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

In amongst all the rules of behaviour, the school’s strictest rule, firmly enforced by the headmaster, was not to trespass onto the other side of the site. Boys should not visit girls and girls should not visit boys. Transgression would result in a severe thrashing, instant dismissal from the school and of course the wrath of parents who had spent vast sums of money getting their children into the school. It goes without saying that some children attempted it, on average one every year or two.

One such culprit was a 15-year-old named Rupert. He was a bit of a misfit amongst his year group. He was a bit small and weedy and not very strong, but he liked to brag and would make up stories about brave things he had done. Nobody took him seriously and he was generally not liked, which only added to his feelings of inadequacy.

One evening during homework study a boy got a nose-bleed. The teacher on duty took him to the nurse leaving the boys unsupervised and our hero took his chance. It was early spring and dark by 5pm and so using the darkness as a cover Rupert slowly and carefully crept the quarter-mile to the end of the drive where the entrances to the boys' and girls' sites converged, then made his way back up towards the buildings. In his mind he envisaged finding girls half-naked, watching them shower, being invited into a dormitory to share a bed and have sex with one or maybe several frustrated girls. "Surely," he thought, "they must be as horny as we boys are?"

As he approached the buildings he identified which one was for accommodation. He found an unlocked door and crept inside. He heard voices on the first floor and quietly ascended the stairs. But as soon as he arrived on the landing he was spotted by one of the 6th form Prefects, Rita Tershall, a strong and confident posh girl. She grabbed him by the collar and though he struggled he was quickly dragged into a dormitory. All the girls nearby were incredulous and excited to see a real boy. Rupert guessed that homework study had ended and thankfully there were no teachers to be seen.

"What shall we do with him?" one girl asked.

"Well," said the Prefect, "he looks pretty dumb, let’s have some fun. Strip him! But do it quietly and gag him we don’t want to attract a teacher". With that, 4 giggling girls pushed him onto the floor and started pulling at his shoes and clothes and within moments he was stark naked except for a school scarf tied around his mouth as a gag.

Other girls hearing the muffled noise came into the room and stared wide eyed as he got up and tried to hide his limp cock with his hands. Some of them laughed and pointed. "It doesn’t look very big" one said.

This wasn’t going as Rupert had intended.

"Let’s see if we can make it grow any bigger," said the Prefect. "You two grab his arms and hold him by the wall. That’s better, now we can see it. My, my, it isn’t very big at all." As the two girls held him against the wall by his shoulders, his penis hung dejectedly between his legs.

Rita looked around at the 10 or so girls in the room. "Does anyone know what to do with it? This could be an education. I can show you if you’re unsure?"

"I know" said Katy, one of the 4th years, "my uncle taught me last summer". She went over to him and took hold of his limp penis. "Mind you my uncle’s was never soft like this when I saw him" she laughed.

The boy was feeling totally humiliated, he’d wanted to be the star and now he was the fool. He wanted them all to go away and let him go back to his dormitory. But there was no getting away, the girls who held him were older, bigger and stronger. He mumbled and protested under his gag but they ignored him.

Katy pulled back the foreskin of his limp willy with her thumb and finger and showed the other girls. "You see this is called a foreskin and it covers the top bit of his, err penis. It’s a soft, floppy bit of skin and you can pull it up or back," she demonstrated as she spoke. "Apparently that purple-ish bit on the end is the most sensitive. The foreskin is a bit weird you can pull it right down then pull it back up over the top like this and according to my uncle that feels really good." She started to demonstrate pulling the skin forward and backwards and inevitably the cock started to swell. "Ooh looks like it’s working, it’s growing." As it grew she was able to put her whole hand around it.

The other girls in the room watched excitedly as his cock swelled and swelled and continued to swell until it pointed to the ceiling, hard and several times the size it had been. For a weedy lad he had a reasonable sized cock.

Some of the girls had seen this kind of thing before but for many it was completely new. "Wow that’s just amazing" said Shiona, a 2nd year with long red hair, "it’s so much bigger than it was. I’ve never seen one before, it’s nothing like I expected." She squirmed a little where she stood and pressed her thighs together, beginning to feel very tingly between her legs, as did many of the other girls watching.

"It is amazing isn’t it," said the Prefect, "it never fails to surprise. Would you like a go?"

