooooo!
“Stand closer to our guest and lift your dress up. I’m sure you want to show him everything you’ve got!”
Jean Henderson couldn’t stop herself giggling with delight as the girl shuffled awkwardly nearer to the smug teenager. Together with the entranced boy she watched as the hem of the dress rose slowly to reveal first, the tops of the hold-up stockings gripping the soft thighs, and then the vulval mound encased in the thin cotton of the little knickers. And it was the knickers that made the boy immediately burst out laughing. A further flood of heat coloured Lisa’s cheeks as he tried to stifle his sniggers. More suited to an eight year old than a fully grown woman, the contrast between Lisa’s sophisticated dress, and what she was wearing underneath, couldn’t have been more unexpected. Bright red, and edged with a tiny pink frill, the knickers were covered in fluffy baby rabbits! But no young girl would ever have been allowed underwear that revealed quite so much of her private parts. The knickers were so closely fitted that Lisa’s vagina bulged rudely forwards between the tops of her thighs and were so tight that it was possible to discern the outline of the shaking girl’s labial folds, and even their central crease. Jean Henderson smiled at the look of absolute horror covering her plaything’s dazzlingly red face.
“Now ask our guest to examine you…and do it properly.” Lisa swallowed noisily and tried to clear her throat. Her mouth was so dry she could barely speak.
“P…p…please Sir w…will you check my…my knickers,” she managed to stutter, her cheeks burning with shame. The boy didn’t need any further urging but his actions revealed his nervousness. Tentatively he reached out and, with an almost incredulous frown on his face, slid his hand sideways into the warm space between the smooth thighs before twisting it palm upwards. He couldn’t believe that any of this was really happening! Lisa gasped, her eyes flickering with panic, and jerked at the outrageous assault that she was being forced to endure. A low moan of distress suddenly escaped her as the hand cupped her helpless vagina and a moment later she started to squirm her hips, she couldn’t help it! The thin cotton knickers offered no protection as the boy’s inquisitive fingers enthusiastically investigated her intimate contours.
Unable to disguise his obvious eagerness he gleefully said,
“She’s absolutely soaking!”
By the time the waitress reappeared with their bill Lisa was back in her seat with her head bowed and her face scarlet. Being touched by the horrid teenager had filled her with an overpowering sense of shame. Worse still the awful humiliation had started an unwelcome throbbing in her clitoris and that, together with the involuntary clenching of her bumhole, was making her pussy leak uncontrollably. She could feel the warm fluid seeping from her slit and gathering in the gusset of the girlish knickers.
Jean Henderson had only just managed to resist the temptation of making her plaything display her hairless vagina to the grinning youth there and then. But she knew that too much humiliation, too soon, would reduce the intensity of the girl’s anxiety and her subsequent reactions. Besides which, prolonging Lisa’s embarrassment always made her own enjoyment of a situation so much more memorable. She smiled broadly as she followed her mortified lodger through the restaurant.
As she settled the bill and commended the waitress and barman on the superb food she glanced across at Lisa. Standing by the door and facing the crowded restaurant her red faced lodger appeared to be writhing under the intense scrutiny of the numerous eyes that were appraising her. She’d been told to keep her hands clasped behind her back and to stand up straight which allowed any interested observers an uninterrupted view of her barely concealed charms. Jean Henderson smiled. She knew the girl wouldn’t dare disobey her. The generous globes of Lisa’s breasts were jutting forwards, her stiff nipples, as always, forming two very obvious points in the almost see-through silk of the dress. The attention of every male, and for that matter nearly every female, in the room was focussed on the blushing young woman. Several were “tutting” and shaking their heads but most were hungrily consuming the curves that were being so embarrassingly revealed by the skin tight garment. Besides the details of the young woman’s breasts, the contours of her stomach and thighs together with the outline of her panties were also being rudely displayed. Lisa wanted to run away. Run away and hide from the piercing eyes and the knowing looks. Oh God! Please! Let’s go now! Please! She was shaking uncontrollably, her bottomhole squeezing the rubber plug and her pussy throbbing in time with the blood pounding in her ears. Her face was burning with humiliation and there was no escape from the overwhelming sense of shame she was feeling. Her only option was to screw her eyes tightly shut, which she duly did.
