The Continuing Adventures of Lisa James: A Summer Vacation

Chapter Fifteen : A final examination part 2.

"Stand up straight girl." Lisa did as she was told eyeing the wicked rattan cane that Mr Cranshaw was flexing in his hands with absolute terror.

"This is going to hurt a lot," he said, an excited smile playing on his lips. He turned to his attentive colleagues,

"Do I need to gag her?" There was a shaking of heads and some good natured banter.

"No need really," replied Simon Barrow, "She can scream the place down if she wants, we're the only ones on school premises today." John Cranshaw looked at the naked woman shaking in front of him. She looked absolutely terrified which made his erection pulse even harder. He loved canes. Always had. Loved the way they appeared to embed themselves in the soft flesh, and then that tiny pause before the recipient reacted to the pain. He licked his lips.

Lisa was frightened. The thick leather collar around her neck was tight. The cuffs attaching her wrists to either side of it were pulling heavily and making it difficult to breathe. She was totally exposed, her arms and hands held up and out of the way. She couldn't protect her legs or bum or pussy in any way. Then she screamed piercingly…

The cane whistled as it parted the air. John Cranshaw saw no need to restrain his enthusiasm. He struck hard and where he pleased, his cock throbbing each time the schoolgirl shrieked in pain. It wasn't long before she collapsed onto the carpet sobbing and begging in the most delightful way. Simon Barrow stepped in and quickly dragged the shaking girl back to her feet. He bent her slightly backwards forcing the shaven mound of her pussy to bulge enticingly towards her smiling tormentor, and held her like that to allow his older friend to finish his fun. For Lisa the final six strokes were pure and unadulterated torture. She'd never been caned on the front of her thighs before. The backs of her legs had been dreadful enough but when the cane hit the soft flesh just below the level of her pussy she lost herself completely. At each searing impact she screamed at the top of her voice, the sound shrill and animal-like in its intensity.

Before she realised what had happened she found herself forced down over the arm of a chair, her belly taking her weight and her bum sticking up in the air. With her face pressed down into the cushions she cried out as the rough fabric rubbed against her sore thighs. The older teacher pushed the red striped thighs wide apart and ran his hands excitedly over the swollen crimson buttocks. God he was hard! The others watched as he freed his straining erection and immediately pressed its engorged head against the tiny pink entrance of the sobbing girls rear tunnel. Lisa began to wail more loudly and twist her hips from side to side. Her protests were muffled but their high-pitched tone gave clear indication of the panic she was experiencing. The burning in her bum and thighs become secondary when she felt him press the end of his rigid cock against her bum hole. She was so sensitive there. Please No PLEASE! But it was going to happen, she knew it was. She groaned and cried as the hardness stretched her helpless opening then shrieked and shook her head wildly as the thick end slipped past the straining anal ring and began its implacable journey into her bottom.

"Is the little tart tight John?" The question was met with much laughter as the grunting history master forced himself inside the hysterical woman.

"Certainly is, quite delicious," he said as sweat began to bead his forehead. Then he was fully embedded, the elastic walls gripping him like a vice. Lovely he thought, bloody lovely . Lisa moaned in discomfort as the man started to pump himself back and forth in her rear passageway. She hated being fucked in the bum, hated it. It was really embarrassing and made her feel so dirty. The thought of them all watching made it ten times worse. Humiliation coursed through her as her final bastion of privacy was invaded for their entertainment. A few moments later and John Cranshaw exploded with a loud bellow of pleasure then slowly withdrew his rapidly softening penis. Sticky white fluid oozed from the stretched hole of the shuddering "schoolgirls" bottom as she sobbed exhaustedly into the chair seat.

They drank more wine and watched their plaything with undisguised lust. Lisa continued to cry quietly, perched uncomfortably on the edge of a hard wooden chair. Her bumhole felt really sore and her bum cheeks hurt horribly. Hot lines were burning on the fronts and backs of her thighs. Beneath the pain she was mortified to feel her clitoris pulsing and tingling excitedly. After all that had just happened she was amazingly still very aroused. Sticky fluid was welling up from deep within her pussy. Surely things couldn't possibly get any worse…

The thin leather strips were cutting in, her poor boobs bulging obscenely and gradually turning a darker shade of red. They throbbed uncomfortably. Lisa hurt everywhere. She'd screamed when they'd forced her down onto the seat of the stool. Tiny steel tacks dotted its entire surface. Their pricking of her burning skin proved an almost intolerable irritation. She heard the metallic click of the clamps before she saw them. Fiona Cole held the shiny sets of steel jaws in front of Lisa's face.

