Cruising Chloe Pt 06

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

§

Mike awoke to Chloe climbing up on top of him, taking his morning erection in hand, and guiding it to her ready sex. With a soft sigh, she slid down his rod until she managed to force it all into her.

"Shit!" Mike groaned. "If we keep having sex three times a day, I'll be dead before we get to the islands," he snickered and arched up to drive himself into his beautiful teen Yeoman and make her moan.

"Don't worry, Uncle Mike." she purred. "You'll get used to it."

It was a quickie, but a goodie. Chloe started off slow, just riding her Uncle's cock until they were both picking up the pace. When Mike couldn't stand it any longer, he rolled her onto her back, lifted her legs over his shoulders, and hammered her pussy until they both came.

Hot and smiling, Mike put on swim trunks, Chloe picked out a red bikini, and they joined Dave and Rick on deck. Both of them gave knowing smiles and pointed to the coffee and toast they made.

"So...?" Rick said, giving Chloe that signature smirk of his. "What did you think?"

Chloe knew exactly what he was talking about, and blushed her cute smile at him. "Well... it hurt a lot. And I came... a lot." she giggled.

"Something you want to try again?" Dave asked.

She nodded. "Oh, yes, sir."

"Now, or tonight?" Rick asked.

Chloe felt her whole body flush. "Umm... whatever you want, sir."

"After coffee and breakfast." Mike said. "And then I suggest we take the dinghy out to that beach Rick mentioned. Cold beers, a picnic lunch; make a day of it. And tonight, I'm getting us a room in that hotel."

"Umm... for all of us to do what we talked about yesterday?" Chloe asked shyly.

Mike nodded. "Yes, Yeoman. You're going to try pleasuring all three of us at the same time."

She blew out a nervous 'whew' and turned red in the face. "Aye-aye, Captain." She felt her nervous energy rise in time with her anticipation. Trying to hide it, she sipped her coffee.

She had just barely set down her empty coffee mug when Rick came over, took her by the hand, and led her back down to her cabin with Chloe giggling nervously. Mike and Dave sat and tried to act natural as people passing in dinghy's obviously looked toward the sound of Chloe's frantic cries and lusty moans merging with Rick's grunting and gowled orders for her to 'Take it! Take it all!'

After a fairly long session, they heard Rick roar out loud through his climax while Chloe cried out in stuttering bursts from his thrusting finish. Soon after, Rick emerged looking quite pleased with himself, and nodded to Dave. "Stretched her out a little for you, Cuz." He said to his cousin. "She's so fucking tight."

Dave went below, and found Chloe laying face down on her bed, cum dribbling from her pink ass. He climbed up onto her bunk, and pet her pert rear as she still made quiet whimpering sounds. Her pussy was a delight; so nice and tight, but that perfect little ass just looked so enticing. He'd imagined fucking her ass since that day on the forward trampoline, her wrists wrapped in the lanyards. Finally, he was going to get to really do it.

As if reading his mind, Chloe glanced over from her pillow, and smiled. "Lots of oil please, sir." she pleaded.

Dave nodded and got his trunks off, rubbed a generous amount of oil on his shaft, then got up between her thighs. She obliged by spreading her legs more for him, an act that made her sexappeal double before his eyes. He got into position, lining up the head of his stiff hardon with her tender asshole. The head of his cock slipped right in, followed by a little less than half his meaty shaft.

Chloe's gasps whipped up into a shriek, her moans turned to cries. She tossed back a cascade of blonde hair, and groaned in her girlish voice, "Holy shit! It won't fit!" she cried, arching her back as she lifted on her elbows. Dave started a steady fucking in her tight little ass, and Chloe's erotic reaction quickly had him close to cumming.

The vision of her young body moving beneath him, the tightness of her asshole, and those adorable sounds were too much to resist. In just a few minutes, he was ready to cum. No matter how hard he tried, he couldn't hold back. Another few deep thrusts, and Chloe bucked against him, shouting "Oh, My God! I'm cumming again!"

That was all he could take. Dave emptied his balls into her tight rear, pumping himself in that oiled up ass as she shook and quivered for a solid minute. When her orgasm finally ended, and she collapsed onto her face again, he couldn't help but envy Mike. It was obvious this hot little teen was completely infatuated with him, but at least he got to have some fun with her too. It was hard to believe, but after all the women Dave had been with, and that was quite a few, this hot little teen was the best fuck he'd ever had.