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It wasn’t far through the darkening streets to where Mrs Henderson had parked her car but for Lisa it was a journey that caused her already raised anxiety levels to surge even higher. Much to the amusement of her landlady, and the smirking youth, as she walked quickly along the pavement with her head down Lisa kept glancing back worriedly over her shoulder. Her face was red with embarrassment but it wasn’t really surprising considering what she was having to do…for once outside the restaurant she’d been told to raise the back of the dress and hold it bunched up in the small of her back. The view she was presenting to her mistress and the giggling boy, as they followed behind her, was interesting to say the least. David Langley was still in a state of partial shock. He’d felt her pussy! He’d actually felt it! And a fully grown woman’s pussy not a girls! His groin pulsed at the thought. And now he was looking at her bum! What he was seeing was making his cock so stiff it was almost painful to walk. Above the top of each black stocking was an area of soft white flesh and above that the cheeks of the wobbling bottom clad in the childish knickers. As Lisa hurried along her full buttocks continuously juddered and rolled lewdly from side to side. The boy gritted his teeth as the head of his hard-on rubbed uncomfortably against the inside of his zip.
“Stand here,” Jean Henderson said sharply, pointing to a spot just in front of the settee that she and David were sitting on. Whilst the two of them had drunk their coffee Lisa had been made to stand in the corner of the room facing the wall with her hands on her head. The position had raised the hem of the dress and allowed them a perfect view of her stocking-tops. Now the tension in the room had suddenly intensified. Red cheeked and visibly shaking Lisa reluctantly did as she was told. It was going to happen now! He was going to see everything! See her pussy and her bumhole! The waiting had made her tummy tumble and gurgle. She wanted to cry, wanted to be anywhere but here at this moment.
“David is going to help me discipline you this evening. And afterwards I’m going to give him complete authority over you for a little while. Do you understand?” With her hands still firmly clasped on top her head Lisa nodded miserably. Her landlady smiled wickedly. The look on her playthings blushing face added to the pleasurable tingling that was growing in the space between her own thighs.
“And if he isn’t pleased with you afterwards you won’t be able to sit down for a week! Do I make myself clear?”
“Yes Miss,” mumbled Lisa as she glanced nervously at the grinning boy. Immediately she wished she hadn’t as she saw the bulge in front of his trousers.
“Well what are you waiting for girl? You know what you need to ask?”
Jean Henderson couldn’t help chuckling. Forcing her toy to ask one of their guests, or a complete stranger for that matter, to remove her underwear always made the girl flush with embarrassment, but with the obnoxious boy she knew it was going to be especially difficult. She could see the intense shame reflected in Lisa’s wide open eyes as she struggled to make the humiliating request. To Jean it always seemed to mark the point in the proceedings when the girl mentally realised that there was to be no escape, and that she was about to be used in any way that her tormentors desired; what had been worries and anxieties up to this moment were about to become shameful realities. She licked her lips as the shaking girl addressed the smirking teenager,
“Please Sir will…will you…will you take my knickers down?” The question was asked in a barely audible whisper.
A few moments later and Lisa’s head began to swim. With growing dread she watched the boy’s hands reach out and then hesitantly slip under the hem of her dress. She couldn’t prevent an involuntary gasp as his suddenly eager fingers slid up the outside of her thighs nor could she stop her hips beginning to squirm as she felt him hook the tight waistband of the knickers and begin to pull them down. For a few seconds the sticky gusset clung to her intimate vaginal folds, the sensation filling her with shame as she struggled to stifle a plaintive moan, and then the flimsy covering was gone…the girlish underwear suddenly forming a tiny pool around her ankles.
With a familiar fluttering in the pit of her stomach Lisa stared helplessly as her landlady carried a dining chair into the room and placed it directly in front of the settee. Then she sat down.
“Get over and put your hands behind your back,” she said sternly. Cringing inside Lisa walked stiffly to stand at the woman’s side. Acutely aware of the rubber plug filling her bottom and of David’s glittering eyes following her every move she reluctantly lowered herself down onto the waiting lap. Once laid across Mrs Henderson’s knees she awkwardly manoeuvred her arms until she managed to clasp her hands together in the small of her back. To her horror the movement caused her boobs to slip totally out of the top of the tight dress. The sudden exposure made her face flame with heat and she sobbed as her full globes swung freely revealing her engorged nipples to the horrid boy. She so wanted to cover herself but knew she wasn’t allowed to. She had to be good, had to show her Mistress how obedient she could be. The older woman grinned as she felt her plaything trembling violently on her lap. Lisa swallowed noisily. He was staring. She could feel his eyes. Oh God! In a minute he was going to see everything. Mrs Henderson was going to make sure that he saw every private place. He was going to see her pussy and her bumhole and he’d see the awful plug! Nooooooooooo! And there was nothing she could do to stop it happening…
As she struggled to contain the shameful feelings welling up inside her Lisa concentrated all of her efforts on trying to keep her legs squeezed tightly together. A moan of distress filled the room when she felt the dress being pulled up and then her bum being totally exposed to the horrid youth’s hungry gaze.
“What’s that,” he immediately asked, unable to hide the excitement in his voice, pointing at the black object buried deep within the crack of the shaking woman’s bottom.
