Pussy Island

Felix80

Literotica Guru
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Jan 15, 2008
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It was a dark and stormy night. The weather forecast had called for clear skies smooth sailing. Jack had counted on that when he had rented a boat and planned his fishing trip. But things had gone horribly wrong.

Jack had been a rising NFL star for the last few years when a knee injury had taken him out of the game. By most standards he was in amazing shape, easily one of the top two percent of athletes in the world, but the NFL was filled with the top one percent of athletes and as good as Jack was he no longer was good enough to play the game at the highest level.

Jack hadn't gone crazy with his money like a number of other players. He had invested it in stocks and lands and business, putting his education to work to create a VAST FINANCIAL EMPIRE!

Lol, no, he was doing ok. He had partial ownership of a few apartment buildings, a couple fast food restaurants, and owned some land he leased to a few commercial ventures. With the help of some financial advisors he had taken the millions of dollars he had made as an athlete and turned it into real assets with enough of a revenue stream that he could live off it, if he didn't do anything too stupid, like buy a Lamborghini or some other ridiculous and ostentatious purchase.

But was that all he wanted in life? To get a paycheck while he sat at home and masturbated his life away? Or did he want to do more? He was pushing thirty years old and was still in great shape. He was tempted to become a pro-wrestler, those guys could make money and he was already in the right shape for it. Or maybe go to Hollywood and become a villain. He had the body for it. And superhero movies were all the rage.

That's what the fishing trip was all about. He'd rented a sailboat, packed enough food for a few days and took some time to figure out what he wanted to do with his life. Or at least what his next step was.

And maybe catch a fish or two.

The first day had gone great. Three huge fish. Plenty of sun and Jack was working on a full body tan and maybe he drank too many beers, but it was a fishing trip after all. As the day ended Jack lowered the sails, he made himself a nice dinner on the gas grille, enjoyed a beer as he watched the sunset, and went to bed in the ship's cabin.

Jack woke up as the ship rolled. The ship was turning over and over and he was getting knocked around the cabin. There was a wild storm raging and a wave ripped the ship in half. Naked, Jack swam for his life, eventually spotting a lifesaver from the ship. Getting into the ring while a storm raged on wasn't easy, but Jack felt a small sense of relief when he did get into it.

The next day was him in the middle of the water, floating in a life saving tube. He spotted an island towards sunset and swam toward it all night long. He fell asleep from exhaustion, but the tide brought him to the island's shore, naked on the beach a life preserver around his chest.

He didn't know what awaited him when he awoke.

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OOC: Closed
 
As the morning sun began to rise on the nubile young inhabitants of the island, the air became aflutter with feminine energy. Young women of various heights, complexions, and sizes lay in a surprisingly impressive shelter. They’d had a lot of time to perfect it over the years. It had a sturdy floor made up of thick bamboo and covered in large, tropical leaves. The leaves were covered with blankets for the young women to sleep upon. Overlapping palm fronds made up the roof, making up their roof. As they began to wake, some girls gave soft kisses to their sleeping partners to rouse them to the day.

One group of women had risen long ago since it was their turn to prepare breakfast and the fish were most active in the early morning. The five girls ranged from 20 to 26, and they’d lived on the island for more than half their lives now. They hailed from an all-girls Catholic school. They were survivors of a mysterious plane crash on a field trip to Vatican City back in elementary school. Though it had been tough, somehow they’d managed to survive out here without any teachers or parents guiding the way. They’d slept in the plane at first, but over time they’d built some scattered shelters around the island. They’d taught themselves how to fish and hunt. Some of the girls had seen documentaries on the subject, but a few had gone hunting with their older siblings or parents. The oldest girl had been twelve at the time of the plane crash and had bragged about going hunting with her older brother a time or two, so with the limited knowledge they had they learned through experience and cobbled out a life for themselves here on the island.

One good thing about being Catholic girls is they had to wear a lot of layers, which meant they had a lot of extra blankets and material to create coverings for their shelter and bags to carry supplies in. Most of the religion that had been drilled into them in their early childhoods had been forgotten now, replaced with other fantasies they’d come up with themselves, letting their imagination run wild with no one to stop them, guided only by intuition and the cosmopolitan magazine they’d found on the poor, dead flight attendant. They practically worshipped that thing. It had pictures of men! And language that titillated them. It helped guide them through puberty better than the bible ever could.

Of the hunters this morning, it was Roxanne who spotted him first - a large, humanoid figure laying on the beach sand near the area where they’d been planning to fish this morning.

“Hey, what’s that?” she asked, looking excitedly to the other girls. She was 24 with a medium build and soft features, pretty big tits. Though she was one of the older girls, she was timid and wouldn’t dream of approaching the mysterious figure first.

The other four young women turned to check out what she’d seen. Two of them, Alice and Lana, didn’t think twice before sprinting over to the figure.

“Be careful!” Roxanne called, trailing after them with the other two girls, Amber and Nancy.

Alice and Lana were two peas in a pod - always running off to find adventure on the island when their chores were done. They were one of the couples on the island, and they let everyone know it with their public makeout sessions. It had been them, along with Kat, of course, who first led the charge in making a boat to sail to another island they’d seen in the distance. Some girls lived over there now, but they didn’t talk about those other girls.

Nancy, an untrusting, extremely careful girl, got her weapon ready as they approached the beached humanoid figure. She suggested Amber and Roxi do the same and the three women hurried to catch up to the other two. Their “weapons” consisted of two sharp pieces of metal scrap from the crashed plane and one rusted real pocketknife they’d taken off the pilot’s body long ago.

“Relax, ladies, I think it’s just… a guy,” Alice said as they approached. She and Lana were already leaning over him. She poked him with her foot, but he still didn’t move at first.

The women looked around at each other in disbelief. They hadn’t seen a man in some 15 years, but the width of his shoulders and muscles in his back told them it was indeed a man.

“Let’s turn him over,” Alice decided. She had a head of fiery red hair and her personality was just as vibrant. She led the others in turning him over onto his back. They all gasped at what they saw. He was naked. His buttocks had been slightly covered by the flotation around his waist, so they hadn’t seen him fully before, but as they’d flipped him it had slid and now his cock was on full display.

All five women were speechless at the sight of their first cock.

"We should bring him to Kat," Roxanne said at last.

“We’ll bring him to Kat. But don’t you think it would be better to wake him up first? That way, we don’t have to drag him all the way there,” Amber said logically. She was right - their beach was several miles away from here.

"How are we going to do that?" asked Nancy. They tried poking and prodding him. He still did not stir.

Then Amber reached out to touch the mysterious stranger's flaccid cock.

Nancy gasped and trapped her hand. "Be careful!"

Amber shook her head. "Hmm, don't you remember what Cosmo said? "One surefire way to wake up your man on a sexy note is with your lips wrapped around his cock.""

With that said, Amber held up his cock in one hand and leaned down, pressing her lips to the head experimentally. She breathed in sharply. He smelled like salt and ocean and something far different than what the girls smelled like. It made her wet. She licked his cock gently, hoping the trick she'd learned from the magazine would indeed work. She tucked a stray strand of her silky brown hair behind her ear and closed her chocolate brown eyes. The other girls were mesmerized. They stared at the man’s face, wondering when the blowjob would work.

https://cdn5-images.***************.com/images/BA003FD.jpg
 
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He felt the jolt of pleasure before he was really awake, his cock throbbing in response to some kind of stimulae. He felt the warmth all over his body. That felt good. There was something pressing into his lower back, and around his waist. That was odd.

There was a tongue on his dick. That meant he was with a woman last night. Oh shit. What was her name? For that matter, what was his name? That was a good question, what was his name? John? No, that wasn't right. No, wait, yes it was right, but he didn't go by John. Jonathan? No, it was Jack? Yes! Jack! Excellent. Now that that was settled, wha tthe hell was her name? She was not going to be happy if he couldn't remember her name. After taking a ride on his bone roller coaster most girls lked to have their name remembered at the very least.

Heh, Office Space. He could remember a quote from a movie that vame out in the last millenia but he couldn't remember the name of the girl he made love to last night? Shameful.

Seriously, what was her name? Hey, maybe if he looked at her! He opened his eyes and shut them again quickly. The sun was most of what he had seen, and it had hurt. He was outside. Why the hell was he outside? That could explain the thing he felt against his lower back. It could be a rock. Did he see a bunch of girls? Nah. He hadn't been that lucky since college.

"Good morning, beautiful," he said, reaching his hand down to find her head and run his fingers through her hair. Hic cock was erect, but that was probably just morning wood, or her careful ministrations bringing him awake. His cock was uncut, the smallest tip of his cockhead poking through the foreskin on a very long shaft that was thick around as a Coke can.

"That feels good babydoll, don't stop."

That should buy him some time to remember her name. And why the hell were they outside? He covered his eyes to block the sun and slowly opened them.

Jack was surrounded by beautiful naked women. One of them was enjoying his cock with her mouth. Whatever had happened last night Jack was sure he would remember this. What the hell was going on?

"Am I still dreaming?"
 
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"He's awake!" Nancy gasped. The pocket knife shook in her hand as soon as he opened his eyes, but he'd quickly closed them again. The girls all gasped in shock and as such almost missed his next words. But Amber did not, as they were directed right at her.

"Good morning, beautiful," the man said. He reached down and ran his fingers through her somewhat tangled shoulder-length brown hair. They had a few brushes on the island, but they were old and not as effective as they used to be. Amber hummed at his compliment and continued sucking curiously on the top of his dick. Her tongue played with the tip as she moved her head up and down slightly, encouraged by the man's hand on the back of her head and his request not to stop.

Amber was very much a go with the flow type of gal.

The 22-year-old brunette only popped her head off of him when Lana grapped her shoulder insisting, "He's awake - you can stop now."

"But he told me not to stop," Amber protested a little as Lana pulled her back from his cock.

Alice laughed. "You'll do anything anyone tells you to, won't you, Amber?" Though she had to admit she wouldn't mind having a taste for herself.

"Am I still dreaming?" The handsome stranger asked, glancing around at them all.

"I hope not," Amber said. She was still enjoying the aftertaste of him in her mouth.

"How did you get here? Who are you?" Lana demanded while Nancy held up her knife in what she thought to be a threatening manner. She was one of their best hunters and could skin an animal like it was nothing.

"There's no need to threaten him," Roxanne spoke up quietly. She'd already lowered her weapon. He was the first visitor to the island ever and she didn't want to give him a bad impression of them. She vaguely remembered her parents telling her to always welcome people into your home with grace.

"We don't know who he is, Roxi. It's best to be on our guard," Nancy insisted, still holding the pocketknife ready.

"So tell us, who are you?" Amber asked. She was still kneeling by his crotch and held the metal shard makeshift weapon at her side.
 
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Jack speaks

"How did you get here? Who are you?" Lana demanded while Nancy held up her knife in what she thought to be a threatening manner.

"There's no need to threaten him," Roxanne spoke up quietly. She'd already lowered her weapon. .

"We don't know who he is, Roxi. It's best to be on our guard," Nancy insisted, still holding the pocketknife ready.

"So tell us, who are you?" Amber asked.

Jack couldn't help himself. He laughed. He laughed loud and he laughed long. He started to stop and snorted again as he sat up slowly. This whole situation was ludicrous.

"Sorry. Sorry girls. Let me see if I have this straight. I'm buck naked. Well, no, I'm wearing a life preserver. Quite a fashion statement, I'll grant you that. Buck naked, not even socks. You girls are also mostly naked. You don't know who I am or how I got on this beach. So Amber, right?"

Jack looked directly at Amber and pointed at her. "Yes, Amber. You're very beautiful by the way, Amber wakes me up by sucking my cock. Which was wonderful. I meant it when I said don't stop. We definitely need to finish what you started."

She had been sucking on his cock in front of four of her friends, and none of them had cared. Not a single one of them had minded. They had just watched. That wasn't even remotely normal. But it was nice. Had he washed up on some sort of sex island? Maybe a private resort that encouraged nudity and free sex? The resort part was sounding good, he could use a meal and a change of clothes. He didn't have any money on him, but two minutes on the internet and he could get himself set up.

The free sex part sounded even better. All five girls were at bare minimum glancing at his cock, which was throbbing under their attention, jumping slightly and growing noticeably. The mammoth meat tree was growing thicker and taller, the foreskin retreating even more as it moved without being touched.

Jack shot Amber a grin then leaned back on his elbows and shared his smile with all five of the beauties. "Roxi is right, there is no need to threaten me. I come in peace. Thank you Roxi. Please don't stab me girls. I am thirsty, and hungry, and I don't remember exactly how I got here, the last thing I remember was being on a fishing trip and falling asleep. From the life preserver I'm guessing my ship went down."

He paused and shot them another smile. "Oh yeah, my name is Jack."

He pointed at his penis as it jumped again, this time because he worked his Pulman muscle, making it move. "And if you want to start up again Amber, clearly I'm down to fuck. Would you mind if I take off the life preserver first?"
 
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The girls were taking this situation with the utmost seriousness, (except perhaps for Amber whose gaze was still directed at the handsome castaway's cock) so some frowned, others pouted, and Lana looked downright furious when he began laughing at them. If anything, their reaction made him laugh harder and it took a long moment before he was able to compose himself enough to speak to them.

He stated the obvious, that they were all naked and didn't know who he was or how he got here. Him pointing out their nakedness caused the girls to recognize their nakedness for the first time in years. As they'd grown out of their schoolgirl uniforms, they'd just sort of gotten used to going about the island in the nude. None wore anything to cover their breasts - why should they? They didn’t have any bras, having arrived here as children after all. They’d developed and the ones with larger breasts learned how to handle running with their huge tits bouncing so wildly. Some of the largest did choose to run holding their breasts, supporting their hefty weight. As for bottoms, some wore strips of fabric they pulled from old clothing or the plane's blankets, but for the majority of their lives they'd spent in the nude. All of the girls were naked in front of Jack, except for Roxi and Nancy. Roxi wore a skirt of palm fronds one of the more creative girls had made; Nancy wore a scrap of dirty old fabric from one of the dead flight attendant's shirts. Neither left much to the imagination.

That little life preserver around the mysterious stranger's waist left little to the imagination as well, and all five of the girls couldn't stop themselves from glancing at his rigid cock. It seemed to swell even larger under their curious glances.

Amber diverted her attention from his cock only to smile slyly at the mysterious stranger when he grinned at her. She was a pretty girl, with full lips, soft, brown hair, chocolate brown eyes, and a cheerful smile that drew you in. Their visitor had a nice smile too, she thought. He shared that smile with the rest of the girls. He was positively grinning. That grin didn't leave his face even when he explained how he'd winded up here and introduced himself as Jack. They didn't understand why he was so happy, but what they did know was that simply having him in their presence was causing them to feel quite peculiar.

