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Once upon a time there lived a wee lad named Derek who was an orphan that lived with a Cloister of Nuns who believed they were the brides of Christ. Beyond their religion, they believed in the most-strict discipline for themselves, and of course Derek.

They lived on a south seas island among the natives. They were tasked with bringing Christianity to the pagan natives. They were currently without a priest as Father Timothy had recently been laid to rest beneath the swaying coconut palms next to the small thatched roof building that served as the church.

The Cloister consisted of the Reverend Mother, three Nuns and a Novice named Sister Mary-Margaret, five in all.

Derek was the son of ship’s cook and a sailor from a Whaling ship. Which sailor was unknown. His mother, the ship’s cook had died from malaria and Derek was abandoned. He was left on the island for the nuns to care for at the tender age of 12. He was already an incorrigible lad with no discipline to speak of. In no time, the Reverend Mother began his lessons in discipline with daily whippings with a cane of bamboo.

By the time he was twelve, Derek’s back was lined with markings from the bamboo whippings. His incorrigibility had only gotten worse. Then Sister Mary-Margaret stepped in and pleaded with the Reverend Mother to let her try another tact. Perplexed by her failures at discipline, the Reverend Mother agreed to allow for a different approach.

Sister Mary Margaret had great empathy for Derek due to the extreme discipline employed by the Reverend Mother. She had chosen her way of life, but poor Derek was merely a victim.

Sister Mary-Margaret thought she could win Derek over with love and daily lessons in catechism. At first, Derek was responsive. Sister Mary-Margaret was very kind and gentle, but Derek considered the catechism lessons boring and useless. But he remained on good behavior for fear of the beatings being re-instated. The Reverend Mother was being fooled into believing Sister Mary-Margaret’s tactics where working, but the good sister knew otherwise.

The good Sister had completed her novice training and became a bride of Christ during a special ceremony which include a wedding ring presented to her by the Reverend Mother.

Over the next few years, Derek and Sister Mary-Margret had grown very close. Closer that the good Sister realized. At the age of sixteen, Derek discovered masturbation. During his escapades of peeping on the natives having sex, he had achieved serious erections and he learned to obtain relief by rubbing his hard cock until it exploded.

He started obtaining erections when he was alone with the good Sister. He would have erections thinking of Sister Mary-Margaret and sought relief by wanking off. The young lad was experiencing perpetual erections. The only thing besides wanking off that would cause his cock to go down was the presence of the Reverend Mother. That bitch would cause any erection to wither and quickly die.

Derek’s peeping escapades was a life’s lesson. The lad had learned many things from the natives including about sex. He would secretly watch and masturbate as the natives fucked. He began having thoughts of fucking the good Sister, but had no idea how to approach her.

Then by pure accident, a situation arose that give him the opportunity to at least broach the subject. Sister Mary-Margaret caught him masturbating.

The good Sister had no real-world experience with sex, but had some knowledge through her novice training. The Reverend Mother had taught that sex was for married people for the sole purpose of procreation, and that only bad people used sex for fun and games. She also taught that Nuns were brides of Christ and were to always remain faithful, and pledged the same when taking their vows. In other words, Nuns were to never have sex.

Sister Mary-Margaret often contemplated, if God had intended for sex to be strictly for procreation, why had he made it so enjoyable. A temptation that surely should not exist. She prayed for answers, but none where forthcoming. It was a subject she never dared to speak to the Reverend Mother about.

“Derek what are you doing?” Sister Mary-Margaret screamed, as she viewed Derek furiously masturbating.

Derek had been busted, something that had worried him, but strangely now it didn’t seem to matter as he continued pounding his hard cock. In fact, he was dreaming of fucking the good Sister when he got caught.

“Stop that immediately,” demand Sister Mary-Margaret, although, at the same time, she was mesmerized by the sight of it all. Little did she know she was looking at a very big cock, much bigger than the average native.

Derek, of course, did not stop and Sister Mary-Margaret was experiencing hot flashes and an unexplained wetness between her legs at her very essence. She became very wobbly and sank to her knees. Instinctively Derek presented his cock to her gaping mouth, and just as instinctively, she lowered her mouth and accepted about one third of its length.

Just as he has seen the natives do, Derek began a slow fucking motion hitting the back of her throat. Her mouth was both wet and warm, a sensation that was beginning to overwhelm Derek. Unable to control himself, she soon ejaculated a huge load of cum into the mouth of the good Sister. Sister Mary-Margaret began choking and swallowed quickly to avoid choking to death. She had no idea that this would happen and that she had just swallowed her first load of cum.

The orgasm that Derek had just experience was simply indescribable. But he knew he wanted more. He wanted desperately to fuck the good Sister.

Sister Mary-Margaret fell backwards and was now lying prone with her legs apart. She was in a bit of a fog and was dazed. Derek raised her habit and was surprised to find she was wearing no under garments. Since his cock was still fully erect, he presented it to the entrance of her pussy. Not knowing quite how to proceed, he jammed forward and entered her cunt breaking her hymen in the process.

The good sister screamed in pain, which was quickly replaced with the most intense feeling of pleasure.

Derek copied the natives and began fucking the good sister. While the blow job he had received was awesome, this was even better. Much better than he had dreamed.

Coming out of the fog and dazed condition, Sister Mary-Margaret realized what was happening and started begging Derek to stop. Her peas went unheeded. As her pleasure increased, her pleas were reduced to a mere whimper. Then a strange feeling began overtaking her, as an orgasm was approaching. Then it happened, the good Sister experienced her first orgasm. It was earth shattering!