“It’s a plug to keep her rear hole open,” replied Mrs Henderson matter-of-factly. “It acts as a reminder to the little tart, reminds her that she needs to do exactly as she’s told or she’ll be sorry.” She smiled coldly. “Open your legs nice and wide you dirty girl and let David have a good look at you.” Lisa didn’t react quickly enough.
“Aaaaaaaaaaaaaahhhhhhhhhhh! OwOwOw! Aaaaah!” she squealed as the heavy smacks stung each of her helpless buttocks in turn. The boy’s eye grew even rounder as the wobbling globes gradually took on a pinkish hue.
“Smack!”
“Ow! Ow!”
“Slap!”
“Oooooh!” Lisa gasped, the toes of her high heeled shoes slipping and sliding on the carpet as she tried to comply with the dreadful command and hastily spread her legs. Her face burned with shame as her last remaining shred of dignity was unceremoniously removed. They’d be able to see everything now! She moaned softly and screwed her eyes tightly shut.
David Langley’s erection throbbed urgently as he leant forwards to get an even closer look at the woman’s vulval anatomy. His mouth was incredibly dry and he felt like he was in some sort of unbelievable dream. Between the smooth curves he could clearly see the end of the black plug sticking out of the stretched bumhole. And as he watched the pink ring surrounding it suddenly tightened nervously. He grinned, his eyes travelling down the length of the exposed vagina. The slit between the pink lips was obviously wet and probably sticky. He could see it glistening under the lights. Lisa suddenly grunted with dismay and clenched her bum cheeks in panic as her landlady gave the end of the plug a firm push.
“No doubt you’re enjoying showing this boy your private parts? Mmmmm? Getting you all hot and bothered is it?” Lisa frantically shook her head, her face erupting with fresh heat, as Mrs Henderson gave a knowing chuckle.
“Stand up.” As Lisa struggled to her feet she managed to quickly readjust the top of the dress and slip her boobs back inside, hiding herself from the boy’s prying eyes.
“What do you think you’re doing?” asked the older woman angrily. “Did I tell you to cover yourself? Well?” Lisa shook he head miserably.
“If you’re trying to annoy me young lady you’re doing a very good job.” Lisa wanted to run from the room, wanted to escape the terrible embarrassment that she knew was coming. Her heart began to hammer in her chest when she heard Mrs Henderson’s next instruction.
“You’d better take your dress off, we don’t want it spoilt, and hurry up, we haven’t got all night!” With her face glowing bright red Lisa resignedly gripped the hem and began to draw it upwards.
David Langley’s eyes were as wide as they’d ever been at any time during his relatively short life. He was in a state of shock, unable to fully comprehend what was happening and amazed at what he was now looking at…an almost totally naked 27 year old woman! His mouth was so dry that he found it almost impossible to swallow. He didn’t know where to look first! Lisa stood with her hands at her sides and her legs pressed tightly together. The hold up stockings and high heeled shoes only seemed to accentuate her nudity. She glanced at the boy’s pink face, noting the obvious excitement in his eyes, before fixing her gaze onto the carpet at her feet. Oh god it was happening, happening now! She could feel her landlady’s eyes and those of their “guest” moving slowly over her fully exposed front. Because she couldn’t stop shaking, and even though she was doing her best to stand perfectly still, she could feel her boobs wobbling and swaying. They were jutting out towards her “audience” and worse still her nipples were hard and stiff and pointing straight at them. Her face burned with embarrassment and grew even hotter when she was curtly ordered to spread her legs. Pppppppppppplease No!
The incredulous youth continued to watch as the red-faced woman very slowly did as she was told. Dragging his eyes away from the gently quivering globes of her breasts, with their dark pink and obviously engorged tips, wasn’t easy, but his gaze was inexorably drawn to the smooth curve of the soft belly and the totally hairless slit beneath. The mound of Lisa’s vagina bulged rudely forwards revealing the delicate lips which projected from its’ tightly closed central crease. David Langley was shaking as much as Lisa was, he couldn’t help it!
“I bet you’re hoping that our guest here is going to examine you,” said the older woman teasingly. “Mmmmm?” Lisa frantically started to shake her head.
“No Miss please!” she blurted, looking directly into the amused eyes of her landlady, “Please, please, please, don’t let him!” Jean Henderson felt a wonderful tingle of excitement run down her spine, as she always did when her plaything began to beg.
“What do you think of my naughty little girl David?” she asked with a smirk. The boy took a few seconds to gather his wits before answering.
“Well she’s got big tits,” he suddenly said a bit too loudly. “But why hasn’t she got any hair on her pussy?” Lisa kept her eyes firmly fixed on the carpet as her face grew steadily hotter.