And then his penis jumped.

The five girls audibly gasped in response. It was like his cock was putting on a show just for them. Jack was completely unabashed as he pointed down to his cock, which still seemed to be getting even bigger under their gaze! The girls were shocked into silence - just staring at his mysterious appendage with great curiosity.

While they stared at his cock, Jack went on to explain how he'd gone on a fishing trip and his ship had gone down. They had many questions in response to this, but he continued to speak.

"...if you want to start up again Amber, clearly I'm down to fuck. Would you mind if I take off the life preserver first?"

Before Amber got a chance to respond, Lana cut in. "Go ahead and take off the life preserver, but Amber is not going to be fucking you. She just did that to wake you up." The word "fuck" felt very strange on her lips, and she even fumbled over the word a little bit. They knew what it meant, kind of, but they'd never experienced it themselves or used the word very often. They fucked themselves and some of the girls had fucked each other with fingers and tongues, but none had experienced it in the way Jack meant, the way the magazines hinted at.

"A blowjob is one of the 5 sexy ways to wake your man, Cosmo says so," Alice explained.

Amber looked ready to continue playing with the first cock she’d ever seen, but Nancy pulled her back by her shoulders. "Now that he's awake we should take him to Kat," she suggested.

"Aw, but don't you think it'd be more fun to keep him our secret for a while? Why do we always have to report things to Kat?" Amber whined.

"She is our leader, Amber. It's our duty to report mysterious findings," Lana explained. She sounded exasperated as if she'd had to explain this many times before to the wild child.

Amber pouted. "But what about Finders Keepers Law?"

Lana looked angry and ready to retort, but Alice took her by the arm, trying to calm her girlfriend down. "Maybe we should hide him, at least for a little while, until we figure out what to do with him."

Until we decide to share him. The real reason stayed silent between them, but their mischievous twinkling eyes said they were all in agreement, even Lana looked at least a little curious.

"I guess we should assess if he's a threat before introducing him to the others," Nancy reasoned.

Even Roxi cut in with her soft, quiet voice, "I wouldn't mind getting to know him a bit more either."

Lana could see she'd been overruled. She crossed her arms over her chest but conceded. "Very well, but if Kat asks I had nothing to do with this."

"Of course!" Amber chirped. She looked back to their guest. "I'm Amber, and this is Roxi, Nancy, Lana, and Alice." She pointed to each girl in turn. "We've been here for years, ever since our plane went down on a field trip to Vatican City way back in elementary school."
 
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The girls stared at his cock, utterly mesmerized by it. It was almost as if they had never seen one before. That didn't seem likely. Amber had seemed quite happy and familiar with blow jobs with what little time she had with his cock. It was weird. No, it was incongruous.

His college degree was paying off if he could remember fancy SAT words like that.

If this was some secluded free sex resort, the girls would have been more familiar with penises in general. Granted, Jack's dick was one of the great natural wonders of the world. Like Niagra Falls, it took your breath away. Still, they were absolutely enthralled by it until Jack offered Amber the chance to take a ride. Then it went from incongrous to weird like it was boarding a freight train.

Frizzy hair declared Amber was not going to fuck him, stumbling over the word fuck. When he was her age that was probably his most used word. Besides, wasn't that between him and Amber?

Redhead declared blow jobs were one of the 5 sexy ways to wake up your man, acording to Cosmo. That did sound like the kind of kinky shit Cosmo would publish. And why did Red say it like she was quoting an authority? Why would anyone ever consider that rag an authority on anything? Well, maybe on how to do a makeover or hygiene tips, but that's about it. It was the female equivalent of a nudie mag. Erotic stories and sex tips. You could find better stuff off a google search.

"What are the other 4?" Jack wondered aloud.

But that was the last thing he said for awhile. The girls started talking about 'Kat' who was apparently their leader and whether or not they should take him to her. It was like a 60's sci-fi movie on Mystery Science Theatre 3000. 'Take me to your leader.' Weirder and weirder.

So Jack stood up while the girls were deciding his fate and talking about him as if he wasn't there. It didn't seem to occur to him that he was a 300+ pound mass of football playing muscle. Until a few months ago he had devoted his life to blocking and tackling some of the biggest and strongest men in the world running at full speed, producing impacts that would seriously injure each other. The biggest of these girls was either Frizzy, who was sounding like the goody-two-shoes of the bunch, or Roxi, she of the biggest boobs in sight. His cock throbbed as he imagined 'tackling' her, but a sexy kind of tackle, and then kissing her on the beach as their hands wandered each other's bodies. The point was, he wouldn't have any trouble escaping these girls if they decided they wanted to cause trouble.

Wait, what was that Amber said? He had been pushing the life preserver down over his hips and it was a bit of a struggle, so he wasn't sure if he had heard them right. Finder's Keeper's law? What were they, kids? Weirder and weirder.

His life preserver hit the sand, his bouncing cock now in the kneeling Amber's eyeline as Redhead suggested they hide him. What the hell was going on here? Hide him from this leader Kat person? Why? But the others seemed to like the idea. Blondie wanted to assess if he was a threat and Roxi, she of the biggest juggs, wanted to get to know him better. That had potential.

Frizzy conceded and Amber was delighted. She introduced them quickly, Jack was not going to remember Frizzy, Red and Blondie that quick. Then his jaw dropped. The plane full of catholic school girls flying to the Vatican. It was a huge news story for weeks backin his last years of high school. He had even written a paper on it for an english class or a journalism class or an english class where they were studying journalism, or something like that.

So they had landed here in paradise. Mystery solved.

Everything clicked into place. This was not a swingers resort. These girls probably hadn't seen a penis before, let alone the monster Jack was packing. Fuck. It also meant there was no internet, no way to get access to his money or get off this island. Fuck.

Fuck.

Fuck.

On the other hand, Jack could think of worse fates than being the only man on an island full of nubile young women. No wonder they had all stared when Amber was sucking on his cock. Fuck, indeed.

"I'm sorry," he said to all the girls, "I didn't know there were any survivors of that flight. They searched for you girls for weeks. I know it's been over a decade, but I'm sorry for your losses."

Jack took a few steps toward the still kneeling Amber his cockhead now about an inch from her face. She had been stealing glances at it the whole time. He would let nature take it's course.

"So am I the first male you've seen in a dozen years?" Jack asked as naturally as he could, putting a smile on his face. He let them watch him look each girl up and down before moving to the next.

"Wow, you are all so beautiful. I'm sure you girls must have some questions for me. I'd be happy to answer them for you, if I can."
 
Although the girls spoke to each other as they decided what to do with their mysterious visitor, their eyes periodically wandered over to him (to his cock, to be specific) especially when he stepped out of the life preserver. It pushed down his cock as he moved it down over his thighs, but as soon as it passed his cock sprang up again as if insisting on saying hello. It was very intriguing and enticing. None of these girls had seen a cock before - not even in a health book or anything, so the sight of such a hard, throbbing, incredible cock was hard to ignore. They couldn't stop glancing back at it, especially because it seemed to be reacting to their attention.

When Jack said it had been over ten years since the plane crash, the girls were a little shocked. Sure, they'd grown up, felt the passing of days, but had long ago lost track of just how many days had passed. They weren't even sure how old they were or what year it was. Some of the ones who'd been the youngest when they landed had even forgotten their last names.

Hearing about their fate from an outsider for the first time was a bit shocking. They'd all been on the news! Their families and friends back home must all assume they were dead. They supposed they had known as much in the back of their minds, but they hadn't actively thought about what they'd lost for years, and now that he was bringing it up it made them a little sad, but mostly curious about the world they may never see again. But, at least today they had something new wash up on their island. Or rather, someone new.

Amber unconsciously licked her lips when Jack moved closer to her, which placed his erect cock mere inches from her face. She kept kneeling despite everyone else standing, only so she could be face to face with Jack's mysterious package.

Jack offered them his apologies then asked if he was the first male they'd seen in a dozen years, called them beautiful, and told them he'd be happy to answer any questions.

"Yes, unless you count the dead pilot in the woods," Lana answered, ignoring his compliment. "Thanks for your sympathy, but we've done all right. Well then, go on with your questions, girls," shes aid in her haughty voice. Honestly, sometimes she was as bad as Katherine!

Soft-spoken Roxi was the first to ask a question. "What year is it?" They had no way of knowing the passage of time. They just knew they were grown women now, and the sight of a grown man was far more exciting than it had ever been when they were kids.

"Are you the only survivor of your shipwreck?" Alice asked with a hopeful glint in her eye. "Are there more of you?" She didn't see how all 50+ girls were supposed to share this one male amongst them all. The idea of keeping him a secret was looking more and more appealing. She knew the other girls would be relying on her to keep Lana calm and let them call dibs first. Who knows what Kat would do to him? She'd probably take him all for herself! And that wasn't fair. It was only right the Finders Keepers rule applied here.

"What happened at the end of Gilmore Girls?" Amber asked.

The girls groaned. "Don't you think we have more important things to ask? Like, do we have a female president yet, or is the 9/11 war over?" Nancy asked, trying to sound intelligent, not realizing calling the War on Terror the 9/11 war was already giving away her ignorance.

"Who cares about that stuff?" Amber asked, cocking her head. "I want to know if Rory ended up with Dean."

"Oh my god Amber when will you get over it? Besides, I doubt Jack knows anything about that. Where are you from anyway?" Alice asked.
 
Jack smiled all through the girl's conversation. It was a visual pleasure watching five bare-breasted girls argue. Every movement, every breath made their bobs bounce and giggle. It was a pleasure to watch and Jack was enjoying every bit of it, his cock growing slowly every time watching the girls made his cock jump. So it took him a few seconds before he cleared his head with a shake and was ready respond.

Frizzy, err, Lana confirmed that he was the only one here. And these five girls wanted to keep him to themselves. There was only one reason Jack could think of for them to want to keep him to themselves, and it was hanging between his legs, standing parallel to the ground, well sort of parallel. It had a nice curve to it, the growing purple tip that was showing from out of his foreskin was pointing up gently toward the sky. If he turned slightly it would be poking Amber in the nose. And all their eyes kept moving back to it.

"Uh, give me a second." Jack reached down and gentl patted Amber on the head. "I'm going to need your help with this Amber." He rand his head through her dark hair a few times then he stepped toward her and turned, slapping his cockhead against her lips then let it splay across her cheek. Jack bent over at the waste, pulling his cock back, moving his hand down to her wrist and bringing her hand up as he straightened, his cockhead slapping her lips again, this time pushing against her other cheek. He put her hand on his cock and pushed the meat log up against his belly.

"Be a good girl Amber and brush the sand off of my cock and balls. Be sure to get all the sand out of my hair down there. You don't want any sand in your mouth or pussy, do you Amber?" Jack let out a moan as Amber's hand touched his cock.

"Fuck that feels good. You're a very sexy girl Amber. If you want me to put it in your pussy you should start rubbing it, maybe lay with those nipples and those big aeriolas of yours. You want to be nice and wet before I push my cock into your cunt, maybe even orgasm once or twice before we get started. The first time can hurt but I want you to feel as good as possible. You do want it to feel good, don't you Amber?"

"Now, let's see about those questions." He pointed at the readhead. "Alice? Great hair and those nice, full lips. I'm from the US of A, like you girls. I've lived all over the country, born on one coast, went to college on the other and my job had me travelling all over the place. I was the only person on my boat, so chances are no other men are showing up."

"If I remember correctly from what my step-sister used to say Rory was single at the end of the series having dated a number of guys. I know they were talking about doing a follow up miniseries but I don't remember if they made it or not. I know they couldn't get Melissa McCarthy back, she became a huge comedy actress, starring in movies and stuff. Does that help Amber?" He reached down and caressed her hair again.

"Blondie, you wanted to know about politics." Jack stretched his arms up over his head, taking a deep breath and rocked his hips forward and back slowly, not letting his cock get away from Amber, and putting all his muscles on display for the girls, before exhaling and resting his hands on his head. "Nancy, right? I like how your nipples are puffy. Your aeriolas aren't as big as Amber's, but they're kind of raised up. I bet they'd feel great rubbing against my cockhead. If you'd like we can try that."

"President Donald Trump, yes, that Donald Trump, has finally pulled most of our troops out of the middle east, mostly Iraq and Afghanistan, after sixteen years of intermittent warfare." Intermitten was one of those fancy SAT words. "President Obama, our first black president, promised to pull the troops out but ended up sending more troops in. No female president yet. Hilary Clinton lost the democratic primary to Obama, then she ran as the democrat aganst Trump. I hope that helps."

"Roxi, oh Roxi of the large, magnificent breasts." Amber could feel his cock jump in her hands as he said that. "Roxi who leapt to my defense and wants to get to know me better. I want to get to know you better too, sweet Roxi. And the year is 2020."

"And Lana. The lovely Lana of the wonderful waist and hips. If you don't have any questions for me, I have one for you." Jack pointed down to his cock. "Would you like to help Amber get my cock clean?" Jack wasn't sure Lana was in charge exactly, but he was certain she needed the most convincing.

"I know you haven't seen a cock since you've been here. Have you ever seen one before? Touched one? Tasted one? You must be curious. You're welcome to kneel down next to Amber and explore. You can just look, or you can touch it, or taste it, or touch yourself."
 
Lana was not happy that Jack had ignored her fellow castaways' questions at first in favor of instructing Amber to clean off his cock. Who did he think was in charge here? But the girls were mesmerized watching as his cock prodded the brunette in the face. Jack guided Amber's hand to his thick cock. In truth, the sight of Amber’s small, dainty, tanned hand wrapped around the thick, incredible cock was too intriguing a sight to protest.

The words coming out of his mouth made Amber feel some type of way, even though the girls didn’t even know half of what he was talking about! Cunts, pussy, areolas, orgasms? What was he on about? Though most of the girls had experienced orgasms through their own fingers or that of a friend, they didn’t know anything more about them other than the article about how to have your best one in Cosmo. Despite all the new vocabulary, Amber decided to hold her questions so Jack could answer the other girls'. Jack wanted her to stroke his cock, she knew that much from his physical instructions. It also seemed like he wanted her to touch herself. She obeyed obediently, grasping him in her palm and giving him experimental strokes. His moan sent a jolt of heat to her core and she applied a little more pressure, spurred on by his manly groan. As she intently and carefully rubbed the sand off his balls, Amber cupped one of her breasts with her free hand and rolled her nipple between her fingers as Jack started to answer their questions.

Admittedly, Alice was disappointed there’d be no other men washing up on their island anytime soon, but she supposed she should be grateful for what they had. She did feel lucky for being one of the 5 to find him, and she liked his compliments about her hair and lips. She was starting to wish she’d been the one to wake him with the blowjob. She was one of the keepers of information on the island, after all, reading anything she could get her hands on. Unfortunately, of course, the island didn’t house a library, so she’d ended up reading the entire cosmo mag cover to cover countless times. She knew the Sexy Wake Up Tips by heart! It should have been her bright red hair he was caressing right now instead of Amber.

