Written by Headmistress Jennifer Poppins
“Come in!” The headmistress called as the latest in a long backlog of misbehaving boys entered her study. Short, stocky, and very scruffily dressed, the boy presented himself to Headmistress Jennifer Poppins.
“So, David, I wonder what your misdemeanour has been THIS time.” Her voice was very condescending.
“Fiddling with yourself in lessons? Peeping through the staff room windows? Or something far more naughty?
The boy dropped his head and started to fidget. Putting on her glasses Headmistress walked towards the boy.
“Firstly, I need to have a thorough inspection of what I have before me”
Jennifer peered down at the boy,
-“Hmmmmm … you are very scruffy. Shoes are not shined, hair is unkempt, and a boy of your age must learn to shave correctly. I feel a lesson is needed to attain the standards that are required. But for now, I shall just have to punish you for noncompliance with school uniform policy.”
The boy looked up at Headmistress with horror and disbelief.
But before he could do anything she had rolled up the sleeve of her right arm barking instructions to the errant boy.
“Trousers and pants-pull them down now”
He could not believe that he was following her instructions. But he dared not argue back…he pulled and tugged at his trousers and pants, standing semi naked in front of Headmistress.
“Bend over and touch your toes ready to receive six of the best from Headmistress’s hand.” David did as he was told, and could feel the first flush of excitement arousing his small and flaccid cock. He longed to turn around and lay his hands upon the swell of his headmistresses full breasts … but dared not … for fear of further admonishment. We’re they real? They were so big and voluptuous-all the boys at school talked about Headmistresses breasts. He longed to find out for himself and could not stop his cock from growing as his thoughts raced out of control. He was soon brought back to reality by her sharp controlling voice and the sensation of her hand coming down six times on his bare behind.
His bottom smarted and he could feel it redden up and sting
“Now, the reason that you are here David is not just for your attire but because of this letter I have in my hands.”
She started waving a white envelope about in the air.
“Do you know what it’s about?” She peered into his face.
“I’m sure you will recall once I begin to read.”
With a deep sigh she began to read… “Dear Headmistress. I must inform you what young David has been up to. On Friday last week, both of our school rugby teams were playing in matches against Cottingshall school.
I am in the upper school all girls team and David is in the lower school boys. During the match I noticed that David was spending more time watching our game than his own, which resulted in his team losing, but the girls were victorious and following our match we all jumped into a team bath together, frolicking and drinking champagne as us girls do. I had got out of the bath, dripping wet and naked to get another bottle,and who should I find in our team change area but David. He was sniffing the panties of all the girls, and had my very expensive silk panties in his hand which was rubbing back and forth frantically over his very wet, hard penis! As I stood naked and shocked in front of him he appeared to masturbate furiously in my panties letting out a groan and ejaculating in them.!!! As a result I had no panties to wear for the remainder of the day. … but worse than this, David was apparently spotted all day with a huge bulge in the front of his school trousers which was obviously due to the knowledge that I wasn’t wearing any panties. I am angry, embarrassed and furious at his behaviour!All the girls in the team think he needs a sound punishment!
Please headmistress, punish David for this transgression as he made my day extremely uncomfortable as my school skirt barely covers my bottom and I am sure that many of the Masters are now fully aware that I was wearing no panties. Yours sincerely Melissa Lovell Head Girl
Headmistress put the letter down shaking her head back and forth and tutting. “So David. It appears that punishment is required. What do you suggest?”
She looked directly into his eyes.
“Hmmmmm? …….. Well this certainly won’t be one your mild “telling off” meetings that the Head of the boys lower school are fond of …. This will be severe punishment.” She slammed the letter down on her table.
“Remove your clothes David and come here.” I want to feel the effect that fear and punishment has on your penis. I have some Latin lines that I would like you to write out without spelling mistakes… and whilst you do that I will deliver 15 strokes of the cane to represent the 15 players in the girl’s team that you were peeking at.”
She reached for a particularly large heavy cane-swooshing it in the air as she did so.
“Now- Bend over! !” David groaned inwardly, Latin was never his strong subject and he just knew he was going to get it wrong which would result in yet more punishment. He frantically scribbled away at the task…grimacing at what was to come.
Headmistress brought the cane high in the air then…
“ Thwack, thwack ,thwack, went the cane. Each stroke jolting his hand, as the pain ricocheted through his bare bottom – he felt his penis shrivel with the pain and the intensity that it was delivered. He tried concentrating on writing his Latin but all he could do was think about the glimpse he had caught of Headmistresses face after she had caned him. Headmistress was truly stunning when her colour was up due to the exertion of beating his bare bottom-she was getting so hot. …. and she had begun to undo her blouse revealing those magnificent breasts.
