๐Ÿ“š cruising chloe Part 8 of 11
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Cruising Chloe Pt 08

Cruising Chloe Pt 08

by wyrdwilly
19 min read
4.65 (7300 views)
adultfiction
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Note: All characters are 18+ and fictitious. Any names or descriptions resembling actual people is purely coincidental.

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Three days at sea. That was how long it took them to cross the 250 miles of open water to reach the Dominican Republic. The prevailing winds were right in their faces, making it necessary to tack back and forth all the way there. And for that entire time, Chloe was given her daily sex training.

The first afternoon began with them getting out of the Turks and Caicos harbor, and Chloe removed her bikini as per her orders to remain naked aboard the Nymph while at sea. They had barely left the buoy line when Dave, always eager to fuck their hot teen shipmate, went over, lifted her legs up onto his shoulders, and fucked Chloe until they both came while her Uncle Mike and Rick watched. They both took turns with her too before nightfall.

After dark, they were all on the main deck together, Uncle Mike with Chloe leaning back against him between his legs, just enjoying the feel of his body against hers. The autopilot was doing most of the work, so Mike indulged in caressing and fondling his cute teen shipmate as they sipped rum drinks.

Having her with him like this, and so often, kept doing wonders for his sexual stamina. He had cum three times a day, every day, for the past week, and he felt younger and more lively than he had in a decade. And he had no doubt it was all because of Chloe.

The past weeks had made a profound change in her too, and he loved the result. She was a mirror image of him in many ways. Completely uninhibited, just as he had been. She loved sex as much as any man her age would. She felt no shame about sex anymore, and even liked to be fucked by strangers. If he could have made a list of traits for his perfect lover, she would check every box.

Letting his mind wander often had the same effect on his hands, and he realized he had idly been finger fucking his lovely niece for the past few minutes. It was her soft moan and her pushing back into him that made him come back to the present. Feeling her wetness, and listening to her cute sounds gave him ideas. Wicked ideas that he whispered into her ear as she smiled and listened.

"Oh... yes, Captain." she sighed. "I'll do my best, sir." And she proceed to practice her deepthroat skills on all three men in turn.

For the next two days at sea, Chloe accepted her new daily routine eagerly. Every morning, she'd wake up with Uncle Mike, and have a little wake-up sex. He was always hard and ready first thing in the morning, and it made for a very nice and deep experience.

Much to her delight, Uncle Mike seemed much more accepting to her. She avoided saying what she really felt, for fear of scaring him off again, but she felt he could see it in her eyes. And she liked to believe that she felt the difference in the way he had sex with her. He still did her hard and rough, but he knew she liked it, and she was sure that's why he did it. He would always let her ride him until he got warmed up, then he would take over and be so aggressive, it felt almost angry but for how he smiled at her.

Afterwards, she lay against him, head on his lap, licking his spent cock clean for him. These were the moments when she really felt loved by him. He caressed her back and shoulders, ran his fingers through her hair, gently touched her smooth pussy. It was tender and sweet. A contrast to the wild fucking he gave her, and it was as if he was thanking her in his own way. So many times she had to consciously stop herself from uttering those words again. She wanted to, so much, but didn't dare risk it. Not yet.

The rest of the morning was usually a mix of blowjobs, and double penetration sex. Dave especially liked making her take him and Rick at the same time. Rick went along with it, but he also wanted some one-on-one time with her, which she gave him in the afternoons.

The nights were especially rigorous and fun. They figured out how to break down the settee and arrange the cushions on the back deck between the seats to make a sort of narrow bed. Chloe would get double teamed on her hands and knees, and the third crewman would stand by her head so she could take his cock in her mouth. It wasn't as comfortable as the hotel bed had been, but she managed.

After a full day of sailing and sex, everyone was pretty wiped out. She would go to bed with Dave or Rick, give them a blowjob before they fell asleep, then at the watch change, the other would take his place. She ended every night in Uncle Mike's bed so she could wake up to him and his hard morning erection and start the routine again.

After three days at sea with this new pattern, Chloe had a sinking feeling in the pit of her stomach when she found out that they were going to reach port by mid-day. It meant no more going around naked and spontaneous sex at all hours of the day and night. It meant no more evenings under the stars with her three men having sex with her, all at the same time. She was really starting to enjoy that.