“It makes it easier to see if she’s been playing with herself,” said the older woman, looking directly at her blushingly naked toy. “To see if she’s got herself all wet and sticky…and little girls don’t have any hair on their pussies do they Lisa?”
“No Miss,” came the whispered reply.
Standing naked in front of the grinning boy was awful enough, Lisa thought she’d die of embarrassment, but the next ten minutes proved to be far more humiliating than she could have imagined…first she was made to run on the spot, her heavy breasts immediately beginning to bounce and swing, much to the delight of the grinning schoolboy. But when she cupped the wobbling globes with her hands, in an effort to relieve the growing ache, she was sharply told to take them away. Quickly the discomfort became more intense causing her to moan as her hard nipples jumped and pointed stiffly in all directions. Then she was ordered to perform star jumps. Breathing heavily and with her face burning Lisa once more obediently did as she was told, her full globes bouncing and juddering with each motion. It was warm in the room so she was soon panting as a sheen of perspiration began to coat her naked curves. Finally she was curtly told to stand still.
“Now ask,” said Mrs Henderson coldly as she watched the big breasts rise and fall in time with the girl’s gasps. Unsurprisingly David nodded his head enthusiastically when the nude woman was forced to reluctantly ask him if he’d like to touch her…
Lisa knelt on the carpet directly in front of the seated boy with her thighs parted. Then as she’d been instructed to do she leant back and grasped her ankles. The position pushed her breasts out towards the grinning youth and also made the area between her thighs easily accessible to his hands. At the same time it ensured that her own hands were kept well out of the way. Helplessly, and with her face a mask of crimson embarrassment, she waited for the terrible shame to grow even more unbearable. She didn’t have to wait long…a soft groan escaping her as the eager hands began a lengthy exploration of her exposed charms. At first the boy was gentle, lifting the heavy breasts carefully on his palms, but his confidence quickly grew. Soon he was squeezing and moulding the soft globes making the kneeling woman writhe and gasp at his forceful handling. His fingers quickly found her hard nipples and began to pinch and pull at the rubbery swollen points. Lisa whinnied with distress when he suddenly lifted the full weight of her breasts with the sensitive buds. Mrs Henderson chuckled at her reaction before standing up and leaving her alone with the boy’s cruel fingers. When she returned a few minutes later she had a towel in her hand.
“You’d better use this David or your parents will want to know what the mess is on the carpet.” They both looked at the space beneath Lisa’s spread thighs. Several glistening drops of fluid had already dripped from her pussy onto the floor.
“Looks like you’re enjoying yourself you little slut,” she said sarcastically. Lisa moaned, mortified at her body’s involuntary reaction.
David Langley sat back for a moment and looked at the quivering naked woman kneeling in front of him. He swallowed and shook his head, trying to clear the disbelief that was filling his mind. He looked at Mrs Henderson for permission to continue and she smiled and nodded. With his erection throbbing almost painfully he reached out and slid his hand down the smooth curve of the trembling belly. Lisa jerked and started to squirm her hips as the inquisitive digits boldly parted her delicate labial folds.
“Nnnnnngh!” she groaned piteously. “P…P…P…Please st…stop him Miss! Oooooooooh! N…N…Noooooooooooooo!” Jean Henderson laughed.
“Certainly not you little tart. I can see you’re loving every minute! It’s pouring out of you!” A strand of shiny fluid was descending quickly towards the towel that had been placed on the carpet between Lisa’s legs.
“Oooooh God!” she suddenly gasped through clenched teeth as the boy’s fingertips slid into her slippery vaginal opening. Consumed with shame she couldn’t stop her hips pushing forwards as three of the teasing fingers were forcefully rammed up inside her. Then the boy began to pump his hand up and down and she was lost. At each thrust the palm of his hand grazed and bumped against her swollen clitoral knob sending a tiny pleasurable shock into the centre of her belly. Lisa could do nothing but tense and groan as the rhythmic stimulation continued, her buttocks clenching in time with each wave of sensation as her bumhole squeezed tightly onto the horrid plug. Gradually her pupils grew rounder and she started to realise what was about to happen…she was going to come! Nooooooooooo! No! No! No! Jean Henderson was quick to recognise the rising panic in her plaything’s eyes and the urgency in her increasingly loud moans. At the last moment she told the boy to stop, denying her writhing toy the release she now so desperately wanted. Sobbing quietly Lisa allowed her head to slump forwards. The terrible humiliation of having the obnoxious boy fondle her curves and then penetrate her pussy with his impatient fingers had made her feel faint, but worse it had ignited a familiar craving deep within her belly. She was so ashamed of her behaviour, of her reactions, but she couldn’t stop herself! Now her erect nipples were tingling and aching and her pussy had begun to throb uncontrollably. If the boy was allowed to touch her again she knew she’d lose control and be forced to show him her most private of moments…she shivered with dread.