Amber was overjoyed when Jack offered her information on her old favorite tv show and smiled at him as he caressed her hair. She even gave his cockhead a swift, approving kiss before any of her friends could stop her in their jealousy. Amber thought that though she’d have liked for Rory to end up with Dean, she supposed her being single wasn’t too bad an outcome, though she would have much preferred their romance to come to fruition. She had no idea who Melissa McCarthy was - she didn’t remember a character with that name. Nonetheless she thanked Jack for the information. “Thanks, Jack,” she said. His attention made her warm and she wanted to touch herself more, so she did. The hand toying her nipple moved down between her thighs and she began to touch herself softly as she kneeled in the sand.

Jack stretched then, raised his hands above his head, and rocked his hips forward and backward, slowly so Amber could keep up her amateur handjob. It was hard for Nancy to focus on what he was saying, even though she considered herself one of the more level headed of the group, she was distracted by his bulging muscles and huge cock. She wasn’t so distracted to miss his compliments, however, and she blushed lightly as he blatantly looked her up and down, telling her he liked her nipples and she should try rubbing them on his cock. “Amber would have to move for that…” she muttered. Then she blushed even deeper, realizing she’d accidentally said that out loud. “Uh, anyway, do you mean that rich guy from Home Alone 2 is our president? The guy on the reality show?” She was flabbergasted by this knowledge, and even more disappointed there hadn’t been a woman yet. She’d been in student council, had tried to run for class president but had never been popular enough, and now here on the island, there was no standing up to Kat. Nancy felt bitter over these things. Nancy pushed her negativity down and instead asked, “What’s intermitttens?”

“Yeah, don’t use big words like that. Stop trying to confuse us. Most of us haven’t made it past 3rd grade,” Lana piped in. She didn’t trust this newcomer. Didn’t like the way his eyes roved them up and down and how he’d already had the rest of her friends fascinated by him. Even Roxi looked taken by him, and she had a hard shell to crack.

He complimented her then, the bustiest of the group then, physically showing his appreciation of her beauty when his cock twitched in Amber’s hand, resulting in a delighted squeal from the nubile, young brunette kneeling at his feet. Roxi fought the urge to cover her breasts. His gaze was very intense. No one had looked at her like that before and it ignited a warm heat between her legs that was both overwhelming and exciting.

Then Jack turned to Lana. She was a little surprised, as she hadn’t asked a question of him. She crossed her arms over her modest breasts as he complimented her hips and waist. He suggested she help Amber clean off his sandy cock, saying she must be curious. “I’m not that curious, no,” Lana lied. “I’m perfectly content with what I have here, thank you,” she said, though her fingers did twitch for a moment on her forearms as she responded. To prove her point, she reached out and pulled Alice firmly against her body, wrapping her arms around the girl’s waist from behind like a lover would.

“Well I’m curious!” Alice admitted. The playful redhead turned around and gave her grumpy girlfriend a loving kiss. “Please Lannie? I think it would be fun to play with him!” she said it like he was a new toy they’d just found under the Christmas tree. To them, he kind of was.

To help absolve tension, Roxi asked shyly, “Why don’t we help clean you off in the water? It’s the fastest way to clean off.” She pulled her grass skirt down over her thighs and let it pool around her feet as she prepared to wade into the water. She was very curvy with a thick hourglass figure, a big ass to match her big tits.

“Okay!” Amber giggled and stood up from the sand. Her hand was still on Jack’s cock. She gently pulled him towards the shoreline as Roxi shyly took his left hand and Nancy took his right.

“You did say we had to be nice and wet for your cock, so a quick dip will be good for us too,” Nancy reasoned, not realizing Jack meant an entirely different meaning for the word “wet”. Nancy had never had a girlfriend on the island, and was one of the few girls who hadn’t gotten herself off by her own hand, though she had tried a few times. She was very curious about it all and these "Big O's" Alice kept going on about.

Nancy, Roxi, and Amber pulled their present towards the ocean and into the surf, Amber leading the way with her delicate hand wrapped around the head of his cock. Alice and Lana trailed behind; Alice held hands with Lana but occasionally gave Jack’s firm, muscular ass a slap, “getting the sand off.” Lana couldn’t help but smile a little at her girlfriend’s playful nature and joined her in a few of the playful slaps to Jack’s ass. Alice helped encourage her.

Once they pulled Jack into the ocean far enough so the water came up past their waist, the girls settled into the water, their beautiful young breasts floating like buoys in the water. When Amber finally let go of his cock to dunk her head in the water to cool off and wipe the sweat and precum from her face, it was a fumble of hands under the water to have the privilege to touch his cock next. Even Roxi reached for him, emboldened by the coverage of the water. Nancy ended up with his balls as Roxi had her hand wrapped around the top portion of his cock.

“Hey!” Amber protested in mock annoyance when she surfaced, seeing Nancy and Roxi had taken her position in front of Jack.

“You’ve had it this whole time!” Alice protested as she placed her hand under Roxi’s on Jack's cock. Her and Lana stood behind Jack, one breast on each side of his back. Only Lana didn’t grab his cock, but felt up his strong, taut abs, back and shoulders, marveling at the difference of his size and strength. Even she only came up to his chin, and she was one of the taller girls.

Amber laughed; it twinkled like the bright morning sun. “Okay! Then I get to kiss him!” Before anyone could protest, she’d swam beside him, breasts leaning against Lana and Jack’s sides a bit as she got into position. She grinned up at him, pleased with her devious plan.

(OOC - Picture is only somewhat related. lol it's what's to come but it's also sort of the position the girls are in except they are standing and in the ocean waves and they're naked, and Lana & Alice are next to each other behind him... okay so there's a lot of differences LOL but hopefully you get the gist. :))
 
Boob circle. Jack was in the middle of a boob circle. He was standing in the ocean, surrounded by five beautiful women, all vying to play with his cock, their impressive titflesh all pressed up against him.

Maybe he hadn't survived the storm. Maybe he had died and this was paradise.

Back up on the beach Amber had taken to stroking his cock with gusto, she wasn't just eager to please, but she seemed genuinely excited to be touching him. She wasn't the only one, all the girls couldn't look away from his cock for long. They really had grown up on this island and had never really seen a penis before. Or at least, not since before puberty. Five beautiful girls in their early twenties who had never been with a man before. Fuck, this was going to be great!

Amber had thanked him when he told her about Gilmore Girls and then kissed his cockhead. Jack couldn't help but grin down at her. She was quite pretty, it was a beautiful sight her tiny hand stroking his cock with her lips on the massive head, cupping her breast, pulling her own nipple; he could tell she would be a sensitive lover, eager and eager to please. He was going to enjoy being with her. Not just when her friends were watching and playing too, but even when they were alone.

Blondie was the next to talk, err, Nancy, responding to what he said about her and relatively current events. To be fair, Jack was taking serious liberties with telling each girl how sexy and desirable they were in front of each other, but they all seemed to like it. Nancy hadn't been offended by his suggestion that she should rub her nipples on his cock, quite the contrary, she mumbled something about Amber having to move, not that Amber was going to let go of his dick any time soon. Then Nancy blushed, a deep blush that started at her face and lead down her body almost touching her breasts, though not coming close to her puffy nipples.

The tall girl, Lana, piped in, admonishing Jack for using big words. Jack just shrugged that off. When he suggested she help clean off his dick Lana surprised him by pulling the redhead into her embrace. Jack was a little surprised. Not that the girls would pair off, that made sense under their circumstances, but with how much obsession they had with his cock he didn't think any of these five beautiful girls were lesbians. The lesbians he'd known in his life were not interested in cock at all. To be fair, he couldn't read minds, if lesbians in the rest of the world were interested. they didn't show it. But this wasn't the regular world, and these girls had never seen a penis before.

"Well I'm curious!" Alice said before kissing Lana and asking permission to fuck Jack. Jack simply smiled. That was a first, a girl asking her lover to let her fuck Jack. It was almost like he was a novelty than she was asking for permission to be unfaithful. Jack had never seen anything like this before and he was beginning to rework his worldview. On this island he wouldn't be causing these girls to cheat, he was something unique, a unicorn, and if he played it right, a unicorn these couples could share. That was something to consider.

Roxi got his attention by suggesting they go into the water. She pushed her grass skirt down to the ground. Even though she was practically naked already, the act of stripping off her final garment made Jack's cock throb, jumping out of Amber's hand for a second and grow a bit, pulling the foreskin back a bit more, exposing some more of his large, purple cockhead. Amber stood up at that suggestion, never releasing his cock, and tugged him, gently leading him toward the water. Jack smiled at her, and when Roxi took his left hand he looked her up and down again and shot her a smile, doing the same for Nancy when she took his right hand.

Jack laughed at Nancy's comment about the girls needing to get wet for him. He leaned over as they walked to the water and gave her a kiss on the top of her head. "I meant, to get yourselves so turned on your pussies will start producing lubrication, wetness. Surely you girls have touched yourself down there, right? If not, I'm going to make each one of you feel so fucking good, you're gonna wanna scream from the pleasure of it all." He squeezed Roxi and Nancy's hands when he said that and winked at Amber.

Suddenly his ass was slapped. His head jerked around and there was red-headed Alice grinning at him while holding Lana's hand, and claiming she was just getting the sand off. Jack couldn't help but laugh and the two girls both slapped his bum a few more times as they walked into the water. It was a good thing that Lana was joining in. Hopefully she'd want to play more when she saw all the fun they were having.

Amber dunked her head under water, releasing his cock and Roxi and Nancy swooped in immediately, Nancy grabbing his balls and Roxi getting his cockhead. Jack gave out a groan, his hips jerking back a bit in reflex from the sudden sensation. He began to moan as the girls started to fondle his cock. Jack reached out to the two girls whose tits were floating on the water in front of him, taking one of Roxi's breasts in his hand, and one of Nancy's in the other. Roxi's breast filled his giant hand, while Nancy's was encompassed by it. He squeezed both breasts, then repositioned them so his thumb and fore finger was on either side of the nipple, bringing those two fingers together to pinch their nipples and toy with them.

Amber protested the other girls playing with them, and then he felt two very different breasts at very different heights pressed against his back. Now he was in the boob circle. Alice reached around his waist and got her hand on his immense shaft. Lana started caressing his body, pressing herself against him as her hands ran all over his torso, front and back. Jack let out another moan.

Amber declared she was going to kiss him, moving between Roxi and Lana. He released Roxi's tit and wrapped his arm around Amber's waist, pulling her against him, feeling her tits against his chest, and, fuck, was one of her tits touching one of Lana's tits? Jack couldn't tell for sure, but the idea made his cock throb.

"That's it girls, keep rubbing my cock. Get it nice and clean, and nice and big so I can put it inside on of your pussies. That's what sex is, fucking, when a penis goes into a vagina. It feels amazing and I'm going to fuck all of you, that is, all of you who want to."

One hand still fondling Nancy's tit, the other slipped down from Amber's waist, down over her ass, giving each cheek a squeeze, then in between her cheeks slighty as his hand moved under her, getting a firm grip between her legs. His finger tips gave a few tentative touches on the bottom of her slit, teasing her, before he lifted Amber up with one hand, holding him against her until they're eyes were at equal levels. He looked her square in the eyes and whispered, "You're very beautiful."

Jack pursed his lips, leaned his head in, closed his eyes and kissed her, gently, on the lips. He stood in the surf, feeling the sun on his back, the coolness of the water and the sensations of five girls all focused on playing with him, touching him, and making his feel good.

When the kiss broke Jack opened his eyes and smiled at Amber. He leaned in and gave her another quick peck on the lips. "Very beautiful."

He smiled down at Roxi and Nancy. "Or, since none of you have seen it before, maybe all five of you would like to watch the first time I cum, so you can all see what it looks like? How does that sound?"

The image of the five girls kneeling in front of him as he plastered them with cum came unbidden to his mind. His cock jumped again in their hands as he thought about it. Fuck he wanted to cum all over these girls!
 
All the girls had one thing one their minds as they waded in the shallow water, surrounding Jack: his promises of screaming pleasure. Most of the young women had never seen a penis before, especially not an erect one! And even if they had, it had been at least ten years since then. The young women, newly blossomed into adulthood, couldn’t help but yearn for his meaty cock. They all wanted it in a primal way they’d never experienced before, having gone through puberty with other females exclusively. The sight of Jack’s big, throbbing cock, the way it jumped in response to their attention... It was mesmerizing.

Jack’s moans were addicting and arousing them greatly. They kept stroking his cock in the clear, blue water, feeling it twitch against their palms. Nancy traced her fingers along his scrotum gently as Roxi stroked the top of his cock. As they fondled him, Jack reached forward and grasped both of their breasts. Nancy and Roxi gasped almost in unison when he squeezed gently. The sight of his large hand around their breasts, contrasting in size, was erotic. He started playing with their nipples as Lana and Alice crowded him from behind and their breath came harder.

Alice had managed to sneak her hand around from the side and start stroking his cock with Roxi. Lana stayed behind him, her body rubbing against his lightly at first as she caressed his torso. Eventually, she couldn't resist pressing her body a little harder into his back.

The other girls had overlooked the beautiful canvas that was his back and ass. Lana’s hairy blond pussy pressed against his ass from behind while her tits pressed into his back. Her hands explored the expanse of his chest.

"That's it girls, keep rubbing my cock. Get it nice and clean, and nice and big so I can put it inside one of your pussies. That's what sex is, fucking, when a penis goes into a vagina. It feels amazing and I'm going to fuck all of you, that is, all of you who want to."

Amber and Alice moaned at that promise, and Roxi gasped. He was making all 5 young women very excited now. They knew the gist of sex from the Cosmo mag and what they’d learned before the crash, but seeing a penis up close… It was fascinating! They didn’t quite see how it was supposed to fit inside one of them though. It was so big! And only seemed to keep growing under their attention.

As Amber moved closer to kiss him, Jack encouraged her by wrapping his hand around her waist. He moved lower, cupping her ass first then moving further to tease her labia. Amber moaned then gave a little shriek of excitement when he lifted her up - one handed!- softly cupping her sex and lifted her against him.

Amber felt warm all over as Jack stared into her eyes and told her she was beautiful. His hand pressing against her virgin sex felt so good. She wanted more. She moaned in desire she did not yet fully understand as he kissed her tenderly.

It felt very intimate, even with 4 other girls pressing their nubile young bodies against him and toying with his cock. Amber had kissed him. She gave a cheerful giggle against his mouth as he broke the kiss.

