One Shot Anthology (18+ NSFW)

Island Vacation (NSFW) – Edited Repost



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So, I honestly don't know what I was thinking when I wrote this one. Just, uh... Hope y'all enjoy the premise. I feel kinda bad for housekeeping, though...

Jack was walking through the crowd, preparing to board the ship. As he sidestepped a couple chatting excitedly, he bumped into a young woman who spun on him.

"Watch where you're walking, dude!" she glared at him. As her eyes scanned over him, she stopped, "Oh, wow... You're... You're a freaking freight train..."

Jack smiled, "I take it that's a good thing, despite the tone you used?"

She nodded slowly, "Definitely... I mean, you're... Wow... You're buff... Stacked... Huge..."

"I'll take your word for it," he chuckled.

"Yeah, yeah. That's the best way to describe you... You're big. You're so big," She reached out, touching his shoulder.

Jack smiled, "It's all the training. You must do some kind of workout. You're fit."

"Thanks, but I'm nothing compared to you. I just play volleyball," She said.

He held out his hand, "My name is Jack. Yours?"

"Alexis. Pleased to meet you, Jack."

"The pleasure's all mine, I assure you."

Jack was the first aboard, and Alexis followed. As the rest boarded, they made their way to their cabins.

Alexis smiled, "Well, I'll be right next door if you need me. We should get together tonight, maybe have a few drinks and chat."

Jack smiled and nodded, before dipping into his cabin.

***

Jack stepped out of his room to go explore the ship when he found Alexis standing in the hall, staring expectantly at his door.

"About time, my dude! You ready for a drink?"

He smiled, "Sure, I could use a few. Lead the way."

"You can follow me any day," She giggled.

They walked towards the pool, grabbed a few drinks at a bar, and sat down on the deck.

"So, Jack, what is it you do? You've got some muscle on you, what do you do for a living?"

"Well, I'm a professional strongman. I recently took second in the international circuit."

"Oh, like a bodybuilder?"

"Kind of. They are more focused on form. Strongmen focus more on function. We're all strong, but strongmen can use their strength more efficiently and for longer periods. Bodybuilders risk damage if they do too much. I also own a construction company."

"Ah, okay, okay."

Jack smiled, "What about you, Alexis? What do you do?"

"Well, I told you I play volleyball. I've been doing that for about six years, but I'm hanging up my jersey after this last season. I'll be entering my final year of college this year, then graduating with a business degree."

Jack looked her over, "Nice. If you're looking for a job, I could use someone with schooling to watch my business when I'm away."

"Yeah? Sounds like fun."

Jack and Alexis talked, laughed, and drank the day away. The second day, they decided to kill time in the pool, before returning to Jack's cabin to watch some movies, cuddle, and wait for the ship to make port on the island.

***

That evening, Jack was soaking in his tub when there was a knock on his door. He quickly slipped out, wrapped a towel around his waist, and answered. Alexis was standing outside, dressed in a robe.

"Hey, Alexis."

"Hey, Jack. I was wondering... All the teasing we did on the ship... Did that mean anything? Or are you already spoken for?"

"No, I'm not spoken for. Are you?"

"No, I'm not."

"Then, yes. It did."

"Would you like to spend the night with me, Jack?"

"Absolutely. My place or yours?"

Alexis considered for a moment, "Well, yours is right here... Mine is so far away, a full floor up..."

Jack smirked and grabbed her hand, before pulling her inside. He pushed her up against the door, pinning her there with his body, and kissing her neck. She moaned, running her hands through his hair.

"Oh, god... Yes..." she gasped.

Her hands went to his towel, opening it and dropping it to the floor. He moved up, locking his lips to hers as his hands wandered down her back, firmly gripping her ass, causing her to gasp in surprise. He opened her robe, revealing her naked form to him. He kissed down her neck and shoulders, before moving to her breasts. She groaned and pulled him closer. He licked and sucked and bit and pulled at her nipples, making her squirm and squeal in pleasure.

"Oh, fuck... You're making me wet, Jack..."

"Good, I want you dripping."

"Yes, sir," she moaned.

He grinned, picking her up and carrying her to the bed. He laid her down, crawling between her legs and licking her slit, lapping up the juices that flowed like a spring from between her legs. He nipped at one of the labia peeking from between the larger lips, pulling gently.

Alexis gasped and panted as her fingers intertwined in the sheets of the bed, "Oh, my fucking god! You're gonna make me fucking cum, jack!" she pleaded.

"Cum for me, Alexis," he commanded.