They spent the morning taking advantage of Chloe one more time before having to dial it down. She urged them to break the usual morning routine, and give her one more triple team, to which they eagerly agreed.

"Dave." Mike said, and nodded to the cushions on the floor.

"No, wait." Chloe said, and gave Uncle Mike a nervous smile. "Um... could I try to take Dave in my ass again?"

"You're sure?" Mike asked doubtfully.

She blushed her adorable smile, and nodded. "Lots of that slippery stuff though, okay?"

Dave grinned like a kid in a candy store. "You heard the girl!" he practically cheered.

"Remember what you said last time?" Mike said, trying to make sure she knew what she was getting into.

She nodded. "Yeah, I know. But I think... I mean... I want to try."

"What brought this on?" Rick asked.

"Well..." she blushed and giggled. "It used to hurt a lot, but ever since that night with Vera and Esteban, it's just... really good. Like crazy good. I can't explain it. I just... really like it now."

"Then why Dave?" Mike asked.

"Well, because." she nipped at her lip nervously. "I mean, you can Rick get to do it all the time. I kinda feel like he's been left out."

"He feels that way too." Dave chimed in with a wolfish grin. "Come on, buddy. Don't spoil this on me now."

Mike huffed and shook his head. "Alright, if that's what you want, Baby."

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Chloe just loved how he took to calling her baby, even in front of Dave and Rick. "Yes, sir. I do, sir." she smiled back.

They got the rigging in order, set the autopilot for an easy tack, and shed their clothes in moments.

Mike got on his back, and Chloe threw her leg over, straddling him, with now practiced ease, and impaled herself on his stiff length. She rocked up and down a few times while Dave and Rick got into position. Bending forward to hold her Captain close, she whispered, "Can I be your Pirate Whore, Captain?"

Mike blinked up at his cute little niece who had barely explored sex before leaving on this trip. She had changed before his very eyes from an innocent teen to this sex hungry goddess he adored so much. Her pussy, warm and always so tight and eager, clenched his cock like a vice as Dave crouched behind her, and lined up the tip of his oiled cock with her puckering asshole.

"Oh God! Uncle Mike!" She shrieked as Mike felt several inches of Dave's massive weapon slide along his own cock, separated by so very little. She clutched at Mike's bare shoulder, straining as Dave pulled back, and stabbed in deeper.

"No! No! I don't think I can do it!" she panted...

But Mike saw her look down at him, and... she winked! He was sure of it, or at least he thought he was sure. Didn't she?

"This was your idea, Yeoman!" Mike growled.

"Ow! Oh, Captain, please!" She pleaded. "I can't...!" Her protests sounded genuine, but she kept pushing back at his cock when Dave let her move... and he was sure she winked. He didn't just imagine it, did he?

"Shut her up, Rick." Mike growled, and Chloe gasped dramatically just as her mouth got stuffed full of Rick's whole cock.

Her throat made those lude 'gulk-gulk-gulk' sounds again as she had learned to do, and Mike had a splendid view of her taking every inch of Rick's cock right down her throat... and not a gag in sight!

Poor Chloe's whimpers and cries around Rick's plunging cock sounded desperate and urgent. Her eyes were tearing with the effort to not choke, and her whole body squirmed and struggled in futility while Mike held her in place.

"Captain?" Dave said, sounding a little worried. "You sure about this?"

"Don't question my orders, sailor!" Mike roared back. "Fuck this Pirate Whore's ass!"

Dave, to his credit, hesitated, but the temptation he had impaled on his thick length was just too much to resist. He grabbed Chloe by the hips, and started pounding her ass hard.

Chloe screamed, and the look in her eyes told Mike that part wasn't an act. She shrieked as much as she could with her mouth full of cock, and he had to hold tight to her wrists to keep her from getting away. But the feeling of her tight sex sliding up and down his thickness, and the presence of another hard cock in her ass was pushing him to the breaking point fast. There was no way he was going to last much longer.

Fortunately, he didn't have to. Rick grunted a few times, grabbed Chloe's ponytail in his fist, and drowned her with a geyser of cum that made her cough and sputter. Mike felt a moment of disgust when Rick pulled out and cum dripped from Chloe's panting lips into his cheek. But he was too far gone to care all that much.

Dave started pounding harder and making his own grunting sounds, and Mike struggled to hold on. He didn't want to cum until Chloe did. But it was impossible. She just felt so fucking amazing!

