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The Continuing Adventures of Lisa James: A Summer Vacation

Chapter 8 Some difficult lessons

The Continuing Adventures of Lisa James : A Summer Vacation

Chapter Eight : Some difficult lessons

          Lisa sat at her desk at the front of the class with shaking legs. In
fact she was quivering all over. Her pussy felt incredibly sticky and wet.
Having a quick wash in the kitchen storeroom hadn't relieved the prickling she
could still feel in her bumhole and had done nothing to reduce the red glow that
was emanating from her face and throat. She felt hot, very hot. Her head was
totally confused. The orgasm had been fantastic...yet she'd been made to orgasm
through no choice of her own. Thinking about what had just happened filled her
with humiliation. She felt ashamed of what she'd been made to do. Showing
everything to the Cook and her two lackeys, even showing them her most private
moment had been awe inspiringly embarrassing but as usual she'd been incredibly
turned on. She couldn't believe what an awful little slut she was becoming. Even
now her pussy was continuing to throb unhelpfully...

          Alan Finch looked at the very red face of his shapely female student.
On Tuesday he'd threatened her with some form of nameless punishment if her mark
in the comprehension test hadn't been good. His mouth felt very dry as he looked
at her paper and the D that was circled in red at the bottom. The boys were
watching the young woman in her tight vest and short skirt as they always did.
With luck and a little patience they'd probably be rewarded, sometime during the
morning, with the revelation of all of her physical charms. Even better, and
unbeknownst to Lisa, they were all looking forward to the afternoons' science
class when "everything" would definitely be exposed! Their animated conversation
in Italian ran back and forth across the room as they tried to contain their
eagerness. However a general hardening of a certain part of their youthful
anatomies failed to conceal their enthusiasm.

          "James come with me, the rest of you try the exercises I've outlined
on the board. I won't be long." There was an audible sign of disappointment as
she self-consciously walked out of the room behind the middle-aged schoolmaster.
She noted the glum expression on the boys' faces. No doubt they were hoping to
see her forced to undress or something similar. She breathed a small sigh of
relief. At least she'd be spared that embarrassment. He walked quickly out of a
side door, across a path that led between some overhanging trees, to the
entrance of an almost identical red brick building. The door slammed loudly once
they were both inside. A short distance down a corridor and Lisa found herself
in a small study. Oak panelling and bookcases lined the walls. A leather sofa,
desk and captains chair were the only items of furniture. She was left standing
in front of the desk whilst he sat and looked at her. There was only a few
seconds silence before he spoke.
          "You're comprehension test was basically rubbish. You achieved a D
grade, a fail. What have you got say for yourself young lady?"
          "I tried my hardest Sir," she answered quietly. God it sounded so
feeble and pathetic but she didn't know what else to say. Her pussy was so hot
and her bumhole felt all funny. It was difficult to concentrate. Alan Finch
looked at the jutting nipples that were blatantly outlined by the thin cotton of
the girl's vest. She was wringing her hands in anticipation of what was about to
come. His cock hardened. Her face was absolutely crimson. He wondered how she
could possibly endure the obvious humiliation of her situation. The shame had to
be all consuming. Obviously it would be even more intense if he caned her in
front of her leering young classmates! Selfishly he preferred to take his
pleasure one on one!
          "Well it wasn't good enough." He amazed himself by keeping his voice
calm!
          "So I'm going to punish you."
          "B..B..But Sir I tried..." she began to stammer.
          "STAND UP STRAIGHT GIRL!" He suddenly shouted, "AND GET YOUR HANDS AT
YOUR SIDES!" Lisa jumped. Oh God no not again! She felt really stupid standing
there in front of him. She was no longer an office manager of 27 but a 16 year
old schoolgirl about to have her knickers pulled down. The thought had sticky
fluid immediately pooling in the crack between her quivering thighs.

          "Fetch the cane Lisa," he said, indicating the back of the door
through which they'd both just come. She hadn't seen it before but she did now.
A thin yellow length of rattan was hanging from a hook at the side of the
doorframe. Almost in a dream she found herself moving towards the door then
reaching out for the wicked looking thing. It rattled against the wood panelling
as she fumbled it into her grasp.
          "Little girls like you only understand one thing isn't that right?"
She swallowed hard and shook her head. NoNoNoNoNo!
          "Six of the best across that fat bottom should ensure you concentrate
the next time a teacher tells you to do something. Well, haven't you got
anything to say?" For the umpteenth time in the last week Lisa's mind went a
complete blank. Panic and shame and arousal battered at the defences of her
mind. She was lost. The realisation that the teacher was on his feet and
speaking to her brought everything back into focus,
          "....so get them off! Come on hurry up you little tart!"

