Cruising Chloe

Note: All characters are 18+ and fictitious. Any names or descriptions resembling actual people is purely coincidental.

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The day they left the Dominican Republic was a long reach of over a hundred miles after tacking. They finally reached the southern shore of Puerto Rico, and found anchorage in a mostly sheltered bay. The cell reception was spotty at best, and only while on the shore, so Chloe sent Adam a text explaining that she would try again tomorrow.

The rest of the evening went as most did with Chloe sharing her company with each of her fellow shipmates, and ending her night in bed with her Captain. After a soft and gentle bit of sex, she spooned up against him, and asked Uncle Mike to review the pics and videos he hadn't uploaded yet.

It was fun to see herself being shared by her shipmates and all the different ways they liked to use her. She'd already learned so much, but was always open to more experiences. One kept revisiting her memories, and she made Uncle Mike pause at the one where Dave had held her arms behind her back while he fucked her ass. He really loved fucking her ass, and though it hurt with his big, thick cock, she loved the reaction she got from him, and Rick and Uncle Mike too. They just loved to hear her screams.

But it was that feeling of vulnerability that excited her the most. It was a terrible turn on to be... helpless; to be completely at the mercy of a man who dominated her. She got excited again just thinking about it.

"Uncle Mike?" she began. "Remember that day on the trampoline... with the lanyards? Could we do that again?"

Mike grinned. "We, as in, you and me?"

She nodded. "And Dave and Rick. But this time, really tie me down. Don't just wrap the lanyards around my wrists."

"Sounds like my Pirate Whore is into bondage." Mike snickered.

"Bondage? Is that what it's called?" she giggled. "Yeah, I guess."

Mike Took her wrist and lifted it up. "Spread out, like on the tramp, or..." he pulled her arm behind her and held it there. "Behind your back."

She cooed in her cute girl voice. "I'm sure whatever my Captain orders me to do, I'll do my best."

"We might have to try both ways then." Mike snickered.

"Aye-aye, Captain." she sighed in reply.

Mike let go, pulled her close, and just idly stroked his fingers down her firm tummy to her now bald pussy. "You've been using your laser remover?"

She nodded, then shrugged. "Sort of. Rick is really good at it, so I let him do it."

"And do you thank him properly after?" Mike asked playfully.

She giggled and nodded. "Oh, yes, sir. He inspects me with his face and tongue while I thank his cock."

"The old 69." Mike nodded.

She sighed back. "Yes. I really like that. But, you know... and this might sound a little weird, but... I think I liked doing it with Veronica even more."

Mike hugged her tighter. "Not all that weird," he said. "Maybe we need to find you another girlfriend."

She shrugged against his chest. "I don't know. Veronica is sort of a tough act to follow."

Mike laughed. "That's true. But, there must be another hottie out there who would love to lick her boyfreind's cum out of this smooth little pussy."

Chloe moaned and wriggled against him. "Oh, God. That was so hot." she breathed. "Show me that pic you took. The one with me and Veronica kissing and fingering each other, and all covered in cum."

§

The next day began with their usual morning sex, and Mike was particularly randy. He enjoyed fucking his pretty niece every time, but he indulged her newly found fetish and held her hands behind her back as he pulled out of her pussy, and stabbed into her ass. Chloe struggled, which was even more of a turn on. It sort of lost some of the vibe when her hand slipped free, and she put it back for him... but it was still amazing sex.

When he was done, and she lay catching her breath after her second climax, he went up on deck to plot their course for the day. The destination was a little nature preserve called Coffin Island. There was still a functioning lighthouse, and it was a somewhat popular destination for boaters. According to the info he found online, there were some calm beaches on the north side of the island, and a jetty where you could leave your launch and explore the mediocre reefs. And as it was less than fifty miles away, it would leave them time to enjoy the water for a while.

Below, Mike could hear Chloe moaning and screaming again. By the intensity of it, he guessed Dave had gone to visit her and was now fucking her ass for the second time that morning. She was becoming quite the anal addict, urging at least one ass fucking from each of them every day, which they were, of course, more than willing to provide.

They were still going at it when Rick appeared on deck, and handed Mike a coffee. "Sounds like our Yeoman is awake."

Mike huffed a laugh, and nodded. "The girl is a sexual dynamo. The more she gets, the more she wants."

"Yeah, we know. Don't rub it in." Rick snickered.

