Paradise Island

by: Nurture Nature

Chapter Index

Chapter 6


Week 1 Day 2



John - American-Caucasian, 34 years old, married, father of 2
Alec - American-Caucasian, 51 years old, divorced, father of 3
Sergio - Russian, 45 years old, manager
Pamela - Brazilian, 17 years old, assistant, 5'-5", brown hair, Stage 4
Nina - Slovak, 19 years old, assistant, 5'-3", dirty blonde, Stage 4
Darrel - African, 58 years old, divorced, father of 2
Juan - Puerto-Rican, 40 years old, single
Trista - French, brunette, 11 years old, Stage 2
Alissa - Ukraine, dirty-blonde, 10 years old, Stage 1



"This meal is fantastic." Juan took another bite.

"Back home this would be a hundred buck plate." Darrel said to Juan.

"Alec mentioned to me last night that they raise and grow everything here." John added.

"Hello gentlemen!" Pamela greeted as she entered the dining room.

"Hi, Pamela. Would you like to join us?" Juan politely got up from his seat.

"Oh, no, I make my round to say hello! Please, enjoy!"

"Where is Nina?" Darrel inquired.

"She attend to selections. She will not attend the breakfast."

"I kind of thought we'd have an opportunity to have breakfast with the girls."

"Oh, no, that is not possible. They have very light breakfast early while you sleep, however now they must prepare."

"Hey Pam, are there other activities here on the island?" John asked.

"Ah, yes! You may participate in swim, read the books, play the games and many things! Please, gentlemen, I have your attention now, yes? After the breakfast you may return to your guest rooms. In your rooms there is blue light that turn ON when your selection is ready. Please turn OFF blue light so that Nina know you are on your way to your enjoyment room in the other building."

"Any specific room?" Juan asked.

"The numeral which you pull from the hat last night is the room to enter! However, John, may I speak in private?"

"Sure, Pamela."

Pamela led John and Alec out into the hallway. "Alec has made unusual request, correct, Alec?"

"Yes, I did."

"Today Alec would like to share enjoyment room. No, no. He do not take your selection and you do not take his. He would enjoy to share the room in case you have difficulty the first time."

"Difficulty?" John appeared confused.

"I just think because it's your first time here, and since we've known each other... I think you'll be better off. How about if we share the room, and once you're comfortable, I'll bolt and go to mine."

"That is great idea!" Pamela interjected.

"No, it's ok." John blushed.

"John, it's not a problem, and you certainly don't have to feel embarrassed with me. I really think we should, at least for your first time."

John thought to himself and remembered the selection process. He glanced at Pamela and then back to Alec.

"It is very good, John, you will enjoy!" Pamela smiled.

"Ok." John nervously consented.

A short while later at John's room...

"It's been 30 minutes. I wonder why it's taking so long." John asked.

"Nina is probably making last minute changes for us. I'm sure it'll be soon." Alec replied.

"So, what gives, Alec? Why do you really want to share the room?"

"Things are different around here. I just don't want you to bail on the first go. Once you dive in, you're really going to have a great time. Just trust me, ok? Hey, the blue light just went on. You ready?"

"Yeah." John turned the blue light off to indicate they were on their way.

John and Alec entered the next building over, walked down the hallway and found Room #3.

"Take a deep breath. Ready?"

"Yes." John replied.

Upon entering the softly lit room, John and Alec encountered their selections. John's selection was to the left standing next to a table, wearing the neon-pink g-string, thigh-high fishnets and stilettos that Alec had suggested. But this time she was not wearing any make-up. Alec's selection was to the right standing next to another table, wearing the black leather corset and black leather bottoms that he picked out.

Alec scanned his selection to make sure it was what he ordered.

"Turn around." Alec told her.

When the girl turned around, her ass cheeks were perfectly spread apart by the leather bottoms, creating a very sizable gap between her crotch.

"Oh, my..." Alec turned his attention to John's selection. "I have never seen anything sooo delicious. John, just look at that."