As the caning continued all David could think about were her huge pendulous breasts wobbling as every stroke was delivered. His cock grew and grew as his thoughts ran riot-the pain of the cane only excited him more…. After 15 strokes, Headmistress breathlessly declared that she was done…. well….for now. As he breathed a sigh of relief he heard her heavily inhale and retort; “I want you blindfolded for this next part of your punishment young man I have a line of panties strung up for you to identify in the corner of the room.”
Horrified David stood up-his hands on his sore caned red bottom casting his eyes around the room …
There in the corner of Head mistress study were four pairs of girl’s pants hanging from a small piece of string. Turned inside out so the gusset was on display…he blushed at the mere thought of what might happen next, making his already hard cock bulge even more.
Headmistress raised the cane to each pair of panties –tapping them lightly then turning the cane towards David’s red face.
“I want you to sniff each pair and identify the owner … get it wrong and a sound thrashing will ensue. Get it right, and another button may be undone revealing my milky white full breasts.” She laughed as she beckoned the boy over to the line of girls worn panties…slipping a blindfold over his head. He had briefly recognised three pairs as belonging to the girls who were in the changing room, but he didn’t recognise the fourth…now his eyes were covered he could only rely on his nose from saving him from more pain. Whose were the fourth pair David wondered? His cock was twitching and dripping in anticipation-could it be Headmistresses?
A sharp voice interrupted his thoughts.
“Now come on boy-sniff those panties…NOW!” David duly did as he was told. Pair number one – deeply inhaled. They would be Annabel’s.and he mumbled out her name Headmistress Poppins was true to her word. He could hear as silk rubbed over buttons and his hand was guided to touch the cool skin of her breasts as they were exposed by a button being undone.
“Come on-sniff the next pair David…”
He buried his nose into the second pair, muttering the name Sammy as he smelt the worn gusset…..
“ Correct” Headmistress whispered as she undid yet another button revealing her undulating breasts and white bra barely holding them in. David could not see-but only imagine.
“ Now on to the third pair…”
Davids cock was at the point of bursting as he tried to sniff and identify whose panties they may be….
“UMmmm Sally’s Miss ?”. He was unsure as the girls name blindly spilled from his stuttering mouth. “You got that VERY wrong David-very wrong INDEED David- so ,I must punish you.” Her voice was soft and firm as she guided him over her desk forcing his caned red bare bottom outwards… Cool wet lubricant slipped between David’s buttocks, and something hard and long was inserted deep inside his hole and in and out it went.
“This is what we do to young men that don’t focus on tasks David-we use them…with a small strap on” she laughed gently…” It’s an alternate form of punishment”.
As she pulled out from his used hole he was pulled up and toward the third pair of used panties.
“Right David, this is your fourth pair of panties.”
As she held his head firmly in front of them David mentally ticked off the other three he had identified, so these had to be Melissa’s … or were they? The scent was strangely familiar to him. Intoxicating. Compelling. Could it be ..? Oh my word!! With one gasp David grabbed the panties in front of him, pulling them down to his erect penis. He began frantically rubbing himself with them.
As he masturbated into the used panties Headmistress pulled his blindfold offand stood in front of him laughing as she removed her bra exposing her huge breasts.
She ran her fingers over her hard nipples teasing the frantic boy in front of her
“Yes David they are mine!”
David could contain himself no longer…all he wanted to do was kiss those huge breasts and as he stood transfixed on her naked breasts his throbbing cock came and came and came again in her used panties that he had finally identified. … His very own headmistresses worn, used damp and scented panties-and he had been forced to masturbate in them in front of her.
As she slipped her blouse back over her breast she bent over towards the exhausted crumpled up boy on the floor. “Your punishment is not quite over David. For the remainder of the day you must wear those sticky wet panties as a reminder of what you have done.” She laughed as she pointed down to the panties he had come into and was still clutching onto.
“Now get dressed and leave. If I catch you again you will be straight back in here for further punishment. Do I make myself clear! ?”
Her voice was stern yet dismissive. David’s mind began racing, already plotting and planning what naughtiness he could do in order to get back in the office of the subject of his wildest fantasies…. His delicious Headmistress Jennifer Poppins.
As he pulled his trousers over her wet used panties he had been made to wear David could not contain himself. With a final cheeky wink as he left David asked
“So Miss, did YOU enjoy that?
Headmistress said nothing and just pointed her finger to the door.
But behind that stern face her mind was racing-how could she possibly tell him the truth without revealing too much or relinquishing the power she had as Headmistress?
Yes David you very naughty young man she had, very much enjoyed punishing you, and her dripping wet panties rather told the same story.
