Paradise Island

by: Nurture Nature

Chapter Index

Chapter 11



Week 2 Day 1



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
Heidi - German, light red-head, 12 years old, Stage 3
Brooke - English, light brown hair, 11 years old, Stage 2



John seemed to have a preference for a body type. Brooke had long, silky hair like Alissa, but just a shade darker. Brooke's features were even similar, though slightly taller, possibly a year older than Alissa, if that.

John and Darrel entered designated room number 1 where Brooke and Heidi were waiting.

"You girls ready?" Darrel asked.

Both girls nodded yes.

"Ok. How about taking your clothes off, slowly for us."

Heidi, though thin, was a little more developed than Brooke, which pleased Darrel. John began trembling like he did with Alissa, but thought to himself that it would soon pass.

"You girls are adorable." Darrel complimented. "Why don't you mount the table and get yourselves wet for us."

The girls mounted their respective tables, spread their legs, and worked their vaginas to a nice, glistening wetness.

"It looks like you girls know what you're doing. Have you ever had men before?"

Heidi nodded yes, Brooke nodded no.

"Interesting. Have you ever had anything inserted in there before?" Darrel asked Brooke.

"Yes."

"You have?" Darrel asked as he disrobed himself.

Heidi and Brooke stared at Darrel's cock while arousing themselves as they were taught to do.

When John disrobed himself, Brooke and Heidi couldn't believe his size. They both momentarily stopped stimulating themselves until Darrel told them to continue.

"I don't think I want to share today, Darrel."

"That's cool. Maybe tomorrow then."

Darrel put his cock against Heidi's mouth. She continued caressing her slit with one hand and wrapped her other fingers around Darrel's growing shaft. A few minutes later Darrel started to pre-cum into Heidi's mouth, which didn't seem to phase her.

John followed Darrel's lead and brushed his already stiffened cock against Brooke's lips. Brooke opened her mouth and sucked him. John reached between Brooke's crotch and felt the wetness oozing out of her slit, so he slid a finger inside of her snug snatch to prepare it for his manhood.

"Ok, baby. Just relax." Darrel said as he moved between Heidi's legs.

Heidi instinctively drew her legs together, bringing her knees against Darrel's hips. Darrel placed his hands on Heidi's knees and pushed them apart. Heidi relaxed herself the best she could as Darrel placed his cock head against her wet slit.

"Spread your legs wider, baby." Darrel instructed. "I though you said you had a man before?"

"Yes."

"How long ago? Was he big like me?"

"Last year. It was smaller."

Darrel used the fingers of one hand to spread Heidi's slit apart, keeping his other hand against her inner thigh. Heidi's wet cunt was snug upon entry, but able to take him in. Darrel pushed in and out a couple of inches to allow Heidi to become formally acquainted. Heidi's legs moved back and forth, reluctantly allowing Darrel access.

"That's it... take it in... That pretty little cunt will remember how to fuck in no time."

Darrel pushed in another inch and fucked at that depth. Heidi was still hesitant but remained in position. She placed one of her hands onto her lower abdomen hoping that Darrel would use that as a guide. But as hot as that looked to Darrel, he proceeded to penetrate her at his leisure anyway.

"Ohhh... fuck..." Darrel arched his back.

Now that Darrel's cock was lubed with Heidi's juices, he pushed the rest of his cock all the way into her.

John and Brooke watched as Darrel fucked the red-head. John stared at Darrel's cock thrusting in and out, imagining how good his own cock was going to feel. Brooke focused on Heidi's facial expressions wondering what her own would be.

Darrel picked up pace. Keeping his hand on her inner thigh, he used the other to roam over her smooth body.

"Ohhh... I'm gonna nut... your fucking cunt..." Darrel exclaimed.

Darrel picked up speed, then slowed down to savor Heidi's vagina. Heidi's eyes widened when she felt her canal slicken heavily as Darrel's cock shot load deep inside of her.

"How come you two aren't fucking?" Darrel looked over at John.

John looked over at Brooke. She was laying on the table jaw-dropped, still caressing her clit.

"Just look at that wet little slit." Darrel said to John. "That's worth a meal before you put it in."

John put his mouth between Brooke's legs. When he slid his tongue along her slit Brooke let out a pleasurable moan. John took his time tasting the tight, hot wet flesh. After another minute or so, he got up to position his cock, but Brooke drew her legs together.

"I know, baby. That's one hell of a cock." Darrel said to Brooke. "But you said you never had a man before. What did you have up your pussy?"

"A training partner."

"Training partner? Not a man?"

"A boy Pamela selected."

"How old was the boy?"

"11?"

"Can you show me how big it was?"

Brooke raised her hand and spread her thumb and finger 3 to 4 inches apart.

"Was it thick like mine, or thinner?"

"Thinner." Brooke replied.

"Oh this is gonna be good, John."

Brooke became more nervous and couldn't bring herself to relax her legs. John tried to separate them but felt her somewhat resist.

Darrel moved to the side of Brooke and took hold of her knee and ankle. Darrel looked at Heidi indicating to her to take Brooke's other side, which she did.

"Relax, baby." Darrel told Brooke.

