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The Continuing Adventures of Lisa James: Something for the weekend?

Chapter 5 A Tender Bottom

Chapter five: A tender bottom


          Timothy Cooper looked at the naked woman and grinned. His memories of that fateful night were very different from Lisas. It had been one of the most stimulating evenings of his young life and since then his aunt had educated him in many other exciting ways. But this was the first time hed been left totally alone, and in charge of, a helpless female. His heart was racing with anticipation.

          “Come here,” he said.  Lisa stumbled forwards towards the seated boys. With her hands behind her back her big boobs juddered and wobbled in all directions, much to their appreciation.

          “God shes got big tits!” They burst out laughing. Lisas face burned. She was shaking uncontrollably. The dilemma she now found herself in was simply excruciating and the embarrassment was all enveloping. But she knew if she didnt do as the horrid boys said shed be punished and punished severely. She had to behave. Had to do whatever she was told. Had to be good. Had to please them.

          “Why dont you have any hair on your pussy? You trying to look like a little kid?” It was serious question but Lisa didnt have an answer, she just looked at her toes trying to avoid their eyes.

          “My friend asked you a question!” His tone was angry.

          “I…I...I have to have it shaved off so…so…so that people can see everything,” she said quietly. Her face was glowing.


          And then it began…young hands gripped her waist and started to slide up across her stomach.

          “Look I dont think Mrs Henderson would want you touching…” It was all she managed.

          “Shut up! Did I give you permission to speak?” The mockery in his voice stung her into silence. His hands continued on their way before finally cupping the heavy globes of her breasts. She shook and sobbed as the smiling boy squeezed and moulded their fullness then squealed as he pinched and pulled at the sensitive tips. The other two boys were silent as they watched their friend caress the helpless woman. They grinned as his hands dropped to her hips and then slid inwards towards the shaven mound.

          “Open your legs,” he said matter-of-factly. Lisa shut her eyes and did as she was ordered. As his fingertips teased the secret lips between her thighs she whimpered.

          “The little tarts dripping wet.” Being called a tart by the sniggering teenager brought a fresh bloom of heat to her face. A muffled groan greeted the sudden insertion of two inquisitive digits into the slippery crack. Lisa rose up onto her toes and rolled her hips as the hateful boy pushed his fingers up inside her hole.

          “Look at me,” he said threateningly. She opened her eyes and stared helplessly into his young face. His look of superiority made her quake inside, she knew she was lost, knew she would do exactly as she was told. Suddenly he delved deeply which drew a shuddering gasp from her half open mouth. Her eyes grew round as the boy continued to roughly finger her increasingly wet vulva. Keeping her hands clasped behind her back was growing progressively more difficult and she couldnt help wriggling and whimpering as her sticky folds were opened even further. Her bottom abruptly gripped the rubber plug as seeking fingers touched its protruding end.

          “Whats this thing?” he asked. His eyes twinkled with amusement as her bum cheeks clenched desperately onto his hand. Robin Delaney watched with bated breath as his cousin continued to touch the nude woman. She was moaning and writhing as Tim finger-fucked her pussy. His other hand had just started to investigate the crack between her bum cheeks, if her reaction was anything to go by.

          “Please dont touch me there, Ill do whatever you want, just dont…PLEASE!” Suddenly her hands flew forwards and she dropped to her knees on the grass, trying her best to cover her exposed flesh.

          “Stand up.” The words dripped with menace. It was ridiculous, after all he was only a teenage boy, but Lisa was frightened. Fear triggered her submissive nature and she couldnt stop herself from obeying. He held a length of soft cord in his hand. It struck her that he must have brought it on purpose. Her worry suddenly spiralled uncontrollably.