It was one of those orgasms that start in the cock, shot all the way down to your toes and out to your fingertips, then like a receding wave, rushed back to his cock in an explosion of cum. He let loose and pumped up into his niece with a final thrust... and by some miracle, Chloe screamed her orgasm at almost the exact same moment.

For the first half of her orgasm, he was right there with her, feeling his cock deep in her convulsing pussy while she trembled and made alien sounds originating somewhere in her very soul. He reached the end of his eruption, and still she trembled and shook with him inside her. He held on, feeling her clawing at his arms, arching up, lunging down, straining and moaning like she was possessed. Dave pulled his cock from her ass, and he felt Chloe's hips thrust back like she was trying to make him go back in.

After her forever climax finally subsided, she just fell limp on Mike's chest, mewing and whimpering like a wounded animal. Her heart was running like a scared rabbit's and her breathing sounded like she'd just run a marathon.

Rick and Dave, realizing the moment was over, and that Mike and Chloe needed a little space, went to work checking the course while Mike held his lovely niece in his arms.

"I lo..." she caught her words, biting them back before they could ruin everything again. "I love... how that feels." she sighed.

Mike swallowed. He knew what she meant to say, how she covered it. He knew, and he struggled with it still. "I love... how it feels too." he replied, and the meaning was there for her to see, if she dared.

She did, and struggled to lift her head to see his eyes. It was the only way she could tell if he meant it. She needed to see his face. "Oh god!" she whispered, mostly to herself... because she understood the hidden words he wanted to say but couldn't. "You... you do?"

He nodded, knowing this was going over the line... again. All of his self talk told him to keep it just about the sex. Don't go over that line. Don't make it something it could never be. And all that was crumbling inside him as he told his rational mind to shut the fuck up. "I do, Chloe." he said at last, and the smile that lit her face pierced him like an arrow. She hugged him so tight, it almost hurt. Her sweaty little body pressed down like she was trying to hug her way right through him to the other side.

There were so many things she wanted to say, to ask, to express, and she knew it wasn't the right time... which just made her want to even more. She told herself not to push it. This was a milestone. She knew that much, and the last thing she wanted was to mess it up. It was Uncle Mike's decision. It had always been his decision, because she made up her mind already.

After a long hug, she lifted up on his chest, giggled, and licked Rick's cum from his cheek. "Sorry, Captain. Looks like I dribbled a little."

Mike snickered back at her. "That you did." he agreed. "Now, Yeoman. You know you have cleanup duty."

She got an excited look in her eyes, forced herself up to straddle Mike's legs, then bent down to suck his cock clean as she always did.

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Peurto Plata was, for lack of a better word, stunning. The water had that crisp Caribbean blue like liquid sapphire that edged the beautiful beaches and luxurious resorts. There was a big Cruise Ship in the bay, and that meant there would be thousands of tourists all over the place.

There were some old ruins they could see from the water, and Chloe asked if they could stay long enough to go look at them.

For some Reason, Mike was no longer in any hurry to get to the Islands. It was costing him every day he wasn't chartering, but he didn't care so much anymore. It was like a weight had been lifted off his shoulders, and he felt more at ease than he had been in years. Staying a few days to do some sight seeing was definitely in order.

They put the sails away and started the engine, cruising into the bay to look for moorings, but they quickly learned there were none here. This was entirely owned by the cruise company, and nothing was open for public use. They would have to take the Nymph a little further east to a spot he found on the charts indicating a mooring.

Mike took them along the shore to check out the facilities and what they had to offer, then motored another few miles along the coast to what turned out to be a very nice, calm, and popular anchorage. There were eight other boats already drifting at anchor, and another dozen or so moorings remaining.

The mooring was barely more than that. A tiny restaurant that had three meals to choose from, and nothing but cheap beer to drink, and a bar that looked about as lively as Bongo Night in an old folks home. Rather than dealing with any of that, they decided to spend the night on the Nymph.

Ever since her coming out, Chloe was always up for some fun and games. The mooring had no lights but for what the boats offered, so when Dave suggested taking her out on the trampoline for some sex in the dark, she eagerly agreed... and as per protocol, she did the same with Rick and Mike as well.