David Langley’s eyes were glittering with excitement and when Lisa inadvertently caught his gaze she couldn’t bear the look of superiority he gave her. Once more she found herself draped across her landlady’s lap, but this time the older woman’s knees were covered by the folded towel.
“Well get your legs open girl!” barked Mrs Henderson crossly. Lisa’s face flamed with fresh embarrassment as she felt the cheeks of her bottom spreading apart but then she was suddenly writhing and gasping as her Mistress began to spank her.
“SLAP!”
“Ow!”
“SMACK!”
“Ooooooh!” The blows grew more painful as the older woman applied her hand to the soft wobbling rounds with as much force as she could manage.
“You’ve been pushing those big boobs of yours into everybody’s face this evening you disgusting little tart! I know damn well you’ve been enjoying every minute. No doubt you’d have liked this to happen in the restaurant in front of all those people so they could all see you! Well?” Lisa shook her head as she bounced under the stinging impacts.
“Owwwwwww! No Miss! Noooooooo! OwOwOw!” The spanking abruptly stopped. Lisa was trying her best not to cry, she couldn’t stand the thought of the boy seeing her in tears. Suddenly she started shaking her head frantically. No! No! Pleeeeease No! But it was too late! After placing her hands on the inner curves of the writhing buttocks Mrs Henderson had pulled them wide apart. The action caused Lisa’s swollen and sticky labia to slip open allowing the sniggering youth a perfect view of her gaping wet hole.
“As you can see David Lisa needs a firm hand but I’m afraid you can smell how excited she gets when she’s being dealt with.” When she heard her landlady make reference to the aroma of female arousal now filling the room Lisa cringed inside and a moan of utter shame escaped her lips. However the boy didn’t really hear what his hostess had said, his attention was completely focussed on the two hot red cheeks that were clenching and wriggling only inches in front of his face…and on the pink lipped slit that was oozing clear fluid as he watched…and on the end of the black plug that was jerking back and forth each time Mrs Henderson’s hand landed. It took a moment for him to react and then all he managed was a weak nod of his head.
“Get further over than that girl!” snapped the older woman as Lisa self-consciously slid herself onto the neatly folded towel that was waiting on David Langley’s lap. The glazed expression on his face had quickly disappeared once he’d realised that he was going to be allowed to spank the almost naked woman himself. His erection dug urgently into Lisa’s soft stomach as she put her hands on the carpet and wretchedly hung her head. Tears were threatening to run down her face as the intense humiliation overwhelmed her. Jean Henderson noticed the cruel glint that was gradually appearing in the boy’s eyes and smiled knowingly.
After five minutes his hand was very hot and sore. He hadn’t realised that spanking someone could be such hard work! And despite his efforts, and much to his annoyance, Lisa had barely reacted to his palm slapping against her rear cheeks. Mrs Henderson saw a flicker of irritation cross the youth’s expression and grinned. Opening her handbag she withdrew an old fashioned hairbrush. Made from a piece of solid wood it felt reassuringly heavy in her hand.
“Try this David,” she said with a smirk. “And do feel free to see if the little tart has got any wetter.” Lisa mewed her distress when she heard her landlady make the awful suggestion but gurgled and whinnied much more loudly when the boy’s fingers roughly pushed apart her labial folds before penetrating deeply into her defenceless vagina. She jerked and rolled her hips, their laughter making her face flame with heat, as he forcefully fingered her slippery hole for several minutes. Once again she felt the worrying sensations building in the pit of her stomach, almost surrendering herself to his teasing manipulations when he rubbed her swollen clitoral knob for a few fleeting seconds. Nooooooooooooooooooooo!
“SPLATT!” Lisa’s buttock flattened under the solid blow. Much to the youth’s satisfaction her reaction was very different from that caused when he was using just his hand.
“Arrrrrrrrrrrgh!” she squealed, clenching her bum cheeks tightly together and writhing on his lap which caused his erection to pulse excitedly.
“SMACK!” The back of the brush bounced back from the already reddened skin. There was split second before Lisa’s feet suddenly kicked up from the floor and she shrieked loudly.
“Aiiiiiiieeeeeeeee!” From then on each stinging impact brought a scream from Lisa and a frantic wriggling of her bottom. It took all of the boy’s strength to hold the writhing woman down, but when her hands shot back to try and protect her wounded bum he swiftly pinioned them in the small of her back. From then on she was helpless, squirming and kicking but totally unable to stop the brush from repeatedly visiting the burning surfaces of her wobbling cheeks.
“For goodness sake you little slut keep still!” said her landlady with a sly snigger. “You’re not a two year old.” Gradually Lisa’s bottom began to glow, the pain and shame causing the tears to come…and then they were flowing unchecked down her face. And as she blubbered she started to beg. She hated doing it. Hated doing it because of the horrid boy…but she couldn’t help herself!