Mike heaved a sigh. "You don't think this is kinda fucked up?" he asked.

"Oh, it's fucked up beyond all measure." Rick blurted. "And I'd trade places with you in a heartbeat if I could."

"Would you, really?"

Rick frowned. "Seriously? You have to ask? An eighteen year old sex machine who can't get enough, like ever? Wouldn't anyone?"

"But she's my niece."

"Step-niece." Dave said as he came up on deck with his spent cock hanging there, wet with oil and his own cum."

"Geeze! Put that away, dude!" Rick guffawed.

"She's not your niece." Dave continued without a pause. "You know that. And just for your own conscience, this is totally legal. I checked. She's of age, not related by blood or even marriage. Your brother's step-daughter doesn't count. Now will you please start appreciating this crazy shit for what it is and stop moaning on about how wrong it is?! Kinda getting old. And Rick's right about another thing. We'd trade places with you in a fucking heartbeat if we could!"

"Awe, that's sweet." Chloe cooed as she left the head and joined them, sitting her naked butt on Mike's lap. "Thank you, guys."

"And I'm gonna throw you another bone too." Dave added. "When we get close enough for some cell service, check out wildwaters.org. That's all I'm gonna say."

"What is it?" Mike asked.

Dave heaved a sigh. "What part of 'that's all I'm gonna say' was confusing to you?"

Mike frowned. "Fine. Check the water level. We probably need to run the watermaker for a bit while underway. Let's just see how much time we'll need. Coffee, breakfast, then let's get going. Our next port-of-call is Coffin Island."

"Coffin!" Chloe gasped. "It's a cemetery?"

"It's an island shaped like a coffin." Mike snickered. "Don't worry, Baby. We won't let the zombies get you."

"Very funny." she smirked back. "Well, um... Rick? Is there anything you'd like to do before we go?" she asked temptingly.

"As a matter of fact, yes." he grinned, and lowered his shorts, letting his already fully erect cock out. "Breakfast."

Chloe giggled, and slid her butt off Mike's lap. "Sir, yes, sir." she went to her knees before him and took his stiff length in her hand.

"No." Rick warned her. "Your standing orders, Miss Chloe."

"Sorry, sir. I forgot, sir." She put her hands behind her back and lowered her mouth over his cock, bobbing up and down a few times until Rick closed a fist into her hair and started forcing her down harder.

"When did this start?" Mike asked.

"Last night." Rick groaned. "She's got to suck me off with no hands."

Mike thought it just seemed too coincidental that Chloe asked about bondage after Rick made her submit like this. He got out his cell phone, and started recording it. "Say Hi to your boyfriend, Chloe," he said. "You can show it to him later if you want."

Rick lifted her mouth off his cock, and Chloe looked up at the camera, licked her lips seductively, then said, "Mmm, hi Adam. I'm just getting myself some cream for my coffee." she giggled, and had her mouth pushed back down to work on Rick's cock again.

§

The sailing was a little rough, and they had to motor through a short-lived storm, but the Nymph fared well. They reached the small island by early evening, just ahead of another squall that swept past in less than 30 minutes, leaving the deck wet and the air a little less humid than it had been.

There were two parts to the Island they read about in their cruising guide. The first was where the ferries and day-trip boats went. It was still small and quaint, but that's where you'd find the people. The other was toward the opposite end of the island where private boaters preferred to go. There were less people, excellent beaches to swim and snorkel, and good mooring, but no facilities.

They set anchor on the upper part of the island away from the other boaters and enjoyed their typical late supper prepared by Dave. By then, two other boats anchored in the same area, so they kept their deck activities to a minimum until dark. The Signet was a beautiful cabin cruiser that was starting to show her age, but her skipper obviously took good care of her. She was immaculate, and perfectly clean with new varnish and paint.

Chloe still went from man to man to man, indulging in her latest obsession of giving head with no hands. Mike took a particular bit of amusement having a shouted exchange of greetings with the neighboring captain while his little niece's blonde head bobbed up and down on his cock just below the gunwale and out of sight.

Not satisfied with that, Chloe finished him off, licked his spent cock clean, then stood up between Mike's legs, made no effort at all to hide her exposed tits, and quite obviously wiped her mouth and sucked her fingers clean. She waved a coy hello at their neighbor, went over to Rick, and dropped to her knees in between his legs, and bent down, her face in his lap.