Some of the boats were close enough that Chloe could see the occupants, which meant they could see her. She still wasn't sure why being seen naked and having sex was such fun for her, but she just loved it. Seeing those indistinct faces trying to get a better look at what they were doing was a real turn on. She could just imagine one of them saying, 'Shit! That's the third guy fucking her in the last thirty minutes!'

Uncle Mike took a few videos, but sadly, there wasn't enough light to make them worth keeping. She cuddled up with her Captain after hours to look at them, and the pics he took all day, recommended a few to add to the ship's log files, and fell asleep feeling really and truly happy.

She awoke to an oiled up hardon sliding into her, and enjoyed what had become her typical morning wakeup. Uncle Mike was always hard and horny in the morning, which was fine with her. She used to sleep in a lot, but this was much better. Plus, she found out, Uncle Mike could last longer in the morning. Sadly, she always wanted more, but she did have two other shipmates to help with that.

Mike was putting on shorts as she rolled out of bed and went up on deck still naked. Rick was just emerging from his room, and gave her a wolfish grin.

"Coffee first?" she pleaded.

He shrugged and nodded. "Sure," and joined her in the galley.

"Take a look at that!" Dave nodded off the aft where a second huge cruise ship was passing by.

"Wow! That's even bigger than the other one!" Chloe sighed. "I've always wanted to see one of those. Mom showed me some pictures from her honeymoon cruise with Kevin. It's like a luxury hotel in a boat!"

"Complete with a free buffett and a casino." Mike added as he joined them on deck. "I thought I'd end up working one of those after graduation from the academy," he laughed. "About a one in a thousand chance, if that." He narrowed his eyes at the ship, and read the name. "The Scarlet! A buddy of mine used to skipper that boat."

"Really?" Chloe beamed. "A real ship's captain!"

Mike laughed, "Hey! What does that make me?"

She blushed back. "Sorry Captain. I mean... another ship's captain."

He laughed. "Well, that's more like it." He followed the ship with his eye for a moment, then dug out his phone from his pocket. They sat for coffee and breakfast, making idle conversation, often alluding to Chloe's need for more practice, when Mike held up a hand for them to be quiet.

"Yes, good morning. I was wondering if I could inquire about the current skipper aboard the Scarlet? Is Captain Bowring still... he is? Matt Bowring? Yes, that's right. Hmm? No, no. No complaints. I actually graduated the academy with him. I don't suppose you've got any contact info... Oh, I understand. Maybe a corporate email or something? Ah, excellent! Yes, please! Thanks very much!"

He hung up. "They're sending me a text with his email. Hopefully he'll check it soon..." his phone made a buzz, and he grinned. "Got it. Let's see if Matt has his ears on."

He typed up a quick email on his phone, sent it, and reclined back to watch his sexy little niece straddle Rick for a morning fuck. He knew this was all shades of wrong; taking advantage of his innocent teen niece; but she certainly seemed to be enjoying this hedonist lifestyle so far. He only hoped she wouldn't snap out of it some day and hate him for it.

Dave watched for as long as he could before his libido got the better of him. He came up behind Chloe, and fondled her tits while rubbing his cock against her ass. She lifted up, arched her back, and Dave's cock plunged into her pussy with wet ease. Her moans and whimpers were a familiar song on the Nymph, and she let him fuck her for a few minutes before lifting away and returning Rick's hard length back in her pussy.

They tag-teamed her like this for another twenty minutes before Rick pulled her down hard, and shot off in her pussy. She waited until he was done, then clung to him while she lifted her ass for Dave to resume his turn. He pounded her cum filled sex and made their cute teen Yeoman scream out an orgasm, turning several heads on the boats around them. Finally, he shot his load into her tight pussy, making her whimper and mew like a sad kitten until he emptied his balls. Then she went to her knees on the deck to begin cleaning their cocks as they caught their breath... and finished their coffee.

Mike was quiet with his phone the whole time, occasionally snapping a pic, but busy doing something else. When Chloe gave Dave's flaccid dick a final kiss and got to her feet, Mike urged her to join him. "Here, Baby. Have a look."

He gave her the phone, and she started reading. "Really!" she exclaimed. "Can we!"

"Can we, what?" Rick asked.

"Matt invited us to come aboard as his guests." Mike said. "Dinner at the Captain's table. Then we can attend a show. He even says he'll make Chloe his Yeoman for a day." he laughed. "They even have costume uniforms and stuff. Seems they used to do shit like this for kids on board before they went adult only."

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