The other girls were insanely jealous at the attention Jack was giving Amber, and though he still fondled Nancy’s breast with one hand, he did not have enough hands for them all. But Jack was smooth. He looked down at Roxi and Nancy who were still in front of him, flashing them a charming smile as he offered to let all 5 girls watch as he came.

There was a flurry of excitement. All of the touching and rubbing of his strong, virile body, along with his sweet compliments, had all their young women longing to learn more about that beautiful man-meat between his legs. Amber wanted to have sex with him for sure. So did Alice. And Nancy. Roxi too. Even Lana was curious. They were young women who’d never experienced anything sexual with a man before; of course they wanted to know what it was like… though they were somewhat intimidated by the girth and length of his cock.

Nancy was the first to speak, thinking of the logistics of it all. “How would it fit inside? It looks way too big. It seems impossible

Alice giggled at Nancy’s naivety. Lana had managed to get not one but 3 fingers up her vagina before so she knew how incredibly stretchy it could be. She remembered being nervous when Lana had started insisting on adding more fingers, enjoying the cries of pleasure-pain the red head exclaimed too much to take it slow or be more gentle. Alice felt since she could take her rough girlfriend, she could surely take a cock. Besides, that’s what they were made for right? He’d have to fit inside.

Amber felt similarly. There’s been fire burning in her belly since she’d taken his cock into her mouth on the beach. “If you’re scared I don’t mind going first,” she offered, as if she were doing the others a favor. She even shimmied out of Jack’s hold in an attempt to lead the charge back to the beach.

“That’s not what I meant!” Nancy quickly corrected. “I’m not scared. I just want to know how it works before I do it, that’s all.”

“Well, you can watch me to find out,” Amber said, grinning up at Jack.

“That’s not fair! You--”

Alice cut in as they began arguing. “I think we’ve cleaned him of all the sand. Let’s go to the planks and all have sex with him! I think the only fair way is for him to fuck each of us, but then, you know, stop, when he’s about to cum, so we can all see what it looks like. How does that sound?” Alice looked to each girl in turn. One by one, they nodded, Lana giving in under the shining blue of her girlfriend’s lustful eyes.

Roxi was the only one to consult their guest. “Are you up for it, Jack?” she leaned in closer, taking advantage of the gap Amber had left in her haste to take him to the beach. Roxi’s large breasts, glistening with water in the early morning sun, pressed against his chest. Her nipples were hard and poked against him. She had pretty hazel eyes. Her cheeks flushed as she looked at him.

“And if so, who do you want to start with?” Amber chirped.

“Not you,” Lana said teasingly from behind.

“Hey!”

The girls were all a titter as they slowly urged him towards the beach in the direction of the makeshift docks they used for fishing. It would keep them out of the sand and they’d stored some blankets there.
 
Once the girls started talking, Jack wasn't getting a word in edgewise. Five girls who'd spent the last ten years together, they talked to each other faster than the actors on Gilmore Girls. The pretty blonde, Nancy, had asked how he would fit inside her cunt. It was a valid question that deserved a valid answer, but while he was still forming one, the conversation rushed past him. Alice, the red-head, laughed at Nancy and simultaneously Amber, the raven haired beauty who he had just been kissing, pushed out of his grip on her, splashed back into the water and started toward the beach as she volunteered to go first, and managed to intimate Nancy, the blonde, was scared. No, Nancy just wanted to know how it works, and Amber volunteered to go first, and...

Go first? She wanted to fuck him. She'd said it twice. Not in those words, but that's what she was saying. She wanted to fuck Jack. She wanted to fuck Jack in front of her friends. Not just in front, but Amber wanted to fuck Jack with her friends paying close attention so they could learn from the experience. Lustful. Wanton. Eager. Amber was more of this then all the other girls he had ever been with combined. It turned him on so much his hips shook and his cock jumped, moving out of their collective grips for a moment. Lana, who was pressed up against his back, would feel his ass shaking back against her.

Alice excitedly interrupted their conversation declaring, shouting really, that they should take him to the planks and all have sex with him! Shouting. That all the girls should fuck him. his cock jumped again. Not at the thought, he'd been thinking much the same this whole time, but at all the girls' eagerness. And what she described? Fucking each girl, then pulling out to cum all over them? Fuck, that sounded amazing. Paradise, really.

With Amber moving toward the beach, Roxi moved in closer, pressing her body against him, still playing with his cockhead. Jack let out a low moan as he felt her tits pressing up against him. His hand was still on Nancy's boob, caressing it, but his other hand, that had been holding Amber, was now free. It didn't go to Roxi's boob, instead it slipped under the water and found Roxi's pussy. He rubbed her cunt as she asked the question and pushed a finger inside her as he answered her question. Roxi was tall and had big boobs, and the look on her face made him want to take her right there.

“Are you up for it, Jack?”

"Fuck yeah!" Jack exclaimed, pushing his middle finger into Roxi as three girls played with his cock and two of them pressed their bodies against him.

Amber had asked who he wanted to start with. Still fingering Roxi he moved his hand from Nancy's boob and down to her pussy, rubbing her as well. He let the banter play out between Amber and Lana then chimed in.

"I'm going to make love to all of you girls, so I don't care who goes first." He pushed his large middle finger inside of Nancy, quickly matching the speed he was using with Roxi. "Amber, if you want to go first, I suggest you start rubbing your pussy. Nancy wasn't wrong to ask. My cock is pretty big, and it can hurt if you're not lubricated enough. The looser you all are the better this is going to feel for you. So when we get to these, uh, boards? I want all of you to finger your cunts, play with your boobs, maybe get a friend to do it. Keep it up while you watch the other girls and me make love, ok? Maybe even put on a little show for me to keep Mr. Happy," he paused, working his Pullman muscle and made his cock jump noticeably for the girls who were still playing with it, "hard and erect."

He let go of Roxi and Nancy and moved his hands back, searching out Lana and Alice. Once he found their pussies he began to gently rub them. He pushed a tip of his middle finger into both of them, enough to crook his finger and pull forward, then he started walking after Amber, leading the girls forward by their pussies, gently, in a similar way to how Amber had led him into the water. As he stepped forward he bent down and gave Roxi a quick kiss on the lips, then Nancy a quick kiss on the top of her head.

"C'mon girls, lets go have some fun!"
 
The young women giggled, gasped, or shouted in glee each time Jack's cock jumped. The appendage seemed to have a mind of its own as it jerked in their direction in excitement. As excited as they were to have a man to play with, they had no idea how excited Jack was to have all these beautiful young women's virginities handed to him on a silver platter! Though his enthusiastic response was certainly starting to clue them in.

"Fuck yeah!" he answered when Roxi asked if he was up for it. As he answered, he slipped his middle finger inside her. Roxi gasped and moaned, her fingertips tightened on the head of his cock. His finger felt a lot thicker than her own. She rubbed her bare breasts against Jack's strong, sculpted chest as he fingered her and she gently fondled his cockhead.

Nancy was jealous at how close Roxi was getting to Jack, but at least he was working her with his fingers too. He moved his hand from her breast to her vulva, rubbed her clit gently. As he launched into his monologue, he slipped a finger inside Nancy and began fingering them in tandem.

Nancy felt validated when Jack, who was an older, wiser, outsider, told Amber that Nancy wasn't wrong to ask how his large cock would fit inside them. His explanation sounded simple enough, but Nancy was worried about it hurting. She was one of the smaller girls, after all.

He teased his middle fingers in and out of Roxi and Nancy, making their breath go shallow and wanton. He used those same hands to reach back and rub Alice and Lana. The couple moaned softly as he started to give their pussies the same treatment.

"Let's go, let's go, let's go!" Amber chanted, skipping forward on the beach and laughing joyously. Nothing fun ever happened on this island and now they had a man to play with!

Roxi smiled into Jack’s lips when he kissed her briefly, and Nancy mmed in happiness when he kissed her head.

The group of young, eager women led their prize about a quarter mile down the beach to where they had their rafts docked. The walk took twice as long as it should have with the girls pawing at Jack and him doing his best to spread the love between five lusty ladies with his fingers.

When they at last reached the makeshift dock, Jack was still hard, but seemed less so than before. Amber would not be having that. She fell to her knees in the sand as the other women clambered onto the planks and started sucking him again.

"Oh my god Amber, you are so greedy!!!" Alice scolded the brunette. She slapped her ass and as Amber yelped in response, her throat tightened around the head of Jack’s cock.

“Every second we turn around you’re sneaking more coconuts or flowers and now cock!” Alice said. She knelt down beside the brunette whose mouth was still glued to Jack’s cock, sucking contentedly. Without another word Alice grabbed Amber by the hair on one of her upward slides and pulled her off.

“You’ve got to share.”

Alice replaced Amber at the helm of Jack’s cock and began sucking the large cockhead experimentally. Lana knelt down beside her girlfriend and held her hair out of the way for her as she went a little deeper, curious about the manly taste of him.

“Weren’t any of you listening to what he said? We’re supposed to be touching ourselves and each other right now to get ourselves ready for him,” Nancy insisted. She’d pulled several of the blankets from under the wooden planks and laid them down on their makeshift docks for everyone.

Nancy pushed down the scrap of fabric she called a skirt and lay down on the docks. Then, she spread her legs wide and reached a hand between them, burrowing through her mound of light blond hair and stopping to rest upon her clit. She started touching herself softly. Her pussy was glistening with its juices in the morning sun.

Roxi joined her on the planks. “Do you want a hand?” she asked Nancy, a little shyly.

Nancy nodded and snuggled closer to Roxi as she of the Biggest Juggs explained to the other girls, “Nancy’s right - we’re supposed to touch each other to get wet,” Roxanne agreed.

“But I get wet sucking him…” Amber pouted.

“Mmm,” Alice moaned. She popped her head off Jack’s cock to cut in, “I see what Amber means; this is fun!” She reached down and started to finger her opening as she continued sucking. She felt a pressure from behind her and realized Lana was pressing into her back. Lana snaked her hands around Alice’s tits and fondled them, tweaking her nipples hard. Alice gasped and leaned back into her girlfriend. Lana’s lips ventured to the redhead’s neck and started kissing and sucking. Alice moaned louder and faltered on his cock, releasing it for just a moment.

At that moment Amber stole Jack’s cock again, but she did not take it in her mouth. Instead she grasped his wet cockhead, slick with her and Alice’s spit, and gently steered him to the planks beside Roxi and Nancy’s tangled embrace. She laid down in front of him and spread her legs wide, then she grasped her pussy lips and spread it wide too, completely exposing herself to the castaway.

Amber’s pussy was tight and pink and shining with her arousal. Her dark pubic hair covered her plump, youthful mons. She positioned so she only needed one hand to hold her pussy apart, her middle finger teasing her clit and center. With her other hand she lifted a breast by a nipple and gasped up at Jack with her wanton chocolate eyes.

The beach was alive with the sounds of her friends’ moans and pants as they teased each other in preparation for the virile man. Amber was desperate to lose her virginity and experience a man for the first time. She wanted Jack to fuck her with his gigantic penis so badly.

“Please Jack, start with me,” she begged.
 
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Jack’s hands were moving from titties to pussies, to nipples, to clits, pinching and squeezing and stealing kisses as they walked down the idyllic, tropical beach. In turn, the girls were teasing his cock and playing with him as well, rubbing their nubile young bodies against him, and pushing whatever body part he was caressing into his hands, The girls were getting more excited now that he had promised to fuck each of them in turn and promised to cum over all of them each time he came. Fuck, this was a dream come true!

As they got into view of the dock Jack stopped to survey it, the middle finger of his left hand two knuckles deep into Roxi and his right hand squeezing Lana’s left titty. His hands slowed to a stop. What a dump. Jack was a football player, not a carpenter, but he was a sailor. The dock needed to be reinforced, and the rafts should be straightened and reworked. It was a mess. Of course, the girls probably didn’t have proper tools, axes, saws, hammers, nails, they wouldn’t of had any of that and maybe in light of-

“Fuck!” Jack exclaimed as he felt a mouth on his cock. He looked down to see the raven haired Amber kneeling in front of him and sucking his cock again. Jack squeezed Lana’s nipple, pulling it a bit roughly, as he turned toward Roxi and gave her another kiss, his finger pulling out of her and his hand moving to her clit, giving her a good squeeze, then letting go. They were supposed to go start masturbating, but they didn’t really move away.

The only girl that moved to the docks was the blonde Nancy. Jack had already figured out she liked to follow rules. He grinned a bit as he was thinking of ways to use that to his advantage. Maybe there was a natural submissive there ready to be used?

Not as ready as Amber was to be used, she was sucking his cock like a champ, slurping and suckling, and gobbling away, her tongue trying to make up her lack of experience with urgency and quantity of action. Short of grabbing her head and face-fucking her, he didn’t think he could get his dick, especially his bulbous cockhead, past her mouth and into her throat.

His cock was pushing on that barrier, Amber pushing her mouth harder and harder against it when Alice, the redhead, stepped over to her, leaned down and slapped her ass nice and hard. Her mouth full of cock, Amber gave a muffled yelp, the end result being her throat opening up as she jumped forward and Jack’s cock finally rammed against the back of her throat. He was afraid he’d hurt her mostly virgin throat but Amber didn’t slow down, if anything she sped up, moaning and starting to work his cock a bit faster, leaving his head at the back of her throat for a bit, before she started working the back of her throat around the crown until she could get the head in and out of her throat, suppressing her gag reflex like a boss.

It felt like forever, and Jack was vaguely aware of Alice chastising Amber and kneeling down next to her, but mostly he was focused on the pleasure he was feeling, focused on every ridge of the roof of her mouth as it ran along his cockhead, and the feel of her tongue on the underside of his cock.

Suddenly Amber’s mouth was ripped away. Jack was dragged back to reality to see Alice pulling Amber off his cock by the hair on the back of her head.

”You’ve got to share,” Alice said and bent her head down, pulling Jack’s cock up, opening her mouth wide and starting to get his wet, slimy, saliva-covered cockhead into her mouth. Lana, her tall girlfriend with frizzy hair knelt down next to Alice and pulled her hair back. This was quite a change from before they went into the water. Lana hadn’t seemed interested in Jack and his cock at all, being protective of Alice and their relationship. But now Lana was helping her girlfriend suck on Jack’s cock and was staring as the redhead worked it in and out of her mouth.

Nancy started talking about masturbating for Jack and that got his attention. He watched as she pulled out blankets from under the planks, set one up for herself, stripped out of her immodest skirt, laid herself down spreading her legs very wide open, facing Jack. He could see her pussy glistening and her breasts heaving as she started rubbing her clit, looking directly at Jack.

“Good girl, Nancy,” Jack said as Alice sucked his cock, her girlfriend holding her hair back.