          Then she was standing against the side of the desk, her cotton
knickers making a tiny white pool in the centre of the rich maroon carpet.
          "Get over then, come on I haven't got all day!" Stiffly she bent and
keeping her legs pressed tightly together leant across the polished surface. 
Her shaking hands grasped the opposite edge of the antique wooden desktop. He
looked at the lower curves of the young woman's bottom as they peeped out from
beneath the short skirt. He hadn't been joking when he said he didn't have all
day. After all his Italian pupils were waiting for their English tuition. He
smiled to himself and  wasted little time in turning the skirt up and tucking it
into it's own waistband. A soft intake of breath greeted this exposure. Lisa
knew he was looking at her bum. Its revelation to Alan Finch caused a further
stiffening in his trousers. Smooth and generously curved the posterior proved an
intoxicating sight but he was surprised to find that several red lines were
already etched on the fleshy canvas, especially since it was so early in the
day...
          "What did you do to warrant those stripes Lisa?" he asked curiously.
          "I...I didn't do anything wrong Sir," she blurted, "Mr Barrow wanted
to teach me a lesson. I tried my best to please him I really did."
         
          The thought of Simon Barrow and what he'd done in the San made Lisa's
buttocks clench tightly together. Alan Finch chuckled to himself. He looked
appreciatively at the rounded bottom as he bent and placed two thick volumes of
the Works of William Shakespeare on the carpet at either side of the shaking
woman's feet.
          "Legs nice and wide now Lisa. Lets have you up on the books."
Partially rising from the desk's surface she squeaked in dismay when she looked
back and spied the two thick hardbacks. His intention was to make the little
bitch really sing. He wasn't about to spare her. Reluctantly she spread herself
as instructed stepping gingerly up onto the solid tomes. This new position gave
him a clear view of the hairless puffy-lipped vagina nestling high between the
open thighs and also the reddish raised whorl of the girls' puckered anus.
Looking more closely he noticed that both of her openings appeared shiny with
secretions and the rim of her bottom hole looked particularly raised and
swollen. If he didn't know better he would have thought the slut had been anally
penetrated and recently at that! Resisting the temptation to stroke the
displayed charms he slashed the cane through the air experimentally. The
resulting sound was quite satisfying and caused the young woman to gasp with
apprehension. Her bum cheeks clenched and quivered in dread, the lips of her
pussy forming a tight pink line.

          If Alan Finch had a weakness for something in life it was his love of
caning the female bottom. The obsession had manifested itself in his late teens.
Now middle aged the intervening years had been punctuated with numerous
delicious encounters when he'd made his fantasy a reality. Exhibited in front of
him now wasn't the slim bottom of an adolescent girl but the fully formed
posterior of a mature woman. Delightful in it's appearance it meant that he
needn't be reticent in his approach. On this occasion his sadistic yearnings
would be unconstrained!

          Lisa heard the cane a split second before it arrived. It whistled! For
a fleeting moment she was unsure if her ears had deceived her but then the world
suddenly collapsed into a mass of tortured flesh and white hot pain. Her scream
as she grasped her wounded bum cheeks and fell from the side of the desk was
full voiced to say the least. Alan Finch laughed, he couldn't help himself, and
looked at the writhing woman at his feet.
          "Dear me young lady! I'm afraid that stroke won't count and if you
fail to maintain the correct posture at any time during the remainder of your
punishment I'll double your total. Do you understand?" Lisa nodded, her eyes
already brimming with tears.
          "You also seem unable to take your medicine in silence. If I hear
another sound from you I'll go and fetch your classmates and let them witness
your childish behaviour. Do I make myself clear?" Again Lisa nodded, her hands
rubbing the fiery line that was  searing her poor bottom. Where the cane had
intersected her stripes from the earlier session with Mr Barrow intense stinging
points pulsed agonizingly. 
          "Now get back over the desk!" he snapped. Dragging herself to her feet
she stepped unsteadily back onto the books but not before he had her remove the
skirt altogether.  As an afterthought he screwed the tiny white knickers into a
ball and forced them into her mouth.
          "These should help you to keep quiet," he said jovially, "and let's
have that fat arse presented properly shall we?" She knew what he was
requesting. She'd been caned before. If she didn't spread herself fully for his
enjoyment, and relax her bum cheeks before each stroke, he'd give her extra. It
was a terrible catch-22 to be in but if she didn't do as she was told she knew
he'd just keep caning her. Screwing her eyes tightly shut and grasping the edge
of the desk she tried her best to spread and relax her bottom for him.

