Paradise Island

by: Nurture Nature

Chapter Index

Chapter 9



Week 1 Day 7



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
Trista - French, brunette, 11 years old, Stage 2
Alissa - Ukraine, dirty-blonde, 10 years old, Stage 1



John and Alissa were already in the room waiting for Pamela to arrive. A few minutes later Pamela walked in along with Alec right behind her.

"Hello John! I hope you no mind, I have asked Alec to be present."

John didn't respond.

"Today is the day!" Pamela walked over to Alissa and stroked her long hair.

"No equipment?" Alec observed.

"No no. Today just regular. We see, yes?"

Pamela led Alissa next to the waste-high padded table, had her kneel down on her knees, and then motioned John to come over.

"John, please disrobe, yes? Alissa, you may begin."

Alissa reached her hands out and began fondling Johns half erect cock. The more she stroked it the stiffer and longer it became. Once it was fully erect, Alissa put her mouth over his cock and began sucking it. About half was all that fit into her mouth.

"It is time." Pamela instructed.

As Alissa got up from her knees, she took a good long look at John's throbbing cock, this time without the sleeve. Nervously, she climbed onto the table, laid down on her back, keeping her legs together as they dangled over the edge.

"Hmm. Instead, please move to the floor." Pamela said to Alissa.

Alissa did as she was told and laid herself down on the large pad that was on the floor. Her knees were propped up, but she kept them together.

John followed her down to the ground, positioning himself just in front of her bent legs. Gently, he placed his hands on her knees and pushed them apart so that he could gain access to her vagina. John lowered his face between her legs and began orally working on her pussy. Using a finger as a probe, he felt how wet Alissa was becoming. Alissa's pussy emitted a pungent odor. It was a huge turn-on to John.

"She's ready, John." Alec said eagerly. "Let's see what a good girl she is."

"Ah yes! However please do slow." Pamela smiled.

John positioned his heavy cock between Alissa's legs. Looking down, he took aim, and pressed his cock head against her wet slit. John pushed, feeling the head separate the slit and enter into her vagina. Alissa was fine with that, having experienced John every day the past week. But the deeper John penetrated, that's when Alissa became hesitant.

"Ah, that is good, yes? Please stay for the moment. Allow to relax."

John was all but two inches from full penetration. After allowing Alissa to acclimate, he proceeded to push in just a little deeper. Again he paused, giving her time. John felt her insides attempting to relax, but still noticed Alissa's mouth open in a jaw-drop position. Suddenly, Alissa's legs jerked as she let out a moan, when John sank in nearly 7 inches.

"Yeah, it's a challenge. Still three-quarters of an inch to go." Alec blurted.

Pamela moved above Alissa's head to help steady her and to offer words of encouragement.

"That is very good, Alissa. Please you must relax. Do no tense inside, it will go." Pamela smiled.

John pushed in slightly deeper, but still had a little more than a half inch to go. Alissa jerked her legs again and let out a louder moan.

"Ok, please stay John, and do no move." Pamela said intently.

Alissa calmed somewhat as John remained motionless. After a brief time of waiting, Alissa's legs began to relax.

"John, please come out slowly. We try Alec's suggestion and use the vibrating cock ring now."



As John slowly extracted, Alissa raised her knees indicating that she was tensing up again. Even the extraction felt a little uncomfortable.

Pamela handed John the vibrating cock ring. John put it around his cock and slid it down to his pubic bone. Once that was in place, he stretched the other loop around his large hanging testicles. It was a sure sight to see, how pronounced his cock, testicles and veins became.

"John, that is impressive." Alec stared.

"Ok we do again." Pamela announced. "I turn on after it is six inches in, yes?"

John positioned himself over top of Alissa as she stared at the blood-engorged veins throughout his cock. He gently parted her legs again, and then pushed the cock head back inside of her. Alissa was still wet. Slowly, John penetrated her canal until Alissa's legs jerked. He remained motionless, knowing that it was time for Pamela to turn on the vibrator.

"Stay still, John, I turn on." Pamela said as she reached for the switch.

"Ohhhh... fuck! Incredible!" John exclaimed, feeling the wet vaginal walls gripping his engorged cock.

The vibrator sent instant sensation to both John and Alissa as John's cock vibrated her canal. John maintained six inches, savoring every moment.

"Go slow, but don't stop until it's sunk all the way in. Don't let her stop you until that clit pad is up against her clit." Alec instructed.

Pamela positioned herself by Alissa's head again, placing one hand on Alissa's shoulder and the other on her forehead.

"Relax. It will be good, yes?"