Roxi sat down beside Nancy and the two girls started touching each other. They were both moving tentatively, it was clear they didn’t have a lot of experience with this. Not like Alice and Lana. Alice kept sucking on his cock as Lana moved from kneeling beside her to sitting behind her, running her hands over Alice’s body, caressing her tits and kissing the redhead’s neck.

Alice released Jack’s cock to moan and that was all the opening Amber needed. She grabbed Jack’s cock, rubbing it as she stood and led him away from the lesbian couple, over to the blanket Roxi and Nancy were exploring each other on.

“You know, I have two hands, you don’t have to lead me around-” Jack shut up. Whatever mystical dream he was living through right now, he did not want it to end by criticising it.

Amber lay down on her back next to Roxi and Nancy, spread her legs wide open, wider than Nancy had, and spread her pussy open with both hands, exposing her virgin hole. There was no gap, despite her basically doing the splits in front of him. Her eyes were staring up at Jack with wanton desire. Her hands shifted, keeping one hand on her cunt, rubbing her clit with her finger as she kept her pussy lips wide open, her other hand moved to her breast, pulling it up so she could lean her head down, licking and slurping on her own nipple, her eyes never leaving Jack’s face as he stood over her.

“Please Jack, start with me,” she begged.

Jack grinned down at her, and didn’t say anything. He worked his pulman muscle, making his cock jump up and down once. Twice. Thrice.

“I’m going to fuck you Amber. I’m going to fuck you good and hard. I’m going to make you cum, and cum, and cum. Then I’m going to pull out and cover all you girls in gallons of cum.”

Jack dropped to his knees at Amber’s ass. He grabbed his cock at the base, lowered his hips, and whipped his cock up and then down on her pussy, aiming the cockhead at Amber’s clit. He ‘whipped’ her five or six times, watching her reaction.

“Gather around girls. I want you all to have a good view. Keep touching each other, but don’t cum. I want you all ready to explode the moment I touch you with my cock.”

He released his dick and leaned forward, going on to all fours over Amber. He bent down his head and kissed her, lip to lip at first, then opening his mouth and waiting for her to do the same. When she did he let her explore with her tongue. He shifted his weight to one hadn, freeing the other to roam her body, caressing everywhere, but her tits and pussy. He touched her cheeks, her shoulders, her arms, skipped her boobs, and spent quite a bit of the time they were kissing rubbing over her belly.

“When I put my dick in you,” he whispered to Amber as he rubbed her belly button, :]”This is where you’re going to feel it. Right here in your belly. I’m going to fill you up so much. You’re going to feel me deep inside you. Fuck, you’re so tiny, you might even see my cock pressing up inside you, making your belly move as I ram my fuck stick inside you over and over again. I’m going to fuck you, and make you cum, and cum, and cum. I’m going to make you a woman Amber. Are you ready for that?”

He moved her hand to her pussy, pushing it onto her clit. “Keep rubbing your clit for me. Can you do that Amber? Can you be a good slut for me, and keep rubbing your clit no matter how much you cum. I want you to cum Amber. I want you to cum so much that all you feel is pleasure, over and over and over, until you go insane with it, until you can’t remember anything else. Are you ready?”

He didn’t wait for her to answer. Jack kissed her, a long, open mouth kiss as his free hand went to her breast. The previously ignored titties were now his focus as he pinched, pulled and pawed at one nipple then the other, touching her, caressing her, taking her.

Finally he broke the kiss and sat up. His cock was curved, shining in the sunlight from all the saliva from Amber and Alice. He smiled at the girls.

“Watch this.”

He bent forward, putting his cock to Amber’s pussy. He looked her in the eye and pushed into her, his fat cockhead slowly spreading her wider and wider as the tip pushed in, then more of the head, and more until the crown was spreading Amber wide.

“Are you okay? Keep rubbing that clitty. Are you ready for the final push Amber? Or do you want me to keep it here, and let you get used to being spread this wide? Because I’m going to fuck you today. And tomorrow. And the next day. Or do you want it hard? Fast? Tell me Amber. Say the words. Say you’re a slut. Say you want me to fuck you hard. Scream it so your friends can hear. Let them know how good this feels, how much you need my cock. Beg me. Beg me to fuck you like the wanton slut you are. Say it.”
 
All the girls were breathless as Jack thrust his cock at them, teasing them with it. Amber’s every nerve ending was electrified. She was so excited to have sex for the first time! She looked like a damn vixen with her legs spread wide and her juicy pussy glistening in the morning sun, but she was really just an innocent young woman deprived of any sexual growth! She desperately needed Jack’s cock, and so did the other girls, whether some of them knew it yet or not.

The excitement amongst the five was palpable as Jack described to them what he was going to do. He said he would cover them all with gallons of cum. None of the girls had seen cum before, some of them didn’t even have a mental reference for what a gallon was, but all were nervous and excited about the unknown.

Jack got to his knees in front of Amber, who was still spreading her legs wide on the makeshift dock, body primed and more than ready. Without warning, Jack slapped his cock against Amber’s clit. The young brunette squealed in delight and her legs trembled. He batted her clit with his cock head again and again and again. Amber’s squeals turned into moans of anticipation as he elicited sparks of pleasure from her clit like with his dick like sparks from a hammer on an anvil.

“Gather around girls. I want you all to have a good view. Keep touching each other, but don’t cum. I want you all ready to explode the moment I touch you with my cock.”

The young women did as instructed. Lana sat behind Alice, hands cupping her breasts as if she were her bra, fingers teasing the red head’s nipples between her fingers. Alice had one hand reached back squeezing Lana’s thigh while the other toyed with her own clit slowly. Roxi and Nancy sat side by side, a hand in each other’s laps, gently, softly playing with the other. All four women were all breathing heavier at the erotic display before them. Amber was splayed out for Jack like an offering. Her young, nubile body glistened in the early morning sun. Her pussy leaked her excitement for their castaway.

Jack leaned down over Amber completely. She felt his cock against her stomach. He kissed her like he had earlier, but this time he gently coaxed her mouth open with his tongue and swept his tongue inside.

“Mmph~!” Amber groaned, delighting in his kiss. She slid her tongue into his mouth in response, exploring him. As they kissed, she only grew more eager for him, his kiss directly fueling her desire. His hands were everywhere but not where she needed them most. She moaned in frustration.

Her nipples were so hard; she needed him to touch them, but he kept avoiding them in his leisurely fondling of her slender body. His hand lingered on her belly and he whispered intimately to her. He spoke of filling her up, of his big manly cock filling her tiny pussy up so fully she’d see a bulging in her belly. That sounded crazy! But the way he said it… it made her squirm! Amber delighted in the picture he painted of them.

I’m going to fuck you, and make you cum, and cum, and cum. I’m going to make you a woman Amber. Are you ready for that?” Jack asked. His fingers traced her belly button, teasing.

“Yes, please, make me a woman!” Amber cried as if it was all she ever wanted. The anticipation was killing her. Her pussy was so wet.

Jack moved his hand from her belly and clasped her hand in his. He guided her fingers down to her pussy, placing them over her hardened bud.

“Keep rubbing your clit for me. Can you do that Amber? Can you be a good slut for me, and keep rubbing your clit no matter how much you cum. I want you to cum Amber. I want you to cum so much that all you feel is pleasure, over and over and over, until you go insane with it, until you can’t remember anything else. Are you ready?”

“Mmm, yes! I’m re-!” Amber cried. She was in the middle of nodding obediently when Jack cut her off with his lips. He kissed her deeply, and finally touched her neglected breasts, He kissed her for so long the other girls started to get even more jealous, but Amber was in Heaven as Jack toyed with her modest breasts and swirled his tongue along hers.

Truth be told, part of Amber was a little scared, but she’d been so adamant about going first she didn’t want to show any fear. Besides, she was mostly excited. The fire in her belly was growing stronger with each kiss and touch of his hand. The fact some of her friends were watching only turned her on more. She was proud to lead the way in this new adventure for them.

As the other four watched, they continued touching each other, keeping their pussies wet in anticipation of their own turn with their castaway. Nancy’s small, slender hand barely eclipsed Roxi’s areola, let alone her massive, soft breasts. Her other hand was tangled amidst Rpxi’s light brown curls, fingers gently circling her clit. Roxi returned the favor, rubbing Nancy’s clit with the pads of her fingers. Alice and Lana were rougher. The couple knew more of what each other liked and having this new male presence on the island only made things more exciting, at least for Alice. Lana was a little jealous with how fascinated Alice seemed with him, but she would be lying if she said she wasn’t getting turned on watching Jack prepare to fuck Amber. Lana’s fingers were buried in Alice’s cunt, curling and expertly vibrating inside as her thumb toyed with her clit. Alice’s breath was coming faster than even Amber’s as Lana quickly worked her up.

At last Jack pushed just the head inside Amber’s tight, virgin hole. The brunette gasped, which was followed by a collective gasp of all four other girls as they watched Jack’s huge cockhead slip inside the slit of their tiny, hyper friend.

Amber squealed as Jack continued pushing his cock head inside her. Despite her eager excitement and ample wetness, the intrusion of Jack’s cock still hurt. Tears pricked the corner of her eyes as he continued pushing in deeper, ever so slowly. It was a great effort just to fit his massive cockhead inside her virgin hole,but at last his head rested inside her opening, Amber’s warm, virgin cunt twitching around it as it worked to accommodate such a large intrusion.

“Are you okay? Keep rubbing that clitty. Are you ready for the final push Amber? Or do you want me to keep it here, and let you get used to being spread this wide? Because I’m going to fuck you today. And tomorrow. And the next day.”


This was doubtful, given how many women resided on this island. Perhaps Jack underestimated just how many women he’d have to satisfy on the island, were he to satisfy them all, or perhaps he had an eye for Amber and her eagerness.The supple young brunette held Jack’s shoulders, gripping him tightly as she welcomed a man into her body for the first time.

“Or do you want it hard? Fast? Tell me Amber. Say the words. Say you’re a slut. Say you want me to fuck you hard. Scream it so your friends can hear. Let them know how good this feels, how much you need my cock. Beg me. Beg me to fuck you like the wanton slut you are. Say it.”

He wanted her to beg for his cock, but even one eager submissive natural slut like Amber needed a moment to adjust to losing her virginity, especially to a guy with an usually large cock! All Amber could manage was a strained, wanton moan.

“How does it feel, Amber?” Nancy asked. Her tribeswomen looked on, fascinated, as Amber’s tiny cunt periodically twitched as it worked to accommodate Jack’s humongous cock.

“Yeah, tell us!” Alice insisted. Her voice was as breathy as her flower was dripping from her girlfriend’s focused fingers deep inside her.

It was odd for Amber to be silent like this. They usually couldn’t shut her up. She held them in suspense for another moment, as if waiting for something, then giggled and exclaimed, “It doesn’t hurt much at all! It-it feels odd, but so, so good!” Amber wiggled her hips on Jack experimentally, eliciting a gasp from her own lips. She locked eyes with him and attempted to push her pussy down on him further. Her eyes crossed and her mouth fell open at the pressure.

Jack’s dirty talk had gone over the girls’ heads a bit. Though she didn’t have much of an idea what slut meant, Amber would be anything for him. Amber was like putty in his hands, molding to his desires, excited and eager to please. “I’m your slut, Jack! I want you to fuck me in front of my friends! Oh please, please!”

Amber wasn’t the only one moaning, all four girls that surrounded the pair were letting out breathy sighs and moans as they pleasured each other

Nancy and Roxi leaned into each other more fully, Roxi’s large tits against Nancy’s smaller ones. Their hands worked between the others’ thighs, gently rubbing, drawing out the other’s nectar as they enjoyed watching, learning how sex was done.

Lana had maneuvered Alice so the redhead still had a good view of Amber and Jack, but she was still at the mercy of Lana, who had quickly grown impatient from the erotic moans of her girlfriend. Now the two were rubbing their cunts together, the frictions between their clits so overpowering, enough to distract Alice from the hetero coupling beside them. Lana bent down and sucked Alice’s tits worshipfully, moaning lightly.

Surrounded by the breathy moans of her friends, Amber’s squeals punctuated the air. The tenderness and familiar comfort of femininity was nice, but Amber was experiencing a sharp pain alongside that pleasure the deeper Jack pushed inside, a heady, warm sting that Amber wanted more of.

“There’s still so much of you left!” she gasped, her eyes growing wide at the sight of more than half his cock that remained outside of her. She reached down and grasped his hardness, shivered in desire in response. “I want it all, Jack! I’m your slut. I-I want you to fuck me deeper, please!”
 
Just the tip. Jack grinned to himself. He was above a beautiful girl he had just met. She was naked, lying on a towel on a beautiful beach in the caribbean. Her friends were naked, touching each other, truly making love, all of them waiting their turn to let Jack fuck them and then come all over all five of them. None of them had ever known a man’s touch. He was making them all women today, and if he didn’t fuck it all up, would have five nubile sex slaves to use for his own pleasure for as long as he was on the island. And he wasn’t thinking about any of that right now. All of his attention was on Amber.

He had most of his mammoth cockhead splitting her virgin pussy wide open. He was fairly sure she could take the rest, but he had stopped on purpose. His eyes locked on hers, their bodies not quite touching anywhere but where his cock met her pussy, he told her to beg him for his cock.

The beach was suddenly silent. The other four girls had stopped touching each other, their hands still in place, four sets of eyes on Jack and Amber, anticipation filled the air.

Nancy, the beautiful blonde who Roxi the big-breasted tall girl was mutually fingering, broke the silence, demanding Amber tell them how it felt. Alice, the red-head being made love to by her lesbian lover Lana, seconded the sentiment. Jack kept his eyes on Amber, not shifting his attention at all as she wiggled her hips and answered the girls. Jack was careful not to let his entire cockhead move inside her, keeping the crest at the entrance, knowing that the opening of the vagina was one of the most sensitive areas, not as sensitive as the clit or the g-spot, but keeping her wide open like this should be making Amber feel amazing, building the anticipation for when he finally pushed it in.

”I’m your slut Jack!” Amber cried, her voice filling the beach, ”I want you to fuck me in front of my friends! Oh please, please!”

She was met with a cacophony of monas as the other girls started rubbing and pleasuring each other again, moving positions to make each other feel better. Jack’s attention, at the moment, wasn;t on them. He was completely focused on Amber.

Jack pushed his hips forward ever so slightly. The crest of his massive cockhead, the thickest part of his dick, pushed forward, past Amber’s labia, and into her waiting cunt.

“Fuck!” Jack screamed at the top of his lungs. His cock, massive though it was, hard though it was, had been stopped by the resistance of Amber’s virgin pussy. She was tight. Wonderfully tight. It felt amazing, sending waves of pleasure from his cock out through his body. He was trying to fuck her. His instinct was to fuck her raw after her begging him like that. But she wasn’t ready.

Wet? Yes.

Willing? Oh yes!

But able? Not yet. Soon, if he was careful.