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When I was a kid, fifteen as I recall — and that was long enough ago that I don't care to dwell on it — my dad, my mom, my cousin and I lived for three years on a small island off the northern coast of Maine. My dad was a botanist who worked for the state and he'd been assigned to catalogue as much of the flora of the islands as he could. Three years was all that had been funded for. So we moved to this little island for no other reason than it had an available house on state-owned property...

2 years ago
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MasterbuilderChapter 2 The Island

I found myself standing on the beach, wearing, I imagine, the stupidest face in human history, and absolutely nothing else, not even my wedding band or my four-metal bracelet, which was meant to control rheumatism. Since there were no mirrors about, I could only guess that my face reflected my feelings of utter consternation. I remember thinking so much for Alfred and his big mouth the one moment, next I'm here. The sand felt soft and warm underfoot, the sky was clear, the sun hot but not...

3 years ago
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Sex on Manness Island

Sex on Manness Island. The island would have passed undiscovered but for the fact that it held a magical secret. And that secret was, that it helped you overcome any sexual hang-up you cared to think about. Anything. Some people had problems with getting it on with another human being. Man or woman, they just could not manage it. But here on Manness Island, you could find a solution. Some said it was already buried here, like Pirate treasure. Some said it was brought here during the war, and...

4 years ago
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TV Island

TV Island by Mike R. Pen This story is for adults. If you are under 18 do not read. Except for Fictionmania, this story may not be copied to any other website without written permission from me. Enjoy. John woke up and groaned. His head was throbbing with a massive headache. He guessed he had really tied one on last night. With his eyes closed, he continued to lay in bed, trying to summon up the strength to move, and at the same time trying to calm down the rumbling his...

3 years ago
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Island

Why in the world anyone would choose to build a tiny little cabin on a tiny little island in the middle of a tiny little lake is something I've never figured out. But there it is and there I was going. It'd come down from my wife's side, and when her parents died she and her siblings had turned it into a sort of family trust. We all split the costs of the upkeep and share a vacation destination. The unwritten by-laws still work fairly well. The obvious hot dates are doled out democratically;...

2 years ago
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The Island Introducing Ourselves To The Island

I often find myself wondering how we all became so open-minded with regards to sex on the island. I think that when we arrived, the majority of islanders already enjoyed each other and they were more or less gagging to get us involved too. It was some years ago that I got involved. I remember it well and it was when I did a favour for Tom. That led on to a wonderful New Year’s Eve party and we have never looked back after that. Steve and I had decided at an early age that we would be...

Group Sex
3 years ago
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Crash Island

Crash Island I was on an unbelievably beautiful vacation that I had won in a contest. I was going to island hop around the Caribbean for the entire winter. It would last a full six months from November first to April thirtieth. Getting out of New York was a wonderful thing once in a while. At my age of sixty this was also a dream vacation, one that I had actually dreamed of for most of my life. When I won it I was speechless then I jumped for joy. When I told my boss that I needed six...

1 year ago
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Welcome to pleasure Island

The cruise ship was steadily making its way toward a far-off island in the Caribbean. The people on the ship were anxious to arrive at the place called Pleasure Island. This all included resort was supposed to be the best place on earth to spend some vacation. It was open for single and young couple only. The resort was offering a unique experience to their client, they called it the game. Visitors could only bring the clothes they could wear on arrival and even after that, they are asked to...

Fantasy
2 years ago
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Changes In Paradise 06 The Battle for Mermaid Island

Disclaimer: The usual ... if you're underage, stop reading (and how did you get a hold of this in the first place), if you're offended by transgender or transsexual ideas, stop reading, and if you're unlikely to enjoy erotic descriptions of sex, stop reading. Permission granted to re-post on any free site with attribution. This "spurt" of activity was both energizing and highly distracting for me. My job demands much of my time, as does my wonderful partner and lover, and I now...

4 years ago
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Slave Island

ISLE D?ESCLAVES ???????????????????????????????? ISLE D?ESCLAVES  Day One ? the arrival. Lauren and Barbara learn the ropes. LAUREN MICHELLE stretched out languidly on the long leather bench in the luxury speedster as the young woman who had met them at the dock steered the sleek 40-foot Silverton convertible out into the open sea. Lauren had changed into a bright yellow PVC bikini on the way to the dock in Lady Barbara Kleinhold?s stretch limo soon after landing at Faa International...

1 year ago
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Taboo Sex

"I see you like our new place, step sis," I mentioned, sitting down."Yes, I'm jealous of you two, Pete. Shelia must like it too," Sarah said as she hugged me."I do," Shelia pointed out, handing them two glasses of wine. "It is cool to see you two again. How have you been, Chris?""Good, step sis. It has been too long; we haven't seen each other in about a year now, right?" Chris pondered, as they sat down on the other couch."Yep, we should get together more often," Shelia said, sitting next to...

Taboo
2 years ago
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Taboo Episode 1

Hello, Indian sex story readers, So there might be many places in the entire human race where taboo is seldom brought up. Like widow marriage and Jains and Brahmins eating non-veg. And there could be many more examples. But whenever I thought about taboo. It turns out that the devil inside me thinks of something else every time and then lust craves me more than my intellectual thinking. But this is not who I used to be, I was simply “Good boy” according to the society. Things change as change...

Incest
1 year ago
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The only woman on Shipwreck Island

Introduction: What happens when there are 4 men and only 1 woman marooned on a deserted island? The only woman on Shipwreck Island This happened in the late 1950s before technology would have made it easy for us to be found and rescued. My husband, David and I had chartered a small yacht for a long weekend cruise around a large group of small mostly uninhabited islands a few hours run from the port we started from. We shared the boat with another couple that we were friends with and there was...

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