John physically trembled. He could not believe his eyes as he gazed upon the dirty-blonde girl.

"No words could describe that. That is the most adorable, innocent looking toy I've ever seen." Alec said jealously.

John's jaw dropped as it finally set in. "What in the hell did we get ourselves into?"

"Take your time. Let it sink in." Alec continued to stare.

"Alec, what is this?"

"Thirty-five thousand... Don't you dare bail out now. Sweetheart, turn around slowly for John."

The girl turned slowly, raising her arms over her head. Her body was tight, her skin naturally radiating a glowing softness. As she continued to turn, John and Alec took note that each of the girl's perfectly shaped ass cheeks could easily fit into a hand.

"Just look at that natural gap between those thighs. Look at that beautiful rib cage, that perfect skin."

John, standing 5'-11", towered over the girl, even with her wearing pink stilettos.

"I'm not allowed to touch your selection. Go ahead and run your hands slowly over that delicious body."

John couldn't move a muscle. Alec decided to engage with his own selection to get things moving along.

"Come over here." Alec instructed his selection. "What is your name?"

"Trista." She said with a strong accent.

Alec disrobed and placed his hand on Trista's head motioning her to kneel down in front of him. He then placed his fingers under her chin and guided her toward him. Trista reached her hands out, stroked Alec's cock several times, inserted it into her mouth and began bobbing her head back and forth.

"You've... had her before..." John's voice trembled.

"No. First time." Alec responded as a matter of fact.

John couldn't believe what he was seeing.

"Lay on the table and unzip your crotch. Make yourself wet and get ready for me." Alec instructed Trista.

The girl did as she was told.

John glanced at his selection again. The girl showed no emotion as she stood waiting for instructions.

"Spread your legs and bend over for John."

The girl did as she was told.

"Look at that perfect thing. Don't you dare let that go to waste."

Still trembling, John took a step toward the girl and gently test-touched her silky-smooth back. Her flawlessness sent shivers throughout his body.

"That's it. Use all of your hands now. Feel her all over."

The girl could feel the unsteadiness of John's hands as he moved them across her back and along her sides. She turned to face him, and then raised her arms over her head again.

John gasped and glanced at Alec.

"I can't."

"Yes, you will."

"No." John replied again, still moving his hands all over the girl.

Pamela walked into the room...

"Hello everybody!"

John blushed and immediately lowered his hands.

"Please no be embarrassed, John! I come to see the girls become grown-up today!"

"It's not routine, John. But, sometimes she pops in randomly." Alec explained.

Alec turned his attention to Trista again. "Corset tight enough?"

"Yes." Trista answered.

Alec turned Trista around to obtain access to the binding strings. He untied the knot and began pulling the strings even tighter than they were.

"Exhale." Alec commanded the girl.

As the girl exhaled, Alec pulled the strings even tighter and secured them with a knot.

"Difficult to breathe?"

Trista nodded yes.

Alec put his hard cock back into the girl's mouth. John and his selection watched Trista take half of Alec's length. Trista gagged several times but didn't stop. After a few minutes of fucking the girl's mouth, Alec reached around and untied the knot of the corset. Rather hurriedly, he de-strung the corset, removed it from the girl's body, revealing red marks all over her back, sides and front.

"Lay down on the table and spread those legs. Very nice. Ok, relax and bring them together again."

Alec untied the knots at the sides of the leather bottoms and began pulling the strings as tight as he could. Once he couldn't pull any tighter Alec re-knotted the strings.

Alec forced the girl's legs apart again which made the leather bottoms dig deeply into her skin, especially around her unzipped crotch. He spat saliva onto Trista's slit and then used his tongue to stimulate her clit. Trista moaned, her vagina became wetter. Alec spit a good volume of saliva into his hand and transferred it to his throbbing cock.

"It's going to feel thick, deep..." Alec warned the girl.