Jack started working his cockhead back and forth. Not much at first, barely more than millimeters at a time at first. Not even a centimeter. Back and forth. Push in as far as she would let him. Not slow, but not fast either. Pull back until his cockhead almost came out of her. His eyes closed, his knees and hands in the sand on either side of her, Their bodies not quite touching each other anywhere else. All the focus he had in the world on his cock and the sensations he was getting from it. He was opening up Amber’s flower, getting ready to make her bloom. He honestly wouldn’t be surprised if she came a few times before he even started to fuck her like he wanted to.

Jack smiled at that thought. He liked making girls cum. Looking at the immediate future, he was going to have lots of eager, wanton women giving him lots of opportunities to feel pleasure like they never had before.

Amber was wet. Tight, but wet. Jack was moving deeper into her. Not much faster, his hips moving like a derrick in an oil well, slow, so very slow, but steady, each thrust going a bit deeper into his beautiful raven-haired oil well. It went from millimeters to centimeters to an inch, until finally her pussy was letting his cockheadmove a few inches inside her before he drew it back out, until the crest of the cockhead pulled against her labia, then he paused, and pushed forward again, trying to get deeper and deeper inside Amber.

He was lost in this rhythm when Amber gasped out, “There’s still so much of you left!”

Jack’s eyes shot open. “You feel so good Amber,” he grunted, working his cock slowly into her as his eyes moved down between them. Sure enough he only had a third or so inside her. His eyes traveled up her body. Her hand was still on her clit, rubbing it like he had told her.

Jack’s eyes moved up a bit further and he blinked. He’d never noticed this before, but then, he wasn’t usually looking at a girl’s stomach while he was fucking them. Her belly was noticeably larger where his cock was inside her. It was almost like there was an outline of his cock pressing up in her belly.

”I want it all, Jack! I’m your slut. I-I want you to fuck me deeper, please!”

Jack kept his rhythm at the same speed he was going, bent down and kissed Amber again, a long slow, deep kiss, their tongues dueling a bit. He drank her in, enjoying the taste of her mouth as his dick kept slowly working deeper inside her.

“I’m going to fuck you deeper Amber,” he said in a whisper, “ I’m going to make you cum, hard and then harder, but first, I want to get all the way inside you. Relax, and cum whenever you;re ready. Don’t wait for me. It’ll make it easier for me to get all the way in.”

Jack leaned his weight to one side so he could free up his right hand. He moved it to her hand on her clit. “Keep rubbing here. Make yourself feel good.”

Jack released her hand, then played with her right nipple then her left nipple, pinching her slowly bouncing tits. Jiggling really at the pace they were going. He took her free hand and moved it to her belly, putting it right on top of where his cock was moving inside her.

“Can you feel that Amber? That’s my cock. My giant cock. I know you can feel it with your pusy, but you can feel me with your hand too. Do you like that Amber?”

His hand was on her belly too, he could feel his cock pushing in further and further each time. Jack looked down between them again. He pushed in as far as her pussy would let him. Damn. He was over halfway in now and gaining ground.

Jack moved his hand back to the sand next to Amber, regaining his perfect balance. Jack refocused on his hips and cock, finally increasing his speed, groaning as he pushed deeper into Amber with each stroke. As he spread her love canal open wider with each thrust, he let out a loud grunt. Finally he pushed forward and he felt his pelvis bang up against Amber’s mons, his balls slamming forward and slapping against her ass and the sand.

“Fuck! That is amazing! You are amazing Amber!”

Jack leaned forward and kissed her again, his cock buried deep inside her. As they kissed he pulled it out, nice and slow, letting every inch of her cunt feel every inch of his cock, especially the mammoth cockhead rub against her. Breaking the kiss he rammed forward hard, slamming his full length all the way inside her in one stroke.

He sat up, looking down at Amber in appreciation. “You are beautiful, my slutty little sex slave.”

Jack took a deep breath, held it in, and looked around. He grinned at the four girls and said, “Come here girls, gather around. I want you to see this.”

He waited for the other girls to stop what they were doing and get closer, his hands idly playing with Amber’s titties while he waited.

When the girls were there he pointed to where his body and Amber’s met.

“You see this. My cock is fully inside Amber right now. If you look at her belly you can actually see where my cock is pushing up against her stomach. I’m going to be doing this to each of you. All four of you are going to have my cock buried inside of you. This is why you need to get yourselves ready. Get some fingers inside of your pussy, try and get ready for me. I want you all to feel this, to know what a cock feels like in your pussies. Tell them how it feels, my good little slut Amber.”

He waited for Amber to tell them, and the ensuing conversation that was sure to come, but before they could say anything, he spoke again. “One rule though. If you have any questions, you have to rub Amber’s clit and play with her nipples while you talk. Make her feel great while my cock is all the way inside her. Always be ready to make each other feel good my beautiful harem of sexy girls.”

He knelt there, his cock buried inside Amber as the girls talked. When they were finished talking he asked them to back up and start getting their pussies ready for him. Then he moved his hands to Amber’s ass, lifting her up as he moved his own hips up so he was kneeling with his thighs vertical, higher up off the ground. Correspondingly Amber’s hips where higher off the ground, her shoulders down on the ground, the two of them making something of a triangle if you were looking at them from the side. It also allowed Jack ro lean forward and put some weight behind it when he started fucking Amber in earnest.

“Be a good slut and wrap your legs around me Amber.”

He waited for her to comply and Jack took a deep breath. He looked at all the girls around him and grinned wickedly.

“Watch this.”

Holding Amber by the ass, knowing that the blood was starting to rush to her head, Jack pulled back, all the way back, holding her ass in place with his hands, back, back, back until the crest of his cockhead came out of her for the first time since he pushed it in. He held it there for a few seconds, just the tip barely keeping her open, letting her feel the emptiness inside her. Jack held out until he couldn’t take it anymore and thrust inside of her, pushing as much of his length into her as he could. Holding her ass in place, Jack pulled back fast and rammed forward again, then pulled back and rammed forward, driving Amber’s shoulders into the ground.

The fucking had begun in earnest.
 
Jack eased his way inside Amber’s tight, virgin hole little by little. Even though he’d demanded she beg for it and Amber had complied, he was not fucking her nearly as ferousiouly as his dirty talk had implied. Instead, it was a slow, delightful blossoming of Amber’s flower. One of the young woman’s fingers continued to rub her clit while the other caressed Jack’s chest, shoulders, and arms as he slowly slid his cock in and out of her, pushing in just a little deeper each time. Amber couldn’t stop admiring his body and watching the connection between their bodies in awe.

“There’s still so much of you left!” she gasped out.

“You feel so good Amber,” Jack replied. His eyes too wandered down between their bodies to her stomach, which had a noticeable bulge each time Jack pressed his cock deeper inside. It hurt the young woman a little, those deep, penetrating thrusts, but he wasn’t even all the way inside her yet. She grasped for the part of his shaft that was still outside of her.

“I want it all, Jack! I’m your slut. I-I want you to fuck me deeper, please!” she cried.

Jack kissed her in response, slowly, deeply. She slid her tongue along his, following his lead. Kissing him helped ease the sting of his huge cock entering her lithe body over and over, but he still wasn’t all the way inside yet.

“I’m going to fuck you deeper Amber,” he said in a whisper, “ I’m going to make you cum, hard and then harder, but first, I want to get all the way inside you. Relax, and cum whenever you're ready. Don’t wait for me. It’ll make it easier for me to get all the way in.”

“Oh Jack… yes… I want to cum,” she moaned. The sensations she was drawing from her clitoris were burning a fire in her belly that was bound to explode soon. Jack encouraged it, holding her hand lightly as she moved it over her clit, telling her to keep rubbing and making herself feel good.

Amber was happy to follow his advice. The feeling inside was growing, driving her crazy. She moaned his name as he kept fucking her,taking her virginity gently but deliberately. It felt so good to be spread open slowly like this, her body yielding to him bit by bit.

He reached for her breasts, gently teasing her nipples. They were bouncing now from his steady thrusting. His hand moved down to her belly, the bottom of which was bulging out slightly with each thrust.

“Can you feel that Amber? That’s my cock. My giant cock. I know you can feel it with your pusy, but you can feel me with your hand too. Do you like that Amber?”

“Oh god, yes, yes!” Amber’s head was spinning at the idea that this huge, hulking man’s gigantic cock could actually be seen bulging inside her.

The other girls were fascinated too. They were still rubbing each other as he’d ordered, but the more Jack pushed his cock into their tiny friend, the more they became less focused on each other and more on the heterosexual coupling happening in front of them. It was incredible to witness Jack’s mammoth cock disappear inside their tiny friend like that, pushing up inside her so deep you could see a bulge pushing out her normally tatut belly. Most impressive of all was Amber seemed to be enjoying it! Loving it, really, as Jack eased his cock inside her wet, virgin hole again and again.

“Ohhh Jack! Christ, that feels sooo good!” Amber squealed. He’d started thrusting his hips faster, forcing her wet chanel to accept more and more of his thick cock.

“Don’t take the lord’s name in vain,” Nancy said softly, almost in a moan, for Roxi was still rubbing her clit gently and cupping her sex.

“Shut up, Nancy,” Alice gasped, gently nudging the girl in the side. She was breathless, as all of them were, from their mutual masturbation of each other and the sexual spectacle being performed right in front of them. A magic trick, really, to see Jack’s cock’s disappear over and over again inside their tiny friend, to see the impact of his dick in the bulge in her stomach that got bigger with each thrust as he worked his way inside.

At long last, with one great thrust he sheathed himself fully within the young virgin, claiming her as the first woman of the island.

Jack sped up all of a sudden, and at long last his hips became flush with Amber’s. She felt his balls slap against her ass, felt his hard body against her, pelvis pressing against her hand which was still rubbing her clit, elevating her pleasure higher and higher.

“Fuck! That is amazing! You are amazing Amber!” Jack cried out. He leaned forward and kissed her deeply.

Amber moaned into his mouth as he slid his cock out slowly, savoring every inch. She felt her pleasure skyrocketing, and when he rammed his hard cock inside her again all at once, she came, reaching the first of many peaks.

“Ohhh oh my god! Yes!” Her whole body shook around him, starting from deep within her pussy like a tremor within the earth, it spread to the rest of her body, completely taking over.

“You are beautiful, my slutty little sex slave.”

Amber’s face was contorted in exquisite pleasure. The other girls were mesmerized by her sounds and expression, but most by how her whole body seemed to tense then release, shaking visibility and wildly around Jack. For Jack, Amber’s pussy was tightening then releasing over and over again, squeezing his cock desperately as she came harder than ever before. One hand was still poised over her clit, frozen, as the waves of pleasure wracked her body. The other was grasping Jack’s shoulder tight for leverage as her entire body shook.

“Come here girls, gather around. I want you to see this,” Their handsome castaway instructed his and Amber’s audience.

The four young women gathered around, fingers leaving each other’s bodies as they repositioned, then quickly found each other again, one pair on either side of Jack and Amber. Their fingers worked inside each other’s cunts as Jack described the erotic sight before them. Nancy, being even smaller than Amber, was intimidated at the idea of Jack’s cock going so deep inside her like that, though there was no denying that Amber was enjoying it.

“Tell them how it feels, my good little slut Amber.” Jack instructed once her friends had all gathered around.

“It feels amazing!”

Jack told them they could ask questions, but they had to rub Amber’s clit and nipples while doing so. Ever obedient, Nancy moved forward slightly so she could get one of her small hans on Amber’s bouncing tit and the other on her super-stimulated clit.

“Did you cum just then?” Nancy asked.

“Y-Yes!” Amber moaned, for Jack had not ceased fucking her. “But it was from deep within. It felt different from whenever I’ve rubbed my clit before. Why is that?” She quirked her head at Jack, wincing slightly as Nancy’s fingers were too much stimulation after just cumming. “Ah! So-softer!” she begged.

Nancy did as instructed, lifted her hand then pressed down again but softer, less precise, gently moving her small fingers in a gentle circular motion over Amber’s clit.

“Is this better?” she asked softly. She didn’t want to hurt her friend!

“Yes,” Amber sighed happily. Jack was fucking her at a steady rythm, but not too fast that she couldn’t answer questions.

“Does it hurt at all?” Roxi asked.As she moved towards Amber to rub her clit, her large breasts nearly swung and hit the brunette in the face.

“Mmph, a little, but it’s a good hurt. It feels so good!”

Roxi and Nancy, with their gentle natures, could not understand how anything could be good if it hurt, but Alice and Lana understood. They were often rough with each other, and had stuffed many fingers inside each other on many occasions. Lana had even made Alice squirt from time to time.

The girls didn’t have any more questions, so Jack told them to stand back and get ready for him again. Then he repositioned Amber so he was holding her up by her ass in the air, and starting fucking her harder. Earlier had been slow, careful, letting her get used to his size and girth, but now he was fucking her in earnest, hard and fast and deep, his balls slapping against her ass each time.

“Ah! Ah! Ah!” Amber kept crying out, hands digging into the sand as he fucked her so hard.

“Be a good slut and wrap your legs around me Amber.”

Amber did as he asked, wrapping her legs around him tightly, pressing her heels into his ass, urging him to keep fucking her, but Jack pulled out for the first time. Amber whined, her pussy felt so empty, quivering around nothing from the aftershocks of her earlier orgasm and the building blocks of another. He held her in anticipation for a few moments, his cockhead just barely contained within her entrance…

When he thrust inside her again, he did so in one fluid motion that had Amber screaming out in ecstasy, but it was Alice who came, the visual combined with Lana’s four digits pumping inside her pussy just the way she liked becoming too much. She squirt ed lightly all over her girlfriend’s hand, her juices dripping drop to the beach sand. Nancy and Roxi were moaning, laying beside each other, fucking each other’s fingers and rubbing each other clits as they watched the amazing erotic show. Jack’s insanely huge cock kept pumping inside and out of Amber over and over again, her abdomen bulged with each thrust as Jack forced his entire length inside her.

“Oh my god! Christ! Yes! Yes!” Amber screamed as his thrusts penetrated her deep. His fingers were tight and warm on her ass. His grunts so primal and sexy. Amber came again, her moans echoing around them. Nancy did not scold her this time, for she was too busy chasing her own orgasm with Roxi, their fingers dancing over each other’s clits.

Amber was having the time of her life as Jack fucked her into the beach, sand flying everywhere. She didn’t even notice the ache in her shoulders, too distracted she was by Jack’s consistent deep thrusts. The young woman was overwhelmed by all the new pleasurable sensations she was feeling. Jack held her by the ass and plowed into her, his balls slapping against her ass again and again.

“Holy shit!” Alice suddenly exclaimed, though it was unclear if her exclamation was in response to the sight before her or her girlfriend’s familiar fingers.