He pulled out and spanked her bottom once for fun. She gave her usual yip and moan response, then lay catching her breath for a while as he got his trunks back on and returned to the main deck.

The guys sat having idle chat while Chloe showered, inside and out, and got her bikini back on. She fixed her hair, did her makeup, and sunblocked every exposed inch. Then she added her new silver and larimar necklace, the matching earrings, and smiled at her reflection. She thought she looked older, more mature. She certainly felt that way.

Part of her wished she was older, so Uncle Mike wouldn't feel so awkward about having sex with her. Or maybe he was getting over it. They did have a very nice wake up... and he just let his crew take turns having anal sex with her. It made her wonder if the pirates used to keep whores on their ship to pass around the crew. "Pirate Whore." she giggled at herself.

The men gave her refreshed look a very enthusiastic greeting, and it even inspired them to get clean and shaved to look good for her. In truth, she kind of liked Uncle Mike's scruffy look. It made her feel like... like he was the Pirate captain, and she was his whore. Somehow, that just tickled her inside. Maybe it was just the orgasms talking, but she thought she'd make a very good pirate whore.

While Dave and Rick were using the showers, Mike sat and patted the seat beside him for Chloe to sit as well.

She smiled and shook her head. "I don't think I can sit just yet." she blushed her pretty smile at him.

"Aww, did the bad men hurt you?" he crooned in his silly voice.

She nodded. "Oh, yes Captain." she cooed playfully back, and slinked up to stand between his legs, his hand around her rear. "They held me down, and forcefully had their way with me, sir. Oh, Captain, it was awful. They even put their big, hard cocks in my ass, sir! Both of them. I didn't know what to do?"

"Well..." Mike grabbed his hands onto her perfect little ass, and pulled her closer to have her breasts in his face. "I think the best thing you could do in that situation is just to let them have their way with you." he grinned. "Don't want to antagonize those men. They might get rough."

"Rough, sir?" she asked, pushing her breasts against his face. "In what way, sir?"

He shrugged. "Well, if you put up a struggle, they might decide to tie you up and take you by force instead."

Chloe gasped, only half playing. "You'd do that? I mean, umm... they'd do that... sir?"

Mike lifted a brow up at her. She really seemed turned on by the idea. That day on the forward trampoline, when he wrapped the lanyards around her wrists was just sort of a fun game. But, now that he thought back at how she so eagerly played along, and the fact that she didn't even try to free herself, even when she was intimidated by Dave's big dick, the thought occurred that... she might actually like some light bondage.

"Never can tell, Yeoman." Mike said menacingly. "You just might find yourself lashed to the deck and at the mercy of the whole crew." He felt her give a little tremble, and there was a catch in her breath.

"Yes, sir. Umm, that is... I understand, sir." Wild and crazy images flashed through her head. She knew there was a locker with spare rope for the mainsheet and jib.

Imagine if they tied me up with that, made me completely helpless. All I could do is let them use me over and over. Wow... why does that turn me on?

§

They took their little launch out to a little spit of sand and palms just off the main island; close enough that some people even chose to swim there. Apparently, a lot had changed from what Rick described. On his last visit, there had been a storm shortly before which made the beach deserted for the most part. All he saw were some people having fun at a little bonfire. Now there were umbrellas, cabanas, and a cool little Tiki Bar that was the center of the activity.

Some good music was playing, and there was a good mix of men and women ranging from twenty to sixty, and it turned out to be quite the beach party.

They spent the day drinking, dancing and swimming on the ocean side of the island, taking in the sun, and of course, fooling around with Chloe. She just loved all the attention she was getting; not just from her Captain and her shipmates, but from other men around the bar. Mike snapped lots of pics, and showed some to Chloe between requests for her to dance. She got particularly tickled at one pic with her doing a rather raunchy bump and grind with one guy in front of her, another behind her, and two more eagerly waiting to cut in while several others were obviously watching. She was the only girl in the frame, and it looked like she was about to be ravaged by a horde of men.

"Send that one to my mom." she giggled.

"No thanks." Mike snickered. "I like my balls attached if you don't mind."

In the evening as the sun was starting to set, Chloe got coaxed into taking a swim with Mike, Dave and Rick, and soon they were joined by another, and another, and another until she was splashing about with six men. One looked to be in his mid fifties or so, and he was the instigator.