          Watching the attractive young woman once more position herself
submissively over the desk Alan Finch couldn't help thinking how fortunate he
was. Life was good! He was about to skin the arse off a 27 year old and there
was nothing she could do about it. His erection felt huge as he stepped to one
side and teasingly tapped the end of the whippy rod against the trembling flesh.
Then he raised the cane and brought it down with all the strength in his arm. It
curved through a wide arc and struck the full bottom precisely across its'
centre. Several things happened at once. The young woman threw her head back in
shock as the pliable wood appeared to penetrate and then bounce back from her
smooth flesh. For a split second she appeared frozen in place then her toes
drummed frantically against the books and her body convulsed on the desktop.
Gritting her teeth did little to stop the breath bursting from her lungs.
Desperately she gripped the polished wood as her hips writhed from side to side.
The cheeks of her bottom clenched and relaxed, clenched and relaxed as the
searing sting infiltrated her lower body. All her feelings of shame and
embarrassment were quickly forgotten as the piercing pain consumed her.
Gradually it ebbed to a deep throb that worryingly aligned itself to the slow
throbbing deep within the crack between her legs.

          The second stroke was equally as bad as the first. So was the third,
fourth and fifth. Each impact had her hips lifting and writhing above the
antique varnish. It was only with a tremendous effort of will that she managed
to stop herself twisting totally over on the desktop. He waited longer before
applying the fearsome cane for the last time. It took some time before the
muffled sounds that threatened to escape the tightly gritted teeth and the
tremblings that ran enthusiastically across the wounded bottom subsided. Lisa
swallowed frantically and clenched her teeth harder onto the now wet cotton ball
in her mouth.  One to go! If she could just last out it would be over! Then it
arrived with an almost venomous intensity. The pain caused by the final sizzling
impact easily broke her resolve.

          The English teacher watched with satisfaction as the nearly naked
woman rolled on the carpet clasping and rubbing her bottom totally unconcerned
by the undignified display she was making of herself.  When she surfaced from
the mass of pain a few moments later his cheerful face was looking down at her.
          "Get up you stupid girl! How old are you? Unable to take a few strokes
of the cane at your age! It's ridiculous!" Lisa struggled to her feet and
tottered on shaking legs in front of him. Burning parallel lines ran across both
cheeks of her still churning bottom and she found it almost impossible to stand
still. Tears continued to run down her face as he told her to stand up straight
and put her hands at her sides. It was so embarrassing being caned by him and
the way he kept laughing at her, obviously enjoying the hurt and humiliation he
was inflicting. She hated him. Hated his smug smiling face. Hated this awful
school. Hated everything about it. She just wanted to cry her heart out. But
worse than any of that she hated what was happening between her legs. The fire
in her poor bum had travelled quickly, suffusing the crack between her buttocks.
Now its heat licked at the sticky lips of her pussy centring itself on the
throbbing button of her clitoris.  Even though she was consumed with humiliation
her level of arousal was frighteningly intense.

          "Kneel down." She did as he ordered, watching as he unzipped his
trousers and pulled out his erection. The evidence of his obvious excitement,
excitement that she was responsible for,  made her pussy throb uncontrollably.
She wanted to be touched. Wanted to feel something inside her. Wanted his cock.
His intentions however proved totally selfish. Sucking on the hard flesh did
nothing to alleviate the craving in her belly and it didn't take long before he
exploded. With a groan he pumped his come down her throat then unconcernedly
told her to get dressed. Her damp knickers slid slowly up her thighs and she
gasped when the thin material touched her burning bum cheeks. It was as if
nothing unusual had happened. A few moments later and with her head spinning she
followed him back into the classroom. Horribly aware of the interest of the boys
she gingerly lowered herself back into her seat. Heat blossomed in her bum
cheeks and she gasped as they came into contact with the unyielding wood. Smiles
and whispered comments welcomed her reaction. It was obvious she'd been crying,
her red cheeks were still wet from the tears she'd shed, which only served to
excite their curiosity further.