"These are going to pinch a bit," she said, her voice husky with arousal. Lisa's scream as the first serrated clip bit into her swollen nipple bounced unchecked around the room. A second scream quickly followed it.

"Aaaaaaaaahhhhhhh! Nooooooooo pleeeeeeeeeeeeese! Take them off!" The vicious clamps had sharp tiny teeth that were digging enthusiastically into the sensitive red buds. Lisa shook her abused breasts to try and alleviate the stinging but this caused a fresh wave of excruciating pricking from the sharp points she sat upon. With her hands secured behind her back she was helpless to avoid whatever pain they wished her to endure.

"Open your mouth." Lisa did as she was told then squealed in pain. Her nipples felt as if they were being torn off. Fiona Cole smiled excitedly as she lifted the heavy breasts with the chain connecting the shiny clips. Giggling she slipped it between the lips of their helpless captive.

"Hold it there." Lisa frantically bit down on the links running through her mouth, her breath exploding from her flared nostrils. She moaned piteously which brought a further smile from the young Maths teacher.

"If you let it go I'll personally run a skewer through your clit." Lisa's eyes opened wide with fear. She knew the pretty girl meant exactly what she said.

The whip was designed to sting rather than to wound but nevertheless a sharp crack and muffled scream accompanied each stroke of the thin rubber thongs as they bit into the undersides of the pinioned globes. Fiona Cole twirled her toy and brought the tips slashing into the side of the bulging right breast then in a figure of eight motion caught its partner. Lisa screamed and grunted through clenched teeth trying to remain as motionless as possible. Each stinging contact caused her to jerk backwards which played havoc with the sharp tacks pricking her clenching buttocks. It went on for what seemed an eternity as she bit desperately down on the straining sliver chain. A thin film of sweat coated her whole body by the time the younger woman finally let her rest.

The thin laces were quickly unwound from the now purple breasts but the clamps were released slowly allowing Lisa to feel each agonising moment. As blood rushed back into her throbbing nipples she shrieked and almost fainted from the overload of pain. Amidst much excited conversation several pairs of hands lifted her from the stools seat and massaged her marked and pulsing flesh. Iced water brought a frantic gasping for breath as it flowed over the burning curves. Decorated with stripes and swathes of red, the sobbing schoolgirl made an extremely erotic and arousing sight. The males present all wished to partake of the proffered physical charms immediately, but it was agreed that their toy should be given some time to recover before they indulged themselves further…

It was nearly half an hour later that Jean Henderson walked into the room. She'd driven down, the journey taking no time at all in the late afternoon sunshine.

"My goodness," she said brightly when she saw Lisa, who was laying naked on her front on a large leather sofa. Her lodgers' wonderfully full buttocks were almost entirely red, purple lines and blotches dotting the obviously swollen and angry flesh. She felt a tingle of pleasure as she noticed the dark lines striping the backs of the tarts slightly parted thighs. Simon welcomed her with an enthusiastic hug and they immediately fell into an animated discussion.

Mrs Henderson looked into the very red face of her lodger and couldn't keep an amused smile from her lips.

"So young lady. I hear you haven't been able to behave yourself. Mr Barrow tells me you let a group of young boys fuck you in the bottom! Quite disgusting!" Lisa looked back from beneath eyelids heavy with both arousal and fatigue. She shook her head quickly.

"No Miss honestly no they made me they made me do…"

"Be quiet girl! I didn't give you permission to speak! Haven't you learnt anything this week?" Lisa flushed a darker shade of red. Jean Henderson noted the way her playthings' thighs were almost imperceptibly tightening and relaxing. No doubt trying to alleviate the heat consuming her bottom and pussy! She laughed quietly. Lisa was standing to attention, hands on head, in front of her seated landlady. The plump mound of her hairless pussy jutted forwards, its' delicate lips visible between the soft curves of the red-striped thighs. The older woman bent forwards and ran a fingertip along the girls' sticky slit. Lisa gasped loudly then moaned as her hard clitoral stub was urged from beneath its' hood.

"Sounds to me like you've been behaving like a little tart. No doubt teasing the boys till they couldn't take any more. Well?"

"No Miss I only did as I was told. Please take me home." Jean Henderson smiled.