“It seems impossible,” Nancy moaned, she was getting close, “that it doesn’t hurt…”

Amber’s tits were flying now, bouncing rapidly. Roxi knew if Jack had her in such a position, her tits would likely smack her in the face. She wondered what position he would do her in… All the young women were growing more and more eager for their turn as they watched Jack fuck Amber do deeply and listened to her loud cries of pleasure.

“AH AH AH MMMM!” Amber was crying out, unable to respond to any inquiries at this point as Jack kept hitting her deep inside again and again, building up her pleasure once again.

“Seems impossible he can fit, but she’s enjoying it,” Roxi said, breathless as Nancy continued rubbing between her legs.

Alice groaned. “She clearly is. Ugh I want a turn!”

“Me too!” Roxi quickly said, as if one could call dibs on a penis.

“How do we decide who goes next?” Lana asked.

“We could make a game of it! Let's blind fold him and have him pick at random! That’s only fair,” Nancy said, trying to sound smart and diplomatic.

“Are you kidding me, Nancy? That is no fun!” Alice protested.

“We’ll unblindfold him after he puts his penis in one of us!”

“Maybe so, but I want to see his face when he enters.”

“Me too,” Roxi agreed with Alice. Her cheeks were very red and she was gasping now, feeling her own small orgasm approaching.

As the girls debated who would get to go next with Jack, Amber was riding the crest of another orgasm, feeling her body starting to tense up around Jack’s cock, ready to burst then pulse around his hardness again and again…
 
Jack was balls deep inside Amanda when she started to cum and cum hard. It had taken a great deal of care to get to this point with her virgin pussy. Jack was hoping that the other girls masturbating would loosen them up more than Amber had been. He had finally gotten a few good thrusts into her when he pushed in and held himself inside her. That’s when she started to cum. There was no mistaking it either. Amber was not faking her orgasm a la Meg Ryan in When Harry met Sally. The twenty-something tensed up, then shook wildly, her entire body caught up in the throws of ecstasy that had taken over her body.

The external showcase her body was putting on paled in comparison to the magic her pussy was working on his dick. Already incredibly tight, Amber’s pussy was clenching and squeezing his cock like nothing Jack had ever felt before. He closed his eyes and let the pleasure wash over him.

Eventually she calmed down enough, her body still twitching a bit for Jack to gather the other girls around him to get a better view. He kept fucking her, but at an easy pace, while Amber had her Q&A session, the other girls doing as Jack instructed and playing with Amber while they asked their questions. It was an incredibly erotic sight. Jack knew fuking these five girls was going to fill his days for a long time to come.

He was a bit surprised when Amber asked him a question, asking why this orgasm felt different then when she came from rubbing her clit. Jack grunted, slamming his cock in harder than his rhythm had been. He held his cock in place as he answered.

“Girls have numerous erogenous zones. The clitoris is just one of them. My cock is rubbing against a number of places in your vagina that are just as sensitive.” Jack pulled back nearly all the way out, not letting the cockhead out, keeping that inside her, and slammed his hips forward hard, filling her back up, his balls slapping Amber’s ass. “Plus, you wanted it more. The more you want an orgasm the stronger it usually is. And you, my beautiful little fuck toy, are so slutty, so wanton, so eager for my cock, that there was no way this wasn’t going to feel amazing.”

He paused, his dick deep inside her, ten eyes staring at him, ten nipples pointing at him. He felt his cock throb involuntarily inside Amber.

“Plus, I know what the fuck I’m doing.” And with that he started fucking her again, a nice moderate rhythm as she finished her Q&A with the other girls. Once they were done he really went to town, fucking Amber in earnest.

Surprisingly It was the redhead who came first. Jack looked over at her when she cried out and his eye were drawn down to her pussy. Lana was working four fingers in and out of Alice’s cunt with a fury, even through Alice’s pussy squirting juice all over Lana’s hand. Interesting. Not only did Alice squirt a bit, it was normal enough that Lana took it in stride. Good to know. Jack didn’t say anything yet, just filed it away under useful information to use later.

The girls started arguing over who would get his dick next. They didn’t know it, but they were all in for a bit of a wait. Jack was close. He fucked Amber harder and faster as the girls argued, his tempo getting faster and faster.

“I’m-” he slammed Amber’s cunt harder, driving her shoulders into the sand. He took a deep breath, pulled all the way out of her with a plopping sound, leaving just his tip in.

“Getting-” He rammed forward again, using all his weight to drive his cock into Amber.

“Close,” he said as he pulled out slowly, getting all the way out of Amber. He lowered her ass to the sand, and gently took her by the shoulders, pulling the raven haired beauty into a kneeling position, his cock throbbing, bouncing up and down visibly the whole time.

“Kneel in front of me girls. Hurry. Form a semi-circle, facing me, ass to ass, tit to tit. I’m going to cum all over you wonderful sluts, just like I promised.”

Jack stood in front of Amber, his cock throbbing, slowly rising and falling as the girls got in position.

“Present your tits to me, hold them together and hold them up. You may want to open your mouths and stick out your tongues.”

Jack waited as long as he could, letting the five girls get ready for him, Lana on one end of the circle, Roxanne on the other, kneeling, tits at the ready. Finally Jack grabbed his cock with his right fist, he stood in front of Lana and started pumping wildly, his fist running up and down his cock. It didn’t take long.

With a grunt a huge blast of gooey white cum exploded from the giant purple cockhead. It hit Lana right between the eyes and splattered over her face. Jack stepped to his left, still jerking his cock. A few seconds later he exploded all over Alice’s face, this blast bigger than the last, cum covering her face and splattering onto her hair and down her chin. Jack stepped to the right in front of Amber. He didn’t have to jerk, he barely got his cock in position in time, two blasts firing off in rapid succession, Spewing hot, gooey cum all over Amber’s face. He jumped in front of Nancy, getting a blast over her face and didn’t stop to admire his handiwork. He stepped in front of Roxanne, his fist pumping faster now. He fired blast after blast of cum on her face, then pointed down and exploded on first her left tit, then her right, he fired blast after blast onto her mammoth tits, until his cock slowed down, firing jets of semen now.

Jack worked his way back down the row, shooting strings of cum on the girls’ tits. They weren’t completely covered in gooey wonderfulness like their faces werre, but there was still a lot of cum on each tit and nipple. When he got back to Lana he only had one good string left in him, and then his cock stopped shooting and started to flow.. He didn’t ask the lesbian, he put his cock to her lips and pressed gently, expecting her to take his still hard cock in her mouth, not thinking about who this was and how reluctant she had been at the start.

Finally spent, Jack took a few steps back and dropped onto the sand. He sat and admired his handiwork.

“You girls are absolutely beautiful.”
 
Jack explained that women have multiple erogenous zones, something about sensitive places inside her vagina. It was hard to completely absorb Jack’s answer to her question as to why these orgasms from his cock felt different than the ones she gave herself as his cock was such a big distraction. He slid nearly all the way out of her, his big, meaty cock causing sparks of pleasure along the way. He pulled nearly all the way out, rested his cock inside her for a moment, then slammed forward all at once.

“The more you want an orgasm the stronger it usually is. And you, my beautiful little fuck toy, are so slutty, so wanton, so eager for my cock, that there was no way this wasn’t going to feel amazing.”

“Mhahahahmmmm,” Amber’s playful giggle turned back into a moan as he pressed deep inside her. “I do want it. I do! I’m your little slutty fuck toy, Jack!”

“Plus, I know what the fuck I’m doing.”

With that said, he started fucking her at a steady pace while her friends asked her questions. Amber did her best to answer them as the virile man fucked her brains out.

Amber may be the only one of them getting fucked by a cock, but the other girls used their fingers on each other as a substitute. Lana was extremely skilled at this and had Alice cumming in no time, squirting lightly onto the beach sand and moaning. All the young women were unabashed in their pleasure seeking, quickly becoming the cum sluts Jack desired.

He was pounding into Amber faster than ever before as he neared his peak. Amber squealed in delight as she felt herself close to reaching her own peak yet again at the hands of this virile man, the attention of their audience, and her slender fingers frantically rubbing against her clit.

“I’m-” Jack grunted all of a sudden, hips driving into Amber like a battering ram. His big, strong hands pushed her into the sand hard. He pulled out almost all the way again, left his tip resting inside her entrance.

“Getting-” He slammed all the way into her again. Amber writhed in the sand, moaning wildly as another orgasm tore through her body, a wanton slut indeed.

“Close,” He said, pulling out of Amber all the way at last. Amber’s body immediately weeped at the loss - her warm, wet pussy didn’t want to let him go.

“Kneel in front of me girls. Hurry. Form a semi-circle, facing me, ass to ass, tit to tit. I’m going to cum all over you wonderful sluts, just like I promised.” His voice was husky, deep, and laden with pleasure. The sound of it had all their pussies clenching in desire. The sound of a man close to orgrasm was a primal sound they recognized deep inside, and they wanted to seewhat it looked like.

The young women hurried around to kneel in front of him, two on either side of Amber, who was letting out soft little moans in the aftershock of orgasm and licking her lips in anticipation. The girls were buzzing with excitement, knowing Jack’s cock was about to explode any moment! They were so curious what substance a man would emit, how much, and how potent. His cock seemed to throb as Jack waited for them to gather around. It bounced up and down in front of Amber’s face and she could barely resist leaning forward and popping it into her mouth once again.

They kneeled in a semicircle around Jack, titties of various sizes pressing together as they awaited their reward for finding the castaway With Amber in the middle, one pair of girls on either side, and the beautiful tropical paradise surrounding them, they resembled the typical male fantasy, except the girls were living in a fantasy too, having never had the opportunity to be with a man before. He was a foreign species, and they were so curious about him.

“Present your tits to me, hold them together and hold them up. You may want to open your mouths and stick out your tongues,” Jack instructed them.

All of the young women did as instructed, more or less. Roxi, she of the biggest tits, held up those huge tits to Jack as if in offering. They were topped with hard, pointy nipples aching to be blasted with Jack’s cum. Her mouth was open slightly, tongue peeking out. Her skin was rosy in her desire. Nancy kneeled beside her, hands grasping her modest tits with her mouth open wide.

Amber was the most enthusiastic, naturally, her wide brown eyes sparkling with intense curiosity as Jack’s cock bobbed in front of her face, covered in her juices. She loved the smell of it right in front of her like this, the combined scent of his cock and her own arousal. Amber breathed in the scent eagerly.

Beside her was Alice, whose thighs and the sand beneath her were covered in her girl cum, having just squirted at Lana’s skilled hand. She wasn’t holding her own tits, but instead had leaned over to grasp her girlfriend’s breasts, tweaking Lana’s nipples between her fingers. Lana was moaning lightly in response, but she wasn’t about to open her mouth wide, as she was hesitant to blindly accept whatever their castaway might produce!

Jack pumped his cock in Lana’s face. Lana watched it throb with pleasure. Alice was panting in her ear, watching the erotic sight. It wasn’t long before Jack succumbed to his pleasure, landing the first blast of gooey warm cum right in Lana’s face. Lana’s mouth was closed so she didn’t have to taste it, but it did get her right in the eyes! Thick, viscous cum fused together her eyelashes until she wiped it away. It was so sticky and strong smelling. She didn’t exactly like it, but she did like the gasp of surprise from Alice and how she kissed away the cum that had dripped down to her mouth.

The cum blast Lana received was nothing compared to the blast of cum he shot on Alice, but Alice liked it. She let out a squeal as he blasted her face with hot, sticky semen. Not only her face, but Jack covered her hair and slipped down her chin to her neck and breasts

When he turned to fire a load at Amber, she was already leaning over Alice eagerly, not wanting to miss a drop of the oncoming blast. Jack fired away, splashing Amber’s face and open mouth with two creamy loads of cum. It’s not like it tasted good exactly, well, maybe a little, but it was more the sight of him, the erotisicm of this huge, strong man’s face contorting in pleasure as he came undone at their during, at mostly her doing. It was sexy as well. Amber swallowed the cum that got in her mouth, felt it slide down her throat. It was warm and gooey.

Jack turned to Nancy next, continuing his way around the semicircle of sluts. He blasted her open mouth and face with cum. Nancy clutched her own breasts tight on impact, holding them together as he’d requested. Some of the cum dripped from her innocent, obedient face down to her awaiting tits.

Roxi was the last to get a cum bath, and she really did get quite the thorough washing. Jack pumped his cock, firing blast after blast of cum onto Roxi’s face. Her bountiful breasts were excellent targets as well, and Jack followed up with multiple blasts to them, covering them in his sticky cum. Roxi felt the gooey substance run from her breasts to her hands, which were still clutching her tits.

As the girls watched Jack shoot load after load of cum on themselves and their friends, they noticed how his cock pulsed with each shot. It was very intriguing and sexy. Jack blasted them with his cum like a soldier firing a machine gun evenly across a battlefield, completely coating the enemy soldiers in white, creamy cum bullets. Jack made another pass over the girls, going back from Roxi to Lana, but by the time he reached Lana his cock had finished blasting out cum and now it leaked out in a steady flow. Jack pressed the head of his cock against Lana’s lips gently. Lana wasn’t sure how she felt about licking the potent substance off, but luckily she didn’t have to, for there were four very eager sluts willing to do the job.

Her girlfriend leaned over and gently nudged Lana over so they could share Jack’s meaty dick. The fiery redhead lapped at his cockhead, taking the last bit of visible cum from him into her mouth. She licked at Lana’s lips gently, encouragingly, and soon both women were lapping at the head of Jack’s cock, kissing each other passionately over the lightly leaking head.

When at last the small stream stopped flowing, Jack pulled away and sat back to admire his handiwork.

“You girls are absolutely beautiful,” Jack praised.

The girls smiled in response. The group of young women resembled a strange art piece or, perhaps more accurately, a porno set. Backset against the jungle, their nubile bodies glistening in the sunshine, covered in hot, gooey cum.

Alice and Lana resumed kissing, Alice trying to lap up every bit of cum that remained on her girlfriend. She moaned from her face to her tits, licking her tongue around her nipples to get the bit of cum that had landed there. She sucked lightly on her hardened bud before moving back upward to kiss Lana passionately. They now seemed lost in their own little world. Alice switching between kissing and lapping up all the cum that soaked her girlfriend’s skin while rubbing her hand between her legs, teasing her clit and opening.

Roxi was probably covered in the most cum. She rubbed it into her tits, played with it against her nipples. Nancy and Amber did the same with their cum blasts, and when Amber ran out of cum on her own body, she leaned over to Roxi and started kissing her neck lightly, then a little more aggressively…

“What are you - ah!” Roxi exclaimed as Amber lapped at her neck and started fondling one of her large breasts. She moved down her busty friend’s body, kissing and licking her way down to her large, cum-covered tits.