Tentatively Shiona went over and Katy showed her where to put her hand, "you need to make sure your top finger and thumb will roll over the top of the purple bit every time you pull it up and down but make sure your other fingers are around the shaft bit, here. That’s what my uncle told me. It was harder with him because his was a lot bigger. Or maybe my hand was smaller last summer haha I’ve grown five inches and 2 bra sizes since then."

The 2nd year was a bit puzzled by the instructions but she put her small hand around, squeezed it hard and started to rub up and down. "Owww" mumbled the boy through his gag, "that bloody hurts…..too tight".

"Sorry" said the girl as she loosened her grip and continued rubbing up and down. Her mind was concentrating on what she was doing, but her body was acting instinctively, holding a male cock in her hand, her pussy was now feeling extremely tingly.

"Now go a bit faster" said the Prefect "and if you carry on you might see what happens at the end".

"At what end?" asked another girl.

"Don’t you know silly," said another older girl. "If you keep doing it long enough he’ll shoot sperm out the end."

The boy had overcome his humiliation now as all he could focus on was that a girl, yes a real live, female girl, was wanking his cock and it was feeling very nice indeed. Sure enough as she carried on, though her novice hand was still quite stiff and tight, he started to get that feeling in the root of his cock. "Oh no" he thought, "I’m going to spunk up in front of all these girls". And sure enough moments later he shot his spunk across the floor, some of it dripping down onto the 2nd year’s small hand. Not knowing what to do she carried on but even faster. She was enjoying holding it and didn’t want to stop.

The watching girls gasped as one, then two then three spurts of milky liquid shot out the end of his penis and travelled quite a distance. "Has he wee’d himself?" asked one of the younger girls.

"No silly that’s what happens. You’ll study it in Biology next year. That’s his sperm to make babies. If his penis was inside you that sperm would swim up to find your eggs and they’d get together and make a foetus that grows into a baby".

"Inside me?" asked the girl in a worried voice. "You mean, if he… if his thing was inside of me….. down there… he’d squirt that stuff inside me, in my tummy? That sounds icky. Yuk!" The other girls laughed, partly at her and partly at the boy, now slumped against the wall looking very sheepish.

"Believe me" said Rita with a slightly faraway look in her eyes, "one day when it happens to you, you will thoroughly enjoy it."

The second year girl who’d caused the ejaculation looked at the residue on her hands and licked a bit of it with the tip of her tongue. "It tastes salty" she said. She had never masturbated or really fantasised before, but right now she was feeling a strong need to go and lie face down in her bed with her teddy bear between her legs, something she had been doing since childhood. But up till now there had been no real thoughts attached to what she was doing, vague ideas of boys or people she had seen on television. Now she had something very real to think about.

"Will he do it again, I want to see it again, I think I missed it." Said another girl.

"Sorry I don’t think he’ll be able to do it again for a while" said the Prefect wistfully, "boys don’t get to do it twice one after another like, well like some of us".

The boy was indeed feeling less than aroused now. Having ejaculated, his cock had shrunk and he was again very aware that he was alone and naked in front of a group of fully clothed, mocking girls.

"I suppose if we could keep him here a while we could get him going again" said the Prefect. "Maybe we could lock him up for a few days and use him for…" But just then out of nowhere the housemistress appeared at the doorway. With a glance she appraised the whole situation.

"Have we been having some fun Miss Tershall?" she asked dryly of the Prefect.

"Just a little Biology lesson for some of the younger girls Maam".

"I see," said the housemistress. "Well, you girls all return to your rooms. Once he has dressed himself I will take this urchin to see the head-master and, sadly, I can assure you that you will not see him again, he will be leaving the school first thing tomorrow morning.

The girls all drifted off to their rooms, young Shiona very quickly, brushing her teeth, getting undressed and getting into bed, pulling the covers right over her head as she grabbed her favourite teddy bear. By the time the rest of the girls entered the dormitory, all they saw was the shape of her under the blankets frantically humping her teddy bear.

As for Rupert, he did indeed get a thrashing and leave the school the following day. He was bewildered and a little traumatised by the event, but it had a lasting impact. In adulthood even after he was married he took to secretly going off to the park, wearing a long Macintosh coat and opening it to reveal himself wanking to women and girls passing by. Understandably, most of them ignored him and many were quite scared. A couple of times a girl watched from a distance but he couldn’t come, and on one other occasion a group of teenage girls stopped pointed and giggled, and he came immediately.

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

2,064 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

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