Brooke hesitantly allowed Darrel and Heidi to move her legs to the sides of the table. John positioned his cock right at the entrance. He slowly and erotically circled his cock head against Brooke's slit. Brooke placed one of her hands on her lower abdomen and breathed heavily a few times.

John separated Brooke's wet slit and pressed his cock head against her, grabbing his cock with the other hand to hold it steady to prevent it from slipping away. Johns cock head began widening her hole. Brooke was surprised that as big around as Johns cock head was, her small entrance was seeming to accommodate it.

With one quick push, John's cock head became enveloped by wet vaginal flesh. He slightly extracted to lubricate his cock with her natural juices.

John pushed slightly deeper. Like Alissa, Brooke's stretched hole caused her clit to ride along the top of John's cock head, sending shivers through her body. Each extraction and penetration made Brooke feel unsure that she could take the enormous shaft inside.

Now with cock less than halfway in, Brooke winced and moaned, keeping her hand firmly on top of her abdomen. John extracted again and penetrated deeper yet.

"Once you get that log inside..." Darrel left his sentence open.

That caused Brooke to become more nervous. Never has she felt anything that big around that deep inside, and John still had 5 inches to go. John pushed slightly deeper, stopping with a little more than 4 inches of his cock exposed.

"Relax. Just a little deeper. I won't go all the way in." John said to Brooke.

Brooke squealed, relying on Darrel and Heidi to hold her legs to the side to help her get through it.

"Have you ever had your pussy pumped full of cum?" Darrel asked Brooke.

"No." Brooke managed to say.

"You think that cock is huge, wait until he floods you."

John fucked Brooke steadily and with determination. He tried his best to maintain a depth of just 5 or so inches, at least for today, to give Brooke time to acclimate. But every few thrusts, he felt his cock sink in just a little deeper, causing Brooke to wince and jerk her legs.

"It's a cunt hole, John. Just fuck it."

John glanced at Darrel, looked at Brooke's beautiful face and body, then lowered his eyes to Brooke's pubic area. Not knowing if Brooke was fully developed or not, he figured Pamela wouldn't have put her in this position if she wasn't ready.

John sank his cock deeper into Brooke. Now at five inches in, he fucked steadily at that depth. Moments later, five and a half inches, soon after, six. Brooke was shaking her head side to side on the table as John fucked six inches of his shaft in and out of her snug, wet cunt. Looking down between her legs, no blood was to be found, so John surmised that she probably lost her cherry with the 11 year old boy.

"Darrel, hold her steady."

"I gotcha, Boss."

John was now determined. After his experience with Alissa, he wanted to see what he could accomplish on day 1 with the new piece of tail.

John slowed his speed to savor Brooke's vagina. He then sunk in another half an inch, fucking her with six and a half. Brooke breathed and moaned heavier feeling her insides being stretched, but John felt her spongy insides still able to accommodate his shaft. After a few more thrusts in and out, he sunk in yet another half an inch, bringing it to seven. John felt only slight resistance, so he fucked at that depth for a while. Hopefully Brooke would relax.

"Heidi... the little vibrator... over there..." John pointed to the other side of the room.

Heidi retrieved the vibrator and turned it on.

"You know how girls like it. Use it on Brooke." Darrel told Heidi.

Heidi placed the little vibrator just above Brooke's clit. Brooked moaned heavily as her feet kicked the air. John sunk deeper into the cunt.

"Shit, John." Darrel stared.

John fucked without extracting too much. About a half minute later, he sensed that Brooke was building up to her climax, so at that point, John sunk deeper inside of her.

"That is one deep fuck." Darrel said out loud.

"Keep... the vibrator... on..." John breathed heavily.

John fucked Brooke's cunt, randomizing his depth and speeds. Brooke was still having difficulty, but approaching her first orgasm, she was able to tolerate him.

"No... ohhhh... t-too... much..." Brooke moaned and breathed heavily as her voice began to rise.

"He's not stopping, sweetheart." Darrel informed her. "Don't you want to climax?"

"P-please... nooo... ohhhhh!" Her head shook side to side.

"Wow... she's never had an orgasm before." Darrel said.

"I'm gonna... unload." John moaned, sensing his fluid begin to rise. "Keep that vibrator on..."

Heidi moved the vibrator down until it simultaneously landed on Brooke's clit and John's cock. Randomly, she applied more pressure, then light pressure, back to more.

A few moments later, Brooke's climax heightened. Her legs were still tense, but she instinctively spread them further apart to allow John access.

"Ohhhhhh! Huh... huh... ohhhhhhh!" Brooke announced her orgasm for all to hear.

Brooke's orgasm sent John over the edge. He drilled into Brooke's cunt with no letting up.

"Ohhhhh... ffffffuck!" John arched his back, extracted half way out, then sunk back in.

John's cock vomited profusely inside of Brooke. Darrel remembered John's split heavy streams filling the glass during orientation, and knew that John was spewing even heavier loads inside of Brooke's convulsing cunt. Darrel also remembered stories that Alec told around the dinner table, about hearing heavy squishy noises through Alissa's tummy, but thought that it only hype. He now heard first-hand each time John pushed his cock deep inside.

"I can hear the gurgles." Darrel sounded surprised.

"Oh, what a good fuck." John said outloud.



Chapter 12



©2020 Nurture Nature