          Once her wrists were tied behind her back her final line of defence was removed. Now they could do as they pleased and she wouldnt be able to stop them, even if she wanted to. She was pushed against the edge of the picnic table and made to lean forwards onto its blanket-covered surface. Her big boobs squashed out underneath her to form a fleshy pillow, their hard nipples rubbing uncomfortably against the itchy wool. Then her legs were forced apart. Amidst much hilarity they investigated the space between her thighs. They took their time and as she wriggled and groaned under their intimate ministrations her delicate lips were pulled wide apart so that they could all look at her “properly”. Squeals filled the clearing as her clitoral knob was pinched and pulled. Young inexperienced hands roamed unhindered over every part of her trembling body and as much as she hated herself she couldnt stop the inevitable lubrication that resulted. Tim gave his friends a guided tour of her private folds, not stopping until all of their fingers and her inner thighs were glistening with sticky fluid.

          “Open wide.” She moaned piteously as they took it in turns to push their fingers into her mouth. As she licked them clean the humiliation only fed her arousal. Im such a wanton slut. IM SUCH A SLUT! I'M A SLUT! OH GOD I SO WANT TO COME!


          “So whats that thing up her bum for?” asked Simon Davies as the helpless woman sucked on his fingers. His cock was so hard it was hurting. The whole situation was making his head spin.

          “To make it easier to fuck!” They all laughed as Lisa began gurgling urgently around the fingers filling her mouth. Her panic made them giggle even more. And as she continued to burble and splutter Tim leant down and spoke gleefully into her ear.

          “You see Mrs H wants us to teach you a lesson. Were gonna do you in the bum in a minute!”

          “Mmmmmwwwaaaahhh nooooooo gooooogggggg,” was all she could manage.


          Lisa shrieked as they pulled her upright, her shoulders screaming in protest. Robin Delaney was shaking like a leaf. He couldnt believe any of this was really happening. Suddenly Tim pushed the nude woman towards him. The big boobs wobbled just in front of his face.

          “Go on, its alright, we can do what we want.” Robin looked at the gently swaying breasts. The pink nipples looked really hard and were poking out excitedly. With his heart in his mouth he reached up and cupped the wonderfully warm flesh in his hands. Within seconds he was pinching and pulling at the swollen tips as his cock surged in his pants. Lisa squirmed again as fingers pushed at the rubber invader filling her bottom, her anal ring spasming as she tried to expel the horrid thing. Suddenly one of the boys gripped the end of the smooth column firmly. She cried out and wriggled her hips shamelessly as he pulled and pushed it back and forth in her tiny opening. At the same time fingers plunged in and out of her sopping vaginal hole whilst the seemingly unrelenting teasing of her clitoris continued. Overcome by her lustful reactions she began to groan more loudly as the delicious feelings in the pit of her stomach intensified.  Just as she was teetering on the edge of a much-needed orgasm the touching stopped. 


             “Who wants to spank her first?” Kneeling naked on the grass in front of them she shook her head in disbelief. Surely they didnt mean to hurt her as well? Hadnt she been humiliated enough?  But even as her mind screamed for escape her pussy throbbed with wet betrayal.

          “Over.” Tears of embarrassment welled up as she slowly draped herself across the boys lap. Horribly aware that the end of the plug was on full view she tried to squeeze her legs and buttocks together as tightly as she was able, hoping to retain even the tiniest shred of dignity, but of course it made no difference. She squealed and kicked her legs up as the boys hand began to sting her, the fact that she was totally naked only adding to her discomfort. Gradually the pain in her bum cheeks began to increase.

          “Smack!” She jerked again, unable to do anything else because her wrists were tied securely together in the small of her back.

          “Smack!” The soft flesh flattened then sprang back into place as the hard hand landed. As the spanking continued she started to bounce on the boys knee. Tears pricked the corners of her eyes as the terrible humiliation continued. Her legs began to scissor apart. They were seeing everything. She knew even in her torment that they were staring directly at her holes. Even more horribly her pussy was seeping sticky fluid and the horrid butt plug was doing a little dance all of its own. Suddenly there was a loud crack followed by an agonized squeal. Lisa tried her best to twist around but was held firmly in place. Fresh laughter filled the clearing.