Ever so slowly, John began sinking his cock into Alissa. Both felt spongy flesh deep inside stretching more and more, until Alissa's canal accommodated most of John's length. Against Alec's suggestion, John extracted a couple of inches out of Alissa's cunt, and then finally penetrated full hilt. Immediately, Alissa felt the clitoral pad vibrate against her clit. When Alissa arched her back and let out a loud moan, everybody in the room knew that John had succeeded.

John began moving in and out slowly, extracting half his length, and then penetrated fully until the clitoral pad pressed against Alissa.

"Just look at that." Alec said in awe. "She likes it."

"She is very good girl, yes?" Pamela proudly said.

John began fucking to pleasure himself, not worrying about Alissa. Thrust became more forceful, shallow, then deep again. Alissa's body reacted strangely, displaying uncomfortable signs during the extractions, but seemingly bucked her cunt against John when she sensed the vibrating pad was about to hit against her clit.

"This... is... incredible..." John stuttered, shaking his head side to side.

John's cock was leaking profusely inside of Alissa.

"Kiss Alissa." Pamela whispered.

John hunched his back in order to reach Alissa's lips, and gave her a kiss.

"No no. Kiss her as the French." Pamela clarified.

John gazed at Alissa's youthful face and wondered if it was appropriate. Hesitantly, he hunched his back again, and placed his mouth over Alissa's. Within moments, both began french-kissing each other.

John's thrusts became much more pronounced as the vibrating cock ring rattled his cock, Alissa's canal and her clit. Both were breathing heavily and nearing their climaxes.

"I'm... going to... fill you..." John whispered into her open mouth, and then resumed kissing.

Though Alissa's body jerked with every deep thrust, her knees somehow managed to fall to her sides, allowing John complete and unrestricted access. Alissa began squealing and moaning louder through John's and her lip-locked mouths.

"Ohhhhh...fuck..." John whispered. "I'm... going to... deep inside..."

At that moment, Alissa reached her climax, one that was so intense that it blew her mind. John's cock reciprocated and fired explosive ejaculations deep inside. John stayed deep grinding his cock, which only intensified Alissa's orgasm due to the clit pad banging against her.

"Holy fuck... look at that spunk squirting out..." Alec stared.

"That is good, how you say, fuck?" Pamela stroked Alissa's hair.

"Pamela, there's a lot more semen inside of that cunt. I'm going to prop her ass up with a couple of pillows."

"Yes, yes, please do." Pamela agreed.

After John extracted his cock from Alissa's vagina, Pamela watched cum bubbles forming around Alissa's slit, along with a stream of thick semen running over her asshole. Pamela quickly raised Alissa's ass upward until Alec placed the pillows underneath her.

"Ah, John, you are still big. That is the cock ring. There is still semen in the shaft? Please come, Alissa will clean you."

Placing his cock into Alissa's mouth, Alissa began sucking and licking whatever remains were in and on his shaft.

"Remember how I show you in training." Pamela said to Alissa.

Alissa remembered. She placed a couple of fingers at the base of Johns cock under his balls, pressed in, and ran her fingers up along the shaft. This technique coaxed the rest of the seminal fluid up the shaft, out of the head and into Alissa's mouth.

"Allow me to see before the swallow." Pamela told Alissa.

"John, I gotta say. I've been coming here for years, but I haven't had this much fun until you came along."

"Ok, we finished. We leave now to get ready for lunch, yes?" Pamela opened the door.

"What about Alissa?" John asked.

"Alissa is very good, she stay like that for a while. I come back later to obtain."


At lunch...

"So? How'd it go?" Juan asked.

"Hey, that's right, today was the day. How did it go, John?" Darrel inquired.

"You guys should have been there." Alec grinned.

"What, she took it all?" Darrel asked excitedly.

"It doesn't count if wasn't balls deep..." Juan jokingly rolled his eyes.

"Balls deep? She bucked against him!" Alec said proudly.

"Damn, John! Like, for a second, or longer?"

"All during... and after he pumped everything inside her." Alec spoke for John.

"Fuck I wish I was there." Darrel exclaimed.

"You should have seen Pamela. Even she was surprised. Especially after, when all of the cum bubbles started forming out of that slit! It was literally like a milk shake, no exaggeration!"

"Where's Alissa now? I'd like to get a look at her." Juan asked.

"Pamela left her in the room with her cunt propped in the air. That cunt is so loaded, she'll need a mop to clean it up!" Alec laughed. "I'm not sure about the rules, you can chance going over if you want. John and I are going to stay here and finish lunch."



Chapter 10



©2020 Nurture Nature