The captain of the Signet, was close enough to see the expression on his face go from cordial/friendly, to outright shock and amazement. He then made some excuse and went below, returning some time later with a drink in hand, and binoculars around his neck. Mike had to chuckle to himself, but didn't say anything.

When Chloe finished and got a mouthful of Rick's cum, she sucked her way off his still twitching cock, and saw their neighbor on the flying bridge watching her through the binoculars. She giggled, and looked right up at him, gave another cute wave, then set about slowly cleaning Rick's manhood while their neighbor watched.

Dave decided his turn would be on the captain's chair, giving their neighbor an even better view. Chloe eagerly went over and had to sit up high on her knees to reach Dave's thick length, took him in her mouth with hands behind her back, and let him proceed to fuck her throat as she made her gulping sounds to keep from gagging. Since it was dark, Rick decided their neighbor would need more light to see what was going on, so he turned on the deck lights.

Chloe was reaching orgasm just from sucking Dave while knowing she was being watched! It was such a turn on to look over and see their new friend up on the flying bridge, his eyes glued to the binoculars in one hand, while his other hand was rubbing at his crotch.

Then, as quickly as it began, it ended when his wife came up on deck, and saw what Chloe was doing, realized her husband was up on the bridge with the glasses, and put two and two together. There was a heated exchange, all in Spanish, and that was the last they saw of him. The next morning when Chloe stuck her head out of the hatch for some air, the Signet was gone, having pulled anchor and set off sometime during first light.

She fell onto Mike's chest and woke him with a kiss and slithered down to his morning hardon and sank him fully into her sex with a delighted moan. "We scared them away." she purred, and rode her Captain until they both came.

They spent the day at the populated side of the island, getting some grilled chicken skewers and bottles of beer from a vendor. Then they took the Nymph further up the island about a mile, and set anchor on the leeward side where they found some calm.

Chloe was happy to shed her bikini again, once they were away from other boats and people. She'd become so accustomed to being naked, she actually preferred it now. The sun was close to setting, and she stood on the deck, watching the sky change colors.

"Captain?" she called back to the main deck. "Could we go skinny dipping on the beach?"

"They don't allow it here, Baby." Mike replied.

"Yeah, but... nobody's here!" She pleaded. "We could go right over there. See? Nice sandy beach. No urchins. Please?"

"I could do with a swim." Dave said.

"And I'm not terribly hungry yet." Rick added. "A swim, then a late supper?"

Mike frowned. "Well, I guess I could use a swim." he relented. He went and took their new camera, added some towels to a canvas beach bag, and they made room for him on the dinghy where they waited impatiently.

The beach was deserted, so Chloe happily waded out in the nude until she was up to her hips, then fell backward into the lapping waves with a delighted sigh. She floated there on her back until Rick and Dave joined her. Mike was making sure the anchor for the dinghy was secure, then got his swim trunks off, and the camera on. He waded out filming as he went. Chloe was sandwiched between her two ship makes, and was making cute cooing sounds as Rick pushed up behind her and held her tits while Dave pet her smooth pussy, taking an occasional kiss.

They spent some time playing with Chloe while she took their cocks in her hands to stroke them and keep them hard, but not so much as to make them cum. That was for later. She was being held up out of the water by her Captain, his hands under her ass, his face between her little breasts, when they heard what sounded like a motor.

They looked around at the island, but sound is weird. It reflects and echos, and the direction of the sound kept changing. Finally Dave pointed out to the water. "There!" he said, as two small boats came bouncing over the waves toward the island.

"Better get ashore." Mike said, and they all started wading back to their things.

Chloe was still tying her bikini top on when the first of the two boats cut the engine, and one of the young guys on the boat tilted the outboard out of the water. The boat coasted the rest of the way to the beach, and the Latino guy on the bow hopped out and held it while a very pretty Latina woman, probably close to Uncle Mike's age, and another Latino boy a little older than Chloe jumped out.

The second boat did the same with another three people on board. One was a very tall, and very burly black man with skin so dark you probably wouldn't see him at night if he wasn't smiling. He looked huge. His muscles had muscles. Then there was a black girl who wasn't nearly as dark, and another hispanic man about Rick's age.

The young man holding the first boat sank an anchor into the sand, checked it to be sure it wouldn't slip, then walked over with a big smile. "Hey! Sorry we're late."

Mike looked to his crew, who looked just as confused as he was. "Late for what?"