          “Bet that stung a bit more didnt it?” asked the boy. As she craned her neck in a desperate effort to see what had caused the sudden intense stinging he held it up. A wooden hairbrush! Without further warning he struck one of her wobbling bottom cheeks. It flattened and Lisa screamed. Two dark red marks stood out against the already angry crimson curves. The next impact drew an even louder protest and a frantic kicking of her legs. She tumbled from his lap and fell into a blubbering heap at their feet. Simon Davies looked at the sobbing naked woman then glanced worriedly around the small clearing.

          “Shes making too much noise, someones gonna come.”

          “Ive got an idea,” said Timothy grinning wickedly at his two friends.


          After a few moments of the boys “man-handling” Lisa found herself kneeling on the picnic table's seat with her legs and bum cheeks spread wide. With her wrists still tied together behind her back and supported only by her stomach and the cushion formed by her squashed boobs she lay forwards on the wooden surface. Directly in front of her very red face the boy quickly shed his shorts and underpants. She stared in horror as his stiff cock jutted out and then shook her head in dismay as he rubbed its purple head against her lips.

          “Youd better open your mouth or Ill go and find a nice whippy branch to use on your fat arse!” Lisa knew it wasnt a hollow threat. Reluctantly she parted her lips and allowed him to push his erect member into her helpless mouth. He laughed and looked to his cousin.

          “Go on then,” he said excitedly. The back of the heavy hairbrush struck home. Lisa gurgled her distress around the hard penis as her bottom cheeks clenched frantically.

          “Youd better start sucking, hes gonna keep going til you finish me off.”


          They went slowly, enjoying the increasingly urgent reactions of the helpless woman. Unfortunately for Lisa the boy had learnt a level of self-control since their last meeting. Desperately she tongued the swollen knob and sucked at its length. Her bottom starting to weave from side to side as the burning in her buttocks grew to an almost unbearable degree. Tim thrust forwards and revelled in the delicious feelings coursing through his young body. Lisa gagged as hard flesh hit the back of her throat, snorting loudly in protest as the hairbrush caught the underside of one of her wounded rear cheeks. Tears ran unchecked down her face and then suddenly the cock spurted and filled her mouth with creamy fluid. Swallowing was her only option. The brush stung her even as he withdrew.

          “Please stop now!” she sobbed.

          “Ill do as you say but please dont hurt me anymore!” Her pleading simply aroused their cruelty. A few moments later and despite her protests a second youthful stiffness forced its way past her lips. The hard wooden brush began an exploration of the backs of her thighs. Each impact brought new pain that caused her to scream around the flesh gag filling her mouth, but luckily the boy didnt take long before he exploded. Inexperience meant that the third boyish erection, much to Lisas relief, also lasted for only a few moments. She sobbed quietly as young hands once again explored her wetness. Fingers penetrated deeply drawing a stream of urgent groans from her abused mouth and as she jerked involuntarily on the teasing digits she drowned in shame.


          When Lisa felt her wrists being untied she thought thankfully that it was all over. Surely Mrs Henderson and Hilary would be back soon. But much to her chagrin she was forced to turn over. To her dismay she immediately saw the three freshly erect penises and their grinning owners. All of the boys were talking excitedly but she didnt register anything that was being said. Her anxiety levels were as high as theyd ever been. This was all happening in a public place…anyone might come, anyone might see, God knows what would happen if they were discovered. Once her wrists were pulled over her head and firmly tied beneath the tables edge they bent her legs up until her thighs rested on her chest. As loops of cord were passed around her ankles and knees she registered the fact once again…theyd brought everything with them. This was planned. Mrs Henderson was responsible for the whole thing. A pair of underpants was unceremoniously crammed into her mouth. Before she had time to react to the terrible position she now found herself in she jerked violently in her bonds and began to scream. Wild eyed she looked at the laughing faces and then saw what Tim was holding gingerly between his fingertips. A nettle! The boys crowded closer as the spiky green leaves touched the glistening folds of the open vaginal crease.