Alec positioned his cock head against the girl's wet slit. He pushed several times until the head penetrated her vagina. The girl jerked and shifted her legs, but continued to remain in position. Alec sunk deeper yet into the girl's wet canal.

Trista's chest and midsection were still red and imprinted from the corset. Alec took pleasure using one hand to caress the areas.

"What a tight, wet cunt..." Alec moaned. "Relax. Just... a couple more... inches..."

Trista stretched out and lengthened her back along the table to enable Alec‘s cock to penetrate the last inch into her body.

"That's it... ohhhhh... that's it..." Alec groaned. "It's got... to be... fully penetrated... when I shoot my load into your cunt."

John kept his eyes glued on Trista's wet, inner labia as it protruded with every extraction. A few moments later Alec paused deep inside of Trista, extracted half way out, and then buried his cock deep inside. Alec bucked hard against the girl as he jetted his load.

"What an incredible fuck." Alec said as he loosened Trista's leather bottoms. "Now it's your turn, John."

Still entranced over Alec and Trista, John almost forgotten about his own selection. When he glanced at her he trembled again.

Pamela led John over to the table on his side of the room.

"Ask her what her name is." Alec told John.

"What is your name?" John asked softly.

"Alissa." She said with a strong accent.

"Pull the patch away from her breast." Alec told John.

John froze, glanced at Pamela and then to Alissa.

"It is ok, John!" Pamela smiled.

Still trembling, John moved the tiny patch away from one of her flat breasts, exposing a small, light-beige nipple.

"Caress it and then pull the other patch away, but leave the string on. Let it dangle."

John did, but only because Alec coached him.

"John, get that spreader bar over there."



"I can't do this." John said, glancing at Alissa again.

"It is ok, John." Pamela repeated. "Alissa wish to become woman today."

Pamela took off her own light garments, exposing her body for John.

"You may enjoy my sight to help!"

John glanced at Pamela's beautiful body, wondering to himself why he couldn't have her instead. He then picked up the long spreader bar from the floor and attempted to hand it to Alec.

"Give it to her, not me. Tell her to get on the table and attached it to her ankles."

"Alec..."

"This is why I wanted to share the room. John, you need to relax."

"Can you..." John's voice trembled.

"Don't ask." Alec interrupted. "Tell her."

"Get on the table and attach this to your ankles." John nervously told Alissa.

Alissa took the spreader bar from John, mounted the table and buckled one of her ankles to the cuff. After one ankle was firmly secure, she spread her legs to attach her other ankle to the opposite end of the bar. Alissa paused, glanced over at John and Alec, indicating that she couldn't reach her other ankle.

"Tell her to try harder." Alec told John.

"Try again." John repeated the instructions to Alissa.

Alissa tried again, straddling into a split. She was very flexible, but her hand couldn't quite reach.

"No worries. I assist!" Pamela said.

"Have Alissa lie flat on the table and spread her legs again." Alec told John.

"Lie flat on the table and spread your legs."

"John, you do this side, I will do the other." Pamela moved to one side of the table.

As Pamela and John pulled Alissa's legs apart, Pamela maintained a steady grip so that Alissa would not slide around on the table.

"Ok, John. Pull."

Alissa's legs were spread completely apart. Pulling yet another inch, he was able to throw the strap over her ankle. As John pulled the strap to buckle it, Alissa's legs spread further apart, splitting her to maximum.

"Just look at that beautiful little pussy. If I was fucking that, I'd grab onto that bar for stability with one hand, and plant my other hand on that beautiful, flat tummy."

Alissa lied motionless on the table, still showing no emotion.

"Caress her body all over, John. Feel every inch of it."

Every once in a while John's eyes would meet Alissa's before looking away out of embarrassment.

Pamela approached John and pulled him close to her body. Hugging and fondling him, she slid against him until he became fully erect. John thought to himself that Pamela was what he had in mind when he agreed to the trip and hoped that Pamela would take Alissa's place. But that was not going to happen, as Pamela was merely stimulating John for his interaction with Alissa.

