Story Code: m/ffgg, Voyeurism; Exhibitionism, Mast, First time, humiliation

The Housemistress for the school was an elegant lady in her mid 30s when I first met her. She was slender around 5 foot eight with excellent posture. She was always smartly dressed usually with a skirt slightly above the knee showing off her excellent legs and a white buttoned blouse which revealed a good deal of cleavage. Her job was to oversee the boarding houses for both boys and girls.

She never really talked about her background but it seemed she had had a difficult childhood and I suspected abuse. She had been housemistress at the school for many years, and during that time she had a couple of affairs with teachers, but as I got to know her I learned that her real desire was for boys and girls.

As housemistress, she had free run of all the dormitories, shower rooms and changing rooms. She would breeze in and out as she went about her duties and the children, though initially shocked if she came in and they were naked, soon became used to her presence and ignored her. She pretended to ignore their nakedness but in reality she took in every detail. She loved to see the naked boys, especially if she occasionally caught one in a state of arousal. A startled 17-year-old boy wanking was always a joy to her. Similarly, she loved to see naked girls in all stages of development, and she greatly admired the beautiful 18–year-olds with their long legs and shapely breasts, some of whom could easily have become models. Sometimes if she found a teenage boy alone with a hard on, she would approach him and wank him off on strict instructions not to tell anyone. Very occasionally she had full affairs lasting many months with sixth form boys or girls whom she knew could be discreet.

But the thing that turned her on the most was the younger children. To catch sight of a naked first year flat-chested girl, or a boy with a little willy was her delight. What she liked most was a child on the verge of adolescence, old enough to be having sexual thoughts, being surrounded by the older, more developed children with boobs and pubic hair, talking about sex, talking about their genitals and generally putting ideas into their minds, while they themselves, still having a body like a child. And she had a method which worked for both sexes.

First, by wandering through the changing rooms, she would discreetly select a suitable boy, one with a pre-pubescent body, but who showed an interest in her breasts, who glanced at them furtively when he thought she wasn’t looking, but also one who looked up to her with openness and acceptance. Then by visiting the dormitory during the day, while the child was at class, she could determine what underwear they were wearing that day. School rules dictated that all boys and girls should wear regulation navy blue underwear and each child started with 10 pairs of underwear when they joined the school which had to be changed daily and put out for laundry service weekly. It was inevitable that all but the most organised pupils would occasionally run out, forget to send underwear to the laundry, and end up, wearing the underwear they came to school in or occasionally wearing none at all. When she knew that her selected boy was wearing non-regulation underwear, she would summon him to her rooms.

One such boy was Simon, a dark haired first-year lad around 4’6". Her rooms were cosy and private. She asked the boy into the living room and invited him to take off his socks and shoes so he could stand by the fire and feel the soft sheepskin rug under his feet. She offered him biscuits to make him feel at home and then said, "I’m sorry to have to raise this, but I’ve asked you here because I believe you may be wearing nonregulation underwear today."

Of course, the boy was unsettled and she patted his shoulder to reassure him. "Don’t worry, but I do need to check. Please undo your belt and drop your trousers to the floor. "

The boy did as he was told, and of course she was right. He was wearing white cotton briefs. At this stage she paused and, kneeling down so she was closer to his height, she looked closely. She loved the sight of little genitals inside the cotton. First, she grasped the front of the waistband and quickly pulled it forward, looking inside to reassure herself there was no pubic hair, "you see these are very flimsy" she said as she released the elastic. "The reason you are supposed to wear regulation underwear is because the thick navy blue cotton hides what is underneath to avoid temptation with other boys. The problem with your underwear is that it’s very revealing. Look, I can clearly see the shape of your testicles," and with this, she reached out and held his balls, "and I can also see the shape of your penis," and as she said this, she ran a finger along the shape of his small penis curled around his balls, and then she gently clasped it between her thumb and finger and squeezed it.

Understandably, the boy was shocked and frozen to the spot. She reassured him again, "don’t worry, I’ve seen this many times before, there’s nothing I haven’t seen here. Now, as these are non-regulation I need you to remove them and give them to me."

The boy was even more shocked, but she looked him in the eye holding him by his shoulders reassuringly and said "it’s okay, I know what I’m doing."

Simon was still reticent so she moved things up a gear. "I notice that you’ve been looking at my breasts." Simon went bright red. He had indeed been enjoying the sight of her cleavage as she was kneeling forward in front of him. Her blouse was smart but quite loose and low cut and as she leant forward he had quite clearly seen them swinging left and right, hoping for a sight of nipple. Was he in even more trouble? "It’s alright it’s perfectly normal for a boy of your age to be curious and to be honest I’m flattered. If it makes it easier for you to become naked, how about I show you my breasts as you take off your underpants?"