          “She doesnt like that much does she?” one of them said with unintended understatement. Lisa writhed and struggled as the dreadful stinging engulfed her helpless pussy. A shrill muffled sound filled the little clearing for several minutes as the boys experimented. When theyd finished Simon Davies peered at the displayed pubic anatomy and whistled under his breath. Everything looked swollen and much redder than when theyd started. Lisa continued to blubber into the cotton wad filling her mouth. She hurt. Her bum felt incredibly hot but her pussy was stinging madly. Surely Mrs H would be back in a minute! Please God! They had to have had enough! How could they be so cruel?


          But boys will be boys and within a few minutes Lisa found herself face down once more on the tabletop. Her poor bum was stuck up in the air and her hands were retied in the small of her back.

          “Get your legs open you tart!” She groaned with humiliation as her thighs were again pushed open. Unpleasant tingling sensations were running to and fro along her swollen pussy lips. Lisa felt the boys crowd forward, a hard penis brushed against the back of her leg, and then eager hands pulled the cheeks of her bottom wide apart. Suddenly she squealed as the thick rubber plug was pulled forcefully from her distended anal entrance. Excited chatter and comments went un-noticed as she shook her head from side to side. Horrid sensations coursed through her. Involuntarily her rear hole attempted to close itself but the previous hours stretching had weakened the ring of muscle to such an extent that a feeble tightening was all she could manage. Inquisitive fingers were soon inserted into her most private of places curiously exploring the tiny opening. Lisa moaned with shame, her muscles tensing as the boys went ever deeper into her bum hole. Her face burned and she writhed on the tabletop. At each fresh intimate examination her buttocks clenched desperately and she squealed her protests into the gag. But in a terrible instant she was no longer just groaning with discomfort but howling hysterically and squirming and jerking. Hands held her down as muffled screams issued frantically from her wadded mouth. Tim grinned at his companions and stroked the leaves of the nettle across the puckered pink opening again. Lisa wriggled and snorted as her anus and then the inner curves of her wobbling bum cheeks felt the intense stinging. She begged them to stop, screamed for them to please stop, her unintelligible pleas falling on deaf ears as the nettle slowly wound its way along the crease of her bottom.


          They stood back and admired Lisas bottom. It was scarlet and swollen, criss-crossed with angry red stripes.

          “Bloody hell!” said Simon Trent as he idly stroked his hard on. The trembling cheeks continued to weave gently as they watched. Muffled groans greeted a hand that reached out to gauge the heat emanating from the sizzling curves.

          “Im going first,” said Tim with a smile.

          “Wed better get a shift on cos Mrs H will be back soon.” Without any further warning he stood directly between the helpless womans legs and held the engorged end of his cock to her swollen rectal dimple. Lisa immediately began to struggle in an attempt to avoid what she knew was about to happen. Jerking frantically she tried to roll her hips to the side but the boy simply pushed her back into position. The muffled entreaties that had so far escaped her gagged mouth now took on an even keener edge, her shrill protests rising in both volume and pitch. Then she groaned with discomfort and shame as she felt the furiously stiff cock enter her tight rear tunnel. Squirming as the unyielding hardness slid more deeply into her bottom she wallowed in the utter submission being forced upon her. Any hope of clenching herself tightly to prevent the boys entry had been effectively removed. The dreadful butt plug had seen to that. She mewled piteously as he began to pump himself roughly back and forth. Even as his erection ploughed her anal passageway and the excruciating sensations filled her Lisa was aware of the unwelcome tingling that was steadily growing in her pussy. She moaned as her body once again began to betray her and in a corner of her mind she found herself thankful that the cocks about to fuck her bum hole were at least of a manageable size!  Suddenly the boy tensed. Lisa felt his hardness throbbing deep inside her bottom and then the hot spurts of his orgasm as he collapsed forwards onto her.