Headmistress and the panty sniffer.
By Lady Jennifer.
“Come in!” The headmistress called as the latest in a long backlog of misbehaving boys entered her study. Short, stocky, and very scruffily dressed, the boy presented himself to Headmistress Jennifer Poppins.
“So, David, I wonder what your misdemeanour has been THIS time.” Her voice was very condescending.
“Fiddling with yourself in lessons? Peeping through the staff room windows? Or something far more naughty?
The boy dropped his head and started to fidget. Putting on her glasses Headmistress walked towards the boy.
“Firstly, I need to have a thorough inspection of what I have before me”
Jennifer peered down at the boy,
-“Hmmmmm … you are very scruffy. Shoes are not shined, hair is unkempt, and a boy of your age must learn to shave correctly. I feel a lesson is needed to attain the standards that are required. But for now, I shall just have to punish you for noncompliance with school uniform policy.”
The boy looked up at Headmistress with horror and disbelief.
But before he could do anything she had rolled up the sleeve of her right arm barking instructions to the errant boy.
“Trousers and pants-pull them down now”
He could not believe that he was following her instructions. But he dared not argue back…he pulled and tugged at his trousers and pants, standing semi naked in front of Headmistress.
“Bend over and touch your toes ready to receive six of the best from Headmistress’s hand.” David did as he was told, and could feel the first flush of excitement arousing his small and flaccid cock. He longed to turn around and lay his hands upon the swell of his headmistresses full breasts … but dared not … for fear of further admonishment. We’re they real? They were so big and voluptuous-all the boys at school talked about Headmistresses breasts. He longed to find out for himself and could not stop his cock from growing as his thoughts raced out of control. He was soon brought back to reality by her sharp controlling voice and the sensation of her hand coming down six times on his bare behind.
His bottom smarted and he could feel it redden up and sting
“Now, the reason that you are here David is not just for your attire but because of this letter I have in my hands.”
She started waving a white envelope about in the air.
“Do you know what it’s about?” She peered into his face.
“I’m sure you will recall once I begin to read.”
With a deep sigh she began to read… “Dear Headmistress. I must inform you what young David has been up to. On Friday last week, both of our school rugby teams were playing in matches against Cottingshall school.
I am in the upper school all girls team and David is in the lower school boys. During the match I noticed that David was spending more time watching our game than his own, which resulted in his team losing, but the girls were victorious and following our match we all jumped into a team bath together, frolicking and drinking champagne as us girls do. I had got out of the bath, dripping wet and naked to get another bottle,and who should I find in our team change area but David. He was sniffing the panties of all the girls, and had my very expensive silk panties in his hand which was rubbing back and forth frantically over his very wet, hard penis! As I stood naked and shocked in front of him he appeared to masturbate furiously in my panties letting out a groan and ejaculating in them.!!! As a result I had no panties to wear for the remainder of the day. … but worse than this, David was apparently spotted all day with a huge bulge in the front of his school trousers which was obviously due to the knowledge that I wasn’t wearing any panties. I am angry, embarrassed and furious at his behaviour!All the girls in the team think he needs a sound punishment!
Please headmistress, punish David for this transgression as he made my day extremely uncomfortable as my school skirt barely covers my bottom and I am sure that many of the Masters are now fully aware that I was wearing no panties. Yours sincerely Melissa Lovell Head Girl
Headmistress put the letter down shaking her head back and forth and tutting. “So David. It appears that punishment is required. What do you suggest?”
She looked directly into his eyes.
“Hmmmmm? …….. Well this certainly won’t be one your mild “telling off” meetings that the Head of the boys lower school are fond of …. This will be severe punishment.” She slammed the letter down on her table.
“Remove your clothes David and come here.” I want to feel the effect that fear and punishment has on your penis. I have some Latin lines that I would like you to write out without spelling mistakes… and whilst you do that I will deliver 15 strokes of the cane to represent the 15 players in the girl’s team that you were peeking at.”
She reached for a particularly large heavy cane-swooshing it in the air as she did so.
“Now- Bend over! !” David groaned inwardly, Latin was never his strong subject and he just knew he was going to get it wrong which would result in yet more punishment. He frantically scribbled away at the task…grimacing at what was to come.
Headmistress brought the cane high in the air then…
“ Thwack, thwack ,thwack, went the cane. Each stroke jolting his hand, as the pain ricocheted through his bare bottom – he felt his penis shrivel with the pain and the intensity that it was delivered. He tried concentrating on writing his Latin but all he could do was think about the glimpse he had caught of Headmistresses face after she had caned him. Headmistress was truly stunning when her colour was up due to the exertion of beating his bare bottom-she was getting so hot. …. and she had begun to undo her blouse revealing those magnificent breasts.