He introduced himself as Trevor, and suggested they play a game of Toss the Wench. When she asked what that was, he swam up to her, picked her up in his arms, and half tossed/half shoved her through the chest deep water to the next closest guy, the one about Uncle Mike's age. He followed suit, picking Chloe up as she laughed, and tossed her to Dave. He caught her, but 'somehow' managed to untie her bikini top in the process. With it still dangling just from the tie around the back of her neck, she landed on the younger guy who she guessed was just a few years older than her. He boldly tugged that string loose, and her top fell off entirely.

Before she could even look for it, she was picked up, still laughing, and tossed to Rick, and then back to Mike. He picked her up, and she wrapped her legs around him to give herself a chance to catch her breath. Beaming her sweet smile down at him, she gasped at that look in his eyes.

"No! No! No! Don't you dare!" she giggled, and Mike tugged both ties of her bikini bottom free, and tossed her back to Trevor for him to catch the now naked teen.

"This game just got fucking awesome!" the younger guy chuckled.

Trevor decided what was good for Mike was good for him, and maneuvered Chloe's legs around until she had him between her legs, his hand under her bare little ass. She just smirked down at him as he groped her for a moment under the water. He was just so adorable with that sly smile and British accent, she gave him a peck on the lips, then 'toss'.

She landed on the middle aged guy, still giggling as she got her legs around him. He took the opportunity to feel that cute ass and kissed her pert little tits that were right at face level, making her nipples stand at attention. Then he counted, "one-two-three", and tossed her to Dave.

This time his hands reached all the way around her narrow hips, and he gave her little bush a rub from behind as he held her close, his face between her little tits. She squeaked in surprise, giggling as he almost got a finger into her pussy. "One-two-three!"

She landed on the young guy again, and he eagerly joined the groping game too, getting her legs around him, and his hands searching for her pussy. Chloe decided he had a nice body. He was tall, pretty muscular with the build of a jock, and a nice face. Prettier than Adam, she concluded. Laughing and squirming to try to avoid his searching hands, he just managed to touch her neatly trimmed bush before he relented and counted "One-two-three!"

She landed on Rick. When she got her legs around him, she gasped and giggled as she struggled in his firm grip. The water was so crystal clear, the others quickly realized that he'd lowered his trunks down to his knees. Chloe got manhandled into position again, her legs around him, and was bounced a few times with her bare sex right where he wanted her so the head of his cock bumped up against her pussy each time.

"One-two-three!" and she landed on Mike, and his trunks were down too. Her smile changed to a look of shock, but he just pulled her close and grabbed onto her ass tighter. She made a little squeak, and they all got the impression he just entered her. A longer pause, him lifting her up and down a few times, leaving no doubt what he was doing to her. Just a few strokes, then...

"One-two-three!" and she fell on Trevor. His cock was out too, but it wasn't quite hard yet. Still, she got her pussy rubbed firmly against it a half dozen times before he regretfully counted "One-two-three!"

She was caught by the forty-something she didn't even have a name for, and in seconds, she was wrapped around him, and on the very first bounce, his cock slid up into her pussy. "Oh shit!" she gasped, and moaned involuntarily, her body arching against him. He bounced her a few times too, making her pussy take the length of his manhood, then...

"One-two-three!"

The game now turned into something else entirely. A couple rounds later, each man bouncing her on their hips and cocks a little longer each time, she was dizzy with the feelings stirring inside her. By the end, she landed on the forty-something guy again, and he was just done playing. She got fully impaled on his cock, and he bounced her up and down on it for a couple minutes until he obviously came inside her, groaning with pleasure.

Before she could protest or try to end it, the younger guy came up behind her, and with her arms still clinging to the first one, he entered her from behind. He took her hips in his hands, and just went at it, fucking her in a churn of foam as she gasped and moaned at the sudden invasion of her pussy from yet another stranger's cock. Her mouth was covered by the middle-aged man's lips and she moaned into the surprise kiss. The Jock rode her like Dave did, fierce and mercilessly. When he finally reached his climax, he jammed in as deep as he could go, making Chloe scream a little, turning heads on the beach.

He made some comment about her being a hot little slut, then swam away to let Trevor in.

The older man wasn't sure what just happened. He intended the game to remain a game, even if they got a cheap feel or even a little rub of their cocks on her young pussy, but this...? She got her arms around him, then her legs, and he cupped her ass in his hands.