          “That was fucking ace,” he said to his companions with a huge grin as he lifted himself up onto his elbows. There was a soft plop as his rapidly softening penis slid from the abused anal opening. Lisa immediately felt warm fluid begin to seep from her rear hole. It ran down the crease between her tingling cheeks and over her swollen vaginal lips to drip slowly down onto the grass beneath.


          She squealed into the makeshift gag as the second engorged penis drove inexpertly into her. The boy held her tightly by the hips and pushed himself as far as he could into the slippery opening. Luckily it took only a few moments before he lost control, his loud grunts causing much hilarity to his two watching friends. Lisas face burned as the final boy took up his position. It was the one she recognised as Robin. At the same time Timothy had moved around to stand in front of her and now as his cousin pressed his erection into the helpless rectal canal he pulled Lisas hair so that she had to look directly up into his smiling face. Her cheeks bloomed with humiliation as she felt the cock slide deep inside her bottom. Tim smiled knowingly into her very red features as he saw the embarrassment that brimmed within her eyes. She gasped for breath as the erection pumped rapidly in and out, her face suffusing with shame as the liquid sounds of her bottom being buggered reached her ears. The boy suddenly stiffened and then slumped forwards. As the wadded underpants were removed from her mouth she gasped thankfully at the fresh air. Thank God it was all over now, theyd untie her and shed be able to clean herself up before Mrs Henderson came back.


          But they didnt. Instead, and despite her pleading with them, they tied her ankles apart and left her there naked, helpless and totally exposed.


          Gradually the warm fluid dripping from her aching bum hole and down the backs of her legs began to cool. She felt so ashamed but it wasnt her fault. Surely Mrs H would understand. Shed done as she was told. Shed been good. When she heard approaching voices Lisa closed her eyes and prayed that they werent strangers.

          “You disgusting little tart! What on earth have you been up to?” Mrs Henderson sounded really angry.

          “Miss they made me, they made me do…”

          “Be quiet girl!” Jean Henderson smiled at her lodgers round-eyed niece as she quickly untied the bound wrists. Her playthings bottom and thighs had obviously taken a fair amount of punishment. And by the look of her swollen rear entrance it had been subjected to a forceful buggering! Sticky white fluid had dripped from the abused anus and was smeared between the scarlet buttocks. She couldnt help smiling. But then she raised her eyebrows in surprise when she noticed the numerous tiny blisters that dotted the sensitive folds and inner curves of the younger womans rear anatomy. Theyve used nettles on her. That Timothy was certainly more inventive than shed have given him credit for!

           “Just look at the state of her Holly. No doubt she enticed the boys from the moment we left.” Holly was trembling with excitement, her beautiful aunts bottom looked very sore indeed and the thought that the three teenage boys had actually “done” her up the bum was making her pussy throb deliciously.


          Much to Hollys delight Mrs Henderson didnt return Lisa's dress but forced her to climb up the hill and walk back to the car totally naked. Watching her aunts striped red buttocks as they rolled from side to side as she made her way up the track drew Holly's eyes and made her mouth water. The pink folds of the obviously very wet vagina kept peeking out from beneath the angry rear cheeks. Holly felt so horny she thought shed burst! Unfortunately they didnt meet anyone on the way to the car, but you couldnt have everything!


          On the journey back to Mrs Hendersons tiny whimpers came from the back seat each time the car nudged a pothole or hit an uneven piece of road. Lisa couldnt help herself. The rough blanket shed been made to sit on was causing havoc with her horribly hot and sore bum cheeks. She was thankful when they finally turned into Mrs Hendersons drive but once through the front door she was curtly told to go and wait in the bathroom. As she stood naked and trembling it took all of her self-control to keep her hands on top of her head, she so wanted to rub her poor bum and smooth away the awful tingling. Her pussy was throbbing too but she knew if she was caught touching herself there shed be in serious trouble. She was wriggling and rolling her bottom in an attempt to ease the unpleasant sensations between her rear cheeks when a few minutes later Mrs Henderson and Holly walked in.