“OH PLEASE STOP! PLEASE! OWWWWWWWWW! I’M SORRY!” Both the grinning teenager and Mrs Henderson began to laugh at her frantic pleading.
“I’LL DO AS I’M TOLD”! AAAAAAHHHHHH! STOP IT PLEASE! PLEEEEEEAAASSSEE!” she screamed as the brush stung her again and again.
“I’m sorry she’s making such a noise David. She does make a terrible fuss for her age…but this should help.” The hairbrush paused above the fiery red bottom and Lisa sobbed with relief. But then she jerked, the toes of her high heels frantically scrabbling on the carpet as she suddenly felt the plug being pulled from her anal opening.
“N…N…N….Nooooooooooooooooo!” she grunted as her tiny hole was pulled painfully open. Fascinated David Langley watched as the black plug was drawn upwards bringing with it the surrounding stretched pink ring of Lisa’s bumhole. With her hands still held tightly in the small of her back she could do nothing but flop helplessly up and down on the boy’s lap. And then she shuddered with humiliation and cried out as the plug slipped free with an audible “plop”. She had little time to react as the foul thing was quickly forced into her mouth.
“That should help,” said Mrs Henderson with a chuckle.
For the next few minutes David Langley used the hairbrush without mercy. Lisa’s bottom cheeks writhed and bulged and clenched and burned as she gurgled and gasped and snorted around her new gag. When he’d finished she lay on the floor at his feet sobbing uncontrollably with her hands gingerly clasped to her wounded flesh.
“Get up!” said Mrs Henderson immediately. Once back on her feet Lisa was made to bend over and grip her ankles showing the exhuberant boy, and her smiling landlady, the results of his efforts. Above the tops of her now ruckled stockings her scorched buttocks were blazing red and as her tormentors stared it was obvious that the naked girl couldn’t keep still. Her hips refused to stop rolling from side to side as she continued to blubber and whimper unhappily. David Langley could actually feel the heat radiating from the quivering bottom. It looks really big and sore and swollen and hot! he thought, as his hard-on threatened to burst through his fly.
“Well young lady I hope you’ve learned a lesson this evening?” It was a rhetorical question but Lisa still nodded her head and tried her best to “agree” with her landlady. The desperate spluttering, barely understandable, response coming from her sobbing toy made Jean Henderson laugh brightly.
“In future let’s hope you’ll be less enthusiastic about showing all you’ve got to any and everybody we meet!” Turning to the chuckling but wide-eyed youth she continued.
“Thank you for the coffee David, hopefully you’ve found tonight enjoyable. But before we go I think Lisa really should thank you personally for helping to discipline her.” She looked at her watch as a stream of unintelligible protestations suddenly erupted from her bent-over plaything. “We’ll have to go in about half an hour, she’s got work in the morning, but you’re welcome to take her to your room until then. I’ll be quite happy down here watching television until you’ve finished.” She smiled amusedly as the volume of the panicky babbling filling the room suddenly increased.
“Oh and if you think she’s not being enthusiastic enough…” She treated the boy to a knowing smile which made him blush.
“…feel free to give her some more of this.” She handed him the hairbrush.
Completely engulfed by the heart-stopping humiliation of what was now happening to her Lisa moaned piteously…”all” of her cheeks were burning hotly. She could hear the TV downstairs but it seemed a world away from her current shame-filled situation. She was laid face down over the edge of the single bed with her hands tied together behind her back and a whole host of scantily clad girls staring down at her from the numerous “rude” posters that covered the walls. Two pillows were supporting her stomach and her legs were stretched wide apart allowing the hateful boy plenty of room to prod and poke at her defenceless holes. He was kneeling on the floor, his head between her thighs, playing horribly obscene games with her private parts. She bit down hard on the rubber plug filling her mouth and groaned as fingers sank deeply into her very wet pussy, then moaned even more loudly as her bumhole clenched firmly onto the same fingers as they invaded her most private of places. And then she was gasping and jerking and squirming once more as the hateful youth nipped and rubbed her sensitive and swollen clitoral bulb with his fingertips. The little bastard knew exactly what he was doing! But she couldn’t let him make her come! It would be too shameful, too embarrassing! She tried to stem the flood of intoxicating sensations that were flowing through her, tried to stop the orgasm building, but it was hopeless…the dreadful shame of being bared in front of the boy, the burning in her bum from the horrid hairbrush, being touched in the most intimate of ways, the tingling coming from her abused nipples and the delicious throbbing in her clitoris were all driving her towards the point of no return! Luckily at that moment he took his hands away. Lisa panted with relief and managed to stop her hips moving as the blood pounding in her ears gradually began to quieten.