"But your teachers want to ensure that you're properly punished for your shameful behaviour. I'm going to watch and see what a little slut schoolgirl you really are." With that she turned away and joined Simon Barrow in the far corner of the room. They quickly fell into a deep conversation.

Lisa watched in horror as two of the men, she didn't register who, carried a wooden frame into the room. They placed it down with a thump in front of the fireplace. It was obviously very heavy and solid. The buckles hanging from its' straps tinkled warningly. Lisa stared at the horrid thing and swallowed nervously. It looked like the "outline" of a box but with a padded sloping top. Leather cuffs were fixed halfway down each of its' four legs. Cross members stabilised the structure.

"Come here girl," said Mr Barrow with an authoritative tone. Eager hands pushed her roughly towards it.

She felt helpless, totally and utterly helpless. The restraints held her securely in position. Her head was a good twelve inches lower than her bum. It jutted out provocatively from the stands higher end. With her legs pulled forwards on either side of the frame and her knees and elbows cinched together beneath her waist she felt like some sort of sacrificial offering. Her poor abused nipples were crushed against the things smooth surface, they throbbed painfully but there was nothing she could do about it. Similarly she could do nothing to alleviate the burning of the cane marks that decorated her bum and thighs. Lisa was frightened, frightened of whatever it was they were going to do to her but also aroused. The fear, the pain, being forced to masturbate, being anally penetrated, the awful humiliation, in fact everything that had happened in the last few hours was causing a tingling in her clitoris that wouldn't go away. Her body had been pushed to the brink numerous times during the afternoon but each time a release had been denied her. Now bound and totally exposed once more she knew her pussy was running with excitement and her belly fluttering with unsuppressed need. She ached to come, she needed to come. Trying to compose her thoughts she concentrated on the sensations blossoming between her legs…

Suddenly aware of hands sliding between her bum cheeks, which were spread achingly wide apart, Lisa opened her eyes and found herself looking directly into the face of her landlady. Jean Henderson had drawn up a chair and was observing her lodgers red face with amused interest. Lisa began moaning loudly and trying to move, the muscles in her legs and belly tightening as fingers teased her slippery labia apart. Her cheeks flamed with shame.

"Nnnnnnnngggghhhhh! Aaaaaaaaaaaaaaahhhhhhhhhhhh!" Behind her the first teacher readied himself, erection in hand. The "schoolgirl" suddenly groaned in frustration as the fingers were removed.

"Nooooooooooo DON'T STOP! Pleeeeeeeeeeeeeeeeeeeeease!"

"You're a dirty little tart aren't you my girl? Well?" The older woman gripped Lisas' face tightly.

"Well?"

"Yesssssssssssss Miss! Oh yes Miss I'm a…Oooooooooooohhhhhhhhhhhh!" Lisa jerked against the straps as the erect penis was rammed to the hilt in her wet hole. She cried and moaned as Simon Barrow pumped his length violently inside her, groaning at the humiliating pleasure of its insertion. Her eyes fluttered and closed.

"Look at me girl!" Lisa obeyed immediately, looking back into the smouldering eyes of her Mistress. She felt the hard rod stretching her pussy as waves of glorious pleasure began to flow through her belly.

Jean watched the girls pupils dilate as the orgasm tore through her body. It was violent to say the least. Lisa screamed as the force of its arrival threatened to overwhelm her senses. The release of sexual tension caused her whole body to spasm, the walls of her vagina gripping the solid flesh it held with surprising force. It was an orgasm unlike any she'd ever experienced before. Her pussy pulsed madly on the wonderful cock as it continued to plough back and forth inside her. Feeling light headed she was only vaguely aware of Mr Barrows' groan as he came a few moments later.

Lisa screamed as the strap curved across her bottom. Pleasure and pain. Pleasure and pain. Geraldine Johnson seared the clenching crimson cheeks with as much force as she could muster. God she was almost jealous of the little tart!

The hard glans brushed against the pouting lips of her vulva before homing in on the rim of her anus. PLEASE NO! She screamed again as the English teacher pushed himself roughly into her already sore rectal tunnel. It stretched the tight passageway painfully but the discomfort was now an unbearable stimulus. His weight pressed against her burning buttocks adding to the kaleidoscope of sensations consuming her. Unbelievably she began to respond, her pussy throbbing with excitement as her bumhole was painfully fucked for the second time in a few hours. She began to gasp, her smiling landlady quick to notice her reaction.