          "Just look at the shameless little tart Holly, she still can't control herself."


          Once full of hot soapy water Mrs Henderson hung the rubber bag from the shower's curtain rail.

          "I think you need a thorough cleaning before bedtime, don't you young lady?" Lisa's face was bright red as she stared at the dreaded enema bag. Having her niece present was simply mortifying. Holly was once more beside herself with excitement as she watched the older woman attach a red hose to the bag. At the other end was a thick bulbous nozzle and a few inches above that a curious flared cone. She licked her lips in anticipation and squeezed her legs together. She knew exactly where that was going!

          "In you get." Lisa stepped gingerly into the bath.

          "Bend right over girl. I know you want Holly to see everything." Mrs Henderson giggled at the look of absolute shame that covered her lodger's features. Lisa did as she was told. With a smile directed at the watching younger girl Jean Henderson parted the trembling buttocks and pressed the hard plastic tip against the swollen bumhole. Lisa squealed as it slipped past her clenching sphincter and wormed its way deeply into her rectal passageway. She moaned more urgently when Mrs Henderson pressed forcefully on the rubber cone. Her anus stretched painfully and then the horrid thing lodged itself just inside her protesting anal opening. A few seconds later and the warm fluid began to flow. Almost at once Lisa felt the awful cramping begin.

          "Right it shouldn't take long before she's nice and full, would you like to start washing her while we wait?" Holly grinned and nodded. Lisa groaned as her bowels began to expand.


          Once the bath was full of hot water Holly soaked the flannel and rubbed it vigorously on the soap.

          "I'm just going to pop downstairs and put the kettle on," said Mrs Henderson with a grin.

          "I'll be back in a minute." Lisa was standing at one end of the bath with her hands on her head. The tube disappeared behind her and curved up between her bum cheeks. She was moaning and swaying slightly from side to side. Already she desperately needed to go to the toilet. Another wave of spasms passed through her belly as the pressure in her bowels made her writhe with discomfort. Holly began enthusiastically soaping her naked aunt. She no longer needed any encouragement from Mrs Henderson. The flannel and her hands covered the slippery curves of Lisa's quivering body with abandon. They cupped and squeezed the big boobs then slid over the swelling stomach and down between the softly curving thighs.

          "Open your legs!" she said curtly. Lisa obeyed and then started to gasp as her vulval folds were rubbed and roughly parted by her niece's eager fingers. Lisa groaned more urgently as her stomach went into spasm again.

          "Turn!" Holly pulled at her aunt's wrist and twisted her around so that she could get at her bottom. It still looked incredibly sore and swollen and very red. Lisa squealed as the rough flannel began to slide over her sensitive bum cheeks. She jerked as the inquisitive hands squeezed and cupped her abused curves.

          "Please be gentle," she gasped.

          "I'm so sore." Holly simply laughed and looked into her aunt's face. Lisa saw the cruelty and excitement reflected in the girl's eyes and realised that Mrs Henderson had unleashed something from deep within her young niece. A something that wanted to feed on the humiliation of others. A something that wanted to dominate and control. A something that was enjoying every moment of pain and embarrassment that Lisa was being made to endure. She groaned with discomfort, her insides contracting in painful protest, as the warm soapy fluid expanded her bowels. It felt as though she was going to burst! 


          Sat on the toilet Lisa's cheeks glowed red as she looked into the grinning faces of Holly and Mrs Henderson. She'd just been forced to void the contents of her bowels in front of them and it had happened very noisily. Consumed with shame she took the proffered wet wipe and gently cleaned herself. Having an enema in front of her grinning niece had taken her to yet new depths of humiliation. But at least Holly was going home on Tuesday morning so thankfully she only had to get through one more day. But of course it could prove to be a very long day indeed...



Review This Story || Author: ynhumiliator
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