"Not sure I can do this." he huffed a laugh.

Chloe wriggled her hips, feeling his cock bumping against her pussy lips. "It feels like you can." she cooed.

"Yeah, but... my wife is over there somewhere... probably watching." he said.

She smiled and drew in a breath that made her breasts swell before him. "That's actually kind of sweet, Trevor." she said.

"Yeah, right." he growled regretfully. "If she wasn't here, I'd shag you to the moon and back."

She giggled. "I'll take that as a complement."

Chloe waded out of the water with her shipmates, and Mike came over to put an arm around her as they led her away from the crowd.

"What am I gonna do now?" she asked, hiding her naked body behind the men. "I can't go back there naked!"

Mike snickered, and reached into his swim trunks pocket, and handed over her bikini bottoms. "Not quite naked." he grinned.

"Oh, Good!" she sighed with relief. "What about my top?" she asked hopefully.

"Sorry. Best we can do." Dave grinned... knowing her bikini top was so tiny, she'd never notice the bulge in his pocket.

"Hey!" Rick chimed in. "Maybe you'll start a trend and the other girls will get topless too. It's happened before."

"Really?" she asked hopefully. "You think they would?"

"Let's find out." Mike suggested. "Come on. One more drink, then we'll head back to the hotel."

As it turned out, Chloe joining the party topless seemed to be taken as a challenge by some of the other girls that remained. A few refused to join in and left either alone or with their partners, but the four who stuck around shed their tops as if to compete with Chloe for some attention.

Chloe's breasts, not being very impressive, paled in comparison to the very busty Latina who was getting most of the male attention aside from Chloe. She was also getting rather drunk, and came dancing over to Chloe with a tequila shot for each of them. Chloe played along, and almost choked on the hard liquor as they tossed back their shots at the same time. Then the hot Latina popped a cut piece of lime in her mouth, bit down, spat out the rind, and grabbed Chloe in her arms, smothering the teen with a wildly passionate kiss.

Breasts pressed together, and that sexy girl's tongue in her mouth, Chloe was in a state of shock for a moment. Then all the cheering from the men watching made Chloe's inner slut rise, and she kissed the older girl back with equal lust. They made out for so long, Chloe forgot they were being watched. When her new friend let go of her lips and latched her kiss onto one of Chloe's nipples, she threw her head back and moaned up at the darkening sky, her hand gripping a fistfull of the Latina's gorgeous black hair.

For good measure, the dark haired beauty let go, kissed Chloe again, then lifted her tits by way of invitation. The men around them started chanting "Do it! Do it! Do it!" Chloe flashed her Uncle Mike a coy smile, then dove for the girl's big tits, sucking a large, erect nipple into her mouth and tonguing it like it was a little cock.

The beauty cried out something in Spanish that made those who understood laugh out loud, then she grabbed Chloe for one more long kiss, and wiggled off with her partner to the bar for more tequila.

"We'd better go before Chloe gets dragged off for a threesome with big tits and her boyfriend." Rick grinned.

"Right." Dave agreed.

"Why do you say that?" Chloe giggled.

"Well, my Spanish isn't great." Dave said. "But I think she told her boyfriend that she wanted to eat his cum out of your pussy."

Chloe gasped. "Oh my god! Really?" She looked back at the busty brunette, and got a wink and a waved invitation for her to join them for another shot. "Holy shit!" she giggled, then gave a shy shake of her head, and blew her a kiss.

The dark haired beauty pouted, and made another pleading invitation, then her boyfriend handed her two more shots of tequila. She took them both, and seductively wiggled up to Chloe again with her man close behind. She sidled up to Chloe, handing her a shot, and the cut lime.

"Uno Mas." she said sweetly. Chloe blinked at her, and she laughed with a gorgeous smile. "Ay dios mio. Emm... one more?"

Chloe was feeling like her face would crack from how hard she was smiling. "Oh, okay." she nodded, and took her offered shot.

"Emm... and him too. Si?" The busty brunette asked with a nod to her boyfriend.

Chloe looked confused, but still smiling. "Him too?" She shrugged. "How?"

The Latina mimed. "He drink. Then.. Mmm!" She made like she was biting the lime. "Then... drink, and give you" she turned and smooched her man. "You take..." and she held up the lime. "Y luego..." she glided up to Chloe and put an arm around her slim waist. "You give me. Comprende?"