David Langley stood up slowly. His head was still spinning with disbelief at what he was being allowed to do! He glanced at the alarm clock on his bedside table. I’ve still got a quarter of an hour, he thought, as he adjusted his rock hard erection to try and make himself more comfortable. It was like being in some kind of amazing wet dream! As he stared down at the helpless nude woman his mind began to race with daring possibilities… I could do it to her! I really could! Stick my cock in her. Stick it up her bum even. The amazing thoughts were tinged with slight concerns at what his new “friend” Mrs Henderson would say when she found out, but excitement quickly overcame his trepidation…and he might never get the chance again. He took his trousers and pants off, which made him feel much better, and boldly walked around the bed until his hard-on was jutting directly into Lisa’s face. Her eyes immediately widened and she began to shake her head wildly. Spluttering and gasping she tried to eject the rubber plug from her mouth. Unfortunately the thing’s enlarged head was far too wide for her to simply spit it out.
“I’m gonna stick it right up you,” said the grinning youth, as he proudly slid his hand back and forth along his throbbing cock.
The scarf had been wrapped several times around Lisa’s head. It effectively muffled the shrieks of protest she’d been constantly making for the last few minutes. She shook her head frantically. NO! NO! NO! Noooooooooooooooo! He mustn’t fuck her! She mustn’t let him. Mrs H would be horribly cross! She’d be in terrible trouble if she let the horrible boy fuck her! She tried her best to wriggle and turn over but he’d tied each of her ankles to the foot of a bedpost leaving her legs stretched wide open. She was totally helpless and at his mercy! That thought, and the realisation that he really could do anything he liked, caused another unhelpful rush of adrenalin in her brain…which only added to the shameful throbbing coming from her pussy. Suddenly she was squealing and squirming her hips, as much as she was able, because she could feel the swollen head of the boy’s penis pressing against her vaginal opening. Nooooooo! And then she stiffened and moaned with shame as the length of hard youthful flesh penetrated her slippery tunnel. Almost instantly she screamed as the boy’s stomach made contact with her incredibly sensitive bum cheeks. The painful stinging made her curl her toes and writhe violently on the pillows. David shivered with pleasure as his cock disappeared inside the squirming woman’s pussy. It felt so hot and wet! She was babbling and gurgling incoherently inside his school scarf and he had to grit his teeth to stop himself exploding straight away. Slowly he was able to gain a degree of self control and managed to fully withdraw his pulsing hard-on without actually coming! It was shining, coated in her vulval fluids. He exhaled noisily, unaware that he’d been holding his breath, before starting to pump himself forcefully back and forth in the tight opening. Lisa whinnied and rolled her hips as the awful sensations flooded her belly. She felt dizzy with embarrassment but couldn’t stop her body reacting to the shameful penetrations, nor to the bursts of excruciating heat coming from her blistered bum cheeks. Inevitably her orgasm began to draw closer and humiliatingly she couldn’t stop her hips lifting to receive each of the boy’s thrusts.
David Langley held on for as long as he could! He knew he’d come if he didn’t stop, at least for a moment, so pulled himself out of the slippery hole and took some deep breaths. He’d always had an ego and the events of the amazing evening had fed it enormously. He knew exactly what he was going to do next! Standing in front of Lisa he wiped his stiff sticky cock across her bright red face, taking care not to get any of her pussy juices on his school scarf of course! She stared up at him with wide open eyes as he looked down with total disdain on his grinning face.
“Would you like me to fuck you up the arse,” he asked with a cruel glint in his eyes. He couldn’t help laughing at the way she immediately began to frantically shake her head…NO! NO! NO! Noooooooooooo!...and tug at her bonds as a muffled stream of, what he supposed were, pleas and promises erupted from her gagged mouth.
Lisa jerked and screeched as the back of the hairbrush stung each of her widespread buttocks in turn. She screamed into the scarf as the merciless wood burned the inside of each of her wobbling globes and within a few seconds she knew she couldn’t stand anymore, the fresh pain was so intense she’d thought she’d faint. The boy paused and watched the tears pouring down the helpless woman’s face. He wasn’t stupid. He knew she’d reached her breaking point.
“Now I’ll ask you again you little slut,” he said quietly, with his head close to her ear, “would you like me to fuck you up the arse?” His sniggering forced Lisa to plumb the very depths of her personal shame as she tearfully nodded her head. When she felt the swollen glans begin to stretch her defenceless bumhole she bit down on the rubber filling her mouth, waves of humiliation washing over her as the furiously stiff penis slid slowly inside her bottom. She’d tried desperately to clench herself shut but having to sit on the anal plug for several hours had robbed her of any chance of that. Her eyes bulged as the hard rod went deeper, distending her private passageway whilst at the same time engulfing her in wave after wave of mind-numbing embarrassment. But even as she was being buggered by the insufferable boy a tiny voice was telling her that she was lucky! Lucky it’s only an average sized cock, it said, as her bottomhole was stretched by his ever more urgent thrusts. He won’t take long…
Back in the lounge a naked Lisa, with the anal plug still held between her teeth, was standing in front of her smiling landlady. Jean Henderson adored the look of absolute shame that was covering her plaything’s face. She giggled.