"Remember how I coached Trista. You're going to have to do the same." Alec told John. "You've got some serious cock and a freak amount of spray. Now, put your mouth on her slit and get it as wet as you can. Pamela, could you prop Alissa's head up? I want her to see that cock plummet her little pussy."

John hesitated, but then knelt down and aligned his nose with Alissa's slit. Alissa's aroma was very tart... pungent. Finally, John did what he never imagined - he slid his moist tongue over the slightly spread slit which the spreader bar created. Alissa reacted with a twitch. As more of Alissa's fluids leaked, John smelled more of the pungent odor.

John was beginning to somewhat enjoy, albeit with a lot of guilt. He took it upon himself to spread the girl's small labia with one hand to gain better access. He used his other hand to caress her tight, flat tummy, at times reaching below the spreader bar to cup her firm, spread little bum.

John sensed through the bodily twitches emanating from the girl's tight tummy that if the spreader bar didn't have her locked so wide apart she would be moving her bony hips to the rhythms of his tongue. Alissa was wet.

"It's time." Alec told both of them.

Alex's words were what John couldn't wait to not want to hear. John thought about the selection process, how incredibly young the girls looked, but made to appear slightly older with make-up. But now, she wasn't wearing any make-up at all. John thought to himself how wrong all of this was and how and why he even agreed to anything like this, while at the same time realizing that his deepest desire was about to come to fruition.

Alissa's head was still propped up by the pillow that Pamela put underneath her. Alissa appeared intimidated by how large John's cock was. In preparation she lengthened her back along the table as Trista did earlier.

"Pamela, could we please talk?"

"The selection is ready. Please no worry, John, the doctor know."

John again glanced back and forth between Pamela's teenage body and Alissa's.

"Do no worry, it is ok. Please no be frightened. However please put this vibrating cock sleeve on. Alissa not ready for man of your length." Pamela smiled, handing John the sleeve.



John put the sleeve over his cock and slid it down to the base.

"You may penetrate however please no deeper when the sleeve touch Alissa." Pamela instructed.

John pressed the head of his cock against Alissa's wet slit, but the enormous bulb only pushed her little mound inward and closed. He backed off. Pamela approached, spitting into both of her hands. She then spread Alissa's gash apart with one hand while stroking John's cock with the other. Alissa wondered how it was going to fit and how it would feel, and tightened her abdominal muscles in preparation.

"Please do not go deeper than the sleeve." Pamela reminded John. "I do not turn on vibrator just yet. Please enjoy the nature. I see when you are ready to climax and then I turn on for you."

Pamela led John's cock to Alissa's slit. John then pressed forward until he felt the whole head of his cock being gripped by Alissa's channel. Alissa shuddered.

"Ohhhhh, fuck..." John whispered as Alissa whimpered.

John savored the tight wetness, pushing in and extracting just a couple of inches at first. He was still feeling guilty, but found himself wanting to sink his shaft deeper into Alissa's hole. Each short thrust sent waves throughout Alissa with unsure whimpers to match. John was now half way in and fucked at that depth for a while.

John glanced down to get a view of his cock. He noticed how tightly the inner labia lips wrapped around his thick shaft, protruding each time he extracted. The visual sent even more blood to his cock, causing the already thick veins to become more pronounced. Overly excited, John stretched the pink g-string out of way and then placed his right hand on Alissa's tight tummy. He grabbed the spreader bar firmly with the other as Alec suggested earlier.

Vaginal juices coated John's shaft. Still holding the bar firmly, he sunk deeper yet as Alissa whimpered more loudly. John had only a couple of more inches to go before the sleeve met Alissa's vulva, but then sensed his cock bottom out with one last inch to go.

Pamela removed the pillow from under Alissa's head. Now that Alissa was completely perpendicular to the table she was able to stretch her body out more. Her tummy became even tauter enabling John to feel his cock with his hand through her tummy. When Alissa moaned and squealed louder John paused momentarily to allow her adjust. John's shaft was now fully coated with slippery vaginal fluid.