"That's it you dirty little bitch! Feel it properly." Lisa's bum clenched and spasmed on the cock as it plumbed the deepest part of her, the muscular pulses sending jolts of pleasure to her throbbing clitoral bud. Then she was screaming again as a second orgasm arrived.

She was given the strap again, almost passing out from the intense stimulus. Fiona Cole plied the supple leather strip against the inner curves of the straining buttocks, the vicious strokes turning the soft flinching surfaces a vivid shade of pink.

Whilst Lisa was being strapped Jason Cain moved and stood in front of her. She watched in horror and whimpered with fear when he removed his trousers. What stood out from between his legs was huge, the biggest penis she'd ever seen. She looked at its engorged red head and thick black shaft in panic.

"Please don't you'll hurt me so much." Soft laughter greeted her pitiful plea. She couldn't pull her eyes away from it.

"I know," was all he said with a throaty chuckle. Jean Henderson watched the fearful anticipation in the eyes of her helpless lodger as the man positioned himself behind her. His enormous erection reared up between the pinioned thighs and rested for a second on the join of the upraised and spread bum cheeks. Then Lisa began to moan both with fear and pleasure as the bloated end was rubbed between her swollen pussy lips. She looked frantically up into the ring of smiling faces, their eyes reflecting enjoyment at her obvious fear and what was about to happen. Their attention shifted to the area between her abused buttocks when she suddenly shrieked in pain.

" Look at me girl," said Mrs Henderson sternly.

Lisa squealed and begged as her vaginal lips were pulled cruelly apart. She shook her head and moaned as Jason Cain pushed the enormous throbbing head of his cock against the slippery crack of her pussy.

"Nooooooooooo!" He pushed harder and the pink entrance slowly stretched into a taut circle as it gripped the swollen invader. A frantic thrashing of Lisa's head, a shrill scream and the end slipped inside. He moaned with pleasure as the pressure receptors in his raging glans sensed the tightness of the little bitch's hole. The "schoolgirls" sex was forced wide open, she gasped and squealed as the thick length slowly slid inside her. Jean Henderson watched as her submissive lodgers' eyes grew round then began to bulge from her head. Lisa's teeth chattered and beads of sweat ran down her forehead as she was filled more completely than ever before. Sensations spasmed through her sex tormenting her with mixed shocks of pain and pleasure. Once fully inserted he rested, allowing the skewered girl a moments respite. Then he enjoyed himself…

Once the shaft was moving Lisa lost control of herself completely. The pain was terrible but so was the pleasure. She came a number of times, she didn't know how many, screaming uncontrollable at each crescendo and writhing on the cock impaling her. Each time he withdrew it felt as if her pussy was being pulled inside out. It wasn't possible to tell when it hurt or when it felt good and she soon became lost in a sea of intense sensation. She squirted when she came. She felt it. Aware that her pussy was squeezing the hardness as it pounded relentlessly into her, the straps creaking and the wooden frame groaning. When he finally began to come she felt him grow thicker, if that were possible, and then heat as her insides were flooded with white hot fluid.

Once released from the bench her legs refused to obey her. She tottered on her toes. Slimy fluid was leaking from her bumhole and pussy and trickling down the insides of both of her thighs. She was exhausted. Totally exhausted. More tired than she thought possible. She was half pushed and half carried into an adjoining room and immediately made to kneel in front of an armchair. Mrs Henderson showed her the strap. The threat was enough. Jean left them to enjoy themselves and returned to Simon to discuss what possibilities they might have for her plaything in the future. As Lisa knelt each of the grinning women took a turn to sit spread legged in the easy chair whilst she brought them to orgasm with her tongue.

On the back seat of the car Lisa slept soundly. As they sped through the glorious countryside Jean Henderson tilted her rear view mirror and gazed at her naked lodger. The sun hadn't yet set but was gradually dipping closer to the horizon. She'd really enjoyed her weeks holiday on the coast with her friend, and it certainly sounded as if Lisa had had an interesting time! She grinned. According to Simon the little tart had excelled herself, allowing a whole array of humiliations and indignities to be heaped upon her. When he'd described her time with the boys Jean couldn't quite believe her ears. His description had made her heart beat really quickly and had even induced a certain tingling in a certain part of her anatomy. She grinned again and then began to ponder the possibilities of Lisa's next adventure…

The End – YNHumiliator December 2004.