Her moans grew louder, and then suddenly, she shrieked in orgasm. Jack dove in, licking and sucking. Her hips bucked against his face, trying to escape his tongue as her body convulsed.

"Jack! Oh, fuck Jack!" she cried in blissful pleasure as she rode out the waves.

As she came down, Jack kissed up her smooth pubic mound, up her belly, and between her breasts, until his lips met hers.

She smiled, "Mmmm I taste good on you... and you're a god with your tongue..."

Jack smirked as he kissed her again, "You ready to see if I'm better with my cock?"

Alexis looked down and saw the massive member, her eyes going wide.

"How is that supposed to fit?!"

"Like this."

He pressed against her wet slit, causing her to groan and bite her lip. As he pushed in, she began panting.

"Oh, my fucking god... Oh, fuck. Holy shit. It's so fucking big!"

"Just a bit more..." he groaned as he bottomed out inside her, pressing firmly against her cervix.

"You're hitting my fucking womb, Jack... Oh, it feels amazing, being so full!"

He grinned down at her, "Are you ready?"

Her eyes fluttered half open, meeting his, "Fuck me. Pound me. Make me scream."

"Yes, ma'am."

His hips drew back, slowly dragging his massive cock from her depths until only the head remained inside.

"Oh, god. I feel so empty without you, Jack."

He smirked and drove forward, slamming himself back inside.

"YES, JACK!" she squealed, before clamping her hand over her mouth.

"Oh, no. No, no, no, my dear. We can't have that. I want the whole hotel to hear your screams, Lexi baby."

She nodded as he drew back again, then screamed as he slammed forward.

"Oh, god! Oh, god, yes! Fuck me! Oh, my fucking god! You're so fucking big!"

They continued, the only sounds in the room being the slapping of their skin, her squeals of pleasure, and her words of encouragement and pleasure. She had four total orgasms, each time growing in intensity. Finally, Jack reached his limit.

"Lexi, baby... I'm gonna cum..."

"Do it, Jack... Cum inside me... Fill me with your cum, Jack."

Her legs crossed behind his, pulling him deeper inside as he drove forward, burying himself deep within her, as he burst, his cum filling her womb.

They lay there, panting, as they tried to recover. After a few minutes, Alexis rolled Jack onto his back and straddled him. She kissed him and smiled down at him.

"I could definitely get used to this," she said, as she began grinding on his cock, coaxing it to its full, rock-like hardness again.

"You're insatiable, Lexi."

"And that's another thing, when did you decide to start calling me Lexi?"

"In the moment, it sounded better than 'Alexis'. I hope you don't mind."

She leaned in and planted a firm kiss on his lips. When she pulled away, she smiled, "Anyone else, I'd rip their balls off. But you? God, it makes me so wet when you call me that."

Jack's hands came up and caressed her hips and thighs, "Good. Now, ride me, Lexi."

"Yes, sir."

She sat up, grabbing his cock. She guided it into her before sitting down. She groaned as his length penetrated her. She placed her hands on his chest and started bouncing. Jack smiled, watching her breasts bounce, her blonde hair flip, and her face contort in pleasure. She looked beautiful. His hands went to her breasts, massaging and squeezing them, and pinching her nipples, causing her to whimper.

He slid one hand down to their joining and began rubbing her clit with his thumb. Her bouncing began to become sporadic and uncontrolled.

"Oh, fuck, Jack! I'm cumming!"

"Cum for me, baby. Cum on my cock."

"Oh, shit, yes, Jack! Oh, god, I'm cumming so fucking hard!"

As her orgasm faded, she slumped forward, panting.

Jack smiled at her, "Use me to your content. I'm fully pleased already, so I don't care if I cum again. As long as you're satisfied."

She looked up at him, still panting, "You're fucking amazing, you know that?"

"I'm aware."

She giggled and sat up. She kissed him before she resumed bouncing. Her nails dug into his chest as she went faster, her hips rolling, and her eyes squeezed shut in concentration.

"Oh, god, Jack! This feels so fucking good! I'm gonna cum again!"

"You're completely insatiable."

"Yes, yes, yes! Oh, fuck, fuck, fuck!" Her walls clenched down, rippling with the waves of pleasure radiating from her core. It was too much and Jack came again, filling her with his seed for the second time.

He smiled at her, "If you weren't pregnant before, you likely are now..."

She smiled back, "I'm on birth control so don't worry about it. Got a fresh shot before we got on the boat."

"Good."

She slid off of him, flopping down next to him.

"Damn. You're the best I've ever had."

"The night's still young."

"I think I love you, Jack."