          Lisa glanced upwards with the rest of the class when Fiona Cole strode
into the room. The two teachers exchanged a few words before both looking
directly at the red faced schoolgirl in the front row. Lisa stared resolutely at
her desk lid knowing without doubt that making eye contact with the young
schoolmistress would be a mistake. She really didn't want to do anything to
antagonise her. Her bottom was sore enough already! Alan Finch gathered his
textbooks and register and left. As the door closed quietly behind him Fiona
Cole immediately turned her attention towards Lisa.
          "Mr Finch tells me that he's had to discipline you for your lack of
effort Miss!" Lisa's already hot face went a deeper shade of red. She could feel
the boys eyes burning into her back.
          "It looks as though I'm going to have to watch you very carefully this
lesson. Come out here." Miserably Lisa dragged herself from behind the desk and
stood in front of the smiling young woman. A murmur of excitement suddenly
filled the room.
          "We all might as well have a look at your fat bottom. I'm sure you're
keen to show your classmates what naughty girls get when they misbehave. Well?"
The sarcastic voice was wasted on Lisa. She shook her head and started to blurt
out, "No please Miss! Don't make me..."
          "SHUT UP! How dare you speak without permission! Get that skirt off
and your knickers, if you're wearing any that is!" The look in the eyes of the
younger woman was pitiless. Lisa spun despairingly in a pool of shame then
resignedly, for she knew any show of resistance was utterly futile, began to
unzip her skirt.

          As she removed it her audience began to giggle and laugh. Being the
object of their attention was horribly humiliating. Their obvious enjoyment of
her embarrassment made things ten times worse. Standing in just her knickers and
vest was mortifying. She pressed her thighs together in a hopeless attempt at
concealment. She knew that in a moment they'd be able to see everything but it
was all she had. The one last vestige of decency left her, even if it was
pathetically small. Each time she was made to undress in front of them, or
anyone for that matter, the feeling of helplessness was overwhelming. She hated
the way her body betrayed her in these awful situations, already she could feel
the wetness between her legs and the throbbing of her clitoris. Fiona Cole's
sharp voice jerked her to attention,
          "Come on for goodness sake! What are you waiting for? Nevermind come
here!" Lisa found her knickers quickly pulled down and off. There was a gasp
from the boys as they saw the fiery red lines crisscrossing the full cheeks of
their classmates bottom. The young woman spun her "pupil" roughly around and had
a look at the damage. It was pretty bad. The bottom was blazing. The little slut
wouldn't be able to take anymore there without being restrained and that wasn't
practical or advisable in front of the rest of the class. Even Simon Barrow had
rules. A wicked thought grew in her mind as she gazed at the tormented
backside...
          "Mmmmm.....looks like Alan had some fun with you. Pretty sore I'll
bet. Well?"
          "Yes Miss, very," said Lisa quietly as she stared forlornly at the
floor, now horribly aware of the boys looking at her hairless slit.
         
          Lisa was only halfway through the first exercise when Fiona Cole, who
was perched on a desk behind her, suddenly spoke,
          "Wrong, wrong , wrong! Haven't you listened to anything I've told
you?" The chalk in the "schoolgirl's" hand stopped moving and she swallowed
loudly. Nervous tension immediately filled the room.
          "From now on you're going to be punished each time you make a mistake.
We'll make a start now in fact." From her briefcase she took a thick black
strap. Lisa found her eyes glued to the supple strip of leather. Her heart began
to pound.
          "A few licks of this should focus your mind a bit don't you think?"
She laughed at the pleading look in the young woman's eyes.
          "Obviously I can't do anything more to that fat arse of yours but your
thighs are unmarked." Fiona Coles' sadistic nature had one more nasty surprise
in store for Lisa.
          "Antonio, would you come up here and give Lisa her first four strokes
please." The boys eyes lit up and he was out of his seat and standing at the
semi naked womans side in a flash. Lisa's face was contorting with anguish and
she began mumbling words but they came out as unrecognisable rubbish. Shaking
uncontrollably she found herself forced to climb up onto the desk at the front
of the class. The teacher spent a few moments positioning her pupil until she
was satisfied.