As the caning continued all David could think about were her huge pendulous breasts wobbling as every stroke was delivered. His cock grew and grew as his thoughts ran riot-the pain of the cane only excited him more…. After 15 strokes, Headmistress breathlessly declared that she was done…. well….for now. As he breathed a sigh of relief he heard her heavily inhale and retort; “I want you blindfolded for this next part of your punishment young man I have a line of panties strung up for you to identify in the corner of the room.”
Horrified David stood up-his hands on his sore caned red bottom casting his eyes around the room …
There in the corner of Head mistress study were four pairs of girl’s pants hanging from a small piece of string. Turned inside out so the gusset was on display…he blushed at the mere thought of what might happen next, making his already hard cock bulge even more.
Headmistress raised the cane to each pair of panties –tapping them lightly then turning the cane towards David’s red face.
“I want you to sniff each pair and identify the owner … get it wrong and a sound thrashing will ensue. Get it right, and another button may be undone revealing my milky white full breasts.” She laughed as she beckoned the boy over to the line of girls worn panties…slipping a blindfold over his head. He had briefly recognised three pairs as belonging to the girls who were in the changing room, but he didn’t recognise the fourth…now his eyes were covered he could only rely on his nose from saving him from more pain. Whose were the fourth pair David wondered? His cock was twitching and dripping in anticipation-could it be Headmistresses?
A sharp voice interrupted his thoughts.
“Now come on boy-sniff those panties…NOW!” David duly did as he was told. Pair number one – deeply inhaled. They would be Annabel’s.and he mumbled out her name Headmistress Poppins was true to her word. He could hear as silk rubbed over buttons and his hand was guided to touch the cool skin of her breasts as they were exposed by a button being undone.
“Come on-sniff the next pair David…”
He buried his nose into the second pair, muttering the name Sammy as he smelt the worn gusset…..
“ Correct” Headmistress whispered as she undid yet another button revealing her undulating breasts and white bra barely holding them in. David could not see-but only imagine.
“ Now on to the third pair…”
Davids cock was at the point of bursting as he tried to sniff and identify whose panties they may be….
“UMmmm Sally’s Miss ?”. He was unsure as the girls name blindly spilled from his stuttering mouth. “You got that VERY wrong David-very wrong INDEED David- so ,I must punish you.” Her voice was soft and firm as she guided him over her desk forcing his caned red bare bottom outwards… Cool wet lubricant slipped between David’s buttocks, and something hard and long was inserted deep inside his hole and in and out it went.
“This is what we do to young men that don’t focus on tasks David-we use them…with a small strap on” she laughed gently…” It’s an alternate form of punishment”.
As she pulled out from his used hole he was pulled up and toward the third pair of used panties.
“Right David, this is your fourth pair of panties.”
As she held his head firmly in front of them David mentally ticked off the other three he had identified, so these had to be Melissa’s … or were they? The scent was strangely familiar to him. Intoxicating. Compelling. Could it be ..? Oh my word!! With one gasp David grabbed the panties in front of him, pulling them down to his erect penis. He began frantically rubbing himself with them.
As he masturbated into the used panties Headmistress pulled his blindfold offand stood in front of him laughing as she removed her bra exposing her huge breasts.
She ran her fingers over her hard nipples teasing the frantic boy in front of her
“Yes David they are mine!”
David could contain himself no longer…all he wanted to do was kiss those huge breasts and as he stood transfixed on her naked breasts his throbbing cock came and came and came again in her used panties that he had finally identified. … His very own headmistresses worn, used damp and scented panties-and he had been forced to masturbate in them in front of her.
As she slipped her blouse back over her breast she bent over towards the exhausted crumpled up boy on the floor. “Your punishment is not quite over David. For the remainder of the day you must wear those sticky wet panties as a reminder of what you have done.” She laughed as she pointed down to the panties he had come into and was still clutching onto.
“Now get dressed and leave. If I catch you again you will be straight back in here for further punishment. Do I make myself clear! ?”
Her voice was stern yet dismissive. David’s mind began racing, already plotting and planning what naughtiness he could do in order to get back in the office of the subject of his wildest fantasies…. His delicious Headmistress Jennifer Poppins.
As he pulled his trousers over her wet used panties he had been made to wear David could not contain himself. With a final cheeky wink as he left David asked
“So Miss, did YOU enjoy that?
Headmistress said nothing and just pointed her finger to the door.
But behind that stern face her mind was racing-how could she possibly tell him the truth without revealing too much or relinquishing the power she had as Headmistress?
Yes David you very naughty young man she had, very much enjoyed punishing you, and her dripping wet panties rather told the same story.