Jack held her close, "We've barely known each other, but... I think I love you too, Alexis."

She snuggled into his embrace. After a long moment of silence, she looked up at him with those same blue eyes again, "Jack... Tomorrow, can I sit on your face? Maybe we can try doggy or lotus or another."

Jack winked at her, sending her heart to flutter again, "Well, I was thinking a prone bone. And I seem to recall someone promising I could use all her holes..."

Alexis blushed as she remembered her previous words on the boat. She had indeed told him she wanted him to fill all her holes. But... "Well... That was before I knew how big you were, Jack... But we can try. We'll just need to buy some extra lube. I don't think even I can get wet enough for you to take my ass. But I know that I definitely want to feel you cum down my throat. I really want to know how you taste."

Jack kissed her forehead, "You could join me in a shower for that tomorrow."

Alexis smiled and returned the kiss, before cuddling into his side and falling asleep. Jack followed not long after.

***

The following morning, Alexis woke up and pulled herself away from Jack. She made her way over to the phone and dialed to the front desk.

"Hi. Yeah, I'm from room 431. My name is Alexis Quincy. I'm currently in room 324. I would like room service. Charge it to my room. Yes, that's right. I'll take a continental, add a bottle of champagne. Oh, and two more things... A bottle of lubricant and an anal applicator, please. Delivered to 324. Yes, all of it. Thanks."

She hung up and walked over to the couch. She flopped down and flipped on the TV, turning the volume down to barely audible to not wake Jack. She flipped through the channels until she saw a news report about her college volleyball team's recent victory. On-screen, she saw herself spiking the final point.

"You didn't tell me you were the star player."

She looked back and saw Jack standing there, smiling at her. 'That damned smile', she thought, feeling her heart fluttering in her chest.

She smiled back at him, "Not really. It was a lucky shot..."

Jack walked over, feeling her eyes wander over his large physique and massive, swaying member, "Ahhh. That would explain why the screen says 'Star player, Alexis Quincy spikes on opponents, scoring the winning point'? Because you just got a lucky shot?"

Alexis blushed, "Alright, maybe they called me the best. But really, it was always a team effort. I'd be nothing without them at my back."

Jack sat next to her and placed his hand on her bare leg, staring into her eyes, "And that's what makes you a good leader. You recognize that without you, they'd fail. But without them, you'd be useless. Only together can you win. Besides, I want to be at your back now." He left off with a wink.

She giggled and blushed a darker red, before leaning in and kissing him, "I could get used to this."

"I was hoping so. I'd hate to be just a nuisance to you," He replied, smiling.

Alexis kissed him again, before moving down and kissing his neck, then his collarbone, "Jack... You're a god. You'd never be a nuisance to me. But we should still have some time to kill before our order comes. Do I have your permission to make you cum?"

Jack grinned, "Granted."

Alexis pulled back and looked at him, "Good boy. Now stay still."

She slid down the couch until she was kneeling between his legs. Her eyes were focused on his cock. Her hands wrapped around his shaft, slowly stroking. She moved her face closer, inhaling the scent, and letting out a moan. She licked the tip and then licked her lips.

"God, I want this..."

She kissed the tip, before licking the sides. Finally, she opened her mouth, taking the tip in and sucking. Her head slowly bobbed, her tongue licking and lapping. Her hands were slowly stroking the base.

Jack let out a low moan, "Oh, god. This is the best morning of my life..."

Alexis moaned, her mouth filled with his meat. Her hands stroked and squeezed his thighs, feeling his muscles. One of her hands went lower, gently rubbing his balls, making him groan in pleasure. Her mouth began to move faster.

Jack's moans grew louder, "Shit, Lexi. Oh, if you wanted a taste of my cum, you're about to have it, if you keep that up!"

Alexis hummed and moaned, the vibrations adding to his pleasure. He groaned as he began to fill her mouth with his seed. Her cheeks bulged as she held her place, his cock still in her mouth. Finally, the flow stopped, and Alexis slowly withdrew.

She smiled up at him, as his seed leaked from her mouth, and a bit dribbled down onto her chin. He lifted his head and gazed into her eyes, before glancing down as she opened her mouth to show the full load of creamy white cum covering her tongue. She closed it and swallowed, then opened it again to show it was gone.

"Delicious. You and your cum taste amazing, Jack. I love it."

"I love you."

She stood up and leaned over him, pressing her lips to his, before whispering, "I love you too."

There was a knock at the door. Jack went to rise, but Alexis stopped him, "I'll get it. You stay."

Jack had a brilliant idea, "You up for a dare?"