Simon couldn’t believe what he was hearing, but there was no way he was going to turn down this offer.

Tentatively, he put his fingers inside the waistband and pulled his briefs down letting them drop to the floor revealing his small penis. Simultaneously, the housemistress unbuttoned her blouse slipped it off her shoulders, and then removed her bra, revealing her pert 34B breasts.

With his eyes almost popping out of his head, his penis immediately started to grow, and within seconds it was fully hard between three and 4 inches long, sticking out in front of him. Suddenly he felt embarrassed. She looked him in the eyes and reassured him again, "Don’t worry, your erection is completely normal. You have a very healthy and very beautiful penis."

Sitting back onto her heels she peered forward staring intently at his small genitals, not hidden by any hair. She reached out again and held the little erection between her thumb and finger. She looked up to see the reaction on his face. No one had ever touched him here before, he wasn’t sure what to do but as she gently peeled back the foreskin he realised he enjoyed the sensation. She did it again, while very gently cupping his balls with her other hand. There was electricity in the air now neither of them speaking as she gently stroked his penis backwards and forwards her eyes enjoying the sight before her as much as he was still enjoying her naked breasts.

She continued very slowly to stroke it up and down enjoying the feel of his tiny prick between her fingertips. It reminder her of a 6 year old's cock she had seen many years ago at an age when a friend of her father's had stripped them both naked and then made them play with each other and then suck his very large cock. She had not enjoyed the traumatic experience and had never told her parents but it had left her with very particular desires.

Leaning forward she placed it, small though it was, between her tits. It looked perfect there nestled between them. Simon also was thrilled that his prick was against her breasts. Then, still on her knees, she leaned forward, so it was right in front of her face. She wanted to stop there and stare at it, but instead she opened her mouth and took it in. What she loved most of all about a boy of this size was that she could get his entire prick into her mouth with ease, even his tiny balls too. With a thumb and finger still around the shaft, she continued to wank his foreskin backwards and forwards as her mouth and tongue caressed the tip and the shaft. The boy was now completely in her control. He had heard about cock-sucking from other boys in the dormitory and thought they were making it up. Now here he was receiving it from a beautiful lady, and it felt amazing.

Although his prick was not yet developed in size his body knew what to do and as she continued to suck and wank, he began to feel feelings he had never felt before throbbing in his cock, a growing pressure around the base, and sure enough as she continued the feeling grew and he had his first orgasm and ejaculated into her mouth. There wasn’t a lot and she immediately swallowed.

Never having had an orgasm before he was bewildered. Has he just peed in her mouth? Whatever it was, it felt amazing. She knelt up close to him and hugged him and reassured him that everything was okay.

After a few minutes of hugging she gave him a pair of regulation underpants and as he dressed again she asked if he would like to come back and do it again? He nodded. And so began an affair.

The following week she repeated the same pattern with Cathy, a girl of the same age. She had seen Cathy in the shower with shoulder length brown hair, flat chest and hairless fanny, interestingly also curious to look at her cleavage. Using the same pattern, she invited the girl to her living room, barefoot on the rug in front of the fire, and then those words, "I believe you are wearing non-regulation underwear, I need you to lift your skirt and show me". Apprehensively Cathy did as she was told, and the housemistress again enjoyed the sight, the unmissable outline of little pussy lips inside very thin, white cotton panties. As with the boys, she put her fingers there, "you see these cotton panties, just aren’t suitable, they are too revealing, and I can see what’s inside," as she stroked her finger along the slit. "I need you to remove them and hand them to me".

Cathy needed less persuasion than Simon and did as she was told, pulling them down and off her feet. The housemistress told her to lift her skirt again and sat back on her knees staring at the pink, hairless mound and beautiful, perfect little slit. She had seen similar sights before but it still left her open-mouthed. The girl squirmed in embarrassment but could not help flushing a little red in the face at the eager attention. It gave her a little thrill to be looked at down there and she found herself lifting her skirt even higher.

The house mistress then rose up, "I need to check whether you have a non-regulation bra," she said as she unbuttoned the girl's blouse and pulled it aside. Not needing a bra Cathy had none and again saw the housemistress almost licking her lips, looking at her flat chest.

Cathy looked sad as she looked down at herself. "You know when I was your age, I had a flat chest and a completely hairless fanny just like you, " said the housemistress. "I’m sure yours will grow and develop like mine." Cathy looked unconvinced. "It's true. Would you like to see?"