"Oh! I thought you were here for the clam bake." he said.

"A what now?" Dave asked.

"Clam bake." he said again "We posted it this afternoon. Just a last minute thing."

"Online?" Chloe asked.

He nodded. "Yeah, we use an app for boaters and do stuff like this once in a while. Hi. I'm Martin."

Chloe blushed her pretty smile. "Chloe."

"Mike, Dave, and I'm Rick." Rick said to complete the introductions.

"Well, we got plenty." The pretty older woman said. "Shrimp, clams, corn, a little snapper, lots of rice and beans. Want to join us?"

Chloe turned her bright smile on Mike, and he melted instantly. "Sure. We haven't eaten yet. Why not?"

They made a small fire to warm up all the precooked food, and after dark, when the food was cleared away, came bottles of beer, tequila, and several rolled joints.

Mike was deep in a conversation with Francesca (Fran), and her two boyfriends. She had two! Nick and Gus, and they were both there! He learned that she was a forty-two year old, divorced school teacher. Her husband had been the Superintendent, and got caught having an affair with one of the students. He was summerilly fired and divorced in the same week.

Now Fran spent her time 'enjoying lovers who could keep up with her' as she described it. She was from the States, but was here visiting family and hooked up with her boy-toys at a cookout. She took them both home with her, and they've been having fun ever since. With another week remaining to her vacation, she was determined to take revenge on her cheating husband by screwing as many hot young studs as she could. By the look of her, Mike was sure she'd have no trouble finding volunteers for that.

Chloe and Martin were drawn into a conversation with the black couple, Jess and Harriet (who went by the nickname Pinky). Chloe was a little surprised to find out Jess wasn't Pinky's boyfriend. They had just met that afternoon when getting together for this clambake. Martin was her boyfriend, and he was laughing and joking with Rick and Dave.

The beer ran out, the tequila did soon after, and Chloe was getting pretty high on the potent weed they were passing around. As she and the others all started to relax after good food and drink, the flirting and suggestive remarks got more and more intense.

Jess had a particularly beautiful voice laced with a Jamaican accent that Chloe thought was just lovely. He was laughing and telling jokes when he said he saw Chloe putting on her bikini when they arrived. This made Fran perk up, and gave her a huge smile. "You, and these three men!" She rolled her eyes. "Now, that's a swim I'd like."

"You want to go skinny-dipping?" Chloe asked.

Fran laughed, the two boys sitting with her running fingers along her back and up her legs. "Maybe... if others go too?"

"What about you, pretty Chloe?" Jess asked.

Chloe blushed her cute smile and shrugged. "Maybe."

"Have you ever seen a BBC before?" Fran asked.

Chloe blinked at her. "The TV station in England?"

Fran laughed out loud. "No, precious. BBC stands for Big Black Cock!"

Chloe gasped and laughed. "Oh shit. Umm... no." she involuntarily met Jess's eyes, and giggled again. "Not yet."

Jess gave her a wickedly sly smile back. "You ever heard the one about the guy who got his girlfriend's name tattooed on his penis?"

His accent was so musical, even with his deep, rumbling voice. Chloe just smiled and shook her head.

"Her name was Wendy. And she told her boyfriend she want her name tattooed on his dick. So, he does it. But ya see, when he was limp, all you see was the W and the Y. So, one day, he was standing at the urinal, and the fella next to him got out his dick, and he see a W and a Y. 'Wendy!' he says, and the fella looks at him. 'You got Wendy on your dick?' and the guy says, 'yes man, she's my girlfriend.' Then another guy come out of the stall, and says, 'Me too! I got a girl named Wendy, and she had me tattoo her name 'dhere!' Then 'dis big black guy..." he grinned and took a little bow. "He come in and stands at the urinal, and sure enough, the fella sees a W and a Y."

"Wendy!' he says. The black fella says 'What?'. 'Your dick!' the boyfriend says. 'You got Wendy tattooed on 'dhere? And the black guy says, 'No man. It says 'Welcome to Jamaica. Have a nice day!'"

Chloe almost choked on the smoke she had just inhaled and laughed till her sides hurt.

"So." Fran gave Jess a seductive smile. "Is your johnson tattooed?"

Jess snickered. "I ain't gonna let my dick get jabbed with a bunch of needles, darlin." he laughed.

"But... would all that fit?" Chloe asked, her own sexy smile lighting her face in the firelight.