"What's that, you mischievous behemoth of a man?"

"Answer it just as you are."

Alexis looked down, seeing her still naked form, and smiled, "Done."

She walked to the door and opened it. The porter was a young man, maybe nineteen or twenty. His eyes scanned her body. He was pushing a cart.

"M-miss... Y-your order..."

"Thanks, hon. Just put it on the table. Can I tip you later? I seem to have left my wallet in my room. You can walk me up there if you'd rather be tipped now."

The boy shook his head, "No thanks. You've given me plenty. No need for a monetary tip, but I appreciate the offer."

Alexis planted her hand on her hip, "Hector is it?" She asked, looking at his name tag. "Keep this between us, and I can personally guarantee there will be a massive tip in it for you."

Hector gulped and nodded, "O-of course, miss. No one needs to know."

Alexis leaned in and whispered in his ear, "If you want to take a picture for your personal use later, you're welcome to."

Hector nodded, "T-thank you, Miss." He smiled and pulled out his phone, snapping a couple quick pictures of her from various angles.

"Call me Lexi."

Hector blushed and nodded, "Thank you again, Lexi."

Alexis straightened and winked at him, "Have a nice day, Hector."

She grabbed the lube and applicator, and shut the door, turning to see Jack still on the couch, but his massive cock standing tall, waiting for her.

"You like it when I do that? When I walk around naked in front of strangers?"

Jack smiled, "I like seeing where your limits are."

Alexis leaned in and nibbled his ear, "I like finding yours too. Next blowjob you get, you get a surprise."

She pulled back and filled the applicator before squatting and inserting it into her ass. She squeezed the applicator and groaned as it filled her with the cool lube. She dropped the applicator and grabbed the lube, before rubbing some around the entrance to her ass.

She stood, turned, and positioned herself over his throbbing member. She held him and rubbed the head against her entrance. She looked at him and smiled.

"Ready, my love?"

"Are you sure, Lexi? It's not too late to back out."

She smiled at him, before whispering in his ear, "I ordered the stuff. I have to at least try it before I decide if I like it or not."

She lowered herself, letting the head slide into her ass. She moaned loudly and bit her lip. She lowered her body, taking his massive girth slowly, inch by inch.

"Oh, my god, Jack! You're fucking huge!"

She continued until she was seated fully, his cock buried completely inside her.

"You're so fucking big, Jack. My ass is stuffed so full!"

She slowly rose, then sat back down. She gasped as she did, the friction building the pleasure in her core.

"Oh, fuck, Jack. You feel so good!"

"So do you, Lexi. I can feel you pulling me in."

She smiled down at him, "That's because I love you. And I want you to fill my ass with your cum, Jack. I want to feel it leaking out of me."

Her hips bounced faster. Her breasts jiggled, bouncing in time with her hips. Jack smiled up at her. His hands came up and cupped her breasts, massaging them and pinching her nipples, causing her to moan loudly.

"Are you going to cum, Lexi baby?"

She nodded, biting her lip. He smirked and slapped her ass. She moaned, the sound of the slap ringing through the room. He smacked her ass again, and she shrieked in pleasure.

"Fuck! I'm gonna cum, Jack! Rub my pussy, Babe!" She cried out as she bounced.

His hand slid between her legs, finding her clit and rubbing quickly. She moaned loudly, the new sensation overwhelming her senses.

"Cum for me, Lexi. Cum for me, Baby."

She moaned loudly, and suddenly her orgasm ripped through her, leaving her screaming in pleasure as she squirted, soaking the carpet in front of them. Jack grunted and his hips bucked up, his cock shooting deep into her bowels.

Alexis slumped back, resting her head on his shoulder as they panted and caught their breath. Jack ran his hands along her body, causing her to shiver.

"Oh, Jack. That was amazing..."

"You are the amazing one, Lexi."

She blushed, "Thank you."

"For what?"

"For giving me the best sex of my life."

Jack chuckled, "Well, I aim to please."

"Good, 'cause I want this to be the rest of my life."

Jack smirked, "What, getting your ass pounded?"

Alexis stood and turned around. She leaned in and met his gaze, "No, smartass. I want the rest of my life to be the best sex ever. I want you."

Jack took a moment to mull over her words before he spoke, "But we hardly know each other..."

Alexis smiled, "We have time. We've got a week on this island to get to know each other. And that aside, we're from the same city, aren't we?"

Jack sighed and pulled her against him, until she was sitting on his lap, her slit grinding against the underside of his rod, "I do believe so, my dear. I do believe so."


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