Her eyes brightened with curiosity, "Yes, please," said the girl.

Gracefully the house, mistress stood up, removed her blouse, her bra, her skirt, and her panties, and knelt down again in front of Cathy completely naked. "I have no doubt you will have a body like this within a few years, and yes you can look as much as you want," she said as Cathy gazed in awe at her beautiful breasts and vagina clearly visible beneath neatly trimmed pubic hair. She removed the girl's blouse and skirt so they were both naked, the housemistress a slim but shapely mature woman and Cathy an 11 year old girl on the cusp of development.

"Do you ever touch yourself?" asked the housemistress. Nervously Cathy shook her head. Looking her in the eyes the housemistress licked a finger and slowly stroked it along the length of the girl’s slit. Cathy was silent. She licked her finger again and stroked back and forth, this time with more pressure and as she continued she didn’t need to lick her finger again, she could feel moisture from within. She looked at Cathy's face and there was an almost imperceptible smile on the girl's face. She pushed a little further with her finger and entered the little slit. There was definite wetness, and the girl gasped as she continued stroking.

Young Cathy herself was totally surprised by what was happening, but she was aware that girls did sometimes touch girls. She had been having sexual thoughts for a year or two now. From a very young age, probably 4 or 5 she had got pleasure from putting a pillow between her legs, and sometimes when no-one was around she would rub that part of her against the corner of the sofa and it gave her very intense pleasurable feelings but with no thoughts attached. At 9 she had become aware that when she saw pictures of film stars, men or women, in magazines it sometimes made her little pussy wet and made her want her pillow or the sofa. Now being at school, she had seen the other girls in the dormitory or the showers with their small breasts and hair between their legs, and it had given her the same feelings in her pussy.

Sometimes she had heard noises and giggling in the dark as girls in her dormitory played with each other in bed at night, and she heard some of them talking about sex and boys with some of them saying "who needs boys, girls know what to do better". When she heard them saying these things, it was like a foreign language to her, but she had wondered.

Now she was experiencing it herself, not with another girl but with a beautiful naked woman and it felt delightful. If other girls could do it she decided to allow the housemistress to continue to caress her and she felt the feelings growing between her legs. Whether she had ever had an orgasm before is difficult to say, but her childhood pleasures with her pillow were nothing to how she was feeling now as the expert fingers of the lady stroked and probed inside her and those intense pleasurable feelings between her legs grew and grew.

When it was clear that she was reaching orgasm the housemistress hugged her with one arm as her fingers continued to circle her tiny little clitoris. The girl came in waves of pleasure as she collapsed into the embrace of the lady, her head resting on her shoulder.

The house mistress continued to hug her with both arms as the girl relaxed and came down from the mountain top. She gave the girl a pair of new clean regulation panties. As the girl dressed, she said, "would you like to come again?"

"Yes, I would, I would like that very much" said Cathy.

The following week she saw Simon again. And the day after that she saw Cathy again. On both occasions, she went further, kissing them properly on the lips as they became naked, and then teaching them how to lick her own breasts and pussy. She also took time to gently penetrate Cathy's virgin skin so she could insert a finger deep into her as she licked her little clitoris which gave her another orgasm.

The following week, to their surprise, she invited them both at the same time. As they entered the living room, they looked at each other with sideways glances. What was going to happen now? Maybe it was just biscuits today. In any case, it was very strange for a boy and girl to be in the same room together at this school. They were confused.

The housemistress did give them biscuits and talked to them both, softly putting them at ease. Standing them both before her, barefoot on the sheepskin rug by the fire, she said "you two are my favourites, my favourite boy and my favourite girl. Now I would like you to get to know each other. Cathy this is Simon, Simon this is Cathy." They shook hands and looked at each other, liking what they saw. They were an attractive pair and seemed quite at ease with each other, as she'd hoped, having similar temperaments.

"Now you each know what we've been doing between ourselves, and I want to show you how to play with each other." The housemistress knelt down to their level and drew Cathy to her side. She put an arm around her and gently kissed her lips, and as she did so she unbuttoned the girls blouse, pulling it open. Putting her hand under her skirt, and she pulled the girls knickers down and off, allowing her skirt to fall. The boy was staring open mouthed. He was standing beside a pretty girl who wasn't wearing knickers or a bra.