“Your titties are so big, Roxi. Lucky you to get so much cum!” Amber giggled against her breast. With a long swipe of her tongue, she lapped up the cum on Roxi’s breast, ending at her nipple and taking it between her lips and sucking before releasing.

Roxi moaned lightly in response. Amber was even more playful than usual. All the ooey gooey cum was driving her crazy. She wanted to lap it all up. She planned on licking up the cum on Roxi’s other breast as well but Nancy beat her to it, the small blonde gently sucking on Roxi’s nipple. Both women worked together to clean the busty brunette of all the cum Jack had doused her in.

The women cleaned each other of Jack’s cum, licking and sucking and kissing it away, tasting it and swallowing it down. This was Jack’s brief reprieve, because the rest of the girls expected a turn with his cock. After seeing how much Amber had enjoyed it, the rest of the girls’ excitement overpowered their fear. All but Lana wanted a turn with him.

It was too bad for the young woman that they would soon find out that Jack would need a bit of a break before any more of them could lose their virginities.

Nancy was the first to approach the topic of who would get to go next. She licked the last of Jack’s cum from her lips and asked, “So, who gets to go next?”

That question got all the young women’s attention and they all turned to Jack expectantly. Their cunts were throbbing greater than ever in desire after having watched Jack fuck Amber senseless. She was still licking the cum from her fingers, even though there was barely anything left. She didn’t want to miss a drop!

Nancy and Roxi approached Jack, flames of desire burning in their eyes. "We should let Jack decide," Nancy said.
 
Lana was hesitant at first when Jack pressed his dick to her lips. Then Alice leaned over and kissed Lana with the tip of his cock between their lips. Jack felt another wave of ecstasy surge over him as the two quasi-lesbians made out around his cockhead. Fuck, he was still sensitive and they were making him get hard again. Alice made sure his cock was cum free and he sat down, letting the red-head clean up her girlfriend by slurping all the cum off her.

Jack took a few steps back and sat on the beach, watching the sapphic display before him. Alice and Lana were going at it, Alice having gotten a noticeable taste for Jack's cum, eagerly cleaning her girlfriend up while working Lana's cunt. Jack had little doubt that the frizzy haired girl would be cumming soon, Alice returning the gift that had her squirting minutes ago.

Amber, cum slut that she was, quickly ate up all that Jack had given her, then attacked Roxi, who was coated in Jack's spunk. Maybe he had spent more jism on Roxi than the others because of her larger tits, maybe not. Jack was in the midst of orgasm at the time, it was all he could do to follow the plan he had in his head, keeping the promise that he would cum all over all the girls.

“Your titties are so big, Roxi. Lucky you to get so much cum!” Amber giggled as she slurped Roxanne clean. Nancy quickly joined her slurping up the cum on Roxi's other ample tit. Both girls were spending an inordinate amount of time on Roxi's nipples making the brunette moan and squirm but not quite writhe in pleasure. Jack watched the girls slurping up his cum; like it was the sweetest candy. He couldn't help but get aroused by the sight, feeling his cock jump, fighting the softening that would come. His mind was filled with delicious perversions that he was beginning to realize he could play out with these very willing tropical sluts.

“So, who gets to go next?” Nancy asked, licking her lips. She and Roxi stood, walking over toward Jack while Amber licked her fingers clean. "We should let Jack decide."

Jack could tell that these two wanted to go next and wouldn't be taking no for an answer. Lana, Jack was remembering, was the only one who had showed any hesitancy. He figured the lesbian would need more convincing before she was ready to ride his dick. That was all right, it made it easier. If Lana went last, then Alice would go second to last, which put Roxi and Nancy as next. Jack needed to think about how he wanted to do this.

So he stalled for time. "Amber, Alice still has a lot of cum on her, maybe you can help Lana lick it off? If Lana is okay with that, I don't want to deprive her of the pleasure."

He waited to see what Lana would say. There was no doubt the hungry cum slut would want to slurp up more cum, but what Alice and Lana would say would be interesting.

Nancy and Roxi closed the distance and were standing less than an arm's length away from Jack. He reached out and started rubbing both of their pussies, one in each hand.

"I can't cum again right away girls," he said, slipping a finger inside first Roxi, then Nancy.

"Men aren't like girls, I get soft after I cum." He didn't move his finger, yet, instead he shifted his thumb, seeking out their clits by feel with his thumbs.

"I need to get hard again, by stimulation. Physical stimulation, or visual stimulation." With his thumbs pressing down on both their clits, now Jack began working his fingers in and out of them.

"So I'm thinking one of you should lick my cock, or rub it, or squeeze it with your titties, while the other one masturbates for me, nice and close. put on a good show for me. But don't cum. I don't want any of you to cum again until my cock is inside you. Do you all understand? I want you to cum right up to the edge of orgasm and then ride that edge, but don't go over. OK?"
 
"Amber, Alice still has a lot of cum on her, maybe you can help Lana lick it off? If Lana is okay with that, I don't want to deprive her of the pleasure."

Amber grinned and practically pounced on the red head. She didn’t feel the need to ask Lana for permission. She knew Lana was happy to move aside to let Amber lap up Jack’s cum. Alice answered anyway and rubbed Alice’s pussy gently. “I don’t mind. Just don’t touch her here. She’s mine.”

“I know that, silly,” Amber reassured her. With that she rained kisses on Alice’s upper body, lapping up Jack’s cum greedily. Alice moaned softly as Amber licked cum off her hardened nipple. Not to be outdone, Lana moved beside Alice and began kissing and sucking on Alice’s other nipple. Unlike Amber, she was not trying to lap up all of Jack’s cum, and instead devoted all her attention to Alice’s hard nipple while Amber kissed all over her other breast, lapping up cum like a thirsty dog.

Lana pressed her fingers against Alice’s clit and rubbed. The redhead cried out and wrapped her arms around her girlfriend as well as Amber, rubbing their shoulders encouragingly as they worshiped her body.

Meanwhile, Roxanne and Nancy descended on Jack like lionesses after prey. Jack welcomed them, reaching out each hand and cupping their pussies as he informed them of the disappointing news: "I can't cum again right away girls."

As he spoke, he slipped a finger instead each of them, one after the other, causing Roxi and Nancy to gasp in turn. But they didn’t understand. Why couldn’t he cum again? He’d promised to fuck all of them!

"Men aren't like girls, I get soft after I cum," Jack explained further.

His fingers stayed still inside their warm cunts, but his thumbs, his thumbs encircled their clits teasingly and they moaned in unison.

"I need to get hard again, by stimulation. Physical stimulation, or visual stimulation." With his thumbs pressing down on both their clits, now Jack began working his fingers in and out of them.

As he spoke, he began fingering them and rubbing their clits. Roxi and Nancy’s soft moans grew louder, and they had to make an effort to pipe down in order to hear Jack as he continued. Amber and the others were listening too, very curious about this man and the capabilities of his penis.

"So I'm thinking one of you should lick my cock, or rub it, or squeeze it with your titties, while the other one masturbates for me, nice and close. put on a good show for me. But don't cum. I don't want any of you to cum again until my cock is inside you. Do you all understand? I want you to cum right up to the edge of orgasm and then ride that edge, but don't go over. OK?"

Nancy nodded obediently, as did Roxi. It was Amber who objected.

“Why can’t we cum though?” Amber whined from nearby. She didn’t understand. She’d come at least three times already. Why couldn’t he? She popped up from sucking on Alice’s nipple. Her fingers were poised over her own clit, clearly in the midst of working herself towards another orgasm. She loved cumming, cum slut that she was, and couldn’t understand what his orgasm had to do with any of theirs.

“Jeez Amber, didn't your parents teach you any manners?” Nancy interjected. “You’ve cum three times. Jack has once. Maybe it’s polite to wait until he’s ready for another.”

Amber frowned. "I didn’t mean to be rude. Cumming just feels so good. I'm just going for a record I guess!” She joked, giggling.

“I agree with Amber,” Lana said. Her fingers were still buried inside Alice, her thumb working her girlfriend’s clit the same way Jack was playing with Nancy and Roxi. “I’m not going to let this intruder dictate when I can cum.”

Amber rolled her eyes. “Don’t be so dramatic! I was just asking why he wants us to wait, that’s all.”

“Because it’ll feel even better when we finally do cum,” Roxi said quietly, her voice a quiet moan. The girls were shocked into silence for a moment.

“How do you know?” Lana asked incredulously.

Roxanne blushed furiously. She shimmied away from Jack's hand in order to think properly and knelt in front of him instead, following through with his request to play with his cock with her titties. “Sometimes at night I feel really horny… I know it’s stupid to touch myself with everyone around, but sometimes I can’t help it. But I never cum. I know I’ll be too loud, so I just tease myself. I get so close… it’s so tempting… but I know I have to wait. Early in the morning I’ll sneak away and finish touching myself, and it feels…” She took a great breath in, shuddering. “So good.”

With that said, and blushing greatly, she leaned down and took Jack’s cockhead in her mouth, effectively ceasing any further questioning. She sucked the tip of his cockhead and pressed her breasts together, causing most of his dick to disappear between them.

Roxanne’s explanation had satisfied Amber and Lana, and they’d resumed toying with Alice, making her writhe and squirm. Nancy sat next to Roxi in the sand and began touching herself. She pressed two fingers inside herself gently and rocked onto them, with the thought in mind of preparing herself for Jack’s incredible girth. She slipped a third finger inside as she rubbed her clit with her thumb, moaning in ecstasy.

Roxi squeezed her breasts together and rubbed them up and down around Jack’s cock, planting a wet kiss on Jack’s cockhead each time it reappeared between her massive breasts. She looked up at him, her pretty brown eyes reflected more confidence than when she’d first met him. Wanting to taste more of him, Roxi released her breasts and let them swing, and leaned down further over his cock. Roxi took him fully into her mouth, licking and sucking him experimentally. She fondled her breasts, squeezing her nipples as she sucked his cock. She slid her tongue up and down and all around him, even lapping at his balls, easy to reach when he was not fully hard. He tasted like Amber, but Roxi didn’t mind. She knew that soon he’d be tasting like her. With a moan she moved back up on his cock again and gave special treatment to the head, swirling her tongue around.
 
Horny little slut that Amber was, she did not disappoint. She jumped on top of the redheaded Alice and Amber waited just long enough to get her girlfriend's permission before she started slurping up Jack's cum and working Alice's nipple with her tongue. Jack grinned, his fingers on both hands working Nancy and Roxi's pussies, Amber was a good fuck. The little slut was going to give him hours, no, days of fun.

He didn't ignore the conversation the girls, but his focus was on Roxi and Nancy's pussies. Every cunt is different, different bumps and ridges, different tightness, and the g-spot was always placed slightly differently. Jack was searching for these two girls g-spots while he rubbed their clits with his thumbs. He was sitting while they were standing, his arms extended out so the girls couldn't rub up against his body. Unfortunately. Jack found their g-spots and started working them in conjunction with their clits, their moaning was a symphony to his ears.

The girls were arguing about cumming and delayed orgasms, and Roxi endedd the argument by sharing an intimate story of how she touched herself at night with the other girls sleeping nearby. How she delayed her gratification so that when the orgasm came. Jack felt his cock stir at the image Roxi evoked of her silent, hidden public masturbation. She pulled away from Jack's hand, surprising him a bit. Pulled away didn't describe it right. She moved away reluctantly, slowly, a bit at a time, clearly enjoying his manipulation of her most tender places. Jack saw that she was obeying his suggestion. The brunette with the giant tits dropped to her knees on the ssand in front of the sitting man.

He uncrossed his legs while she finished her story, giving the brunette full access to his cock and balls, and she used it. Her mouth engulfed his massive cockhead, ending her story. Even flacid the beast tended to fill a girl up. She wrapped her breasts around his cock and set to work getting Jack rock hard again.

The trio of questioning lesbians went back to town working on bringing Alice to the brink of orgasm. It was quite a sight to see. As was Nancy, legs akimbo right next to Roxanne. Jack had continued to work her cunt until she also pulled away and sat down on the sand. She had sread her legs wide, boldly for the somewhat hesitant girl from earlier, and shoved to fingers inside herself. Nancy didn't ram her fingers in and out of herself so much as hold her hand against the sand and rock back and forth against her hand. This let her work her own clot with her thumb as she masturbated with her whole body, her titties bouncing back in forth in counter time to her rocking. She slipped in a third finger. She paused her rocking to do it, and clearly it was stretching her out, but she didn't say a word, just putting on a show, staring at Jack. Well, at Roxi and Jack's cock.

"Roxi is, fuck" Jack gasped as she sucked on his balls. When he ould talk again, after a miunute or two, he tried again. "Roxi is right. And one hell of a cocksucker. Thank you Roxi, I should be ready in no time." He patted her head, encouraging her without interrupting her work.

"The longer you delay the orgasm the more powerful it is when you finally cum. So Lana, I'm not trying to control all your orgasms, I'm sure you and Alice and whoever you decide to play with will have plenty of orgasms without me. That's awesome. But you've never fucked a cock before. None of you have. Well, excet Amber, my little slut, and she only just finished getting fucked. I want you to trust me. I promised to cover you all in cum and I did that, right? You've been having fun so far, right? I will make you all feel good. Trust me."

Jack reached over and grabbed Nancy's leg. He pulled her closer to him as she rocked her way to pleasure on her hand. "Keep going," he said to her quietly, "I just want a better view. Put on a show for me. Play with those delicious titties for me."

Jack moved his hand from Nancy's leg to behind him, propping himself up as he lay back, watching Nancy and Roxi work, with the occaisonal glance over at the sapphic trio. He was getting hard, fast, certain that Roxi could feel it between her breasts, or slapping against her head when she had one of his mammoth balls in her mouth.

"So Guys aren't like girls. Everytime I cum, my dick gets soft and it has to get hard again before I can fuck again." Saying again twice sounded odd, but Jack didn't dwell on it. "Between watching you girls, and Roxi working my cock and balls like a pro, I'm just about ready to let you girls have a ride again. Now I can't plow each of you like I did Amber, not without cumming before I'm done and we'd all have to take a break again. So what I was thinking was that you all get really close to cumming, like super, almost there close, and then you each ride my cock, one at a time, until you cum. And it should be an amazing cum. Right Amber? How was it when you came on me dick?"

He waited for her response and then he continued.

"That way each one of you can get to experience a man's cock, you each get an orgasm, and when we're done we can get something to eat."

Jack leaned forward, whispering to Nancy and Roxi. "I was thinking Nancy could go first. She's been masturbating pretty hard and I thik she's close. Would y0u like that Nancy? If I'm too big Roxi can play with yourclit while you try and get my cock inside you. And Roxi, as a thank you for getting me hard again, you can go last so when I cum, I can cum deep inside your pussy? How does that sound?"
 
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