          Head down on her hands and with her legs spread the young woman
presented a very interesting picture indeed. Her striped bum cheeks stuck well
up into the air and everything between her legs was fully exposed. The young
male members of the class were all breathing heavily. Shame was engulfing Lisa
totally. She wanted to die. How on earth could this be happening to her? A room
full of schoolboys were all looking at her private parts. It was
heart-stoppingly embarrassing and it was going to get worse, if that were
possible. Miss Cole explained to the excited boy that he could only strike the
thighs. He nodded enthusiastically then drew the strap back. All eyes in the
room fixed to the black leather as it became a blur. There was a loud crack and
a shrill squeal from Lisa. A red band appeared across the back of one of the
soft thighs. On the second stroke the boy was rewarded with tears. The third and
forth produced a series of squeals and cries that moistened the crotch of Fiona
Cole's knickers. Wonderful, quite wonderful! The little bitch must be consumed
with humiliation. Being strapped by a schoolboy in front of a roomful of others.
It didn't bear thinking about. God it made her feel so horny! As the boy
returned to his seat she looked at the four broad red marks that crossed the
backs of the shaking thighs. The wetness in her knickers grew.

          The lesson proved an absolute nightmare for Lisa. She was in floods of
tears by the time the third boy had his turn with the strap. Her head was
spinning making it almost impossible to concentrate on what she was supposed to
be doing on the blackboard. Climbing up onto the desk for the fourth time she
was totally broken. The shame was unbearable and the wicked strap was horribly
painful. Her poor thighs were on fire. Fiona Cole smiled at the young woman's
cries. Halfway through the period she caused Lisa to wish she'd never come to
the dreadful school. After another inevitable mistake was pointed out and Lisa
began to scramble reluctantly onto the desk the teacher stopped her.
          "Looks like the backs of your thighs are pretty sore young lady. Are
they very hot?"
          "Y...Y...Yes Miss!" she managed to stammer as tears rolled unchecked
down her very red cheeks.
          "Mmmmm....I thought so." Lisa found herself turned around and backed
against the side of the desk.
           "Sit there and spread your legs properly Lisa, theres a good girl."
Lisa realised immediately that the front of her legs were about to be strapped.
Her panic levels rose alarmingly. Her sobs became louder and she started to
shake more violently. Fiona Cole merely smiled generously.

          "Crack! Crack!" The strap wrapped itself around the front of one of
the helpless legs. "Crack! Crack!" It visited the other. Lisa cried loudly, her
red face wet with tears. By the time the end of the lesson finally arrived she
was bordering on the hysterical. Fiona Cole dismissed the boys but told Lisa to
stay where she was. Perched on the edge of the desk with her legs spread and her
very red and sore thighs on display she kept the attention of the boys as they
filed past. Her shaven pussy gaped wetly. The humiliation was all enveloping.
They'd all had a turn with the awful strap causing her to buck and jump about in
front of them. Miss Cole had encouraged them to hit hard! The burning was
dreadful. She was so so sore. At last they'd all gone. At least it was over.
          "Right Lisa it's time for lunch now but before you go you can do
something for me. After all it's only fair after all the attention I've lavished
on you this morning." Lisa watched with tear filled eyes as the young woman
undid her skirt and took it off, then slid her knickers down her legs. The pubic
bush had been closely trimmed so that the full puffy labia were exposed in all
their glory.
          "On your knees young lady," said Fiona Cooper as she sat down and
spread her legs. "Now lick me nicely or I'll have to punish you." The threat
wasn't lost on Lisa. She quickly pressed her face into the very wet folds and
began to lick and tease the excited flesh for all she was worth. The young
female teacher came very quickly, the whole situation had been so horny, but
kept the "schoolgirl" between her legs for a good quarter of an hour before she
let her go. By then she'd orgasmed numerous times and was feeling quite hungry.
It was lunchtime after all!

          Lisa made her way tiredly to the refectory hardly noticing the boys
and members of staff who looked at her with undisguised lust and curiosity. Her
bum and thighs were very hot and sore. Licking Miss Cooper had made her own
pussy drip fluid onto the classroom floor! She was feeling so hot and horny! The
humiliation, the pain, the situation itself had all combined to turn her on to a
frightening degree. She was literally sopping wet between her legs, shaking with
sexual need but she had to get some food first. After quickly grabbing a
sandwich and a piece of fruit she literally ran to the toilet block. A few
moments later she was moaning and biting her lip as waves of pleasure coursed
through her. With fingers plunging wantonly back and forth in the amazingly
sticky hole between her legs she came again and again.....



Review This Story || Author: ynhumiliator
Previous Chapter Back to Content & Review of this story Next Chapter Display the whole story in new window (text only) Previous Story Back to List of Newest Stories Next Story Back to BDSM Library Home