Then the housemistress reached out and drew him to her other side. She put an arm around him and kissed him and unbuckled his belt. She let his trousers to drop to the floor. Then she put her hand inside his underpants and started to stroke his penis. She pulled down his underpants and continued stroking his little cock, pulling the foreskin back and forwards. Young Cathy stared in complete amazement, watching it grow before her. "This is what boys have Cathy. It's called a penis or prick or cock. See how hard it gets when he's aroused." Cathy was indeed watching and Simon, who had started very embarrassed, was now excited that her eyes were fixed on him.

Switching attention again, she lifted the girl's skirt, completely exposing her slit to the boy. "And this Simon is a vagina or pussy or fanny. I know you've seen mine but here's what a girl your age looks like." Simon gazed fixedly at her tight little slit as the housemistress stroked along the length of the slit with expert fingers, making it moist and, now her hymen had been breached, sliding her finger deep inside Cathy's fanny.

"I think it’s time we all got naked!" she said and with that she began to undress herself, taking off her top and bra, her skirt and panties. The other two needed a little encouragement, but only a little and the girl went first being slightly less shy, swiftly taking off her blouse and skirt. Simon followed taking off his shirt. All three were now naked. Still on her knees, so she was around their height. She put her arms around them and pulled them both to her, the three naked bodies pressed up against each other, and the boy's stiff little prick, squeezed between the two females.

"Now to get the two of you acquainted, look at each other's bodies," she said as she showed Cathy again how Simon's foreskin moved along his stiff prick, up and down, up and down. Then she used both hands to open Cathy's pussy to show him the folds of skin and her hole inside.

Then she took Cathy's hand and put it around Simon's little cock. "Rub it up and down like I showed you, till the little head keeps popping out. That's right."

"Now Simon put your finger here between Cathy's legs, you can feel it's wet which is a girl's equivalent to your penis getting hard, it means she's enjoying what's happening. Now very gently rub your finger along her slit and circle around at the top. And sometimes you can push your finger right inside her hole, here, yes that's right.

As the two familiarised themselves with the others' anatomy the housemistress sat back and enjoyed the view of their two naked young bodies together. She let them continue to stroke each other for several minutes knowing that neither had the skill yet to make the other cum. It was good that they both appeared quite at ease with each other. They weren't only fingering each other they were actually looking at each other and smiling.

Then she said, "now we have the most special thing which I know you are both going to enjoy," and she laid Cathy down on her back on the soft sheepkin rug and spreading her legs. "Now Simon I want you to kneel here between Cathy's legs. Do you like what you see?" Simon nodded enthusiastically, he liked very much this beautiful naked girl with long hair and big eyes and most of all her fanny wide open before him.

"Now lean forward and lie on top of Cathy so that your prick is between her legs." Simon tentatively did as she said till he was on top and they were face to face. "You can kiss each other if you like." Cathy reached her face up to his and kissed him. Simon kissed back.

"Now for the really fun part," said the housemistress as she reached between them and took Simon's little prick and guided it to Cathy's still-wet pussy. "Now push it inside," she said.

With natural instinct Simon pushed and with the housemistress parting Cathy's lips and guiding his cock, he slid inside. His cock wasn't very big but her fanny was also small and tight and it felt snug. Gradually he started to slide it in and out as the housemistress watched his little buttocks clenching as they bobbed up and down.

It was unfamiliar to both of them but Cathy continued to kiss Simon with her hand behind his head and he responded by stroking her hair and soon they were both in the zone, copulating slowly, feelings of pleasure growing. The housemistress stroked her own clitoris fervently as she watched these two young people fucking as nature intended. This continued for several minutes until eventually both of them were breathing deeply, gasping and moaning and then suddenly Cathy started coming and soon afterwards Simon came too, thrusting his little buttocks downwards between her legs as hard as he could. The housemistress needed no further stimulation and came too.

She encouraged them to lie together and kiss each other for a few minutes more as they relaxed in post-orgasmic bliss. She was pleased that her little enterprise had been a success and, needless to say, she made arrangements to repeat it again in the near future. On the next occasion she sucked Cathy's little fanny till she came and even got Simon to fuck her with his face at just the right height to suck her tits. His prick was thin and small and didn't provide much sensation but with his pubic bone pressed against her clitoris and most of all the mental stimulation of being fucked by an 11 year old, she came before he did, and that night, for her, was a highlight of her entire career.

This is a fictional story by Orange Squash. I'd be interested to receive feedback or similar true stories from any men or women. You can email me at orangesquash59@gmail.com

4,172 Words.

This was a fictional story by Orange Squash. I'd be interested to receive feedback from any women with views on whether I have adequately described the viewpoint of women in my stories. You can email me at orangesquash59@gmail.com if you would like to comment on this story

Please help to support ASSTR by making a donation HERE