John slowly drove into the girl with long steady strokes. Every few moments he increased his speed, maintaining strong-hold of the spreader bar to prevent the girl from sliding up the table. Alissa whimpered and twitched. Gripping the sides of the table with her hands, her head rocked side to side.

"Just look at that... deep fuck." Alec blurted.

"See? No worry, it is pleasure!" Pamela smiled.

John's eyes caressed Alissa from head to toe, now realizing that his selection was indeed miles above grade-A perfect.

"Shoot that thick, monstrous load deep into that womb." Alec said, sensing John was nearing his orgasm.

John felt his cock wanting to vomit profusely inside of Alissa's canal. Pre-cum spilled out adding even more wetness to the girl's already wet cunt.

"Alissa, you are ready to become woman." Pamela smiled.

John gazed at Alissa's eyes seeking permission to shoot his load inside of her. Alissa's eyes grew larger wondering if it would hurt, but wasn't overly nervous knowing that her instructor was at her side.

Pamela reached under the base of John's cock and turned the vibrator on. John jerked, and Alissa immediately became even wetter.

"Ohhhhh... I'm gonna..." John fucked furiously.

John stared at Alissa's perfect body, the stretched, pink g-string lingering over her body. He briefly stared at her non-existent breasts, the tiny, erect, light-beige nipples slightly protruding from her rib cage. John glanced down at his penetrating cock, and the traveling bump along her tummy for proof that his cock was actually inside. So close to erupting, John felt more fluid travel up his long shaft, spilling out into Alissa's vagina.

Alissa moaned louder. There was no no doubt John was a challenge for her, but she was approaching her own climax. In a dazed state, Alissa moved her hands from her abdomen to the sides of the table and back to her mid-section again. She was unable to move her legs and hips due to the spreader bar, but her arms and the top portion of her body danced along the table nonetheless.

"Ohhhhh!" Alissa squealed.

"You're going to have an orgasm." Alec said to Alissa.

"Ohhhhhhhh!" Alissa continued to moan.

"That's a lot of cock." Alec whispered. "Want him to stop?"

Shaking her head yes and no, she continued to squeal. "Ohhhhh! Ohhhhhh!"

Alissa's cunt convulsed, intensifying into an enormous orgasm. John felt it, the others listened, as John's soaking cock drove her to climax.

"Ohhhhhh! Ohhhhhhh! "John unleashed, spewing thick ropes of semen into the back of her canal. "Ohhhhhhhhh!"

Semen searched for whatever escape route it could find. With just under 6 thick inches buried into her, semen still managed to squirt out of the vaginal entrance enough to coat John's crotch.

"Ohhhhhh... fuck!" John hollered out.

"Don't pull out yet. She's got one hell of a seal around that cock. Most of your fucking load is still deep inside."

Needing more relief, John repeatedly bucked his cock head against the back of Alissa's womb. John, Alec, Pamela, Trista and Alissa heard semen squish deep inside of Alissa's abdomen each time John's cock moved.

"I have never seen a hotter fuck." Alec gawked.

Semen flowed out of Alissa's clenched cunt as John's cock began to limp. Pamela reached under John's cock again and turned the vibrator off.

"Let me prop her ass up with the pillow." Alec said. "Let's get this bar off of her."

John and Alec unbuckled the cuffs while holding Alissa's legs apart and up in the air. Once the bar was removed semen continued to flow out onto the table.

"Just look at those thick cum bubbles in and around her slit. Damn I wish I had a camera." Alec stared.

"Are you ok?" John asked Alissa.

Alissa nodded yes, still breathing heavily.

"Each day John go deeper." Pamela smiled at Alissa. "On last day you accomplish."

"I'm going to get a shower and rest before lunch." Alec said. "Later this afternoon I'm going to use my own reserved room."



Chapter 7



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