“So have you been a good little girl for David? Mmmmm?” Her crimson cheeked lodger nodded sullenly as fat tears ran slowly down her face. The older woman turned to the boy sitting by her side.
“Was she…er…satisfactory?” she enquired with a smirk playing on her lips.
“Yeah,” he replied confidently. “I had to give her another taste of the brush at one stage but otherwise she was a good girl, weren’t you?” Lisa loathed the fact that he was discussing her behaviour as though she was a small child, but she had little choice but to nod her head. She wanted to leave now…wanted to get away from his prying hands and eyes. She detested “David” with every cell in her trembling body! Hated what he had done to her but also hated her own body just as much. She was so ashamed…so ashamed of the way it had betrayed her! Unbelievably her clitoris was pulsing and throbbing madly. She needed to come…and come now…even after the terrible things that happened to her over the past few hours! Her face burned as she felt the boy’s warm semen gradually seeping from her tingling bumhole and she was horribly aware of the sticky wetness that was coating not just her pussy but also the inside of her thighs. During the boy’s excruciatingly embarrassing investigations his fumbling fingers had spread her secretions everywhere.
Mrs Henderson carefully carried the red silk dress as she followed Lisa down the driveway towards the car. It had been an expensive purchase so she didn’t want it damaged or soiled in any way. She was smiling happily to herself. It had been an entertaining evening and one that she’d enjoyed immensely. Having her plaything bend over and re-insert the anal plug in front of the sniggering boy had been a fitting conclusion to the evening. She’d considered forcing the mortified girl to masturbate there and then but she wanted to keep the little slut on edge for the next few days. Now being quite late the air had turned cooler, and it was dark, so the fact that her lodger was still naked wouldn’t, unfortunately, be causing her too much concern. A pity she thought, chuckling quietly. She watched the full, and no doubt burning, buttocks roll saucily in front of her as they both headed towards the car.
“Towel!” she barked as her trembling toy reached for the passenger door.
Lisa squirmed uncomfortably as they sped through the night, the folded towel feeling horribly prickly against her hot bottom and the awful plug once more preventing her from closing her bumhole. Try as she might she couldn’t seem to alleviate the stinging in her bum cheeks and worryingly her pussy was continuing to tingle and pulse insistently. Her face suddenly burned as a fleeting picture of what the boy had been allowed to do to her flashed through her mind. She was so ashamed but wasn’t able to stop her pussy oozing sticky fluid in response to the awful thought. The towel beneath her bum was getting wetter by the minute and she was worried...what would Mrs Henderson say when she found out? She swallowed nervously…because she knew full well that when they got home, and before she was allowed to go to bed, her vagina would be subjected to a very intimate inspection by her Mistress. The evidence of her “sluttish” nature would be blushingly revealed and no doubt, at her next punishment session, be used as a reason to increase its’ severity. She shivered as horrible imaginings filled her head.
“You remembered to book Monday off from work didn’t you?” Mrs Henderson suddenly asked, pulling Lisa from her thoughts.
“Yes Miss,” she answered as politely as she could.
“Because I don’t know if I told you or not, but we’re going to see Holly on Saturday! I’m visiting an old work colleague so you’ll be staying the night. Won’t that be nice? Apparently she’s really looking forward to introducing you to some of her friends.” The older woman’s soft laughter did nothing to alleviate the sudden rush of anxiety that flooded through Lisa, in fact it only served to make her feel more worried.
“And of course I’ll be giving Holly permission to deal with you in any way she sees fit.”
A month or so earlier Holly, Lisa’s eighteen year old niece, had been to stay at Mrs Henderson’s house. The weekend had proved to be dreadfully embarrassing for Lisa, as under the tutelage of her landlady, the young girl had been encouraged to act as a Mistress to her beautiful aunt. And Holly had embraced the role with unbridled enthusiasm, discovering a dominant side to her personality that she never knew existed. Lisa flushed with shame as she remembered being forced to undress in front of her grinning niece for the first time, and then the incredibly intense humiliation she’d felt when she was disciplined and sexually used by the girl a short time later. Suddenly her bumhole started to clench uncontrollably on the rubber plug filling her bottom as she realised that in a few days time she’d be under Holly’s control once more…
YNHumiliator July 2010
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